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Record Information
Version3.6
Creation Date2008-09-15 09:54:57 UTC
Update Date2016-02-11 01:16:23 UTC
HMDB IDHMDB10201
Secondary Accession NumbersNone
Metabolite Identification
Common Name12,13-DiHODE
Description12,13-DiHODE is an oxygenated lipid found in human blood. This compound belongs to the octadecanoid class of fatty acyls. (Lipid Maps).
Structure
Thumb
Synonyms
ValueSource
(+/-)-12,13-dihydroxy-9Z,15Z-octadecadienoateHMDB
(+/-)-12,13-dihydroxy-9Z,15Z-octadecadienoic acidHMDB
(9Z,15Z)-12,13-Dihydroxyoctadeca-9,15-dienoateHMDB
(9Z,15Z)-12,13-Dihydroxyoctadeca-9,15-dienoic acidHMDB
a-12,13-DiHODEHMDB
alpha-12,13-DiHODEHMDB
Chemical FormulaC18H32O4
Average Molecular Weight312.4443
Monoisotopic Molecular Weight312.230059512
IUPAC Name(9Z,15Z)-12,13-dihydroxyoctadeca-9,15-dienoic acid
Traditional Name(9Z,15Z)-12,13-dihydroxyoctadeca-9,15-dienoic acid
CAS Registry NumberNot Available
SMILES
CC\C=C/CC(O)C(O)C\C=C/CCCCCCCC(O)=O
InChI Identifier
InChI=1S/C18H32O4/c1-2-3-10-13-16(19)17(20)14-11-8-6-4-5-7-9-12-15-18(21)22/h3,8,10-11,16-17,19-20H,2,4-7,9,12-15H2,1H3,(H,21,22)/b10-3-,11-8-
InChI KeyInChIKey=RGRKFKRAFZJQMS-OOHFSOINSA-N
Chemical Taxonomy
DescriptionThis compound 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
ClassLineolic acids and derivatives
Sub ClassNot Available
Direct ParentLineolic acids and derivatives
Alternative Parents
Substituents
  • Octadecanoid
  • Long-chain fatty acid
  • Hydroxy fatty acid
  • Fatty acyl
  • Fatty acid
  • Unsaturated fatty acid
  • Secondary alcohol
  • 1,2-diol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
StatusDetected and Quantified
Origin
  • Endogenous
Biofunction
  • Signaling
Application
  • Not Available
Cellular locations
  • Membrane (predicted from logP)
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.044 mg/mLALOGPS
logP5.03ALOGPS
logP3.96ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)4.99ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 Å2ChemAxon
Rotatable Bond Count14ChemAxon
Refractivity91.55 m3·mol-1ChemAxon
Polarizability37.31 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biofluid Locations
  • Blood
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified<0.0002 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.000219 +/- 0.00012 uMAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB027356
KNApSAcK IDNot Available
Chemspider ID17220750
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB10201
Metagene LinkHMDB10201
METLIN IDNot Available
PubChem Compound16061067
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available