GERANIC ACID (CHEM005816)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 02:06:50 UTC
Update Date2016-11-09 01:09:37 UTC
Accession NumberCHEM005816
Identification
Common NameGERANIC ACID
ClassSmall Molecule
DescriptionA polyunsaturated fatty acid that is octa-2,6-dienoic acid bearing two methyl substituents at positions 3 and 7 (the 2E-isomer).
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(e)-3,7-Dimethylocta-2,6-dienoic acidChEBI
3,7-Dimethyl-2E,6-octadienoic acidChEBI
3,7-Dimethylocta-2,6-dienoateChEBI
Geranilyc acidChEBI
Geranoic acidChEBI
trans-3,7-Dimethyl-2,6-octadien-1-Oic acidChEBI
trans-Geranic acidChEBI
trans-Geranoic acidChEBI
GeranateKegg
(e)-3,7-Dimethylocta-2,6-dienoateGenerator
3,7-Dimethyl-2E,6-octadienoateGenerator
3,7-Dimethylocta-2,6-dienoic acidGenerator
GeranoateGenerator
trans-3,7-Dimethyl-2,6-octadien-1-OateGenerator
trans-GeranateGenerator
trans-GeranoateGenerator
Decaprenoic acidMeSH
Decaprenoic acid, (Z)-isomerMeSH
Decaprenoic acid, (e)-isomerMeSH
Chemical FormulaC10H16O2
Average Molecular Mass168.236 g/mol
Monoisotopic Mass168.115 g/mol
CAS Registry Number459-80-3
IUPAC Name(2E)-3,7-dimethylocta-2,6-dienoic acid
Traditional Namegeranic acid
SMILESCC(C)=CCC\C(C)=C\C(O)=O
InChI IdentifierInChI=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+
InChI KeyZHYZQXUYZJNEHD-VQHVLOKHSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentAcyclic monoterpenoids
Alternative Parents
Substituents
  • Acyclic monoterpenoid
  • Medium-chain fatty acid
  • Branched fatty acid
  • Methyl-branched fatty acid
  • Unsaturated fatty acid
  • Fatty acyl
  • Fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.22 g/LALOGPS
logP2.72ALOGPS
logP2.82ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)5.26ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity51.05 m³·mol⁻¹ChemAxon
Polarizability19.53 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-066u-9300000000-18d0f7d4b2aac478b4d3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ldi-0900000000-7d1a2fae1ccadeaa24abSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ab9-3900000000-102ac8789f85b97577f0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ldl-9100000000-81898e9d56f862752c03Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01b9-0900000000-b84dbb23a2126b008a00Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00xr-0900000000-1023ee5cb40f071209ebSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ab9-6900000000-aea9515ceabda1985289Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0169534
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDCPD-7618
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkGeranic_acid
Chemspider IDNot Available
ChEBI ID67264
PubChem Compound ID5275520
Kegg Compound IDC16461
YMDB IDNot Available
ECMDB IDM2MDB005385
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=18081247
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=21033696
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21296182
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22286981
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22536331
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23286867