FARNESYL PYROPHOSPHATE

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 Search

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

Title	Date	PubMed
Natural and synthetic non-peptide antigens recognized by human gamma delta T cells.	1995 May 11	7753173
Truncation of human squalene synthase yields active, crystallizable protein.	1998 Feb 15	9473303
The basis for K-Ras4B binding specificity to protein farnesyltransferase revealed by 2 A resolution ternary complex structures.	2000 Feb 15	10673434
Simvastatin modulates cytokine-mediated endothelial cell adhesion molecule induction: involvement of an inhibitory G protein.	2000 Sep 1	10946302
A quantitative structure-activity relationship and pharmacophore modeling investigation of aryl-X and heterocyclic bisphosphonates as bone resorption agents.	2003 Jul 3	12825934
Transcriptional regulation of farnesyl pyrophosphate synthase by liver X receptors.	2003 Sep	12957674
Higher farnesyl diphosphate synthase activity in human colorectal cancer inhibition of cellular apoptosis.	2004	15713990
Substrate binding mode and reaction mechanism of undecaprenyl pyrophosphate synthase deduced from crystallographic studies.	2004 Apr	15044730
Differential effects of simvastatin on mesangial cells.	2004 Jul	15200425
Simvastatin inhibits NOR-1 expression induced by hyperlipemia by interfering with CREB activation.	2005 Aug 1	16005304
Interplay of isoprenoid and peptide substrate specificity in protein farnesyltransferase.	2005 Aug 23	16101305
Effect of pitavastatin on transactivation of human serum paraoxonase 1 gene.	2005 Feb	15690306
The crystal structure of human geranylgeranyl pyrophosphate synthase reveals a novel hexameric arrangement and inhibitory product binding.	2006 Aug 4	16698791
Digeranyl bisphosphonate inhibits geranylgeranyl pyrophosphate synthase.	2007 Feb 23	17208200
Survivin down-regulation plays a crucial role in 3-hydroxy-3-methylglutaryl coenzyme A reductase inhibitor-induced apoptosis in cancer.	2007 Jul 6	17472962
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	17846065
Simvastatin suppresses LPS-induced MMP-1 expression in U937 mononuclear cells by inhibiting protein isoprenylation-mediated ERK activation.	2008 Oct	18625914
Statins induce apoptosis in ovarian cancer cells through activation of JNK and enhancement of Bim expression.	2009 May	18766339
Isopentenyl pyrophosphate is a novel antinociceptive substance that inhibits TRPV3 and TRPA1 ion channels.	2011 May	21353389
Simvastatin reduces steroidogenesis by inhibiting Cyp17a1 gene expression in rat ovarian theca-interstitial cells.	2012 Jan	21918126

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:44:20 UTC 2023` Edited by `admin` on `Fri Dec 15 19:44:20 UTC 2023`
Record UNII	79W6B01D07
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

FARNESYL PYROPHOSPHATE

Systematic Name

English

FARNESYL DIPHOSPHATE

Systematic Name

English

Code System Code Type Description

CHEBI

17407