geranyl geranic acid
2,6,10,14-hexadecatetraenoic acid, 3,7,11,15-tetramethyl-, (2E,6E,10E)-
 
Notes:
None found
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CAS Number: 83807-40-3Picture of molecule3D/inchi
Nikkaji Web: J3.047.617D
XlogP3-AA: 6.80 (est)
Molecular Weight: 304.47344000
Formula: C20 H32 O2
BioActivity Summary: listing
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Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 65.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 441.00 to  442.00 °C. @ 760.00 mm Hg (est)
Flash Point: 630.00 °F. TCC ( 332.30 °C. ) (est)
logP (o/w): 6.840 (est)
Soluble in:
 alcohol
 water, 0.002383 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for geranyl geranic acid usage levels up to:
 not for fragrance use.
 
Recommendation for geranyl geranic acid flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
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EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5275521
National Institute of Allergy and Infectious Diseases: Data
 (2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoic acid
Chemidplus: 0083807403
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References:
 (2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5275521
Pubchem (sid): 135085695
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
HMDB (The Human Metabolome Database): Search
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 found in nature
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Synonyms:
 geranyl geranoic acid
 geranylgeranic acid
 geranylgeranoic acid
2,6,10,14-hexadecatetraenoic acid, 3,7,11,15-tetramethyl-, (2E,6E,10E)-
3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenoic acid
(2E,6E,10E)-3,7,11,15-tetramethyl-hexadeca-2,6,10,14-tetraenoic acid
(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoic acid
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Articles:
PubMed: Induction of nuclear translocation of mutant cytoplasmic p53 by geranylgeranoic acid in a human hepatoma cell line.
PubMed: Inhibition of lysine-specific demethylase 1 by the acyclic diterpenoid geranylgeranoic acid and its derivatives.
PubMed: Characterization of two geraniol synthases from Valeriana officinalis and Lippia dulcis: similar activity but difference in subcellular localization.
PubMed: Insecticidal and biting deterrent activity of rose-scented geranium (Pelargonium spp.) essential oils and individual compounds against Stephanitis pyrioides and Aedes aegypti.
PubMed: CXCR4-tropic, but not CCR5-tropic, human immunodeficiency virus infection is inhibited by the lipid raft-associated factors, acyclic retinoid analogs, and cholera toxin B subunit.
PubMed: Rapid downregulation of cyclin D1 induced by geranylgeranoic acid in human hepatoma cells.
PubMed: Geranylgeraniol oxidase activity involved in oxidative formation of geranylgeranoic acid in human hepatoma cells.
PubMed: Induction of an incomplete autophagic response by cancer-preventive geranylgeranoic acid (GGA) in a human hepatoma-derived cell line.
PubMed: Metabolically regulated endoplasmic reticulum-associated degradation of 3-hydroxy-3-methylglutaryl-CoA reductase: evidence for requirement of a geranylgeranylated protein.
PubMed: Polished rice as natural sources of cancer-preventing geranylgeranoic acid.
PubMed: Anti-ulcer agent teprenone inhibits hepatitis C virus replication: potential treatment for hepatitis C.
PubMed: Reversible upregulation of tropomyosin-related kinase receptor B by geranylgeranoic acid in human neuroblastoma SH-SY5Y cells.
PubMed: Metabolic engineering of geranic acid in maize to achieve fungal resistance is compromised by novel glycosylation patterns.
PubMed: Roles of rat and human aldo-keto reductases in metabolism of farnesol and geranylgeraniol.
PubMed: Efficient synthesis and biological evaluation of demethyl geranylgeranoic acid derivatives.
PubMed: Increase in plasma concentrations of geranylgeranoic Acid after turmeric tablet intake by healthy volunteers.
PubMed: An ABC transporter controls export of a Drosophila germ cell attractant.
PubMed: Formation of lipid droplets induced by 2,3-dihydrogeranylgeranoic acid distinct from geranylgeranoic acid.
PubMed: Prevention of geranylgeranoic acid-induced apoptosis by phospholipid hydroperoxide glutathione peroxidase gene.
PubMed: Independent pathways in the modulation of osteoclastic resorption by intermediates of the mevalonate biosynthetic pathway: the role of the retinoic acid receptor.
PubMed: Identification of FBL2 as a geranylgeranylated cellular protein required for hepatitis C virus RNA replication.
PubMed: Antitumor effect of geranylamine derivatives on human hepatoma.
PubMed: Natural occurrence of cancer-preventive geranylgeranoic acid in medicinal herbs.
PubMed: Protein geranylgeranylation is critical for the regulation of survival and proliferation of lymphoma tumor cells.
PubMed: Identification of pheromones and optimization of bait composition for click beetle pests (Coleoptera: Elateridae) in Central and Western Europe.
PubMed: Geranylgeranyl switching regulates GDI-Rab GTPase recycling.
PubMed: Simvastatin increases fibrinolytic activity in human peritoneal mesothelial cells independent of cholesterol lowering.
PubMed: Formation of (R)-2,3-dihydrogeranylgeranoic acid from geranylgeraniol in rat thymocytes.
PubMed: Interaction between cytochrome c and oxidized mitochondrial lipids.
PubMed: Acyclo-retinoic acid induces apoptosis in human prostate cancer cells.
PubMed: Effects of geranylgeranoic acid in bone: induction of osteoblast differentiation and inhibition of osteoclast formation.
PubMed: Synthesis and evaluation of GGPP geometric isomers: divergent substrate specificities of FTase and GGTase I.
PubMed: Rapid loss in the mitochondrial membrane potential during geranylgeranoic acid-induced apoptosis.
PubMed: Apoptosis in human hepatoma cell line induced by 4,5-didehydro geranylgeranoic acid (acyclic retinoid) via down-regulation of transforming growth factor-alpha.
PubMed: Retinoid agonist activities of synthetic geranyl geranoic acid derivatives.
PubMed: Biosynthesis of isoprenoid compounds in Schistosoma mansoni.
PubMed: Metabolism of mevalonic acid in cell-free homogenates of bovine retinas. Formation of novel isoprenoid acids.
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