geranyl geranic acid
2,6,10,14-hexadecatetraenoic acid, 3,7,11,15-tetramethyl-, (2E,6E,10E)-
Identification
| Name | geranyl geranic acid |
| IUPAC | (2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoic acid |
| CAS Number | 83807-40-3 |
| FDA UNII | Search |
| Molecular Formula | C20 H32 O2 |
| Molecular Weight | 304.47344000 |
| Nikkaji Number | J3.047.617D |
Regulatory
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 |
| Insoluble in | water |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| 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. |
No supplier data available
Potential Uses
Natural Occurrence
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
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.