Showing metabocard for Alpha-dimorphecolic (BMDB0004670)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:10:07 UTC
Update Date2020-05-11 20:40:57 UTC
BMDB IDBMDB0004670
Secondary Accession Numbers
  • BMDB04670
Metabolite Identification
Common NameAlpha-dimorphecolic
Descriptionalpha-Dimorphecolic acid, also known as a-dimorphecolate or (9S)-hydroxyoctadecadienoate, 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. Based on a literature review a significant number of articles have been published on alpha-Dimorphecolic acid.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(10E,12Z)-(9S)-9-Hydroxyoctadeca-10,12-dienoic acidChEBI
(9S)-Hydroxyoctadecadienoic acidChEBI
(9S)-Hydroxyoctadecadinoiec acidChEBI
(10E,12Z)-(9S)-9-Hydroxyoctadeca-10,12-dienoateGenerator
(9S)-HydroxyoctadecadienoateGenerator
a-DimorphecolateGenerator
a-Dimorphecolic acidGenerator
alpha-DimorphecolateGenerator
Α-dimorphecolateGenerator
Α-dimorphecolic acidGenerator
(9S,10E,12Z)-9-Hydroxyoctadeca-10,12-dienoateHMDB
(9S,10E,12Z)-9-Hydroxyoctadeca-10,12-dienoic acidHMDB
9(S)-HODEHMDB
9S-Hydroxy-10E,12Z-octadecadienoateHMDB
9S-Hydroxy-10E,12Z-octadecadienoic acidHMDB
alpha-DimorphecolicHMDB
[S-(e,Z)]-9-Hydroxy-10,12-octadecadienoateHMDB
[S-(e,Z)]-9-Hydroxy-10,12-octadecadienoic acidHMDB
9-Hydroxy-10,12-octadecadienoic acidHMDB
9-Hydroxy-10,12-octadecadienoic acid, (R-(e,Z))-isomerHMDB
9-HODEHMDB
9-Hydroxy-10,12-octadecadienoic acid, (e,Z)-isomerHMDB
9-Hydroxy-10,12-octadecadienoic acid, (S-(e,Z))-isomerHMDB
9-Hydroxylinoleic acidHMDB
Dimorphecolic acidHMDB
9-OH-18:2DElta(10t,12t)HMDB
9-Hydroxy-10,12-octadecadienoic acid, (e,e)-(+-)-isomerHMDB
9-Hydroxy-10,12-octadecadienoic acid, (e,e)-isomerHMDB
9-Hydroxy-10,12-octadecadienoic acid, (e,Z)-(+-)-isomerHMDB
9-Hydroxyoctadecadienoic acidHMDB
9S-HOD acidHMDB
(+)-alpha-Dimorphecolic acidHMDB
(+)-Α-dimorphecolic acidHMDB
(10E,12Z)-9-Hydroxy-10,12-octadecadienoic acidHMDB
(9S,10E,12Z)-9-Hydroxy-10,12-octadecadienoic acidHMDB
(±)-alpha-dimorphecolic acidHMDB
(±)-α-dimorphecolic acidHMDB
9-(e,Z)-HODEHMDB
9-Hydroxy-(10E,12Z)-octadeca-10,12-dienoic acidHMDB
9-Hydroxy-10(e),12(Z)-octadecadienoic acidHMDB
9-Hydroxy-10-trans,12-cis-octadecadienoic acidHMDB
9S-HODEHMDB
alpha-Dimorphecolic acidHMDB
Chemical FormulaC18H32O3
Average Molecular Weight296.4449
Monoisotopic Molecular Weight296.23514489
IUPAC Name(9S,10E,12Z)-9-hydroxyoctadeca-10,12-dienoic acid
Traditional Nameα-dimorphecolic
CAS Registry Number73543-67-6
SMILES
CCCCC\C=C/C=C/[C@@H](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)/b8-6-,14-11+/t17-/m1/s1
InChI KeyNPDSHTNEKLQQIJ-UINYOVNOSA-N
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 Descriptors
Ontology
StatusDetected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.88ALOGPS
logP5.19ChemAxon
logS-5ALOGPS
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
Polarizability37.23 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-4930000000-e1186c721ea6fb1169c7View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00b9-9133100000-615fce6d28e837fb087eView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004j-0090000000-9edfb0d1ce954a62c742View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-003r-6590000000-bf044894de0d32745a88View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0536-9210000000-3859d2d1305a9293e4ceView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-cb87e5a91d0ade94a4daView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002b-1290000000-b10feffea7912d994743View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9620000000-a030dd65d92c57156f49View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-ac1c086be68f1b68836bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002b-0190000000-8b6429d79d5d2e8d903dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05ox-7970000000-39d40a54c2868e155bbeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-1390000000-84c6212593eb31771c8eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-08j0-6930000000-7d820298630f06567efdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0api-9100000000-0659e7446120fadecc13View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Liver
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0004670
DrugBank IDDB07302
Phenol Explorer Compound IDNot Available
FooDB IDFDB003060
KNApSAcK IDNot Available
Chemspider ID4472255
KEGG Compound IDC14767
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link9-Hydroxyoctadecadienoic_acid
METLIN IDNot Available
PubChem Compound5312830
PDB ID9HO
ChEBI ID34496
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available