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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:40:44 UTC
Update Date2021-09-14 14:59:36 UTC
HMDB IDHMDB0031060
Secondary Accession Numbers
  • HMDB31060
Metabolite Identification
Common Name(R)-2-Hydroxysterculic acid
Description(R)-2-Hydroxysterculic acid belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Based on a literature review a small amount of articles have been published on (R)-2-Hydroxysterculic acid.
Structure
Data?1563862076
Synonyms
ValueSource
(R)-2-HydroxysterculateGenerator
2-Hydroxy-8-(2-octylcycloprop-1-en-1-yl)octanoate;HMDB
Chemical FormulaC19H34O3
Average Molecular Weight310.4715
Monoisotopic Molecular Weight310.250794954
IUPAC Name2-hydroxy-8-(2-octylcycloprop-1-en-1-yl)octanoic acid
Traditional Name2-hydroxy-8-(2-octylcycloprop-1-en-1-yl)octanoic acid
CAS Registry Number14602-38-1
SMILES
CCCCCCCCC1=C(CCCCCCC(O)C(O)=O)C1
InChI Identifier
InChI=1S/C19H34O3/c1-2-3-4-5-6-9-12-16-15-17(16)13-10-7-8-11-14-18(20)19(21)22/h18,20H,2-15H2,1H3,(H,21,22)
InChI KeyNIMPMJIXSJYVEO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty alcohols
Direct ParentFatty alcohols
Alternative Parents
Substituents
  • Fatty alcohol
  • Medium-chain fatty acid
  • Hydroxy fatty acid
  • Alpha-hydroxy acid
  • Hydroxy acid
  • Monosaccharide
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organic oxygen compound
  • Organooxygen compound
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0054 g/LALOGPS
logP10(5.46) g/LALOGPS
logP10(5.49) g/LChemAxon
logS10(-4.8) g/LALOGPS
pKa (Strongest Acidic)4.09ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity91.06 m³·mol⁻¹ChemAxon
Polarizability39.51 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+180.65631661259
DarkChem[M-H]-178.24631661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(R)-2-Hydroxysterculic acidCCCCCCCCC1=C(CCCCCCC(O)C(O)=O)C13539.1Standard polar33892256
(R)-2-Hydroxysterculic acidCCCCCCCCC1=C(CCCCCCC(O)C(O)=O)C12385.4Standard non polar33892256
(R)-2-Hydroxysterculic acidCCCCCCCCC1=C(CCCCCCC(O)C(O)=O)C12417.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(R)-2-Hydroxysterculic acid,1TMS,isomer #1CCCCCCCCC1=C(CCCCCCC(O[Si](C)(C)C)C(=O)O)C12403.1Semi standard non polar33892256
(R)-2-Hydroxysterculic acid,1TMS,isomer #2CCCCCCCCC1=C(CCCCCCC(O)C(=O)O[Si](C)(C)C)C12387.6Semi standard non polar33892256
(R)-2-Hydroxysterculic acid,2TMS,isomer #1CCCCCCCCC1=C(CCCCCCC(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C12423.5Semi standard non polar33892256
(R)-2-Hydroxysterculic acid,1TBDMS,isomer #1CCCCCCCCC1=C(CCCCCCC(O[Si](C)(C)C(C)(C)C)C(=O)O)C12623.8Semi standard non polar33892256
(R)-2-Hydroxysterculic acid,1TBDMS,isomer #2CCCCCCCCC1=C(CCCCCCC(O)C(=O)O[Si](C)(C)C(C)(C)C)C12615.4Semi standard non polar33892256
(R)-2-Hydroxysterculic acid,2TBDMS,isomer #1CCCCCCCCC1=C(CCCCCCC(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C12876.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (R)-2-Hydroxysterculic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-01bc-6490000000-4f8a97ec73ad18dd5cf22017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (R)-2-Hydroxysterculic acid GC-MS (2 TMS) - 70eV, Positivesplash10-00kr-9614200000-7b8c9c6def12cc828d3e2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (R)-2-Hydroxysterculic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxysterculic acid 10V, Positive-QTOFsplash10-01ox-0193000000-1a847e531bc18c72490e2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxysterculic acid 20V, Positive-QTOFsplash10-00ks-3980000000-95897ee5ad69895111502015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxysterculic acid 40V, Positive-QTOFsplash10-052g-9630000000-bded3efafbebd079161b2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxysterculic acid 10V, Negative-QTOFsplash10-0a4i-1069000000-2dfc128c7ada19e3f7292015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxysterculic acid 20V, Negative-QTOFsplash10-07bf-0091000000-b0ac824d817d2767ac822015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxysterculic acid 40V, Negative-QTOFsplash10-09a4-7290000000-8bbf5a629f993d852ade2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxysterculic acid 10V, Negative-QTOFsplash10-0a4i-0039000000-e5790e475e699f4510762021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxysterculic acid 20V, Negative-QTOFsplash10-0a4i-0049000000-180c04daed9788175e652021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxysterculic acid 40V, Negative-QTOFsplash10-0006-9000000000-fdc3dc3cba3fab823b612021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxysterculic acid 10V, Positive-QTOFsplash10-03di-3159000000-f211444e8c7f247115fb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxysterculic acid 20V, Positive-QTOFsplash10-08fr-9535000000-4eedc051559b0ac5fa862021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxysterculic acid 40V, Positive-QTOFsplash10-052f-9100000000-384cb8f0c2b1a2e137682021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB003062
KNApSAcK IDNot Available
Chemspider ID35013309
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131751126
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.