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Details

Stereochemistry ACHIRAL
Molecular Formula C15H28O7P2
Molecular Weight 382.3261
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of Farnesyl diphosphate, (2E,6E)-

SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O

InChI

InChIKey=VWFJDQUYCIWHTN-YFVJMOTDSA-N
InChI=1S/C15H28O7P2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18)/b14-9+,15-11+

HIDE SMILES / InChI

Molecular Formula C15H28O7P2
Molecular Weight 382.3261
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 2
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Purification and regulation of mevalonate kinase from rat liver.
1990 Feb 5
Solubilization, purification, and characterization of a truncated form of rat hepatic squalene synthetase.
1992 Apr 25
Post-translational regulation of mevalonate kinase by intermediates of the cholesterol and nonsterol isoprene biosynthetic pathways.
1997 Nov
Determination of farnesyl pyrophosphate in dog and human plasma by high-performance liquid chromatography with fluorescence detection.
1997 Oct 1
Truncation of human squalene synthase yields active, crystallizable protein.
1998 Feb 15
The basis for K-Ras4B binding specificity to protein farnesyltransferase revealed by 2 A resolution ternary complex structures.
2000 Feb 15
Simvastatin modulates cytokine-mediated endothelial cell adhesion molecule induction: involvement of an inhibitory G protein.
2000 Sep 1
Tissue-specific transcriptional regulation of the cholesterol biosynthetic pathway leads to accumulation of testis meiosis-activating sterol (T-MAS).
2002 Jan
A quantitative structure-activity relationship and pharmacophore modeling investigation of aryl-X and heterocyclic bisphosphonates as bone resorption agents.
2003 Jul 3
Simvastatin modulates expression of the PON1 gene and increases serum paraoxonase: a role for sterol regulatory element-binding protein-2.
2003 Nov 1
Higher farnesyl diphosphate synthase activity in human colorectal cancer inhibition of cellular apoptosis.
2004
Lysine beta311 of protein geranylgeranyltransferase type I partially replaces magnesium.
2004 Jul 16
Lovastatin-induced apoptosis in human melanoma cell lines.
2005 Apr
Simvastatin inhibits NOR-1 expression induced by hyperlipemia by interfering with CREB activation.
2005 Aug 1
Regulation of macrophage cholesterol efflux through hydroxymethylglutaryl-CoA reductase inhibition: a role for RhoA in ABCA1-mediated cholesterol efflux.
2005 Jun 10
Digeranyl bisphosphonate inhibits geranylgeranyl pyrophosphate synthase.
2007 Feb 23
Survivin down-regulation plays a crucial role in 3-hydroxy-3-methylglutaryl coenzyme A reductase inhibitor-induced apoptosis in cancer.
2007 Jul 6
The carboxyl-terminal region of the geranylgeranyl diphosphate synthase is indispensable for the stabilization of the region involved in substrate binding and catalysis.
2007 Oct
Simvastatin inhibits central sympathetic outflow in heart failure by a nitric-oxide synthase mechanism.
2008 Jul
Simvastatin antagonizes tumor necrosis factor-alpha inhibition of bone morphogenetic proteins-2-induced osteoblast differentiation by regulating Smad signaling and Ras/Rho-mitogen-activated protein kinase pathway.
2008 Mar
Biochemical and structural basis for feedback inhibition of mevalonate kinase and isoprenoid metabolism.
2008 Mar 25
Substance Class Chemical
Created
by admin
on Sat Dec 16 20:20:22 UTC 2023
Edited
by admin
on Sat Dec 16 20:20:22 UTC 2023
Record UNII
G8X8WT527W
Record Status Validated (UNII)
Record Version
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Name Type Language
Farnesyl diphosphate, (2E,6E)-
Common Name English
Farnesol pyrophosphate
Common Name English
(2E,6E)-Farnesyl pyrophosphate
Common Name English
Diphosphoric acid, P-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl] ester
Systematic Name English
(all-E)-Farnesyl diphosphate
Common Name English
(E,E)-Farnesyl diphosphate
Common Name English
(2-trans,6-trans)-Farnesyl diphosphate
Common Name English
2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-, trihydrogen pyrophosphate, (E,E)-
Systematic Name English
2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-(farnesol), trihydrogen pyrophosphate, trans,trans-
Systematic Name English
(2E,6E)-Farnesyl diphosphate
Common Name English
Code System Code Type Description
FDA UNII
G8X8WT527W
Created by admin on Sat Dec 16 20:20:22 UTC 2023 , Edited by admin on Sat Dec 16 20:20:22 UTC 2023
PRIMARY
CAS
372-97-4
Created by admin on Sat Dec 16 20:20:22 UTC 2023 , Edited by admin on Sat Dec 16 20:20:22 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> SUBSTRATE