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Literature summary for 7.1.1.2 extracted from

  • Abe, M.; Murai, M.; Ichimaru, N.; Kenmochi, A.; Yoshida, T.; Kubo, A.; Kimura, Y.; Moroda, A.; Makabe, H.; Nishioka, T.; Miyoshi, H.
    Dynamic function of the alkyl spacer of acetogenins in their inhibitory action with mitochondrial complex I (NADH-ubiquinone oxidoreductase) (2005), Biochemistry, 44, 14898-14906.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(1R)-1-[(2R,2'R,5R,5'R)-5'-[(1R)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]undeca-3,5,7,9-tetrayn-1-ol IC50: 0.000172 mM Bos taurus
(1R,1'R)-1,1'-(2R,2'R,5R,5'R)-octahydro-2,2'-bifuran-5,5'-diyldiundecan-1-ol IC50: 0.0000016 mM Bos taurus
(1R,1'S)-1,1'-(2R,5R)-tetrahydrofuran-2,5-diylditridecan-1-ol IC50: 0.025 mM Bos taurus
(5S)-3-[(10R)-10-hydroxy-10-[(2R,2'R,5R,5'R)-5'-[(1R)-1 hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]decyl]-5-methylfuran-2(5H)-one IC50: 0.0000012 mM Bos taurus
(5S)-3-[(13R)-13-hydroxy-13-[(2R,2'R,5R,5'R)-5'-[(1R)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]tridec-8-yn-1-yl]-5-methylfuran-2(5H)-one IC50: 0.00000083 mM Bos taurus
(5S)-3-[(13R)-13-hydroxy-13-[(2R,2'R,5R,5'R)-5'-[(1R)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]trideca-4,6,8,10-tetrayn-1-yl]-5-methylfuran-2(5H)-one IC50: 0.0000017 mM Bos taurus
(5S)-3-[(13R)-13-hydroxy-13-[(2R,2'R,5R,5'R)-5'-[(1S)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]tridec-10-yn-1-yl]-5-methylfuran-2(5H)-one IC50: 0.000001 mM Bos taurus
(5S)-3-[(13R)-13-hydroxy-13-[(2R,2'R,5R,5'R)-5'-[(1S)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]tridec-4-yn-1-yl]-5-methylfuran-2(5H)-one IC50: 0.00000085 mM Bos taurus
(5S)-3-[(13R)-13-hydroxy-13-[(2R,5R)-5-[(1S)-1-hydroxytridecyl]tetrahydrofuran-2-yl]trideca-4,6,8,10-tetrayn-1-yl]-5-methylfuran-2(5H)-one IC50: 0.00028 mM Bos taurus
(5S)-3-[(13R)-13-hydroxy-13-[(2R,5R)-5-[(1S)-1-hydroxytridecyl]tetrahydrofuran-2-yl]tridecyl]-5-methylfuran-2(5H)-one IC50: 0.0000023 mM Bos taurus
(5S)-3-[(13S)-13-hydroxy-13-[(2R,5R)-5-[(1S)-1-hydroxytriecyl]tetrahydrofuran-2-yl]tridecyl]-5-methylfuran-2(5H)-one IC50: 0.0000051 mM Bos taurus
(5S)-3-[(16R)-16-hydroxy-16-[(2R,2'R,5R,5'R)-5'-[(1R)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]hexadecyl]-5-methylfuran-2(5H)-one IC50: 0.000013 mM Bos taurus
(5S)-3-[(19R)-19-hydroxy-19-[(2R,2'R,5R,5'R)-5'-[(1R)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]nonadecyl]-5-methylfuran-2(5H)-one IC50: 0.000271 mM Bos taurus
(5S)-3-[(2E,13R)-13-hydroxy-13-[(2R,2'R,5R,5'R)-5'-[(1R)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]tridec-2-en-4-yn-1-yl]-5-methylfuran-2(5H)-one IC50: 0.0000011 mM Bos taurus
(5S)-3-[(5R)-5-hydroxy-5-[(2R,2'R,5R,5'R)-5'-[(1R)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]pentyl]-5-methylfuran-2(5H)-one IC50: 0.000014 mM Bos taurus
(5S)-3-[(7E,13S)-13-hydroxy-13-[(2R,5R)-5-[(1S)-1-hydroxytridecyl]tetrahydrofuran-2-yl]tridec-7-en-9-yn-1-yl]-5-methylfuran-2(5H)-one IC50: 0.0000052 mM Bos taurus
(5S)-3-[(8E,13R)-13-hydroxy-13-[(2R,2'R,5R,5'R)-5'-[(1S)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]tridec-8-en-10-yn-1-yl]-5-methylfuran-2(5H)-one IC50: 0.00000092 mM Bos taurus
(5S)-3-[(8R)-8-hydroxy-8-[(2R,2'R,5R,5'R)-5'-[(1R)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]octyl]-5-methylfuran-2(5H)-one IC50: 0.0000016 mM Bos taurus
bullatacin IC50: 0.00000083 mM Bos taurus
Piericidin A IC50: 0.0000013 mM Bos taurus
squamocin M IC50: 0.00000085 mM Bos taurus

Localization

Localization Comment Organism GeneOntology No. Textmining
mitochondrion
-
Bos taurus 5739
-

Organism

Organism UniProt Comment Textmining
Bos taurus
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
heart
-
Bos taurus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
NADH + ubiquinone
-
Bos taurus NAD+ + ubiquinol
-
?

Synonyms

Synonyms Comment Organism
mitochondrial complex I
-
Bos taurus
NADH-ubiquinone oxidoreductase
-
Bos taurus

Cofactor

Cofactor Comment Organism Structure
NADH
-
Bos taurus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00000083
-
IC50: 0.00000083 mM Bos taurus bullatacin
0.00000083
-
IC50: 0.00000083 mM Bos taurus (5S)-3-[(13R)-13-hydroxy-13-[(2R,2'R,5R,5'R)-5'-[(1R)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]tridec-8-yn-1-yl]-5-methylfuran-2(5H)-one
0.00000085
-
IC50: 0.00000085 mM Bos taurus squamocin M
0.00000085
-
IC50: 0.00000085 mM Bos taurus (5S)-3-[(13R)-13-hydroxy-13-[(2R,2'R,5R,5'R)-5'-[(1S)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]tridec-4-yn-1-yl]-5-methylfuran-2(5H)-one
0.00000092
-
IC50: 0.00000092 mM Bos taurus (5S)-3-[(8E,13R)-13-hydroxy-13-[(2R,2'R,5R,5'R)-5'-[(1S)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]tridec-8-en-10-yn-1-yl]-5-methylfuran-2(5H)-one
0.000001
-
IC50: 0.000001 mM Bos taurus (5S)-3-[(13R)-13-hydroxy-13-[(2R,2'R,5R,5'R)-5'-[(1S)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]tridec-10-yn-1-yl]-5-methylfuran-2(5H)-one
0.0000011
-
IC50: 0.0000011 mM Bos taurus (5S)-3-[(2E,13R)-13-hydroxy-13-[(2R,2'R,5R,5'R)-5'-[(1R)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]tridec-2-en-4-yn-1-yl]-5-methylfuran-2(5H)-one
0.0000012
-
IC50: 0.0000012 mM Bos taurus (5S)-3-[(10R)-10-hydroxy-10-[(2R,2'R,5R,5'R)-5'-[(1R)-1 hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]decyl]-5-methylfuran-2(5H)-one
0.0000013
-
IC50: 0.0000013 mM Bos taurus Piericidin A
0.0000016
-
IC50: 0.0000016 mM Bos taurus (1R,1'R)-1,1'-(2R,2'R,5R,5'R)-octahydro-2,2'-bifuran-5,5'-diyldiundecan-1-ol
0.0000016
-
IC50: 0.0000016 mM Bos taurus (5S)-3-[(8R)-8-hydroxy-8-[(2R,2'R,5R,5'R)-5'-[(1R)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]octyl]-5-methylfuran-2(5H)-one
0.0000017
-
IC50: 0.0000017 mM Bos taurus (5S)-3-[(13R)-13-hydroxy-13-[(2R,2'R,5R,5'R)-5'-[(1R)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]trideca-4,6,8,10-tetrayn-1-yl]-5-methylfuran-2(5H)-one
0.0000023
-
IC50: 0.0000023 mM Bos taurus (5S)-3-[(13R)-13-hydroxy-13-[(2R,5R)-5-[(1S)-1-hydroxytridecyl]tetrahydrofuran-2-yl]tridecyl]-5-methylfuran-2(5H)-one
0.0000051
-
IC50: 0.0000051 mM Bos taurus (5S)-3-[(13S)-13-hydroxy-13-[(2R,5R)-5-[(1S)-1-hydroxytriecyl]tetrahydrofuran-2-yl]tridecyl]-5-methylfuran-2(5H)-one
0.0000052
-
IC50: 0.0000052 mM Bos taurus (5S)-3-[(7E,13S)-13-hydroxy-13-[(2R,5R)-5-[(1S)-1-hydroxytridecyl]tetrahydrofuran-2-yl]tridec-7-en-9-yn-1-yl]-5-methylfuran-2(5H)-one
0.000013
-
IC50: 0.000013 mM Bos taurus (5S)-3-[(16R)-16-hydroxy-16-[(2R,2'R,5R,5'R)-5'-[(1R)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]hexadecyl]-5-methylfuran-2(5H)-one
0.000014
-
IC50: 0.000014 mM Bos taurus (5S)-3-[(5R)-5-hydroxy-5-[(2R,2'R,5R,5'R)-5'-[(1R)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]pentyl]-5-methylfuran-2(5H)-one
0.000172
-
IC50: 0.000172 mM Bos taurus (1R)-1-[(2R,2'R,5R,5'R)-5'-[(1R)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]undeca-3,5,7,9-tetrayn-1-ol
0.000271
-
IC50: 0.000271 mM Bos taurus (5S)-3-[(19R)-19-hydroxy-19-[(2R,2'R,5R,5'R)-5'-[(1R)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl]nonadecyl]-5-methylfuran-2(5H)-one
0.00028
-
IC50: 0.00028 mM Bos taurus (5S)-3-[(13R)-13-hydroxy-13-[(2R,5R)-5-[(1S)-1-hydroxytridecyl]tetrahydrofuran-2-yl]trideca-4,6,8,10-tetrayn-1-yl]-5-methylfuran-2(5H)-one
0.025
-
IC50: 0.025 mM Bos taurus (1R,1'S)-1,1'-(2R,5R)-tetrahydrofuran-2,5-diylditridecan-1-ol