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Record Information
Version2.0
Created at2022-09-10 15:02:20 UTC
Updated at2022-09-10 15:02:20 UTC
NP-MRD IDNP0301844
Secondary Accession NumbersNone
Natural Product Identification
Common Name9-hydroxyoctadeca-10,12-dienoic acid
Description9-Hydroxy-10,12-octadecadienoic acid, also known as 9-OH-18:2Delta(10t,12t) or 9-hydroxylinoleic acid, belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. 9-hydroxyoctadeca-10,12-dienoic acid is found in Carthamus oxyacanthus and Valeriana fauriei. Based on a literature review very few articles have been published on 9-hydroxy-10,12-octadecadienoic acid.
Structure
Thumb
Synonyms
ValueSource
9-Hydroxy-10,12-octadecadienoateGenerator
9-OH-18:2DElta(10t,12t)MeSH
9-Hydroxy-10,12-octadecadienoic acid, (R-(e,Z))-isomerMeSH
9-Hydroxy-10,12-octadecadienoic acid, (e,Z)-isomerMeSH
9-Hydroxy-10,12-octadecadienoic acid, (S-(e,Z))-isomerMeSH
9-Hydroxylinoleic acidMeSH
Dimorphecolic acidMeSH
9-HODEMeSH
9-Hydroxy-10,12-octadecadienoic acid, (e,e)-(+-)-isomerMeSH
9-Hydroxy-10,12-octadecadienoic acid, (e,e)-isomerMeSH
9-Hydroxy-10,12-octadecadienoic acid, (e,Z)-(+-)-isomerMeSH
Chemical FormulaC18H32O3
Average Mass296.4510 Da
Monoisotopic Mass296.23514 Da
IUPAC Name9-hydroxyoctadeca-10,12-dienoic acid
Traditional Name9-hydroxyoctadeca-10,12-dienoic acid
CAS Registry NumberNot Available
SMILES
CCCCCC=CC=CC(O)CCCCCCCC(O)=O
InChI Identifier
InChI=1S/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)
InChI KeyNPDSHTNEKLQQIJ-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Carthamus oxyacanthusLOTUS Database
Valeriana faurieiLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassLineolic acids and derivatives
Direct ParentLineolic acids and derivatives
Alternative Parents
Substituents
  • Octadecanoid
  • Long-chain fatty acid
  • Hydroxy fatty acid
  • Fatty acid
  • Unsaturated fatty acid
  • Secondary alcohol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Organic oxygen compound
  • Alcohol
  • Hydrocarbon derivative
  • Carbonyl group
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.19ChemAxon
pKa (Strongest Acidic)4.68ChemAxon
pKa (Strongest Basic)-1.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity90.03 m³·mol⁻¹ChemAxon
Polarizability37.7 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID1851
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link9-Hydroxyoctadecadienoic acid
METLIN IDNot Available
PubChem Compound1927
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]