CHEBI:67264 - geranic acid

ChEBI IDCHEBI:67264
ChEBI Namegeranic acid
Stars
DefinitionA polyunsaturated fatty acid that is octa-2,6-dienoic acid bearing two methyl substituents at positions 3 and 7 (the 2E-isomer).
Last Modified8 July 2015
SubmitterSteve
DownloadsMolfile
FormulaC10H16O2
Net Charge0
Average Mass168.236
Monoisotopic Mass168.11503
SMILESCC(C)=CCC/C(C)=C/C(=O)O
InChIInChI=1S/C10H16O2/c1-8(2)5-4-6-9(3)7-10(11)12/h5,7H,4,6H2,1-3H3,(H,11,12)/b9-7+
InChIKeyZHYZQXUYZJNEHD-VQHVLOKHSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
pheromone  A semiochemical used in olfactory communication between organisms of the same species eliciting a change in sexual or social behaviour.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
EC 1.14.18.1 (tyrosinase) inhibitor  Any EC 1.14.18.* (oxidoreductase acting on paired donors, miscellaneous compound as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of tyrosinase (monophenol monooxygenase), EC 1.14.18.1, an enzyme that catalyses the oxidation of phenols (such as tyrosine) and is widespread in plants and animals.
Application:
melanin synthesis inhibitor  A depigmentation agent which inhibits the synthesis of melanin.
ChEBI Ontology
Outgoing Relation(s)
geranic acid (CHEBI:67264) has role antifungal agent (CHEBI:35718)
geranic acid (CHEBI:67264) has role EC 1.14.18.1 (tyrosinase) inhibitor (CHEBI:59997)
geranic acid (CHEBI:67264) has role melanin synthesis inhibitor (CHEBI:64933)
geranic acid (CHEBI:67264) has role pheromone (CHEBI:26013)
geranic acid (CHEBI:67264) has role plant metabolite (CHEBI:76924)
geranic acid (CHEBI:67264) is a methyl-branched fatty acid (CHEBI:62499)
geranic acid (CHEBI:67264) is a monoterpenoid (CHEBI:25409)
geranic acid (CHEBI:67264) is a polyunsaturated fatty acid (CHEBI:26208)
geranic acid (CHEBI:67264) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
geranic acid (CHEBI:67264) is conjugate acid of geranate (CHEBI:67260)
Incoming Relation(s)
geranate (CHEBI:67260) is conjugate base of geranic acid (CHEBI:67264)
IUPAC Name 
(2E)-3,7-dimethylocta-2,6-dienoic acid
Synonyms  Source
3,7-Dimethyl-2E,6-octadienoic acidLIPID MAPS
Geranilyc acidNIST Chemistry WebBook
trans-geranoic acidNIST Chemistry WebBook
trans-geranic acidNIST Chemistry WebBook
trans-3,7-dimethyl-2,6-octadien-1-oic acidNIST Chemistry WebBook
Geranoic acidNIST Chemistry WebBook
Manual XrefsDatabases
LMFA01030784LIPID MAPS
C16461KEGG COMPOUND
CPD-7618MetaCyc
Geranic_acidWikipedia
US2012014883Patent
US2008161397Patent
HMDB0036103HMDB
Registry NumbersSources
Reaxys:1705144Reaxys
CAS:4698-08-2ChemIDplus
CAS:4698-08-2NIST Chemistry WebBook
CAS:459-80-3KEGG COMPOUND
Citations