Showing metabocard for 9,10-DHOME (BMDB0004704)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:10:27 UTC
Update Date2020-04-22 15:14:06 UTC
BMDB IDBMDB0004704
Secondary Accession Numbers
  • BMDB04704
Metabolite Identification
Common Name9,10-DHOME
Description(9xi,10xi,12xi)-9,10-Dihydroxy-12-octadecenoic acid, also known as 9,10-dhoa or leukotoxin diol, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms (9xi,10xi,12xi)-9,10-Dihydroxy-12-octadecenoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(12Z)-9,10-Dihydroxyoctadec-12-enoic acidChEBI
9,10-DHOAChEBI
9,10-DHOMEChEBI
9,10-Dihydroxy-12Z-octadecenoic acidChEBI
9,10-Hydroxyoctadec-12(Z)-enoic acidChEBI
Leukotoxin diolChEBI
(12Z)-9,10-Dihydroxyoctadec-12-enoateGenerator
9,10-Dihydroxy-12Z-octadecenoateGenerator
9,10-Hydroxyoctadec-12(Z)-enoateGenerator
(9XI,10xi,12xi)-9,10-dihydroxy-12-octadecenoateGenerator
9,10-DiHOMEHMDB
LeukotoxinHMDB
LeucotoxinsMeSH, HMDB
LTX, Actinobacillus actinomycetemcomitansMeSH, HMDB
Cytotoxin C (pasteurella haemolytica)MeSH, HMDB
Chemical FormulaC18H34O4
Average Molecular Weight314.4602
Monoisotopic Molecular Weight314.245709576
IUPAC Name(12Z)-9,10-dihydroxyoctadec-12-enoic acid
Traditional Name9,10-DiHOME
CAS Registry NumberNot Available
SMILES
CCCCC\C=C/CC(O)C(O)CCCCCCCC(O)=O
InChI Identifier
InChI=1S/C18H34O4/c1-2-3-4-5-7-10-13-16(19)17(20)14-11-8-6-9-12-15-18(21)22/h7,10,16-17,19-20H,2-6,8-9,11-15H2,1H3,(H,21,22)/b10-7-
InChI KeyXEBKSQSGNGRGDW-YFHOEESVSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentLong-chain fatty acids
Alternative Parents
Substituents
  • Long-chain fatty acid
  • Hydroxy fatty acid
  • Unsaturated fatty acid
  • Secondary alcohol
  • 1,2-diol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Adiposome
  • 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
logP5.18ALOGPS
logP4.32ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)4.62ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity90.43 m³·mol⁻¹ChemAxon
Polarizability38.08 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, Positivesplash10-00dm-4920000000-f74ccedf3267a9ce3bf4View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-016r-9212320000-21108e48262d95903434View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-03di-0009000000-77cc7fdc656761081db3View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-03di-0009000000-ffc80d839bc1257f5b05View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-03di-0009000000-4336a635801eac094dc0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-03di-0049000000-1d9acdeca87439e56936View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-0w29-0194000000-42d4a62f1bd0b85ad15fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-0udi-0291000000-512176d5b5bef61ddbf1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-0udi-0490000000-5c7529e26b7379daa0fcView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-0udi-0890000000-635a557f3e5b47dbbd81View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-0umi-0950000000-692dd4f4e4e822232b56View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kb-0192000000-bf3198c1147257196565View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03fs-8950000000-7afccf770f3ef8a16edaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0537-9200000000-98d69886564adbdc00deView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0059000000-437516af25ec795159e3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03dj-0952000000-4381456712eb53e26758View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-6900000000-121a085ece15cba5122dView in MoNA
Biological Properties
Cellular Locations
  • Adiposome
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0031679
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023415
KNApSAcK IDNot Available
Chemspider ID8142232
KEGG Compound IDC14828
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9966640
PDB IDNot Available
ChEBI ID72663
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available