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(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
(2E,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + geranylgeranyl diphosphate
(E)-ethynyldimethylallyl diphosphate + isopentenyl diphosphate
(E)-ethynylfarnesyl diphosphate + diphosphate
-
-
double condensation product. Yield is 0.8% E-ethynylfarnesyl diphosphate, compared with 100% for the reaction of dimethylallyl diphosphate with isopentenyl diphosphate
-
?
(Z)-ethynyldimethylallyl diphosphate + isopentenyl diphosphate
(Z)-ethynylfarnesyl diphosphate + diphosphate
8-acetoxygeranyl diphosphate + isopentenyl diphosphate
diphosphate + 12-acetoxyfarnesyl diphosphate
8-hydroxygeranyl diphosphate + isopentenyl diphosphate
hydroxyfarnesyl diphosphate + diphosphate
-
-
mutants Y81S and Y81D, produce additionally hydroxygeranylgeranyl diphosphate plus a small amount of hydroxygeranylfarnesyl diphosphate
-
?
8-methoxygeranyl diphosphate + isopentenyl diphosphate
methoxyfarnesyl diphosphate + diphosphate
-
-
mutants Y81S and Y81D, produce methoxygeranylgeranyl diphosphate as main product plus some methoxyfarnesyl diphosphate
-
?
cyclohexylideneethyl diphosphate + 2-cyclohexenylethyl diphosphate
(cyclohexylideneethyl)-cyclohexylideneethyl diphosphate
-
-
relative yield 0.8%
-
?
cyclohexylideneethyl diphosphate + isopentenyl diphosphate
10-cyclohexyliden-3,7-dimethyldeca-2,6-dien-1-ol + ?
dimethylallyl diphosphate + 2 isopentenyl diphosphate
(E,E)-farnesyl diphosphate + 2 diphosphate
dimethylallyl diphosphate + 2 isopentenyl diphosphate
(E,E)-farnesyl diphosphate + diphosphate
-
-
-
-
?
dimethylallyl diphosphate + 2 isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
the enzyme is bifunctional and produces (2E,6E)-farnesyl diphosphate or geranyl diphosphate from dimethylallyl diphosphate and isopentenyl diphosphate depending on the divalent metal cofactor present. The enzyme is far more active with Co2+ as an additive than with any other tested metal ion. In the presence of Co2+ or Mn2+, with dimethylallyl diphosphate as a cosubstrate, it produces about 96% geranyl diphosphate and only 4% farnesyl diphosphate. In contrast, with Mg2+ as an additive, the enzyme produces 18% geranyl diphosphate and 82% farnesyl diphosphate
-
-
?
dimethylallyl diphosphate + geranyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
dimethylallyl diphosphate + isopentenyl diphosphate
(2E,6E)-farnesyl diphosphate + diphosphate
-
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
(E,E)-farnesyl diphosphate + geranyl diphosphate + diphosphate
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + farnesyl diphosphate
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + trans,trans-farnesyl diphosphate
-
-
-
-
?
farnesyl diphosphate + isopentenyl diphosphate
geranyl diphosphate + diphosphate
Pumpkin
-
less than 5% of the activity with dimethylallyl diphosphate
-
-
?
geranyl diphosphate + 2-cyclohexenylethyl diphosphate
(S)-geranylcyclohexylideneethyl diphosphate + diphosphate
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (E,E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + farnesyl diphosphate
geranyl diphosphate + isopentenyl diphosphate
diphosphate + trans,trans-farnesyl diphosphate
isopentenyl diphosphate + dimethylallyl diphosphate
diphosphate + geranyl diphosphate
isopentenyl diphosphate + geranyl diphosphate
(E,E)-farnesyl diphosphate + diphosphate
-
-
-
?
isopentenyl diphosphate + geranyl diphosphate
diphosphate + farnesyl diphosphate
Pumpkin
-
enzyme participates in isoprenoid biosynthesis in eukaryotes
-
-
?
methoxymethoxydimethylallyl diphosphate + isopentenyl diphosphate
methoxymethoxygeranyl diphosphate + diphosphate
propoxygeranyl diphosphate + isopentenyl diphosphate
propoxyfarnesyl diphosphate + diphosphate
vinyldimethylallyl diphosphate + isopentenyl diphosphate
vinylfarnesyl diphosphate + diphosphate
-
-
sole product, yield is 29.9% vinylfarnesyl diphosphate, compared with 100% for the reaction of dimethylallyl diphosphate with isopentenyl diphosphate
-
?
vinyldimethylallyl diphosphate + isopentenyl diphosphate
vinylgeranyl diphosphate + vinylfarnesyl diphosphate + diphosphate
-
-
14.3% vinylgeranyl diphosphate plus 23.3% vinylfarnesyl diphosphate, compared with 100% for the reaction of dimethylallyl diphosphate with isopentenyl diphosphate
-
?
additional information
?
-
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate

5 diphosphate + all-trans-octaprenyl diphosphate
-
-
-
?
(2E,6E)-farnesyl diphosphate + 5 isopentenyl diphosphate
5 diphosphate + all-trans-octaprenyl diphosphate
-
-
-
?
(2E,6E)-farnesyl diphosphate + isopentenyl diphosphate

diphosphate + geranylgeranyl diphosphate
reaction of EC 2.5.1.29, the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate
-
-
?
(2E,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + geranylgeranyl diphosphate
reaction of EC 2.5.1.29, the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate. Under environmental stresses, Haematococcus pluvialis accumulates large amounts of carotenoids. Scale of carotenoid biosynthesis depends on availability of geranylgeranyl pyrophosphate precursor, which is supplied by GGPP synthase through sequential 1'-4 condensation of three isopentenyl pyrophosphates into dimethylallyl pyrophosphate
-
-
?
(2E,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + geranylgeranyl diphosphate
reaction of EC 2.5.1.29, the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate
-
-
?
(2E,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + geranylgeranyl diphosphate
reaction of EC 2.5.1.29, bifunctional farnesyl/geranylgeranyl diphosphate synthase
-
-
?
(Z)-ethynyldimethylallyl diphosphate + isopentenyl diphosphate

(Z)-ethynylfarnesyl diphosphate + diphosphate
-
-
sole product with wild-type, yield is 88.8% Z-ethynylfarnesyl diphosphate, compared with 100% for the reaction of dimethylallyl diphosphate with isopentenyl diphosphate. Mutant Y81D yields products ethynylgeranyl, ethynylfarnesyl, and ethynylgeranylgeranyl diphosphates
-
?
(Z)-ethynyldimethylallyl diphosphate + isopentenyl diphosphate
(Z)-ethynylfarnesyl diphosphate + diphosphate
-
-
sole product with wild-type, yield is 21.9% Z-ethynylfarnesyl diphosphate, compared with 100% for the reaction of dimethylallyl diphosphate with isopentenyl diphosphate
-
?
8-acetoxygeranyl diphosphate + isopentenyl diphosphate

diphosphate + 12-acetoxyfarnesyl diphosphate
-
21.8% yield
-
?
8-acetoxygeranyl diphosphate + isopentenyl diphosphate
diphosphate + 12-acetoxyfarnesyl diphosphate
-
21.8% yield
-
?
cyclohexylideneethyl diphosphate + isopentenyl diphosphate

10-cyclohexyliden-3,7-dimethyldeca-2,6-dien-1-ol + ?
-
-
double condensation product, relative yield 23.1%
-
?
cyclohexylideneethyl diphosphate + isopentenyl diphosphate
10-cyclohexyliden-3,7-dimethyldeca-2,6-dien-1-ol + ?
-
-
double condensation product, relative yield 3.0%
-
?
dimethylallyl diphosphate + 2 isopentenyl diphosphate

(E,E)-farnesyl diphosphate + 2 diphosphate
-
-
-
?
dimethylallyl diphosphate + 2 isopentenyl diphosphate
(E,E)-farnesyl diphosphate + 2 diphosphate
-
-
-
?
dimethylallyl diphosphate + 2 isopentenyl diphosphate
(E,E)-farnesyl diphosphate + 2 diphosphate
-
-
-
?
dimethylallyl diphosphate + 2 isopentenyl diphosphate
(E,E)-farnesyl diphosphate + 2 diphosphate
-
no activity with farnesyl diphosphate
-
?
dimethylallyl diphosphate + 2 isopentenyl diphosphate
(E,E)-farnesyl diphosphate + 2 diphosphate
-
2 sequential irreversible 1', 4 condensations
-
-
ir
dimethylallyl diphosphate + 2 isopentenyl diphosphate
(E,E)-farnesyl diphosphate + 2 diphosphate
-
-
-
?
dimethylallyl diphosphate + 2 isopentenyl diphosphate
(E,E)-farnesyl diphosphate + 2 diphosphate
Pumpkin
-
activity is higher than with geranyl diphosphate
-
?
dimethylallyl diphosphate + 2 isopentenyl diphosphate
(E,E)-farnesyl diphosphate + 2 diphosphate
Pumpkin
-
enzyme participates in isoprenoid biosynthesis in eukaryotes
-
-
?
dimethylallyl diphosphate + 2 isopentenyl diphosphate
(E,E)-farnesyl diphosphate + 2 diphosphate
-
-
-
?
dimethylallyl diphosphate + geranyl diphosphate

diphosphate + (2E,6E)-farnesyl diphosphate
-
the enzyme is involved in the biosynthesis of the monoterpenoid precursors needed for formation of the defensive compound chrysomelidial. Farnesyl diphosphate serves as precursor for various primary metabolites and juvenile required hormone
-
-
?
dimethylallyl diphosphate + geranyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
the production of farnesyl diphosphate from dimethylallyl diphosphate and geranyl diphosphate is most active by addition of 0.5 mM Mg2+ compared with any other tested cofactor. At a constant 0.5 mM Co2+, and an ascending Mg2+ concentration, PcIDS1 displayed low farnesyl diphosphate forming activity. If Mg2+ is constant at 5 mM and Co2+ concentrations vary, high farnesyl diphosphate production can be observed only at Co2+ concentrations below 0.1 mM. As soon as the Co2+ concentration ascends, the farnesyl diphosphate-forming activity decreases dramatically. The Mg2+-catalyzed activity of the enzyme is abolished as soon as Co2+ reaches its optimal concentration
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate

(E,E)-farnesyl diphosphate + geranyl diphosphate + diphosphate
-
ratio geranyl diphosphate/farnesyl diphosphate is about 2:1
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
(E,E)-farnesyl diphosphate + geranyl diphosphate + diphosphate
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate

diphosphate + geranyl diphosphate
reaction of EC 2.5.1.1, the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyzes the condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate to generate the C15 product (2E,6E)-farnesyl diphosphate, reaction of EC 2.5.1.1
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
when (R)-[2-2H]IPP is a substrate for chain elongation, no deuterium is found in the chain elongation products. In contrast, the deuterium in (S)-[2-2H]IPP is incorporated into all of the products. Thus, the pro-R hydrogen at C2 of IPP is lost when the E- and Z-double bond isomers are formed
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyzes the condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate to generate the C15 product (2E,6E)-farnesyl diphosphate, reaction of EC 2.5.1.1
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
when (R)-[2-2H]IPP is a substrate for chain elongation, no deuterium is found in the chain elongation products. In contrast, the deuterium in (S)-[2-2H]IPP is incorporated into all of the products. Thus, the pro-R hydrogen at C2 of IPP is lost when the E- and Z-double bond isomers are formed
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
-
relative yield 100%
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
key enzyme in isoprenoid biosynthesis
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
the synthase amino-acid residues at the 4th and 5th position before the first aspartate rich motif mainly determine product specificity
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate. Under environmental stresses, Haematococcus pluvialis accumulates large amounts of carotenoids. Scale of carotenoid biosynthesis depends on availability of geranylgeranyl pyrophosphate precursor, which is supplied by GGPP synthase through sequential 1'-4 condensation of three isopentenyl pyrophosphates into dimethylallyl pyrophosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
reaction of EC 2.5.1.1, the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
reaction of EC 2.5.1.1, the enzyme catalyses the sequential condensation of dimethylallyl diphosphate with isopentenyl diphosphate (IPP) and the resulting geranyl diphosphate (GPP) with another unit of IPP, eventually producing the 15-carbon isoprenoid farnesyl diphosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
reaction of EC 2.5.1.1, the enzyme catalyzes the condensation of dimethylallyl pyrophosphate and isopentenyl pyrophosphate, forming geranyl pyrophosphate and then farnesyl pyrophosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyzes the sequential condensation of dimethylallyl diphosphate (C5) with isopentenyl diphosphate (IPP) and the resulting geranyl diphosphate (GPP) with another molecule of IPP, eventually producing farnesyl diphosphate which is a precursor for the biosynthesis of a vast majority of isoprenoids
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyzes the sequential condensation of dimethylallyl diphosphate with isopentenyl diphosphate and the resulting geranyl diphosphate with another molecule of isopentenyl diphosphate, eventually producing farnesyl diphosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyzes the sequential condensation of dimethylallyl diphosphate (C5) with isopentenyl diphosphate (IPP) and the resulting geranyl diphosphate (GPP) with another molecule of IPP, eventually producing farnesyl diphosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyzes two five-carbon atoms, isopentenyl pyrophosphate (IPP), and its isomer dimethylallyl pyrophosphate phosphoric acid (DMAPP) to form farnesyl diphosphate (FPP)
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
reaction of EC 2.5.1.1. the enzyme catalyzes the sequential condensation of two molecules of isopentenyl diphosphate (IPP) with dimethylallyl diphosphate (DMAPP), producing geranyl diphosphate (GPP) and farnesyl diphosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyzes the sequential condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate, producing geranyl diphosphate and farnesyl diphosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
reaction of EC 2.5.1.1. the enzyme catalyzes the sequential condensation of two molecules of isopentenyl diphosphate (IPP) with dimethylallyl diphosphate (DMAPP), producing geranyl diphosphate (GPP) and farnesyl diphosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyzes the sequential condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate, producing geranyl diphosphate and farnesyl diphosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
-
relative yield 100%
-
?
geranyl diphosphate + 2-cyclohexenylethyl diphosphate

(S)-geranylcyclohexylideneethyl diphosphate + diphosphate
-
-
relative yield 13.6%
-
?
geranyl diphosphate + 2-cyclohexenylethyl diphosphate
(S)-geranylcyclohexylideneethyl diphosphate + diphosphate
-
-
relative yield 42.2%
-
?
geranyl diphosphate + isopentenyl diphosphate

diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes the condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate to generate the C15 product (2E,6E)-farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes the condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate to generate the C15 product (2E,6E)-farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate. Under environmental stresses, Haematococcus pluvialis accumulates large amounts of carotenoids. Scale of carotenoid biosynthesis depends on availability of geranylgeranyl pyrophosphate precursor, which is supplied by GGPP synthase through sequential 1'-4 condensation of three isopentenyl pyrophosphates into dimethylallyl pyrophosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyses the sequential condensation of dimethylallyl diphosphate with isopentenyl diphosphate (IPP) and the resulting geranyl diphosphate (GPP) with another unit of IPP, eventually producing the 15-carbon isoprenoid farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes the condensation of dimethylallyl pyrophosphate and isopentenyl pyrophosphate, forming geranyl pyrophosphate and then farnesyl pyrophosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes the sequential condensation of dimethylallyl diphosphate (C5) with isopentenyl diphosphate (IPP) and the resulting geranyl diphosphate (GPP) with another molecule of IPP, eventually producing farnesyl diphosphate which is a precursor for the biosynthesis of a vast majority of isoprenoids
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes the sequential condensation of dimethylallyl diphosphate with isopentenyl diphosphate and the resulting geranyl diphosphate with another molecule of isopentenyl diphosphate, eventually producing farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes the sequential condensation of dimethylallyl diphosphate (C5) with isopentenyl diphosphate (IPP) and the resulting geranyl diphosphate (GPP) with another molecule of IPP, eventually producing farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes two five-carbon atoms, isopentenyl pyrophosphate (IPP), and its isomer dimethylallyl pyrophosphate phosphoric acid (DMAPP) to form farnesyl diphosphate (FPP)
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
bifunctional farnesyl/geranylgeranyl diphosphate synthase
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes the sequential condensation of two molecules of isopentenyl diphosphate (IPP) with dimethylallyl diphosphate (DMAPP), producing geranyl diphosphate (GPP) and farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes the sequential condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate, producing geranyl diphosphate and farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes the sequential condensation of two molecules of isopentenyl diphosphate (IPP) with dimethylallyl diphosphate (DMAPP), producing geranyl diphosphate (GPP) and farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes the sequential condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate, producing geranyl diphosphate and farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate

diphosphate + farnesyl diphosphate
-
-
E)-farnesyl diphosphate
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + farnesyl diphosphate
-
-
-
ir
geranyl diphosphate + isopentenyl diphosphate
diphosphate + farnesyl diphosphate
Pumpkin
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + farnesyl diphosphate
-
-
E)-farnesyl diphosphate
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate

diphosphate + trans,trans-farnesyl diphosphate
-
small amounts of neryl diphosphate, (Z,E)-farnesyl diphosphate are formed along with the E-isomers. When (R)-[2-2H]IPP is a substrate for chain elongation, no deuterium is found in the chain elongation products. In contrast, the deuterium in (S)-[2-2H]IPP is incorporated into all of the products. Thus, the pro-R hydrogen at C2 of IPP is lost when the E- and Z-double bond isomers are formed
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + trans,trans-farnesyl diphosphate
-
small amounts of neryl diphosphate, (Z,E)-farnesyl diphosphate are formed along with the E-isomers. When (R)-[2-2H]IPP is a substrate for chain elongation, no deuterium is found in the chain elongation products. In contrast, the deuterium in (S)-[2-2H]IPP is incorporated into all of the products. Thus, the pro-R hydrogen at C2 of IPP is lost when the E- and Z-double bond isomers are formed
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + trans,trans-farnesyl diphosphate
-
key enzyme in isoprenoid biosynthesis
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + trans,trans-farnesyl diphosphate
-
the synthase amino-acid residues at the 4th and 5th position before the first aspartate rich motif mainly determine product specificity
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + trans,trans-farnesyl diphosphate
-
no activity with dimethylallyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + trans,trans-farnesyl diphosphate
-
no activity with dimethylallyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + trans,trans-farnesyl diphosphate
-
-
-
-
?
isopentenyl diphosphate + dimethylallyl diphosphate

diphosphate + geranyl diphosphate
-
-
-
?
isopentenyl diphosphate + dimethylallyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
?
isopentenyl diphosphate + dimethylallyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
?
isopentenyl diphosphate + dimethylallyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
?
isopentenyl diphosphate + dimethylallyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
-
?
isopentenyl diphosphate + dimethylallyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
-
?
isopentenyl diphosphate + dimethylallyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
-
?
methoxymethoxydimethylallyl diphosphate + isopentenyl diphosphate

methoxymethoxygeranyl diphosphate + diphosphate
-
-
yield is 5% methoxymethoxygeranyl diphosphate, compared with 100% for the reaction of dimethylallyl diphosphate with isopentenyl diphosphate. Mutant Y81D yields methoxymethoxyfarnesyl diphosphate with high efficiency
-
?
methoxymethoxydimethylallyl diphosphate + isopentenyl diphosphate
methoxymethoxygeranyl diphosphate + diphosphate
-
-
yield is 1% methoxymethoxygeranyl diphosphate, compared with 100% for the reaction of dimethylallyl diphosphate with isopentenyl diphosphate
-
?
propoxygeranyl diphosphate + isopentenyl diphosphate

propoxyfarnesyl diphosphate + diphosphate
-
-
yield is 3% methoxymethoxygeranyl diphosphate, compared with 100% for the reaction of dimethylallyl diphosphate with isopentenyl diphosphate, and 63% yield for mutant Y81D, plus 6% of propoxygeranylgeranyl diphosphate
-
?
propoxygeranyl diphosphate + isopentenyl diphosphate
propoxyfarnesyl diphosphate + diphosphate
-
-
yield is 62% methoxymethoxygeranyl diphosphate, compared with 100% for the reaction of dimethylallyl diphosphate with isopentenyl diphosphate
-
?
additional information

?
-
-
no activity with dimethylallyl diphosphate
-
-
?
additional information
?
-
-
no activity with dimethylallyl diphosphate
-
-
?
additional information
?
-
enzyme additionally shows geranyl diphosphate synthase and farnesyl diphosphate synthase activity
-
-
?
additional information
?
-
-
enzyme additionally shows geranyl diphosphate synthase and farnesyl diphosphate synthase activity
-
-
?
additional information
?
-
enzyme is able to produce farnesyl phosphate directly from geranyl phosphate, activity of farnesylgeranyltransferase
-
-
?
additional information
?
-
-
enzyme is able to produce farnesyl phosphate directly from geranyl phosphate, activity of farnesylgeranyltransferase
-
-
?
additional information
?
-
-
FPPS2 has barely detectable geranyl geranyl diphosphate synthase activity
-
-
?
additional information
?
-
-
isoform FPPS3 with a His-tag at the N-terminus displays a low level of geranyl geranyl diphosphate synthase activity
-
-
?
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(2E,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + geranylgeranyl diphosphate
dimethylallyl diphosphate + 2 isopentenyl diphosphate
(E,E)-farnesyl diphosphate + 2 diphosphate
Pumpkin
-
enzyme participates in isoprenoid biosynthesis in eukaryotes
-
-
?
dimethylallyl diphosphate + geranyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
the enzyme is involved in the biosynthesis of the monoterpenoid precursors needed for formation of the defensive compound chrysomelidial. Farnesyl diphosphate serves as precursor for various primary metabolites and juvenile required hormone
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
geranyl diphosphate + isopentenyl diphosphate
diphosphate + trans,trans-farnesyl diphosphate
-
key enzyme in isoprenoid biosynthesis
-
-
?
isopentenyl diphosphate + dimethylallyl diphosphate
diphosphate + geranyl diphosphate
isopentenyl diphosphate + geranyl diphosphate
diphosphate + farnesyl diphosphate
Pumpkin
-
enzyme participates in isoprenoid biosynthesis in eukaryotes
-
-
?
(2E,6E)-farnesyl diphosphate + isopentenyl diphosphate

diphosphate + geranylgeranyl diphosphate
reaction of EC 2.5.1.29, the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate. Under environmental stresses, Haematococcus pluvialis accumulates large amounts of carotenoids. Scale of carotenoid biosynthesis depends on availability of geranylgeranyl pyrophosphate precursor, which is supplied by GGPP synthase through sequential 1'-4 condensation of three isopentenyl pyrophosphates into dimethylallyl pyrophosphate
-
-
?
(2E,6E)-farnesyl diphosphate + isopentenyl diphosphate
diphosphate + geranylgeranyl diphosphate
reaction of EC 2.5.1.29, bifunctional farnesyl/geranylgeranyl diphosphate synthase
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate

diphosphate + geranyl diphosphate
the enzyme catalyzes the condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate to generate the C15 product (2E,6E)-farnesyl diphosphate, reaction of EC 2.5.1.1
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyzes the condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate to generate the C15 product (2E,6E)-farnesyl diphosphate, reaction of EC 2.5.1.1
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
-
key enzyme in isoprenoid biosynthesis
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate. Under environmental stresses, Haematococcus pluvialis accumulates large amounts of carotenoids. Scale of carotenoid biosynthesis depends on availability of geranylgeranyl pyrophosphate precursor, which is supplied by GGPP synthase through sequential 1'-4 condensation of three isopentenyl pyrophosphates into dimethylallyl pyrophosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
reaction of EC 2.5.1.1, the enzyme catalyses the sequential condensation of dimethylallyl diphosphate with isopentenyl diphosphate (IPP) and the resulting geranyl diphosphate (GPP) with another unit of IPP, eventually producing the 15-carbon isoprenoid farnesyl diphosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
reaction of EC 2.5.1.1, the enzyme catalyzes the condensation of dimethylallyl pyrophosphate and isopentenyl pyrophosphate, forming geranyl pyrophosphate and then farnesyl pyrophosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyzes the sequential condensation of dimethylallyl diphosphate (C5) with isopentenyl diphosphate (IPP) and the resulting geranyl diphosphate (GPP) with another molecule of IPP, eventually producing farnesyl diphosphate which is a precursor for the biosynthesis of a vast majority of isoprenoids
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyzes the sequential condensation of dimethylallyl diphosphate with isopentenyl diphosphate and the resulting geranyl diphosphate with another molecule of isopentenyl diphosphate, eventually producing farnesyl diphosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyzes two five-carbon atoms, isopentenyl pyrophosphate (IPP), and its isomer dimethylallyl pyrophosphate phosphoric acid (DMAPP) to form farnesyl diphosphate (FPP)
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
reaction of EC 2.5.1.1. the enzyme catalyzes the sequential condensation of two molecules of isopentenyl diphosphate (IPP) with dimethylallyl diphosphate (DMAPP), producing geranyl diphosphate (GPP) and farnesyl diphosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyzes the sequential condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate, producing geranyl diphosphate and farnesyl diphosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
reaction of EC 2.5.1.1. the enzyme catalyzes the sequential condensation of two molecules of isopentenyl diphosphate (IPP) with dimethylallyl diphosphate (DMAPP), producing geranyl diphosphate (GPP) and farnesyl diphosphate
-
-
?
dimethylallyl diphosphate + isopentenyl diphosphate
diphosphate + geranyl diphosphate
the enzyme catalyzes the sequential condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate, producing geranyl diphosphate and farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate

diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes the condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate to generate the C15 product (2E,6E)-farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes the condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate to generate the C15 product (2E,6E)-farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyze the sequential head-to-tail addition of three C5 molecules of isopentenyl diphosphate to dimethylallyl diphosphate with the concomitant release of pyrophosphate. Under environmental stresses, Haematococcus pluvialis accumulates large amounts of carotenoids. Scale of carotenoid biosynthesis depends on availability of geranylgeranyl pyrophosphate precursor, which is supplied by GGPP synthase through sequential 1'-4 condensation of three isopentenyl pyrophosphates into dimethylallyl pyrophosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyses the sequential condensation of dimethylallyl diphosphate with isopentenyl diphosphate (IPP) and the resulting geranyl diphosphate (GPP) with another unit of IPP, eventually producing the 15-carbon isoprenoid farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes the condensation of dimethylallyl pyrophosphate and isopentenyl pyrophosphate, forming geranyl pyrophosphate and then farnesyl pyrophosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes the sequential condensation of dimethylallyl diphosphate (C5) with isopentenyl diphosphate (IPP) and the resulting geranyl diphosphate (GPP) with another molecule of IPP, eventually producing farnesyl diphosphate which is a precursor for the biosynthesis of a vast majority of isoprenoids
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes the sequential condensation of dimethylallyl diphosphate with isopentenyl diphosphate and the resulting geranyl diphosphate with another molecule of isopentenyl diphosphate, eventually producing farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes two five-carbon atoms, isopentenyl pyrophosphate (IPP), and its isomer dimethylallyl pyrophosphate phosphoric acid (DMAPP) to form farnesyl diphosphate (FPP)
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
bifunctional farnesyl/geranylgeranyl diphosphate synthase
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes the sequential condensation of two molecules of isopentenyl diphosphate (IPP) with dimethylallyl diphosphate (DMAPP), producing geranyl diphosphate (GPP) and farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes the sequential condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate, producing geranyl diphosphate and farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes the sequential condensation of two molecules of isopentenyl diphosphate (IPP) with dimethylallyl diphosphate (DMAPP), producing geranyl diphosphate (GPP) and farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
the enzyme catalyzes the sequential condensation of two molecules of isopentenyl diphosphate with dimethylallyl diphosphate, producing geranyl diphosphate and farnesyl diphosphate
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
geranyl diphosphate + isopentenyl diphosphate
diphosphate + (2E,6E)-farnesyl diphosphate
-
-
-
-
?
isopentenyl diphosphate + dimethylallyl diphosphate

diphosphate + geranyl diphosphate
-
-
-
?
isopentenyl diphosphate + dimethylallyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
?
isopentenyl diphosphate + dimethylallyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
?
isopentenyl diphosphate + dimethylallyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
?
isopentenyl diphosphate + dimethylallyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
-
?
isopentenyl diphosphate + dimethylallyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
-
?
isopentenyl diphosphate + dimethylallyl diphosphate
diphosphate + geranyl diphosphate
-
-
-
-
?
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(((2-phenylthieno[2,3-d]pyrimidin-4-yl)amino)methylene)diphosphonic acid
-
about 75% inhibition at 0.01 mM
-
(((5-phenylthieno[2,3-d]pyrimidin-4-yl)amino)methylene)diphosphonic acid
-
about 10% inhibition at 0.01 mM
(((6-(4-tolyl)thieno[2,3-d]pyrimidin-4-yl)amino)methylene)diphosphonic acid
-
about 85% inhibition at 0.01 mM
(((6-(naphthalen-2-yl)thieno[2,3-d]pyrimidin-4-yl)amino)methylene)diphosphonic acid
-
about 87% inhibition at 0.01 mM
(1-hydroxyheptane-1,1-diyl)bis(phosphonic acid)
-
-
(2-[[(2E)-2,6-dimethylhepta-2,5-dien-1-yl]amino]ethane-1,1-diyl)bis(phosphonic acid)
-
-
(2R,4aS,6aS,12bR,14aS)-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid
-
-
(4bR,8aS)-4b-(5-acetyl-1,3,4-oxadiazol-2-yl)-8,8-dimethyl-2-(propan-2-yl)-5,6,7,8,8a,9-hexahydrophenanthrene-3,4,10(4bH)-trione
-
(4bR,8aS)-4b-(5-amino-1,3,4-oxadiazol-2-yl)-8,8-dimethyl-2-(propan-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-3,4-diol
-
(4bR,8aS)-4b-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-8,8-dimethyl-2-(propan-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-3,4-diol
-
(4bR,8aS)-4b-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-8,8-dimethyl-2-(propan-2-yl)-5,6,7,8,8a,9-hexahydrophenanthrene-3,4,10(4bH)-trione
-
(4bR,8aS)-4b-(5-[(1S)-1-[(hydroxymethyl)amino]ethyl]-1,3,4-oxadiazol-2-yl)-8,8-dimethyl-2-(propan-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-3,4-diol
-
(4bR,8aS)-4b-[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]-8,8-dimethyl-2-(propan-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-3,4-diol
-
(4bR,8aS)-4b-[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]-8,8-dimethyl-2-(propan-2-yl)-5,6,7,8,8a,9-hexahydrophenanthrene-3,4,10(4bH)-trione
-
(4bR,8aS)-4b-[5-[(dimethylamino)methyl]-1,3,4-oxadiazol-2-yl]-8,8-dimethyl-2-(propan-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-3,4-diol
-
(6-phenylthieno[2,3-d]pyrimidin-4-ylamino)methylenebisphosphonic acid
-
about 61% inhibition at 0.01 mM
-
(R)-(1-((6-(3-chloro-4-methylphenyl)thieno[2,3-d]-pyrimidin-4-yl)amino)-2-(3-fluorophenyl)ethyl)phosphonic acid
-
(R)-(1-((6-(3-chloro-4-methylphenyl)thieno[2,3-d]-pyrimidin-4-yl)amino)-2-cyclohexylethyl)phosphonic acid
-
(R)-(1-((6-(3-chloro-4-methylphenyl)thieno[2,3-d]-pyrimidin-4-yl)amino)-2-phenylethyl)phosphonic acid
-
(R)-(2-(3-fluorophenyl)-1-((6-(p-tolyl)thieno[2,3-d]-pyrimidin-4-yl)amino)ethyl)phosphonic acid
-
(R)-(2-phenyl-1-((6-(p-tolyl)thieno[2,3-d]pyrimidin-4-yl)-amino)ethyl)phosphonic acid
-
(R)-2-((6-(3-chloro-4-methylphenyl)thieno[2,3-d]-pyrimidin-4-yl)amino)-3-(3-fluorophenyl)propanoic acid
-
(S)-(1-((6-(3-chloro-4-methylphenyl)thieno[2,3-d]-pyrimidin-4-yl)amino)-2-(3-fluorophenyl)ethyl)phosphonic acid
-
(S)-(1-((6-(3-chloro-4-methylphenyl)thieno[2,3-d]-pyrimidin-4-yl)amino)-2-cyclohexylethyl)phosphonic acid
-
(S)-(1-((6-(3-chloro-4-methylphenyl)thieno[2,3-d]-pyrimidin-4-yl)amino)-2-phenylethyl)phosphonic acid
-
(S)-(2-(3-fluorophenyl)-1-((6-(p-tolyl)thieno[2,3-d]-pyrimidin-4-yl)amino)ethyl)phosphonic acid
-
(S)-(2-phenyl-1-((6-(p-tolyl)thieno[2,3-d]pyrimidin-4-yl)-amino)ethyl)phosphonic acid
-
(thieno[2,3-d]pyrimidin-4-ylamino)methylene bisphosphonic acid
-
about 78% inhibition at 0.01 mM
-
([Cu(II)(pamidronate)]H2O)n
-
-
-
([[6-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl]amino]methanediyl)bis(phosphonic acid)
-
([[6-(3-methoxyphenyl)pyridin-3-yl]amino]methanediyl)bis(phosphonic acid)
-
([[6-(4-methylphenyl)-5,6-dihydrothieno[2,3-d]pyrimidin-4-yl]amino]methyl)phosphonic acid
-
([[6-(thiophen-3-yl)pyridin-3-yl]amino]methanediyl)bis(phosphonic acid)
-
1-(2-hydroxy-2,2-diphosphonoethyl)-3-phenylpyridinium
-
-
1-(carboxymethyl)-1H-benzo[g]indole-2-carboxylic acid
1-(carboxymethyl)-5,9b-dihydro-1H-benzo[g]indole-2-carboxylic acid
-
1-[(3-carboxy-1,2-oxazol-5-yl)methyl]-1H-benzo[g]indole-2-carboxylic acid
-
-
1-[(benzylamino)ethyl] 1,1-bisphosphonic acid
1-[(benzyloxy)carbonyl]-2,3-dihydro-1H-indole-2-carboxylic acid
-
-
1-[(n-dec-1-ylamino)ethyl] 1,1-bisphosphonic acid
1-[(n-dodec-1-ylamino)ethyl] 1,1-bisphosphonic acid
1-[(n-hept-1-ylamino)ethyl] 1,1-bisphosphonic acid
1-[(n-hex-1-ylamino)ethyl] 1,1-bisphosphonic acid
1-[(n-non-1-ylamino)ethyl] 1,1-bisphosphonic acid
1-[(n-oct-1-ylamino)ethyl] 1,1-bisphosphonic acid
1-[(n-pent-1-ylamino)ethyl] 1,1-bisphosphonic acid
-
-
1-[(n-tetradec-1-ylamino)ethyl] 1,1-bisphosphonic acid
1-[(n-undec-1-ylamino)ethyl] 1,1-bisphosphonic acid
1-[(prop-1-ylamino)ethyl] 1,1-bisphosphonic acid
1-[(prop-2-ylamino)ethyl] 1,1-bisphosphonic acid
11,12-dihydroxy-7,20-epoxyabieta-8,11,13-trien-20-one
-
11,12-dihydroxy-N-(2-hydroxyethyl)abieta-8(14),9(11),12-trien-20-amide
-
11,12-dihydroxy-N-methylabieta-8(14),9(11),12-trien-20-amide
-
11,12-dihydroxy-N-[(pyridin-3-yl)methyl]abieta-8(14),9(11),12-trien-20-amide
-
11,12-dihydroxy-N-[3-(1H-imidazol-1-yl)propyl]abieta-8(14),9(11),12-trien-20-amide
-
11,12-dihydroxyabieta-8(14),9(11),12-triene-20-hydrazide
-
11-hydroxyabieta-7,9(11),13-triene-6,12-dione
-
12-hydroxy-11,20-epoxyabieta-8(14),9(11),12-trien-20-one
-
1H,1'H-4,4'-biindole-2-carboxylic acid
-
-
2,6,7-trihydroxy-9-(2-hydroxyphenyl)-4,4a-dihydro-3H-xanthen-3-one
2-(naphthalen-1-ylmethoxy)-4-(phenylamino)benzoic acid
-
-
2-(naphthalen-1-ylmethoxy)benzoic acid
-
-
2-[11,12-dihydroxy-20-oxoabieta-8(14),9(11),12-trien-20-yl]hydrazine-1-carboxamide
-
2-[[(1S,2R,4aR)-4a-hydroxy-1,2-dimethyl-5-methylidenedecahydronaphthalen-1-yl]methyl]cyclohexa-2,5-diene-1,4-dione
-
3-(2-hydroxy-2,2-diphosphonoethyl)-2H-imidazo[1,2-a]pyridin-4-ium
-
-
3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
-
-
3-butyl-1-(2,2-diphosphonoethyl)pyridinium
3-fluoro-1-(2-hydroxy-2,2-diphosphonoethyl)-pyridinium
-
-
4'-(hydroxymethyl)-3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
-
-
4'-(methylcarbamoyl)-3-[(naphthalen-1-yl)methoxy][1,1'-biphenyl]-4-carboxylic acid
-
-
4'-acetamido-3-[(naphthalen-1-yl)methoxy][1,1'-biphenyl]-4-carboxylic acid
-
-
4'-carbamoyl-3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
-
-
4'-fluoro-3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
-
-
4'-[(methanesulfonyl)amino]-3-[(naphthalen-1-yl)methoxy][1,1'-biphenyl]-4-carboxylic acid
-
-
4-(1,3-benzodioxol-5-yl)-2-(naphthalen-1-ylmethoxy)benzoic acid
-
-
4-(1-methyl-1H-indol-5-yl)-2-[(naphthalen-1-yl)methoxy]benzoic acid
-
-
4-(1H-indol-5-yl)-2-(naphthalen-1-ylmethoxy)benzoic acid
-
-
4-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-[(naphthalen-1-yl)methoxy]benzoic acid
-
-
4-(6-methoxynaphthalen-2-yl)-2-[(naphthalen-1-yl)methoxy]benzoic acid
-
-
4-(naphthalen-1-yl)-1H-indole-2-carboxylic acid
-
-
4-[5-[(4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,3,4,9,10,10a-hexahydrophenanthren-4a(2H)-yl]-1,3,4-oxadiazol-2-yl]benzonitrile
-
6,20-epoxyabieta-8,13-diene-7,11,12,20-tetrone
-
6-amino-5-ethoxy-8-(naphthalen-1-yl)quinoline-2-carboxylic acid
-
-
6-amino-8-(naphthalen-1-yl)quinoline-2-carboxylic acid
-
-
6-[(ethoxycarbonyl)amino]-8-(naphthalen-1-yl)quinoline-2-carboxylic acid
-
-
7,20-epoxyabieta-8(14),9(11),12-triene-11,12-diol
-
7,20-epoxyabieta-8,13-diene-11,12,20-trione
-
7,20-epoxyabieta-8,13-diene-11,12-dione
-
8-(1H-indol-4-yl)quinoline-2-carboxylic acid
-
-
8-(naphthalen-1-yl)-6-(1H-pyrrol-2-yl)quinoline-2-carboxylic acid
-
-
8-(naphthalen-1-yl)-6-(thiophen-3-yl)quinoline-2-carboxylic acid
-
-
8-(naphthalen-1-yl)quinoline-2-carboxylic acid
-
-
abieta-8(14),9(11),12-triene-11,12,20-triol
-
Ca2+
-
5 mM, 80% inhibition
diphosphate
-
0.66 mM, 50% inhibition
K+
-
500 mM, 63% inhibition in the presence of MgCl2
methyl 11,12-dihydroxy-7-(phenylsulfanyl)abieta-8(14),9(11),12-trien-20-oate
-
methyl 11,12-dihydroxy-7-methoxyabieta-8(14),9(11),12-trien-20-oate
-
methyl 11,12-dihydroxy-7-oxoabieta-8(14),9(11),12-trien-20-oate
-
methyl 11,12-dihydroxy-7-[(2-hydroxyethyl)sulfanyl]abieta-8(14),9(11),12-trien-20-oate
-
methyl 11,12-dihydroxyabieta-7,9(11),13-trien-20-oate
-
methyl 11,12-dihydroxyabieta-8(14),9(11),12-trien-20-oate
-
methyl 11-[[tert-butyl(dimethyl)silyl]oxy]-12-hydroxyabieta-8(14),9(11),12-trien-20-oate
-
methyl 7,11,12-trioxoabieta-8,13-dien-20-oate
-
methyl 7-(butylsulfanyl)-11,12-dihydroxyabieta-8(14),9(11),12-trien-20-oate
-
methyl 7-ethoxy-11,12-dihydroxyabieta-8(14),9(11),12-trien-20-oate
-
methyl 7-ethoxy-11,12-dioxoabieta-8,13-dien-20-oate
-
methyl 7-tert-butoxy-11,12-dioxoabieta-8,13-dien-20-oate
-
methyl 7-[(2-hydroxyethyl)sulfanyl]-11,12-dioxoabieta-8,13-dien-20-oate
-
MMV019313
the inhibitor is highly selective for Plasmodium falciparum FPPS/GGPPS and shows no activity against human farnesyl diphosphate synthase or geranylgeranyl diphosphate synthase. Inhibition of the bifunctional farnesyl/geranylgeranyl diphosphate synthase by MMV019313, but not bisphosphonates, is disrupted in an S228T variant, demonstrating that MMV019313 and bisphosphonates have distinct modes-of-inhibition. Inhibition occurs via a new small molecule binding site
N'-(4-bromobenzoyl)-11,12-dihydroxyabieta-8(14),9(11),12-triene-20-hydrazide
-
N'-acetyl-11,12-dihydroxyabieta-8(14),9(11),12-triene-20-hydrazide
-
N-acetyl-S-((4aR,10aS)-5,6-dihydroxy-7-isopropyl-4a-(methoxycarbonyl)-1,1-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-9-yl)-L-cysteine
-
N-benzyl-11,12-dihydroxyabieta-8(14),9(11),12-trien-20-amide
-
N-ethylmaleimide
-
8 mM, 54% inhibition
N-[2-(dimethylamino)ethyl]-11,12-dihydroxy-7-oxoabieta-8(14),9(11),12-trien-20-amide
-
N-[2-(dimethylamino)ethyl]-11,12-dihydroxyabieta-8(14),9(11),12-trien-20-amide
-
p-chloromercuribenzoic acid
-
0.15 mM, 882% inhibition of wild-type farnesyl diphosphate synthase, 11% inhibition of C73S/C289S mutant enzyme
p-hydroxymercuribenzoate
-
1 mM, 25% inhibition
tert-butyl [(1R)-1-amino-2-[2-[11,12-dihydroxy-20-oxoabieta-8(14),9(11),12-trien-20-yl]hydrazinyl]-2-oxoethyl]carbamate
-
tert-butyl [(1R)-1-[5-[(4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-9-oxo-7-(propan-2-yl)-1,3,4,9,10,10a-hexahydrophenanthren-4a(2H)-yl]-1,3,4-oxadiazol-2-yl]ethyl]carbamate
-
tert-butyl [(1S)-1-[5-[(4aR,10aS)-1,1-dimethyl-5,6,9-trioxo-7-(propan-2-yl)-1,3,4,5,6,9,10,10a-octahydrophenanthren-4a(2H)-yl]-1,3,4-oxadiazol-2-yl]ethyl]carbamate
-
tert-butyl [(1S)-1-[5-[(4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,3,4,9,10,10a-hexahydrophenanthren-4a(2H)-yl]-1,3,4-oxadiazol-2-yl]ethyl]carbamate
-
Triton X-100
-
above 0.2%
ZINC04011866
0.01 mM, 29.9% inhibition
ZINC04043066
0.01 mM, 25.3% inhibition
ZINC04064228
0.01 mM, 11.5% inhibition
ZINC04082083
0.01 mM, 17.3% inhibition
ZINC04763743
0.01 mM, 29.4% inhibition
ZINC05037497
0.01 mM, 29.3% inhibition
ZINC06894343
0.01 mM, 28.9% inhibition
ZINC09224949
0.01 mM, 23.5% inhibition
ZINC12377242
0.01 mM, 13% inhibition
ZINC15868804
0.01 mM, 24% inhibition
[(octylamino)methanediyl]bis(phosphonic acid)
-
-
[([6-[3-(trifluoromethyl)phenyl]pyridin-3-yl]amino)methanediyl]bis(phosphonic acid)
-
[({4-[4-(propan-2-yloxy)phenyl]pyridin-2-yl}amino)methanediyl]bis(phosphonic acid)
-
about 90% inhibition at 0.01 mM
[1-fluoro-2-[2-(1H-indazol-4-yl)pyridin-4-yl]ethane-1,1-diyl]bis(phosphonic acid)
-
[1-fluoro-2-[5-(1H-indazol-4-yl)pyridin-2-yl]ethane-1,1-diyl]bis(phosphonic acid)
-
[1-fluoro-2-[5-(1H-indazol-4-yl)pyridin-3-yl]ethane-1,1-diyl]bis(phosphonic acid)
-
[1-fluoro-2-[5-(1H-indazol-5-yl)pyridin-2-yl]ethane-1,1-diyl]bis(phosphonic acid)
-
[1-fluoro-2-[5-(1H-indazol-5-yl)pyridin-3-yl]ethane-1,1-diyl]bis(phosphonic acid)
-
[1-fluoro-2-[5-(1H-indazol-6-yl)pyridin-3-yl]ethane-1,1-diyl]bis(phosphonic acid)
-
[1-fluoro-2-[5-(1H-pyrazol-4-yl)pyridin-2-yl]ethane-1,1-diyl]bis(phosphonic acid)
-
[1-fluoro-2-[5-(1H-pyrazol-4-yl)pyridin-3-yl]ethane-1,1-diyl]bis(phosphonic acid)
-
[1-fluoro-2-[6-(1H-pyrazol-4-yl)pyridin-3-yl]ethane-1,1-diyl]bis(phosphonic acid)
-
[1-hydroxy-3-[(3-phenylpropyl)amino]propane-1,1-diyl]bis(phosphonic acid)
-
-
[1-hydroxy-3-[methyl(2-phenylethyl)amino]propane-1,1-diyl]bis(phosphonic acid)
-
-
[1-hydroxy-3-[methyl(4-phenylbutyl)amino]propane-1,1-diyl]bis(phosphonic acid)
-
-
[2-(1,2-dimethyl-1H-indol-3-yl)ethane-1,1-diyl]bis(phosphonic acid)
about 64% inhibition at 0.01 mM
[2-(1-ethyl-1H-indol-3-yl)ethane-1,1-diyl]bis(phosphonic acid)
about 78% inhibition at 0.01 mM
[2-(1-methyl-1H-indol-3-yl)ethane-1,1-diyl]bis(phosphonic acid)
about 60% inhibition at 0.01 mM
[2-(2-methyl-1H-indol-3-yl)ethane-1,1-diyl]bis(phosphonic acid)
about 30% inhibition at 0.01 mM
[2-(2-tert-butyl-1H-indol-3-yl)ethane-1,1-diyl]bis(phosphonic acid)
about 79% inhibition at 0.01 mM
[2-(3-chlorophenyl)-1-hydroxyethane-1,1-diyl]bis(phosphonic acid)
-
-
[2-(3-fluorophenyl)-1-hydroxyethane-1,1-diyl]bis(phosphonic acid)
-
-
[2-(cyclohexylamino)ethane-1,1-diyl]bisphosphonic acid
-
-
[2-(heptylamino)ethane-1,1-diyl]bis(phosphonic acid)
[2-(hexylamino)ethane-1,1-diyl]bis(phosphonic acid)
[2-(n-heptylamino)ethane-1,1-diyl]bisphosphonic acid
-
-
[2-(n-hexylamino)ethane-1,1-diyl]bisphosphonic acid
-
-
[2-(n-pentylamino)ethane-1,1-diyl]bisphosphonic acid
-
-
[2-(npropylamino)ethane-1,1-diyl]bisphosphonic acid
-
-
[2-[(2-methylprop-2-en-1-yl)amino]ethane-1,1-diyl]bis(phosphonic acid)
-
-
[2-[2-(3,5-dimethyl-1,2-oxazol-4-yl)pyridin-4-yl]-1-fluoroethane-1,1-diyl]bis(phosphonic acid)
-
[2-[5-(3,5-dimethyl-1,2-oxazol-4-yl)pyridin-3-yl]-1-fluoroethane-1,1-diyl]bis(phosphonic acid)
-
[2-[6-(3,5-dimethyl-1,2-oxazol-4-yl)pyridin-2-yl]-1-fluoroethane-1,1-diyl]bis(phosphonic acid)
-
[6,7-dihydro-5H-cyclopenta[c]pyridin-7-yl(hydroxy)methylene]bis(phosphonic acid)
i.e. NE-10501, chiral analog of risedronate. Crystallization of human enzyme from a solution of racemic NE-10501 results in a complex containing the R enantiomer in the enzyme active site
[Co(II)(pamidronate)2(H2O)2]
-
-
-
[Co(II)(risedronate)2]
-
-
-
[Co(II)2(alendronate)4(H2O)2]
-
-
-
[Cu(II)(risedronate)2]
-
-
-
[Cu(II)2(alendronate)4(H2O)2]
-
-
-
[Mn(II)(pamidronate)2(H2O)2]
-
-
-
[Mn(II)(risedronate)2]
-
-
-
[Mn(II)2(alendronate)4(H2O)2]
-
-
-
[Ni(II)(pamidronate)2(H2O)2]
-
-
-
[Ni(II)(risedronate)2]
-
-
-
[Ni(II)2(alendronate)4(H2O)2]
-
-
-
{2-[(1-methyl-1H-imidazo[4,5-b]pyridin-2-yl)amino]ethane-1,1-diyl}bis(phosphonic acid)
about 65% inhibition at 0.01 mM
{2-[(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)amino]ethane-1,1-diyl}bis(phosphonic acid)
about 10% inhibition at 0.01 mM
{2-[1-(propan-2-yl)-1H-indol-3-yl]ethane-1,1-diyl}bis(phosphonic acid)
about 45% inhibition at 0.01 mM
{2-[2-(1-cyclopentylethyl)-1H-indol-3-yl]ethane-1,1-diyl}bis(phosphonic acid)
about 90% inhibition at 0.01 mM
{2-[2-(3-methylbutan-2-yl)-1H-indol-3-yl]ethane-1,1-diyl}bis(phosphonic acid)
about 85% inhibition at 0.01 mM
{2-[2-(3-methylbutan-2-yl)-5-phenyl-1H-indol-3-yl]ethane-1,1-diyl}bis(phosphonic acid)
about 95% inhibition at 0.01 mM
1-(carboxymethyl)-1H-benzo[g]indole-2-carboxylic acid

-
1-(carboxymethyl)-1H-benzo[g]indole-2-carboxylic acid
-
-
1-[(benzylamino)ethyl] 1,1-bisphosphonic acid

-
1-[(benzylamino)ethyl] 1,1-bisphosphonic acid
-
-
1-[(n-dec-1-ylamino)ethyl] 1,1-bisphosphonic acid

-
1-[(n-dec-1-ylamino)ethyl] 1,1-bisphosphonic acid
-
-
1-[(n-dodec-1-ylamino)ethyl] 1,1-bisphosphonic acid

-
1-[(n-dodec-1-ylamino)ethyl] 1,1-bisphosphonic acid
-
-
1-[(n-hept-1-ylamino)ethyl] 1,1-bisphosphonic acid

-
-
1-[(n-hept-1-ylamino)ethyl] 1,1-bisphosphonic acid
-
-
1-[(n-hex-1-ylamino)ethyl] 1,1-bisphosphonic acid

-
-
1-[(n-hex-1-ylamino)ethyl] 1,1-bisphosphonic acid
-
-
1-[(n-non-1-ylamino)ethyl] 1,1-bisphosphonic acid

-
1-[(n-non-1-ylamino)ethyl] 1,1-bisphosphonic acid
-
-
1-[(n-oct-1-ylamino)ethyl] 1,1-bisphosphonic acid

-
-
1-[(n-oct-1-ylamino)ethyl] 1,1-bisphosphonic acid
-
-
1-[(n-tetradec-1-ylamino)ethyl] 1,1-bisphosphonic acid

-
1-[(n-tetradec-1-ylamino)ethyl] 1,1-bisphosphonic acid
-
-
1-[(n-undec-1-ylamino)ethyl] 1,1-bisphosphonic acid

-
1-[(n-undec-1-ylamino)ethyl] 1,1-bisphosphonic acid
-
-
1-[(prop-1-ylamino)ethyl] 1,1-bisphosphonic acid

-
-
1-[(prop-1-ylamino)ethyl] 1,1-bisphosphonic acid
-
-
1-[(prop-2-ylamino)ethyl] 1,1-bisphosphonic acid

-
-
1-[(prop-2-ylamino)ethyl] 1,1-bisphosphonic acid
-
-
2,6,7-trihydroxy-9-(2-hydroxyphenyl)-4,4a-dihydro-3H-xanthen-3-one

-
2,6,7-trihydroxy-9-(2-hydroxyphenyl)-4,4a-dihydro-3H-xanthen-3-one
-
-
3-butyl-1-(2,2-diphosphonoethyl)pyridinium

-
-
3-butyl-1-(2,2-diphosphonoethyl)pyridinium
-
alendronate

-
alendronate
-
twelve weeks of alendronate treatment attenuates the left ventricular weight to body weight ratio, hydroxyproline content, collagen deposition in the interstitia, and gene expression of atrial natriuretic peptide, B-type natriuretic peptide, and procollagen type I/III in the SHR left ventricle, all of which are significantly higher in spontaneously hypertensive rats than in control rats. Long-term treatment with inhibitor significantly reduces RhoA activation, ERK phosphorylation, and TGF-b1 expression in the spontaneously hypertensive rat left ventricle, all ofwhich were upregulated more in spontaneously hypertensive rats than in control rats
alendronate
-
i.e. 4-amino-1-hydroxybutane-1,1-diylphosphonic acid
arenarone

-
celastrol

-
farnesyl diphosphate

-
0.06 mM, 50% inhibition
farnesyl diphosphate
allosteric product inhibition. the product can trap the enzyme in an unreactive state by binding to its allosteric pocket
ibandronate

-
iodoacetamide

Pumpkin
-
5 mM, 31% inhibition
iodoacetamide
-
8 mM, 33% inhibition
isopentenyl diphosphate

-
-
isopentenyl diphosphate
-
substrate inhibition
Mn2+

-
strong inhibition above 0.1 mM, activation below
Mn2+
-
activates at 0.25-0.50 mM, inhibition above
pamidronate

-
pamidronate
-
i.e. 3-amino-1-hydroxypropane-1,1-diylphosphonic acid
risedronate

about 98% inhibition at 100 mM
risedronate
-
i.e. 1-hydroxy-2-(pyridin-3-yl)ethane-1,1-diylphosphonic acid
taxodione

-
taxodone

-
zoledronate

-
zoledronic acid

-
-
[2-(heptylamino)ethane-1,1-diyl]bis(phosphonic acid)

-
[2-(heptylamino)ethane-1,1-diyl]bis(phosphonic acid)
-
-
[2-(hexylamino)ethane-1,1-diyl]bis(phosphonic acid)

competitive inhibitor
[2-(hexylamino)ethane-1,1-diyl]bis(phosphonic acid)
-
competitive inhibitor
additional information

Monte carlo optimization method using CORAL software is used successfully for designing a statistically robust QSAR model for human farnesyl pyrophosphate synthase inhibitors
-
additional information
-
Monte carlo optimization method using CORAL software is used successfully for designing a statistically robust QSAR model for human farnesyl pyrophosphate synthase inhibitors
-
additional information
the enzyme possesses three inhibition binding sites: the allylic site (dimethyl allyl pyrophosphate and geranyl pyrophosphate), the homoallylic site (isopentenyl pyrophosphate), and the allosteric site. Bisphosphonate-based inhibitors are extremely effective inhibitors binding to the allylic site
-
additional information
-
the enzyme possesses three inhibition binding sites: the allylic site (dimethyl allyl pyrophosphate and geranyl pyrophosphate), the homoallylic site (isopentenyl pyrophosphate), and the allosteric site. Bisphosphonate-based inhibitors are extremely effective inhibitors binding to the allylic site
-
additional information
-
neither iodoacetamide nor N-ethylmaleimide inhibits at concentration less than 5 mM
-
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0.00063
(1-hydroxyheptane-1,1-diyl)bis(phosphonic acid)
Plasmodium vivax
-
pH 7.4, 22ưC
0.0171
(2R,4aS,6aS,12bR,14aS)-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.000289
(4bR,8aS)-4b-(5-acetyl-1,3,4-oxadiazol-2-yl)-8,8-dimethyl-2-(propan-2-yl)-5,6,7,8,8a,9-hexahydrophenanthrene-3,4,10(4bH)-trione
Homo sapiens
pH 7.5, 23ưC
0.000859
(4bR,8aS)-4b-(5-amino-1,3,4-oxadiazol-2-yl)-8,8-dimethyl-2-(propan-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-3,4-diol
Homo sapiens
pH 7.5, 23ưC
0.0022
(4bR,8aS)-4b-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-8,8-dimethyl-2-(propan-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-3,4-diol
Homo sapiens
pH 7.5, 23ưC
0.000335
(4bR,8aS)-4b-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-8,8-dimethyl-2-(propan-2-yl)-5,6,7,8,8a,9-hexahydrophenanthrene-3,4,10(4bH)-trione
Homo sapiens
pH 7.5, 23ưC
0.000194
(4bR,8aS)-4b-(5-[(1S)-1-[(hydroxymethyl)amino]ethyl]-1,3,4-oxadiazol-2-yl)-8,8-dimethyl-2-(propan-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-3,4-diol
Homo sapiens
pH 7.5, 23ưC
0.0251
(4bR,8aS)-4b-[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]-8,8-dimethyl-2-(propan-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-3,4-diol
Homo sapiens
pH 7.5, 23ưC
0.0137
(4bR,8aS)-4b-[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]-8,8-dimethyl-2-(propan-2-yl)-5,6,7,8,8a,9-hexahydrophenanthrene-3,4,10(4bH)-trione
Homo sapiens
pH 7.5, 23ưC
0.0011
(4bR,8aS)-4b-[5-[(dimethylamino)methyl]-1,3,4-oxadiazol-2-yl]-8,8-dimethyl-2-(propan-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-3,4-diol
Homo sapiens
pH 7.5, 23ưC
0.000095
([Cu(II)(pamidronate)]H2O)n
Trypanosoma cruzi
-
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
-
0.0542 - 0.081
1-(carboxymethyl)-1H-benzo[g]indole-2-carboxylic acid
0.001
1-[(benzylamino)ethyl] 1,1-bisphosphonic acid
Trypanosoma cruzi
-
IC50 above 0.001 mM, in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
0.000068 - 0.001
1-[(n-dec-1-ylamino)ethyl] 1,1-bisphosphonic acid
0.000093 - 0.000811
1-[(n-dodec-1-ylamino)ethyl] 1,1-bisphosphonic acid
0.000058 - 0.000095
1-[(n-hept-1-ylamino)ethyl] 1,1-bisphosphonic acid
0.000137 - 0.00049
1-[(n-hex-1-ylamino)ethyl] 1,1-bisphosphonic acid
0.00043 - 0.00044
1-[(n-non-1-ylamino)ethyl] 1,1-bisphosphonic acid
0.000087 - 0.00101
1-[(n-oct-1-ylamino)ethyl] 1,1-bisphosphonic acid
0.00008
1-[(n-pent-1-ylamino)ethyl] 1,1-bisphosphonic acid
Toxoplasma gondii
-
pH 7.4, 37ưC
0.000292 - 0.001
1-[(n-tetradec-1-ylamino)ethyl] 1,1-bisphosphonic acid
0.000856 - 0.000868
1-[(n-undec-1-ylamino)ethyl] 1,1-bisphosphonic acid
0.000038 - 0.000298
1-[(prop-1-ylamino)ethyl] 1,1-bisphosphonic acid
0.000013 - 0.000337
1-[(prop-2-ylamino)ethyl] 1,1-bisphosphonic acid
0.0133
11,12-dihydroxy-7,20-epoxyabieta-8,11,13-trien-20-one
Homo sapiens
pH 7.5, 23ưC
0.000914
11,12-dihydroxy-N-(2-hydroxyethyl)abieta-8(14),9(11),12-trien-20-amide
Homo sapiens
pH 7.5, 23ưC
0.0027
11,12-dihydroxy-N-methylabieta-8(14),9(11),12-trien-20-amide
Homo sapiens
pH 7.5, 23ưC
0.0027
11,12-dihydroxy-N-[(pyridin-3-yl)methyl]abieta-8(14),9(11),12-trien-20-amide
Homo sapiens
pH 7.5, 23ưC
0.008
11,12-dihydroxy-N-[3-(1H-imidazol-1-yl)propyl]abieta-8(14),9(11),12-trien-20-amide
Homo sapiens
pH 7.5, 23ưC
0.035
11,12-dihydroxyabieta-8(14),9(11),12-triene-20-hydrazide
Homo sapiens
pH 7.5, 23ưC
0.0012 - 0.0024
11-hydroxyabieta-7,9(11),13-triene-6,12-dione
0.0106
12-hydroxy-11,20-epoxyabieta-8(14),9(11),12-trien-20-one
Homo sapiens
pH 7.5, 23ưC
0.0139
1H,1'H-4,4'-biindole-2-carboxylic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.054 - 0.081
2,6,7-trihydroxy-9-(2-hydroxyphenyl)-4,4a-dihydro-3H-xanthen-3-one
0.02
2-(naphthalen-1-ylmethoxy)-4-(phenylamino)benzoic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.0068
2-(naphthalen-1-ylmethoxy)benzoic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.0031
2-[11,12-dihydroxy-20-oxoabieta-8(14),9(11),12-trien-20-yl]hydrazine-1-carboxamide
Homo sapiens
pH 7.5, 23ưC
0.0011
2-[[(1S,2R,4aR)-4a-hydroxy-1,2-dimethyl-5-methylidenedecahydronaphthalen-1-yl]methyl]cyclohexa-2,5-diene-1,4-dione
Homo sapiens
pH and temperature not specified in the publication
0.00064
3-(2-hydroxy-2,2-diphosphonoethyl)-2H-imidazo[1,2-a]pyridin-4-ium
Plasmodium vivax
-
pH 7.4, 22ưC
0.00085
3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.000058
4'-(hydroxymethyl)-3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.00014
4'-(methylcarbamoyl)-3-[(naphthalen-1-yl)methoxy][1,1'-biphenyl]-4-carboxylic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.000017
4'-acetamido-3-[(naphthalen-1-yl)methoxy][1,1'-biphenyl]-4-carboxylic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.00011
4'-carbamoyl-3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.00008
4'-fluoro-3-(naphthalen-1-ylmethoxy)biphenyl-4-carboxylic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.00123
4'-[(methanesulfonyl)amino]-3-[(naphthalen-1-yl)methoxy][1,1'-biphenyl]-4-carboxylic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.000049
4-(1,3-benzodioxol-5-yl)-2-(naphthalen-1-ylmethoxy)benzoic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.00027
4-(1-methyl-1H-indol-5-yl)-2-[(naphthalen-1-yl)methoxy]benzoic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.00019
4-(1H-indol-5-yl)-2-(naphthalen-1-ylmethoxy)benzoic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.00025
4-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-[(naphthalen-1-yl)methoxy]benzoic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.000038
4-(6-methoxynaphthalen-2-yl)-2-[(naphthalen-1-yl)methoxy]benzoic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.0071
4-(naphthalen-1-yl)-1H-indole-2-carboxylic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.0074
4-[5-[(4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,3,4,9,10,10a-hexahydrophenanthren-4a(2H)-yl]-1,3,4-oxadiazol-2-yl]benzonitrile
Homo sapiens
pH 7.5, 23ưC
0.000389
6,20-epoxyabieta-8,13-diene-7,11,12,20-tetrone
Homo sapiens
pH 7.5, 23ưC
0.000024
6-amino-5-ethoxy-8-(naphthalen-1-yl)quinoline-2-carboxylic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.000069
6-amino-8-(naphthalen-1-yl)quinoline-2-carboxylic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.000037
6-[(ethoxycarbonyl)amino]-8-(naphthalen-1-yl)quinoline-2-carboxylic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.0187
7,20-epoxyabieta-8(14),9(11),12-triene-11,12-diol
Homo sapiens
pH 7.5, 23ưC
0.000473
7,20-epoxyabieta-8,13-diene-11,12,20-trione
Homo sapiens
pH 7.5, 23ưC
0.000596
7,20-epoxyabieta-8,13-diene-11,12-dione
Homo sapiens
pH 7.5, 23ưC
0.02
8-(1H-indol-4-yl)quinoline-2-carboxylic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.000077
8-(naphthalen-1-yl)-6-(1H-pyrrol-2-yl)quinoline-2-carboxylic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.0001
8-(naphthalen-1-yl)-6-(thiophen-3-yl)quinoline-2-carboxylic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.0012
8-(naphthalen-1-yl)quinoline-2-carboxylic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.0078
abieta-8(14),9(11),12-triene-11,12,20-triol
Homo sapiens
pH 7.5, 23ưC
0.0044
alendronate
Trypanosoma cruzi
-
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
0.0011 - 0.0278
arenarone
0.0027
ibandronate
Pseudomonas aeruginosa
at pH 8.0 and 22ưC
0.028
methyl 11,12-dihydroxy-7-(phenylsulfanyl)abieta-8(14),9(11),12-trien-20-oate
Homo sapiens
pH 7.5, 23ưC
0.0011
methyl 11,12-dihydroxy-7-methoxyabieta-8(14),9(11),12-trien-20-oate
Homo sapiens
pH 7.5, 23ưC
0.0412
methyl 11,12-dihydroxy-7-oxoabieta-8(14),9(11),12-trien-20-oate
Homo sapiens
pH 7.5, 23ưC
0.0013
methyl 11,12-dihydroxy-7-[(2-hydroxyethyl)sulfanyl]abieta-8(14),9(11),12-trien-20-oate
Homo sapiens
pH 7.5, 23ưC
0.000833
methyl 11,12-dihydroxyabieta-7,9(11),13-trien-20-oate
Homo sapiens
pH 7.5, 23ưC
0.000865
methyl 11,12-dihydroxyabieta-8(14),9(11),12-trien-20-oate
Homo sapiens
pH 7.5, 23ưC
0.0563
methyl 11-[[tert-butyl(dimethyl)silyl]oxy]-12-hydroxyabieta-8(14),9(11),12-trien-20-oate
Homo sapiens
pH 7.5, 23ưC
0.000523
methyl 7,11,12-trioxoabieta-8,13-dien-20-oate
Homo sapiens
pH 7.5, 23ưC
0.0125
methyl 7-(butylsulfanyl)-11,12-dihydroxyabieta-8(14),9(11),12-trien-20-oate
Homo sapiens
pH 7.5, 23ưC
0.0133
methyl 7-ethoxy-11,12-dihydroxyabieta-8(14),9(11),12-trien-20-oate
Homo sapiens
pH 7.5, 23ưC
0.0086
methyl 7-ethoxy-11,12-dioxoabieta-8,13-dien-20-oate
Homo sapiens
pH 7.5, 23ưC
0.000234
methyl 7-tert-butoxy-11,12-dioxoabieta-8,13-dien-20-oate
Homo sapiens
pH 7.5, 23ưC
0.0227
methyl 7-[(2-hydroxyethyl)sulfanyl]-11,12-dioxoabieta-8,13-dien-20-oate
Homo sapiens
pH 7.5, 23ưC
0.0008
N'-(4-bromobenzoyl)-11,12-dihydroxyabieta-8(14),9(11),12-triene-20-hydrazide
Homo sapiens
pH 7.5, 23ưC
0.0015
N'-acetyl-11,12-dihydroxyabieta-8(14),9(11),12-triene-20-hydrazide
Homo sapiens
pH 7.5, 23ưC
0.02564
N-acetyl-S-((4aR,10aS)-5,6-dihydroxy-7-isopropyl-4a-(methoxycarbonyl)-1,1-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-9-yl)-L-cysteine
Homo sapiens
pH 7.5, 23ưC
0.00603
N-benzyl-11,12-dihydroxyabieta-8(14),9(11),12-trien-20-amide
Homo sapiens
pH 7.5, 23ưC
0.008
N-[2-(dimethylamino)ethyl]-11,12-dihydroxy-7-oxoabieta-8(14),9(11),12-trien-20-amide
Homo sapiens
pH 7.5, 23ưC
0.0012
N-[2-(dimethylamino)ethyl]-11,12-dihydroxyabieta-8(14),9(11),12-trien-20-amide
Homo sapiens
pH 7.5, 23ưC
0.00134
pamidronate
Trypanosoma cruzi
-
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
0.000027 - 0.000074
risedronate
0.0012 - 0.0173
taxodione
0.00052
tert-butyl [(1R)-1-amino-2-[2-[11,12-dihydroxy-20-oxoabieta-8(14),9(11),12-trien-20-yl]hydrazinyl]-2-oxoethyl]carbamate
Homo sapiens
pH 7.5, 23ưC
0.0125
tert-butyl [(1R)-1-[5-[(4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-9-oxo-7-(propan-2-yl)-1,3,4,9,10,10a-hexahydrophenanthren-4a(2H)-yl]-1,3,4-oxadiazol-2-yl]ethyl]carbamate
Homo sapiens
pH 7.5, 23ưC
0.000252
tert-butyl [(1S)-1-[5-[(4aR,10aS)-1,1-dimethyl-5,6,9-trioxo-7-(propan-2-yl)-1,3,4,5,6,9,10,10a-octahydrophenanthren-4a(2H)-yl]-1,3,4-oxadiazol-2-yl]ethyl]carbamate
Homo sapiens
pH 7.5, 23ưC
0.000644
tert-butyl [(1S)-1-[5-[(4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,3,4,9,10,10a-hexahydrophenanthren-4a(2H)-yl]-1,3,4-oxadiazol-2-yl]ethyl]carbamate
Homo sapiens
pH 7.5, 23ưC
0.0001 - 0.0152
zoledronate
0.00049
[(octylamino)methanediyl]bis(phosphonic acid)
Plasmodium vivax
-
pH 7.4, 22ưC
0.00045
[1-hydroxy-3-[(3-phenylpropyl)amino]propane-1,1-diyl]bis(phosphonic acid)
Plasmodium vivax
-
pH 7.4, 22ưC
0.0004
[1-hydroxy-3-[methyl(2-phenylethyl)amino]propane-1,1-diyl]bis(phosphonic acid)
Plasmodium vivax
-
pH 7.4, 22ưC
0.00061
[1-hydroxy-3-[methyl(4-phenylbutyl)amino]propane-1,1-diyl]bis(phosphonic acid)
Plasmodium vivax
-
pH 7.4, 22ưC
0.00063
[2-(3-chlorophenyl)-1-hydroxyethane-1,1-diyl]bis(phosphonic acid)
Plasmodium vivax
-
pH 7.4, 22ưC
0.00063
[2-(3-fluorophenyl)-1-hydroxyethane-1,1-diyl]bis(phosphonic acid)
Plasmodium vivax
-
pH 7.4, 22ưC
0.000058
[2-(heptylamino)ethane-1,1-diyl]bis(phosphonic acid)
Trypanosoma cruzi
-
pH and temperature not specified in the publication
0.00014 - 0.00135
[2-(hexylamino)ethane-1,1-diyl]bis(phosphonic acid)
0.000058
[2-(n-heptylamino)ethane-1,1-diyl]bisphosphonic acid
Trypanosoma cruzi
-
pH and temperature not specified in the publication
0.00049
[2-(n-hexylamino)ethane-1,1-diyl]bisphosphonic acid
Trypanosoma cruzi
-
pH and temperature not specified in the publication
0.00184
[2-(n-pentylamino)ethane-1,1-diyl]bisphosphonic acid
Trypanosoma cruzi
-
pH and temperature not specified in the publication
0.000038
[2-(npropylamino)ethane-1,1-diyl]bisphosphonic acid
Trypanosoma cruzi
-
pH and temperature not specified in the publication
0.0006295
[6,7-dihydro-5H-cyclopenta[c]pyridin-7-yl(hydroxy)methylene]bis(phosphonic acid)
Homo sapiens
racemat
0.000215
[Co(II)(pamidronate)2(H2O)2]
Trypanosoma cruzi
-
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
-
0.0001
[Co(II)(risedronate)2]
Trypanosoma cruzi
-
IC50 above 0.0001 mM, in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
-
0.05
[Co(II)2(alendronate)4(H2O)2]
Trypanosoma cruzi
-
IC50 above 0.05 mM, in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
-
0.000026
[Cu(II)(risedronate)2]
Trypanosoma cruzi
-
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
-
0.000717
[Cu(II)2(alendronate)4(H2O)2]
Trypanosoma cruzi
-
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
-
0.000161
[Mn(II)(pamidronate)2(H2O)2]
Trypanosoma cruzi
-
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
-
0.0000027
[Mn(II)(risedronate)2]
Trypanosoma cruzi
-
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
-
0.000128
[Mn(II)2(alendronate)4(H2O)2]
Trypanosoma cruzi
-
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
-
0.000328
[Ni(II)(pamidronate)2(H2O)2]
Trypanosoma cruzi
-
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
-
0.0000029
[Ni(II)(risedronate)2]
Trypanosoma cruzi
-
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
-
0.000167
[Ni(II)2(alendronate)4(H2O)2]
Trypanosoma cruzi
-
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
-
0.0542
1-(carboxymethyl)-1H-benzo[g]indole-2-carboxylic acid

Trypanosoma brucei
-
pH and temperature not specified in the publication
0.081
1-(carboxymethyl)-1H-benzo[g]indole-2-carboxylic acid
Homo sapiens
pH and temperature not specified in the publication
0.000068
1-[(n-dec-1-ylamino)ethyl] 1,1-bisphosphonic acid

Toxoplasma gondii
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
0.001
1-[(n-dec-1-ylamino)ethyl] 1,1-bisphosphonic acid
Trypanosoma cruzi
-
IC50 above 0.001 mM, in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
0.000093
1-[(n-dodec-1-ylamino)ethyl] 1,1-bisphosphonic acid

Toxoplasma gondii
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
0.000811
1-[(n-dodec-1-ylamino)ethyl] 1,1-bisphosphonic acid
Trypanosoma cruzi
-
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
0.000058
1-[(n-hept-1-ylamino)ethyl] 1,1-bisphosphonic acid

Trypanosoma cruzi
-
pH 7.4, 37ưC
0.000095
1-[(n-hept-1-ylamino)ethyl] 1,1-bisphosphonic acid
Toxoplasma gondii
-
pH 7.4, 37ưC
0.000137
1-[(n-hex-1-ylamino)ethyl] 1,1-bisphosphonic acid

Toxoplasma gondii
-
pH 7.4, 37ưC
0.00049
1-[(n-hex-1-ylamino)ethyl] 1,1-bisphosphonic acid
Trypanosoma cruzi
-
pH 7.4, 37ưC
0.00043
1-[(n-non-1-ylamino)ethyl] 1,1-bisphosphonic acid

Trypanosoma cruzi
-
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
0.00044
1-[(n-non-1-ylamino)ethyl] 1,1-bisphosphonic acid
Toxoplasma gondii
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
0.000087
1-[(n-oct-1-ylamino)ethyl] 1,1-bisphosphonic acid

Toxoplasma gondii
-
pH 7.4, 37ưC
0.00101
1-[(n-oct-1-ylamino)ethyl] 1,1-bisphosphonic acid
Trypanosoma cruzi
-
pH 7.4, 37ưC
0.000292
1-[(n-tetradec-1-ylamino)ethyl] 1,1-bisphosphonic acid

Toxoplasma gondii
IC50 above 0.001 mM, in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
0.001
1-[(n-tetradec-1-ylamino)ethyl] 1,1-bisphosphonic acid
Trypanosoma cruzi
-
IC50 above 0.001 mM, in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
0.000856
1-[(n-undec-1-ylamino)ethyl] 1,1-bisphosphonic acid

Trypanosoma cruzi
-
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
0.000868
1-[(n-undec-1-ylamino)ethyl] 1,1-bisphosphonic acid
Toxoplasma gondii
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
0.000038
1-[(prop-1-ylamino)ethyl] 1,1-bisphosphonic acid

Trypanosoma cruzi
-
pH 7.4, 37ưC
0.000298
1-[(prop-1-ylamino)ethyl] 1,1-bisphosphonic acid
Toxoplasma gondii
-
pH 7.4, 37ưC
0.000013
1-[(prop-2-ylamino)ethyl] 1,1-bisphosphonic acid

Trypanosoma cruzi
-
pH 7.4, 37ưC
0.000337
1-[(prop-2-ylamino)ethyl] 1,1-bisphosphonic acid
Toxoplasma gondii
-
pH 7.4, 37ưC
0.0012
11-hydroxyabieta-7,9(11),13-triene-6,12-dione

Homo sapiens
pH and temperature not specified in the publication
0.0024
11-hydroxyabieta-7,9(11),13-triene-6,12-dione
Homo sapiens
pH and temperature not specified in the publication
0.054
2,6,7-trihydroxy-9-(2-hydroxyphenyl)-4,4a-dihydro-3H-xanthen-3-one

Trypanosoma brucei
-
pH and temperature not specified in the publication
0.081
2,6,7-trihydroxy-9-(2-hydroxyphenyl)-4,4a-dihydro-3H-xanthen-3-one
Homo sapiens
pH and temperature not specified in the publication
0.0011
arenarone

Homo sapiens
pH and temperature not specified in the publication
0.0278
arenarone
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.0171
celastrol

Trypanosoma brucei
-
pH and temperature not specified in the publication
0.2
celastrol
Homo sapiens
IC50 above 0.2 mM, pH and temperature not specified in the publication
0.000027
risedronate

Trypanosoma cruzi
-
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
0.000074
risedronate
Toxoplasma gondii
in 10 mM HEPES, pH 7.4, 5 mM MgCl2, 2 mM dithiothreitol, at 37ưC
0.0012
taxodione

Homo sapiens
pH and temperature not specified in the publication
0.0173
taxodione
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.0024
taxodone

Homo sapiens
pH and temperature not specified in the publication
0.0431
taxodone
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.0001
zoledronate

Homo sapiens
pH 7.5, 23ưC
0.0152
zoledronate
Pseudomonas aeruginosa
at pH 8.0 and 22ưC
0.00014
[2-(hexylamino)ethane-1,1-diyl]bis(phosphonic acid)

Toxoplasma gondii
pH and temperature not specified in the publication
0.00135
[2-(hexylamino)ethane-1,1-diyl]bis(phosphonic acid)
Trypanosoma cruzi
-
pH and temperature not specified in the publication
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