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Information on EC 4.1.1.9 - malonyl-CoA decarboxylase
for references in articles please use BRENDA:EC4.1.1.9
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IUBMB Comments
Specific for malonyl-CoA. The enzyme from Pseudomonas ovalis also catalyses the reaction of EC 2.8.3.3 malonate CoA-transferase.
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
- 4.1.1.9
- carnitine
-
malonic
-
amp-activated
- palmitoyltransferase
-
aciduria
- goose
-
uropygial
- methylmalonyl-coa
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methylmalonic
- medicine
showSynonyms
malonyl-coa decarboxylase, malonyl coa decarboxylase, mlycd, malonyl-coenzyme a decarboxylase, malonyl coenzyme a decarboxylase, malonyl-coa decarboxylase/acetyltransferase, more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
Acyl-CoA: malonate CoA transferase/malonyl-CoA decarboxylase
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Decarboxylase, malonyl coenzyme A
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malonyl CoA decarboxylase
Malonyl coenzyme A decarboxylase
Malonyl-CoA decarboxylase
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malonyl-CoA decarboxylase/acetyltransferase
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bifunctional enzyme
malonyl-coenzyme A decarboxylase
MCD
Malonyl coenzyme A decarboxylase
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MCD
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MCD
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
malonyl-CoA = acetyl-CoA + CO2
stereospecific reaction, replacement of the carboxyl group by hydrogen occurs with retention of configuration
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malonyl-CoA = acetyl-CoA + CO2
half-of-the-sites reaction mechanism, overview
malonyl-CoA = acetyl-CoA + CO2
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
decarboxylation
decarboxylation
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PATHWAY SOURCE
PATHWAYS
MetaCyc
curacin A biosynthesis, tetracenomycin C biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
malonyl-CoA carboxy-lyase (acetyl-CoA-forming)
Specific for malonyl-CoA. The enzyme from Pseudomonas ovalis also catalyses the reaction of EC 2.8.3.3 malonate CoA-transferase.
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CAS REGISTRY NUMBER
COMMENTARY
9024-99-1
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
N-hydroxy-L-ornithine + malonyl-CoA
delta-N-acetyl-delta-N-hydroxy-L-ornithine + coenzyme A + CO2
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Substrates: acetylation of the delta-amino functionality of N-hydroxy-L-ornithine is mediated by the bifunctional malonyl-CoA decarboxylase/acetyltransferase Mcd
Products: -
Products: -
?
Malonyl-CoA
?
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Substrates: discussion of the probable role of the enzyme in the regulation of lipid metabolism, especially branched-chain fatty acid synthesis
Products: -
Products: -
?
Malonyl-CoA
?
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Substrates: the decarboxylase gene transcript levels show the developmental changes expected from the proposed role for this enzyme in the production of the secretory lipid of the uropygial glands
Products: -
Products: -
?
Malonyl-CoA
?
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Substrates: decarboxylates malonyl-CoA generated by propionyl-CoA carboxylase and thus protects mitochondrial enzymes susceptible to inhibition by malonyl-CoA
Products: -
Products: -
?
Malonyl-CoA
?
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Substrates: the main physiological role is thought to be the stabilization of malonyl-CoA levels which change very little with brain growth
Products: -
Products: -
?
Malonyl-CoA
?
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Substrates: heart enzyme has an important role in regulating fatty acid oxidation rates
Products: -
Products: -
?
Malonyl-CoA
?
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Substrates: malonyl-decarboxylase activity is induced by treatment of fatty acid synthetase with iodoacetamide
Products: -
Products: -
?
Malonyl-CoA
?
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Substrates: the increase and decrease in the decarboxylase correlates with the rate of production of erythromycin, suggesting a possible role for this enzyme in the antibiotic production
Products: -
Products: -
?
Malonyl-CoA
?
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Substrates: decarboxylase provides propionyl-CoA for erythromycin synthesis probably via decarboxylation of methylmalonyl-CoA derived from succinyl-CoA
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
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Substrates: -
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
Substrates: -
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
-
Substrates: -
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
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Substrates: plays a critical role in fatty-acid metabolism, precursor hMCD plays a role in the regulation of the cytosolic malonyl-CoA level in cells
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
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Substrates: malonyl-CoA degradation, transcriptional control of MCD by peroxisome proliferator-activated receptor alpha, involved in the regulation of fatty acid oxidation
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
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Substrates: MCD degrades the natural CPT1 inhibitor malonyl-CoA and thereby facilitates fatty acid import into mitochondria
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
Mycobacterium tuberculosis H37Ra / ATCC 25177
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Substrates: -
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
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4843, 4844, 4846, 4849, 4851, 4854, 4860, 4862, 649300, 649301, 649317, 649668, 649690, 649775, 652024, 677530, 678604, 678643, 679449, 681284, 681625, 691657, 693327
Substrates: -
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
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Substrates: high affinity for malonyl-CoA
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
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Substrates: control of malonyl-CoA concentration
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
-
Substrates: degradation of malonyl-CoA, MCD is regulated both transcriptionally and posttranscriptionally, fatty acids induce MCD gene expression
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
-
Substrates: important role in regulating fatty acid metabolism, involved in the control of cellular malonyl-CoA levels, may play an essential role in regulating energy utilization in the liver by regulating malonyl-CoA levels in response to various nutritional or pathological states, MCD regulation from liver
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
-
Substrates: important role in the regulation of malonyl-CoA concentration, role in the regulation of fatty-acid oxidation, may play a role in lipid catabolism by peroxisomal-proliferator-activated receptor alpha, which transcriptionally regulates the MCD gene
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
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Substrates: involved in the control of fatty acid oxidation, contributes to the high fatty acid oxidation rates in the diabetic heart
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
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Substrates: main route for the disposal of malonyl-CoA, the key metabolite in the regulation of mitochondrial fatty acid oxidation
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
-
Substrates: may be implicated in the regulation of lipid metabolism and other cellular functions, involved in the regulation of the cellular malonyl-CoA level, may play an essential role in regulating energy utilization in response to various nutritional changes and/or pathological states
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
-
Substrates: role in detoxification by preventing malonyl-CoA accumulation catalysed by propionyl -CoA carboxylase, in pancreatic beta cells MCD might act as an off signal for insulin release
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
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Substrates: primary substrate, higher specific activity than with methylmalonyl-CoA as substrate, Cys-214 is located at or near the active site and plays a critical role in catalysis
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
Substrates: fatty-acid metabolism
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
-
Substrates: malonate metabolism
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
-
Substrates: -
Products: -
Products: -
?
methylmalonyl-CoA
propionyl-CoA + CO2
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Substrates: at less than 7% of the activity with malonyl-CoA
Products: -
Products: -
?
methylmalonyl-CoA
propionyl-CoA + CO2
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Substrates: at 5% of the activity with malonyl-CoA
Products: -
Products: -
?
methylmalonyl-CoA
propionyl-CoA + CO2
Mycobacterium tuberculosis H37Ra / ATCC 25177
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Substrates: at 5% of the activity with malonyl-CoA
Products: -
Products: -
?
methylmalonyl-CoA
propionyl-CoA + CO2
-
Substrates: -
Products: -
Products: -
?
methylmalonyl-CoA
propionyl-CoA + CO2
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Substrates: no reaction
Products: -
Products: -
?
methylmalonyl-CoA
propionyl-CoA + CO2
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Substrates: specific activity is 0.1% that of malonyl-CoA decarboxylation
Products: -
Products: -
?
methylmalonyl-CoA
propionyl-CoA + CO2
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Substrates: the (R)-isomer is decarboxylated at 3% of the rate observed with malonyl-CoA, the (S)-isomer is not a substrate
Products: -
Products: -
?
additional information
?
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Substrates: MCD expression plays a key reciprocal role in the balance between lipid and glucose metabolism, MCD silencing increases glucose uptake in myotubes
Products: -
Products: -
?
additional information
?
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Substrates: docking analysis of the enzyme onto peroxin 5. modeling, overview
Products: -
Products: -
?
additional information
?
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Substrates: docking analysis of the enzyme onto peroxin 5. modeling, overview
Products: -
Products: -
?
additional information
?
-
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Substrates: MCD is an inhibitor of carnitine palmitoyl-CoA transferase-1
Products: -
Products: -
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
Malonyl-CoA
?
-
Substrates: discussion of the probable role of the enzyme in the regulation of lipid metabolism, especially branched-chain fatty acid synthesis
Products: -
Products: -
?
Malonyl-CoA
?
-
Substrates: the decarboxylase gene transcript levels show the developmental changes expected from the proposed role for this enzyme in the production of the secretory lipid of the uropygial glands
Products: -
Products: -
?
Malonyl-CoA
?
-
Substrates: decarboxylates malonyl-CoA generated by propionyl-CoA carboxylase and thus protects mitochondrial enzymes susceptible to inhibition by malonyl-CoA
Products: -
Products: -
?
Malonyl-CoA
?
-
Substrates: the main physiological role is thought to be the stabilization of malonyl-CoA levels which change very little with brain growth
Products: -
Products: -
?
Malonyl-CoA
?
-
Substrates: heart enzyme has an important role in regulating fatty acid oxidation rates
Products: -
Products: -
?
Malonyl-CoA
?
-
Substrates: malonyl-decarboxylase activity is induced by treatment of fatty acid synthetase with iodoacetamide
Products: -
Products: -
?
Malonyl-CoA
?
-
Substrates: the increase and decrease in the decarboxylase correlates with the rate of production of erythromycin, suggesting a possible role for this enzyme in the antibiotic production
Products: -
Products: -
?
Malonyl-CoA
?
-
Substrates: decarboxylase provides propionyl-CoA for erythromycin synthesis probably via decarboxylation of methylmalonyl-CoA derived from succinyl-CoA
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
-
Substrates: plays a critical role in fatty-acid metabolism, precursor hMCD plays a role in the regulation of the cytosolic malonyl-CoA level in cells
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
-
Substrates: malonyl-CoA degradation, transcriptional control of MCD by peroxisome proliferator-activated receptor alpha, involved in the regulation of fatty acid oxidation
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
-
Substrates: control of malonyl-CoA concentration
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
-
Substrates: degradation of malonyl-CoA, MCD is regulated both transcriptionally and posttranscriptionally, fatty acids induce MCD gene expression
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
-
Substrates: important role in regulating fatty acid metabolism, involved in the control of cellular malonyl-CoA levels, may play an essential role in regulating energy utilization in the liver by regulating malonyl-CoA levels in response to various nutritional or pathological states, MCD regulation from liver
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
-
Substrates: important role in the regulation of malonyl-CoA concentration, role in the regulation of fatty-acid oxidation, may play a role in lipid catabolism by peroxisomal-proliferator-activated receptor alpha, which transcriptionally regulates the MCD gene
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
-
Substrates: involved in the control of fatty acid oxidation, contributes to the high fatty acid oxidation rates in the diabetic heart
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
-
Substrates: main route for the disposal of malonyl-CoA, the key metabolite in the regulation of mitochondrial fatty acid oxidation
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
-
Substrates: may be implicated in the regulation of lipid metabolism and other cellular functions, involved in the regulation of the cellular malonyl-CoA level, may play an essential role in regulating energy utilization in response to various nutritional changes and/or pathological states
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
-
Substrates: role in detoxification by preventing malonyl-CoA accumulation catalysed by propionyl -CoA carboxylase, in pancreatic beta cells MCD might act as an off signal for insulin release
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
Substrates: fatty-acid metabolism
Products: -
Products: -
?
Malonyl-CoA
Acetyl-CoA + CO2
-
Substrates: malonate metabolism
Products: -
Products: -
?
additional information
?
-
-
Substrates: MCD expression plays a key reciprocal role in the balance between lipid and glucose metabolism, MCD silencing increases glucose uptake in myotubes
Products: -
Products: -
?
additional information
?
-
-
Substrates: MCD is an inhibitor of carnitine palmitoyl-CoA transferase-1
Products: -
Products: -
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
((3-phenylpropionyl)-[4-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethylethyl)phenyl]amino)acetic acid
-
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((3-phenylpropionyl)-[4-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethylethyl)phenyl]amino)acetic acid methyl ester
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((morpholine-4-carbonyl)-[4-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethylethyl)phenyl]amino)acetic acid methyl ester
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(2E)-3-(5-methyl-4-(4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl)isoxazol-3-yl)prop-2-enenitrile
-
-
(2E)-3-(5-methyl-4-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]isoxazol-3-yl)prop-2-enenitrile
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(2E)-3-[2-(1-methylethyl)-1-(4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl)-4,5-dihydro-1H-imidazol-5-yl]prop-2-enenitrile
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(2E)-3-[2-(1-methylethyl)-1-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-1H-imidazol-5-yl]prop-2-enenitrile
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(2E)-3-[2-(1-methylpropyl)-1-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-1H-imidazol-5-yl]prop-2-enoic acid
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(2Z)-3-[2-(1-methylethyl)-1-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-1H-imidazol-5-yl]prop-2-enenitrile
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(4E)-2-(1-methylethyl)-3-(4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl)-3,5-dihydro-4H-imidazol-4-one O-ethyloxime
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(4E)-2-(1-methylethyl)-3-(4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl)-3,5-dihydro-4H-imidazol-4-one oxime
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(4E)-2-(1-methylethyl)-3-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-3,5-dihydro-4H-imidazol-4-one O-(2-methylpropyl)oxime
(4E)-2-(1-methylethyl)-3-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-3,5-dihydro-4H-imidazol-4-one O-ethyloxime
-
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(4E)-2-(1-methylethyl)-3-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-3,5-dihydro-4H-imidazol-4-one O-methyloxime
-
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(4E)-2-(1-methylethyl)-3-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-3,5-dihydro-4H-imidazol-4-one O-phenyloxime
-
-
(4E)-2-(1-methylethyl)-3-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-3,5-dihydro-4H-imidazol-4-one O-tert-butyloxime
(4E)-2-(1-methylethyl)-3-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-3,5-dihydro-4H-imidazol-4-one oxime
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(isobutyryl-[4-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethylethyl)phenyl]amino)acetic acid
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(isobutyryl-[4-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethylethyl)phenyl]amino)acetic acid methyl ester
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1,1,1,3,3,3-hexafluoro-2-(2-[4-[3-(2H-tetrazol-2-yl)phenyl]piperazin-1-yl]-1,3-thiazol-5-yl)propan-2-ol
-
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1,1,1,3,3,3-hexafluoro-2-(2-[4-[3-(methylsulfonyl)phenyl]piperazin-1-yl]-1,3-thiazol-5-yl)propan-2-ol
-
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1,1,1,3,3,3-hexafluoro-2-(2-[4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]-1,3-thiazol-5-yl)propan-2-ol
-
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1,1,1,3,3,3-hexafluoro-2-(2-[4-[4-(methylsulfonyl)phenyl]piperazin-1-yl]-1,3-thiazol-5-yl)propan-2-ol
-
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1,1,1,3,3,3-hexafluoro-2-(2-[4-[4-(trifluoromethyl)phenyl]piperazin-1-yl]-1,3-thiazol-5-yl)propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-(2-[[4-(trifluoromethyl)phenyl]sulfonyl]-1,3-thiazol-5-yl)propan-2-ol
-
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1,1,1,3,3,3-hexafluoro-2-(4-[(5E)-2-(1-methylethyl)-5-[(phenylperoxy)imino]-4,5-dihydro-1H-imidazol-1-yl]phenyl)propan-2-ol
-
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1,1,1,3,3,3-hexafluoro-2-(4-[5-(1-hydroxyethyl)-2-(1-methylpropyl)-1H-imidazol-1-yl]phenyl)propan-2-ol
-
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1,1,1,3,3,3-hexafluoro-2-(4-[5-(hydroxymethyl)-2-(1-methylethyl)-1H-imidazol-1-yl]phenyl)propan-2-ol
-
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1,1,1,3,3,3-hexafluoro-2-(4-[5-(hydroxymethyl)-2-pyridin-4-yl-1H-imidazol-1-yl]phenyl)propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-(4-[5-[hydroxy(phenoxy)methyl]-2-(1-methylpropyl)-1H-imidazol-1-yl]phenyl)propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-(4-[5-[hydroxy(phenyl)methyl]-2-(1-methylpropyl)-1H-imidazol-1-yl]phenyl)propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-[2-(1-phenylpiperidin-4-yl)-1,3-thiazol-5-yl]propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-[2-(4-phenylpiperazin-1-yl)-1,3-thiazol-5-yl]propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-[2-(4-phenylpiperidin-1-yl)-1,3-thiazol-5-yl]propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-[2-[(4-methylphenyl)sulfanyl]-1,3-thiazol-5-yl]propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-[2-[1-(3-fluorophenyl)piperidin-4-yl]-1,3-thiazol-5-yl]propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-[2-[1-(4-fluorophenyl)piperidin-4-yl]-1,3-thiazol-5-yl]propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-[2-[4-(2-fluorophenyl)-4-(2H-tetrazol-2-yl)piperidin-1-yl]-1,3-thiazol-5-yl]propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-[2-[4-(3-fluorophenyl)piperazin-1-yl]-1,3-thiazol-5-yl]propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-[2-[4-(3-fluorophenyl)piperidin-1-yl]-1,3-thiazol-5-yl]propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-[2-[4-(3-methoxyphenyl)piperazin-1-yl]-1,3-thiazol-5-yl]propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-[2-[4-(3-nitrophenyl)piperazin-1-yl]-1,3-thiazol-5-yl]propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-[2-[4-(4-fluorophenyl)piperazin-1-yl]-1,3-thiazol-5-yl]propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-[2-[4-(4-methoxyphenyl)piperazin-1-yl]-1,3-thiazol-5-yl]propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-[2-[4-(4-methylphenyl)piperazin-1-yl]-1,3-thiazol-5-yl]propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-[2-[4-(4-nitrophenyl)piperazin-1-yl]-1,3-thiazol-5-yl]propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-[4-[2-(1-methylethyl)-4-(trifluoromethyl)-1H-imidazol-1-yl]phenyl]propan-2-ol
-
-
1,1,1,3,3,3-hexafluoro-2-[4-[2-(1-methylethyl)-5-([[5-(1H-tetrazol-5-yl)pentyl]oxy]methyl)-1H-imidazol-1-yl]phenyl]propan-2-ol
1,1,1,3,3,3-hexafluoro-2-[4-[2-(1-methylethyl)-5-[[4-(1H-tetrazol-5-yl)butoxy]methyl]-1H-imidazol-1-yl]phenyl]propan-2-ol
1,1,1,3,3,3-hexafluoro-2-[4-[4-(hydroxymethyl)-2-(1-methylethyl)-1H-imidazol-1-yl]phenyl]propan-2-ol
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1,1,1,3,3,3-hexafluoro-2-[4-[5-(1-hydroxyethyl)-2-(1-methylpropyl)-1H-imidazol-1-yl]phenyl]propan-2-ol
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1,1,1,3,3,3-hexafluoro-2-[4-[5-(hydroxymethyl)-2-(1-methylethyl)-1H-imidazol-1-yl]phenyl]propan-2-ol
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1,1,1,3,3,3-hexafluoro-2-[4-[5-(hydroxymethyl)-2-(1-methylpropyl)-1H-imidazol-1-yl]phenyl]propan-2-ol
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1,1,1,3,3,3-hexafluoro-2-[4-[5-(hydroxymethyl)-2-pyridin-2-yl-1H-imidazol-1-yl]phenyl]propan-2-ol
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1,1,1,3,3,3-hexafluoro-2-[4-[5-(hydroxymethyl)-2-pyridin-4-yl-1H-imidazol-1-yl]phenyl]propan-2-ol
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1,1,1,3,3,3-hexafluoro-2-[4-[5-[[(1-methylethyl)amino]methyl]-2-(1-methylpropyl)-1H-imidazol-1-yl]phenyl]propan-2-ol
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1,1,1,3,3,3-hexafluoro-2-[4-[5-[[(2-methoxyethyl)amino]methyl]-2-(1-methylpropyl)-1H-imidazol-1-yl]phenyl]propan-2-ol
1,3-bis(2-methylpropyl)-1-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]urea
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1,3-diethyl-1-(8-hydroxyoctyl)-3-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]urea
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1,3-diethyl-1-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]-3-(4-hydroxybutyl)urea
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1,3-diethyl-3-(4-hydroxybutyl)-1-[4-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethylethyl)phenyl]urea
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1,3-dimethyl-1-(2-methylpropyl)butyl 3-[([5-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-4,5-dihydroisoxazol-3-yl]carbonyl)amino]butanoate
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1,3-dimethyl-1-(2-methylpropyl)butyl N-([5-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-4,5-dihydroisoxazol-3-yl]carbonyl)-beta-alaninate
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1-(2-cyanoethyl)-3-ethyl-1-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]urea
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1-(2-phenylethyl)-1-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]urea
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1-(5-methyl-4-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]isoxazol-3-yl)-3-(2-phenylethyl)urea
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1-(5-methyl-4-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]isoxazol-3-yl)-3-phenylurea
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1-(5-methyl-4-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]isoxazol-3-yl)butan-1-one
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1-benzyl-3-methyl-1-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]urea
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1-carbamoyl-1-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]piperidinium
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1-carbamoyl-1-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]pyrrolidinium
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1-cyclohexyl-3-(5-methyl-4-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]isoxazol-3-yl)urea
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1-ethyl-1-methylpropyl (3S)-3-[([5-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-4,5-dihydroisoxazol-3-yl]carbonyl)amino]butanoate
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1-ethyl-1-methylpropyl N-([5-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-4,5-dihydroisoxazol-3-yl]carbonyl)-beta-alaninate
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1-ethyl-1-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]-3,3-dimethylurea
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1-ethyl-3,3-dimethyl-1-[4-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethylethyl)phenyl]urea
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1-ethyl-3,3-dimethyl-1-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]urea
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1-ethyl-3-(4-hydroxybutyl)-1-(4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl)urea
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1-ethyl-3-methyl-1-(4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl)urea
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1-methoxy-3-methyl-1-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]urea
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1-methyl-3-phenyl-1-[4-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethylethyl)phenyl]urea
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1-methyl-3-phenyl-1-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]urea
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1-[2-(1-methylpropyl)-1-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-1H-imidazol-5-yl]butan-1-ol
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1-[3-(4-hydroxyphenyl)-5-(thiophen-3-yl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone
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1-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]-1-methyl-3-phenylurea
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1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-1,3-thiazol-2-yl]-4-phenyl-N-(2,2,2-trifluoroethyl)piperidine-4-carboxamide
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1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-1,3-thiazol-2-yl]-4-phenylpiperidin-4-ol
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1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-1,3-thiazol-2-yl]-4-phenylpiperidine-4-carbonitrile
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1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-1,3-thiazol-2-yl]-4-phenylpiperidine-4-carboxamide
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1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-1,3-thiazol-2-yl]-4-phenylpiperidine-4-carboxylic acid
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1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-1,3-thiazol-2-yl]-N-(methylsulfonyl)-4-phenylpiperidine-4-carboxamide
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1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-1,3-thiazol-2-yl]-N-methyl-4-phenylpiperidine-4-carboxamide
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1-[5-(2,4-dibromophenyl)-3-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone
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1-[5-(2,4-dichlorophenyl)-3-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone
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1-[5-(2,4-difluorophenyl)-3-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone
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1-[5-(2,4-dimethoxyphenyl)-3-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-l]ethanone
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1-[5-(3,4-dibromophenyl)-3-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone
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1-[5-(3,4-dichlorophenyl)-3-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone
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1-[5-(4-chlorophenyl)-3-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone
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1-[5-(4-hydroxyphenyl)-3-(thiophen-3-yl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone
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1-[5-(furan-3-yl)-3-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone
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2-(4-[1-[3,4-bis(difluoromethoxy)phenyl]-2-(1-oxidopyridin-4-yl)ethyl]-3-methylphenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol
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2-(4-[5-amino-3-(1-methylethyl)isoxazol-4-yl]phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol
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2-(4-[5-amino-3-[(2E)-but-2-en-1-yl]isoxazol-4-yl]phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol
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2-(4-[5-[(butylamino)methyl]-2-(1-methylethyl)-1H-imidazol-1-yl]phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol
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2-(4-[5-[(butylamino)methyl]-2-(1-methylpropyl)-1H-imidazol-1-yl]phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol
2-ethyl-N-[3-(1-methylethyl)-4-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]isoxazol-5-yl]hexanamide
2-methyl-1-[2-(1-methylpropyl)-1-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-1H-imidazol-5-yl]propan-1-ol
2-methyl-3-[2-(1-methylethyl)-1-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-1H-imidazol-5-yl]propanoic acid
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2-methyl-3-[2-(1-methylethyl)-1-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-4,5-dihydro-1H-imidazol-5-yl]propanoic acid
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2-methyl-N-(3-phenyl-4-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]isoxazol-5-yl)propanamide
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2-methyl-N-(3-pyridin-4-yl-4-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]isoxazol-5-yl)propanamide
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2-methyl-N-(5-methyl-4-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]isoxazol-3-yl)propanamide
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2-methyl-N-(pyridin-4-ylmethyl)-N-[5-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-1,3-thiazol-2-yl]propanamide
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2-methyl-N-propyl-N-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]propanamide
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2-methyl-N-[4-(1H-tetrazol-5-yl)butyl]-N-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]propanamide
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2-phenoxy-N-[4-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethylethyl)phenyl]acetamide
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2-phenoxy-N-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]acetamide
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2-[([5-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-4,5-dihydroisoxazol-3-yl]carbonyl)amino]ethyl (1Z)-2-methyl-N-(1-methylethyl)propanimidoate
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2-[1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-1,3-thiazol-2-yl]piperidin-4-yl]benzoic acid
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2-[2-(1-methylpropyl)-5-propyl-1-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-4,5-dihydro-1H-imidazol-5-yl]ethenone
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2-[2-[4-(3,4-difluorophenyl)piperazin-1-yl]-1,3-thiazol-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol
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2-[2-[4-(3-aminophenyl)piperazin-1-yl]-1,3-thiazol-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol
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2-[2-[4-(3-chlorophenyl)piperazin-1-yl]-1,3-thiazol-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol
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2-[2-[4-(4-aminophenyl)piperazin-1-yl]-1,3-thiazol-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol
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2-[3-(4-hydroxyphenyl)-5-(4-methoxy-2-nitrophenyl)-4,5-dihydro-1H-pyrazol-1-yl]-1,3-thiazol-4(5H)-one
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2-[3-(4-hydroxyphenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl]-1,3-thiazol-4(5H)-one
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2-[3-(4-hydroxyphenyl)-5-(thiophen-3-yl)-4,5-dihydro-1H-pyrazol-1-yl]-1,3-thiazol-4(5H)-one
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2-[3-(4-hydroxyphenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl]-1,3-thiazol-4(5H)-one