cis-12-Hydroxy-9-octadecenoic acid (CHEM010150)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 03:17:28 UTC
Update Date2016-11-09 01:14:08 UTC
Accession NumberCHEM010150
Identification
Common Namecis-12-Hydroxy-9-octadecenoic acid
ClassSmall Molecule
Description
Contaminant Sources
  • FooDB Chemicals
  • HPV EPA Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(cis,R)-12-Hydroxyoctadec-9-enoic acidChEBI
(Z,R)-12-Hydroxyoctadec-9-enoic acidChEBI
12-Hydroxy-9-octadecenoic acidChEBI
12-Hydroxy-cis-9-octadecenoic acidChEBI
12-Hydroxyoleic acidChEBI
12-OH 9C-18:1ChEBI
Ricinolic acidChEBI
RicinolsaeureChEBI
(9Z)-(12R)-Hydroxyoctadecenoic acidKegg
(cis,R)-12-Hydroxyoctadec-9-enoateGenerator
(Z,R)-12-Hydroxyoctadec-9-enoateGenerator
12-Hydroxy-9-octadecenoateGenerator
12-Hydroxy-cis-9-octadecenoateGenerator
12-HydroxyoleateGenerator
RicinolateGenerator
(9Z)-(12R)-HydroxyoctadecenoateGenerator
RicinoleateGenerator
Ricinelaidic acidMeSH
12-Hydroxyoctadec-cis-9-enoic acidMeSH
Ricinoleic acid, (R-(e))-isomerMeSH
12-Hydroxy-9-octadecenic acidMeSH
12-D-Hydroxy-9-trans-octadecenoic acidMeSH
Chemical FormulaC18H34O3
Average Molecular Mass298.467 g/mol
Monoisotopic Mass298.251 g/mol
CAS Registry Number141-22-0
IUPAC Name(9Z,12R)-12-hydroxyoctadec-9-enoic acid
Traditional Namericinoleic acid
SMILES[H]\C(CCCCCCCC(O)=O)=C(/[H])C[C@]([H])(O)CCCCCC
InChI IdentifierInChI=1S/C18H34O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h9,12,17,19H,2-8,10-11,13-16H2,1H3,(H,20,21)/b12-9-/t17-/m1/s1
InChI KeyWBHHMMIMDMUBKC-QJWNTBNXSA-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
  • 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 Solubility0.0025 g/LALOGPS
logP6.14ALOGPS
logP5.4ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)4.99ChemAxon
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity89.07 m³·mol⁻¹ChemAxon
Polarizability37.85 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001j-0090000000-d2c626962b19ffef7f81Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0080-5490000000-f7f993bde49565388b52Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000f-9410000000-8640b855795a826c7a7bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-13de879c3dc5912189b2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002b-1190000000-712724864a0596d69e82Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9420000000-32e3ba8f4464bf7a900eSpectrum
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 IDDB02955
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDC00001237
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkRicinoleic acid
Chemspider IDNot Available
ChEBI ID28592
PubChem Compound ID643684
Kegg Compound IDC08365
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=18080873
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=19191319
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=9675028