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Literature summary for 2.5.1.1 extracted from

  • Han, S.; Li, X.; Xia, Y.; Yu, Z.; Cai, N.; Malwal, S.R.; Han, X.; Oldfield, E.; Zhang, Y.
    Farnesyl pyrophosphate synthase as a target for drug development discovery of natural-product-derived inhibitors and their activity in pancreatic cancer cells (2019), J. Med. Chem., 62, 10867-10896 .
    View publication on PubMed

Protein Variants

Protein Variants Comment Organism
F239A the IC50 of CA28a against the F239A mutant enzyme is about 500% larger than against wild type protein Homo sapiens
N59A CA28a exhibits the same IC50 against the N59A mutant enzyme ass against wild type protein Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
(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
(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
(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
(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
(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
(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
(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
(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
11,12-dihydroxy-7,20-epoxyabieta-8,11,13-trien-20-one
-
Homo sapiens
11,12-dihydroxy-N-(2-hydroxyethyl)abieta-8(14),9(11),12-trien-20-amide
-
Homo sapiens
11,12-dihydroxy-N-methylabieta-8(14),9(11),12-trien-20-amide
-
Homo sapiens
11,12-dihydroxy-N-[(pyridin-3-yl)methyl]abieta-8(14),9(11),12-trien-20-amide
-
Homo sapiens
11,12-dihydroxy-N-[3-(1H-imidazol-1-yl)propyl]abieta-8(14),9(11),12-trien-20-amide
-
Homo sapiens
11,12-dihydroxyabieta-8(14),9(11),12-triene-20-hydrazide
-
Homo sapiens
12-hydroxy-11,20-epoxyabieta-8(14),9(11),12-trien-20-one
-
Homo sapiens
2-[11,12-dihydroxy-20-oxoabieta-8(14),9(11),12-trien-20-yl]hydrazine-1-carboxamide
-
Homo sapiens
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
6,20-epoxyabieta-8,13-diene-7,11,12,20-tetrone
-
Homo sapiens
7,20-epoxyabieta-8(14),9(11),12-triene-11,12-diol
-
Homo sapiens
7,20-epoxyabieta-8,13-diene-11,12,20-trione
-
Homo sapiens
7,20-epoxyabieta-8,13-diene-11,12-dione
-
Homo sapiens
abieta-8(14),9(11),12-triene-11,12,20-triol
-
Homo sapiens
methyl 11,12-dihydroxy-7-(phenylsulfanyl)abieta-8(14),9(11),12-trien-20-oate
-
Homo sapiens
methyl 11,12-dihydroxy-7-methoxyabieta-8(14),9(11),12-trien-20-oate
-
Homo sapiens
methyl 11,12-dihydroxy-7-oxoabieta-8(14),9(11),12-trien-20-oate
-
Homo sapiens
methyl 11,12-dihydroxy-7-[(2-hydroxyethyl)sulfanyl]abieta-8(14),9(11),12-trien-20-oate
-
Homo sapiens
methyl 11,12-dihydroxyabieta-7,9(11),13-trien-20-oate
-
Homo sapiens
methyl 11,12-dihydroxyabieta-8(14),9(11),12-trien-20-oate
-
Homo sapiens
methyl 11-[[tert-butyl(dimethyl)silyl]oxy]-12-hydroxyabieta-8(14),9(11),12-trien-20-oate
-
Homo sapiens
methyl 7,11,12-trioxoabieta-8,13-dien-20-oate
-
Homo sapiens
methyl 7-(butylsulfanyl)-11,12-dihydroxyabieta-8(14),9(11),12-trien-20-oate
-
Homo sapiens
methyl 7-ethoxy-11,12-dihydroxyabieta-8(14),9(11),12-trien-20-oate
-
Homo sapiens
methyl 7-ethoxy-11,12-dioxoabieta-8,13-dien-20-oate
-
Homo sapiens
methyl 7-tert-butoxy-11,12-dioxoabieta-8,13-dien-20-oate
-
Homo sapiens
methyl 7-[(2-hydroxyethyl)sulfanyl]-11,12-dioxoabieta-8,13-dien-20-oate
-
Homo sapiens
N'-(4-bromobenzoyl)-11,12-dihydroxyabieta-8(14),9(11),12-triene-20-hydrazide
-
Homo sapiens
N'-acetyl-11,12-dihydroxyabieta-8(14),9(11),12-triene-20-hydrazide
-
Homo sapiens
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
N-benzyl-11,12-dihydroxyabieta-8(14),9(11),12-trien-20-amide
-
Homo sapiens
N-[2-(dimethylamino)ethyl]-11,12-dihydroxy-7-oxoabieta-8(14),9(11),12-trien-20-amide
-
Homo sapiens
N-[2-(dimethylamino)ethyl]-11,12-dihydroxyabieta-8(14),9(11),12-trien-20-amide
-
Homo sapiens
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
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
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
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
zoledronate
-
Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
dimethylallyl diphosphate + isopentenyl diphosphate Homo sapiens 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 diphosphate + geranyl diphosphate
-
?
geranyl diphosphate + isopentenyl diphosphate Homo sapiens reaction of EC 2.5.1.10, the enzyme catalyzes the condensation of dimethylallyl pyrophosphate and isopentenyl pyrophosphate, forming geranyl pyrophosphate and then farnesyl pyrophosphate diphosphate + (2E,6E)-farnesyl diphosphate
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens P14324
-
-

Source Tissue

Source Tissue Comment Organism Textmining
pancreatic cancer cell line
-
Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
dimethylallyl diphosphate + isopentenyl 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 Homo sapiens diphosphate + geranyl diphosphate
-
?
dimethylallyl diphosphate + isopentenyl diphosphate the enzyme catalyzes the condensation of dimethylallyl pyrophosphate and isopentenyl pyrophosphate, forming geranyl pyrophosphate and then farnesyl pyrophosphate Homo sapiens diphosphate + geranyl diphosphate
-
?
geranyl diphosphate + isopentenyl diphosphate reaction of EC 2.5.1.10, the enzyme catalyzes the condensation of dimethylallyl pyrophosphate and isopentenyl pyrophosphate, forming geranyl pyrophosphate and then farnesyl pyrophosphate Homo sapiens diphosphate + (2E,6E)-farnesyl diphosphate
-
?

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
23
-
assay at Homo sapiens

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
assay at Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0001
-
pH 7.5, 23°C Homo sapiens zoledronate
0.000194
-
pH 7.5, 23°C Homo sapiens (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
0.000234
-
pH 7.5, 23°C Homo sapiens methyl 7-tert-butoxy-11,12-dioxoabieta-8,13-dien-20-oate
0.000252
-
pH 7.5, 23°C Homo sapiens 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
0.000289
-
pH 7.5, 23°C Homo sapiens (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
0.000335
-
pH 7.5, 23°C Homo sapiens (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
0.000389
-
pH 7.5, 23°C Homo sapiens 6,20-epoxyabieta-8,13-diene-7,11,12,20-tetrone
0.000473
-
pH 7.5, 23°C Homo sapiens 7,20-epoxyabieta-8,13-diene-11,12,20-trione
0.00052
-
pH 7.5, 23°C Homo sapiens tert-butyl [(1R)-1-amino-2-[2-[11,12-dihydroxy-20-oxoabieta-8(14),9(11),12-trien-20-yl]hydrazinyl]-2-oxoethyl]carbamate
0.000523
-
pH 7.5, 23°C Homo sapiens methyl 7,11,12-trioxoabieta-8,13-dien-20-oate
0.000596
-
pH 7.5, 23°C Homo sapiens 7,20-epoxyabieta-8,13-diene-11,12-dione
0.000644
-
pH 7.5, 23°C Homo sapiens 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
0.0008
-
pH 7.5, 23°C Homo sapiens N'-(4-bromobenzoyl)-11,12-dihydroxyabieta-8(14),9(11),12-triene-20-hydrazide
0.000833
-
pH 7.5, 23°C Homo sapiens methyl 11,12-dihydroxyabieta-7,9(11),13-trien-20-oate
0.000859
-
pH 7.5, 23°C Homo sapiens (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
0.000865
-
pH 7.5, 23°C Homo sapiens methyl 11,12-dihydroxyabieta-8(14),9(11),12-trien-20-oate
0.000914
-
pH 7.5, 23°C Homo sapiens 11,12-dihydroxy-N-(2-hydroxyethyl)abieta-8(14),9(11),12-trien-20-amide
0.0011
-
pH 7.5, 23°C Homo sapiens (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
0.0011
-
pH 7.5, 23°C Homo sapiens methyl 11,12-dihydroxy-7-methoxyabieta-8(14),9(11),12-trien-20-oate
0.0012
-
pH 7.5, 23°C Homo sapiens N-[2-(dimethylamino)ethyl]-11,12-dihydroxyabieta-8(14),9(11),12-trien-20-amide
0.0013
-
pH 7.5, 23°C Homo sapiens methyl 11,12-dihydroxy-7-[(2-hydroxyethyl)sulfanyl]abieta-8(14),9(11),12-trien-20-oate
0.0015
-
pH 7.5, 23°C Homo sapiens N'-acetyl-11,12-dihydroxyabieta-8(14),9(11),12-triene-20-hydrazide
0.0022
-
pH 7.5, 23°C Homo sapiens (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
0.0027
-
pH 7.5, 23°C Homo sapiens 11,12-dihydroxy-N-methylabieta-8(14),9(11),12-trien-20-amide
0.0027
-
pH 7.5, 23°C Homo sapiens 11,12-dihydroxy-N-[(pyridin-3-yl)methyl]abieta-8(14),9(11),12-trien-20-amide
0.0031
-
pH 7.5, 23°C Homo sapiens 2-[11,12-dihydroxy-20-oxoabieta-8(14),9(11),12-trien-20-yl]hydrazine-1-carboxamide
0.00603
-
pH 7.5, 23°C Homo sapiens N-benzyl-11,12-dihydroxyabieta-8(14),9(11),12-trien-20-amide
0.0074
-
pH 7.5, 23°C Homo sapiens 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
0.0078
-
pH 7.5, 23°C Homo sapiens abieta-8(14),9(11),12-triene-11,12,20-triol
0.008
-
pH 7.5, 23°C Homo sapiens 11,12-dihydroxy-N-[3-(1H-imidazol-1-yl)propyl]abieta-8(14),9(11),12-trien-20-amide
0.008
-
pH 7.5, 23°C Homo sapiens N-[2-(dimethylamino)ethyl]-11,12-dihydroxy-7-oxoabieta-8(14),9(11),12-trien-20-amide
0.0086
-
pH 7.5, 23°C Homo sapiens methyl 7-ethoxy-11,12-dioxoabieta-8,13-dien-20-oate
0.0106
-
pH 7.5, 23°C Homo sapiens 12-hydroxy-11,20-epoxyabieta-8(14),9(11),12-trien-20-one
0.0125
-
pH 7.5, 23°C Homo sapiens methyl 7-(butylsulfanyl)-11,12-dihydroxyabieta-8(14),9(11),12-trien-20-oate
0.0125
-
pH 7.5, 23°C Homo sapiens 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
0.0133
-
pH 7.5, 23°C Homo sapiens 11,12-dihydroxy-7,20-epoxyabieta-8,11,13-trien-20-one
0.0133
-
pH 7.5, 23°C Homo sapiens methyl 7-ethoxy-11,12-dihydroxyabieta-8(14),9(11),12-trien-20-oate
0.0137
-
pH 7.5, 23°C Homo sapiens (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
0.0187
-
pH 7.5, 23°C Homo sapiens 7,20-epoxyabieta-8(14),9(11),12-triene-11,12-diol
0.0227
-
pH 7.5, 23°C Homo sapiens methyl 7-[(2-hydroxyethyl)sulfanyl]-11,12-dioxoabieta-8,13-dien-20-oate
0.0251
-
pH 7.5, 23°C Homo sapiens (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
0.02564
-
pH 7.5, 23°C Homo sapiens 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
0.028
-
pH 7.5, 23°C Homo sapiens methyl 11,12-dihydroxy-7-(phenylsulfanyl)abieta-8(14),9(11),12-trien-20-oate
0.035
-
pH 7.5, 23°C Homo sapiens 11,12-dihydroxyabieta-8(14),9(11),12-triene-20-hydrazide
0.0412
-
pH 7.5, 23°C Homo sapiens methyl 11,12-dihydroxy-7-oxoabieta-8(14),9(11),12-trien-20-oate
0.0563
-
pH 7.5, 23°C Homo sapiens methyl 11-[[tert-butyl(dimethyl)silyl]oxy]-12-hydroxyabieta-8(14),9(11),12-trien-20-oate

General Information

General Information Comment Organism
drug target the enzyme is a target for treating bone resorption diseases and some cancers Homo sapiens