(9xi,10xi,12xi)-9,10-Dihydroxy-12-octadecenoic acid (CHEM026601)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 23:06:43 UTC
Update Date2016-11-09 01:18:18 UTC
Accession NumberCHEM026601
Identification
Common Name(9xi,10xi,12xi)-9,10-Dihydroxy-12-octadecenoic acid
ClassSmall Molecule
DescriptionA DiHOME obtained by formal dihydroxylation of the 9,10-double bond of octadeca-9,12-dienoic acid (the 12Z-geoisomer).
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical 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 Mass314.460 g/mol
Monoisotopic Mass314.246 g/mol
CAS Registry NumberNot Available
IUPAC Name(12Z)-9,10-dihydroxyoctadec-12-enoic acid
Traditional Name9,10-DiHOME
SMILESCCCCC\C=C\CC(O)C(O)CCCCCCCC(O)=O
InChI IdentifierInChI=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-JXMROGBWSA-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
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 Solubility0.04 g/LALOGPS
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dm-4920000000-f74ccedf3267a9ce3bf4Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-016r-9212320000-21108e48262d95903434Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-03di-0009000000-77cc7fdc656761081db3Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-03di-0009000000-ffc80d839bc1257f5b05Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-03di-0009000000-4336a635801eac094dc0Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-03di-0049000000-1d9acdeca87439e56936Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-0w29-0194000000-42d4a62f1bd0b85ad15fSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-0udi-0291000000-512176d5b5bef61ddbf1Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-0udi-0490000000-5c7529e26b7379daa0fcSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-0udi-0890000000-635a557f3e5b47dbbd81Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QIT , negativesplash10-0umi-0950000000-692dd4f4e4e822232b56Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kb-0192000000-bf3198c1147257196565Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03fs-8950000000-7afccf770f3ef8a16edaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0537-9200000000-98d69886564adbdc00deSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0059000000-437516af25ec795159e3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03dj-0952000000-4381456712eb53e26758Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-6900000000-121a085ece15cba5122dSpectrum
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 IDHMDB0031679
FooDB IDFDB023415
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID8142232
ChEBI ID72663
PubChem Compound ID9966640
Kegg Compound IDC14828
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available