U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C20H34O
Molecular Weight 290.4834
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 3
Charge 0

SHOW SMILES / InChI
Structure of GERANYLGERANIOL

SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CO

InChI

InChIKey=OJISWRZIEWCUBN-QIRCYJPOSA-N
InChI=1S/C20H34O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h9,11,13,15,21H,6-8,10,12,14,16H2,1-5H3/b18-11+,19-13+,20-15+

HIDE SMILES / InChI

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Geranylgeraniol potentiates lovastatin inhibition of oncogenic H-Ras processing and signaling while preventing cytotoxicity.
1997 Jan 23
Lovastatin induces apoptosis by inhibiting mitotic and post-mitotic events in cultured mesangial cells.
1997 Oct 30
Fibrate and statin synergistically increase the transcriptional activities of PPARalpha/RXRalpha and decrease the transactivation of NFkappaB.
2002 Jan 11
Simvastatin increases fibrinolytic activity in human peritoneal mesothelial cells independent of cholesterol lowering.
2002 Nov
Simvastatin suppresses tissue factor expression and increases fibrinolytic activity in tumor necrosis factor-alpha-activated human peritoneal mesothelial cells.
2003 Jun
Lovastatin induces apoptosis of anaplastic thyroid cancer cells via inhibition of protein geranylgeranylation and de novo protein synthesis.
2003 Sep
Zoledronic acid up-regulates bone sialoprotein expression in osteoblastic cells through Rho GTPase inhibition.
2004 Dec 15
Lysine beta311 of protein geranylgeranyltransferase type I partially replaces magnesium.
2004 Jul 16
Rosiglitazone upregulates caveolin-1 expression in THP-1 cells through a PPAR-dependent mechanism.
2004 Nov
Zoledronic acid treatment impairs protein geranyl-geranylation for biological effects in prostatic cells.
2006 Mar 15
Simvastatin potentiates tumor necrosis factor alpha-mediated apoptosis of human vascular endothelial cells via the inhibition of the geranylgeranylation of RhoA.
2006 Sep 5
Screening of terpenes and derivatives for antimycobacterial activity; identification of geranylgeraniol and geranylgeranyl acetate as potent inhibitors of Mycobacterium tuberculosis in vitro.
2007 Oct
Cyr61 downmodulation potentiates the anticancer effects of zoledronic acid in androgen-independent prostate cancer cells.
2009 Nov 1
Mevalonate pathway intermediates downregulate zoledronic acid-induced isopentenyl pyrophosphate and ATP analog formation in human breast cancer cells.
2010 Mar 1
Roles of rat and human aldo-keto reductases in metabolism of farnesol and geranylgeraniol.
2011 May 30
Dysfunction of vascular smooth muscle and vascular remodeling by simvastatin.
2014 Apr
Patents
Name Type Language
GERANYLGERANIOL
Systematic Name English
GERANYLGERANIOL [INCI]
Common Name English
(2E,6E,10E)-3,7,11,15-TETRAMETHYLHEXADECA-2,6,10,14-TETRAEN-1-OL
Systematic Name English
TETRAPRENOL
Common Name English
Code System Code Type Description
CAS
7614-21-3
Created by admin on Fri Dec 15 17:54:14 GMT 2023 , Edited by admin on Fri Dec 15 17:54:14 GMT 2023
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WIKIPEDIA
GERANYLGERANIOL
Created by admin on Fri Dec 15 17:54:14 GMT 2023 , Edited by admin on Fri Dec 15 17:54:14 GMT 2023
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PUBCHEM
5281365
Created by admin on Fri Dec 15 17:54:14 GMT 2023 , Edited by admin on Fri Dec 15 17:54:14 GMT 2023
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FDA UNII
AIA02AJA3A
Created by admin on Fri Dec 15 17:54:14 GMT 2023 , Edited by admin on Fri Dec 15 17:54:14 GMT 2023
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EPA CompTox
DTXSID301029793
Created by admin on Fri Dec 15 17:54:14 GMT 2023 , Edited by admin on Fri Dec 15 17:54:14 GMT 2023
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CHEBI
46762
Created by admin on Fri Dec 15 17:54:14 GMT 2023 , Edited by admin on Fri Dec 15 17:54:14 GMT 2023
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