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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:05:18 UTC
Update Date2022-03-07 02:53:41 UTC
HMDB IDHMDB0033372
Secondary Accession Numbers
  • HMDB33372
Metabolite Identification
Common NameStearoyllactic acid
DescriptionStearoyllactic acid, also known as stearoyllactate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review a small amount of articles have been published on Stearoyllactic acid.
Structure
Data?1563862396
Synonyms
ValueSource
StearoyllactateGenerator
1-Carboxyethyl stearateHMDB
Chemical FormulaC21H40O4
Average Molecular Weight356.5399
Monoisotopic Molecular Weight356.292659768
IUPAC Name2-(octadecanoyloxy)propanoic acid
Traditional Name2-(octadecanoyloxy)propanoic acid
CAS Registry Number4253-64-9
SMILES
CCCCCCCCCCCCCCCCCC(=O)OC(C)C(O)=O
InChI Identifier
InChI=1S/C21H40O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20(22)25-19(2)21(23)24/h19H,3-18H2,1-2H3,(H,23,24)
InChI KeyQMGGUIASDZZMHS-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acid esters
Direct ParentFatty acid esters
Alternative Parents
Substituents
  • Fatty acid ester
  • Dicarboxylic acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
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 Solubility9.5e-05 g/LALOGPS
logP7.86ALOGPS
logP7.34ChemAxon
logS-6.6ALOGPS
pKa (Strongest Acidic)3.9ChemAxon
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count19ChemAxon
Refractivity101.63 m³·mol⁻¹ChemAxon
Polarizability45.69 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+193.53931661259
DarkChem[M-H]-193.37731661259
DeepCCS[M+H]+190.5230932474
DeepCCS[M-H]-187.70730932474
DeepCCS[M-2H]-221.68630932474
DeepCCS[M+Na]+198.26730932474
AllCCS[M+H]+202.132859911
AllCCS[M+H-H2O]+199.732859911
AllCCS[M+NH4]+204.332859911
AllCCS[M+Na]+204.932859911
AllCCS[M-H]-194.532859911
AllCCS[M+Na-2H]-196.232859911
AllCCS[M+HCOO]-198.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Stearoyllactic acidCCCCCCCCCCCCCCCCCC(=O)OC(C)C(O)=O3861.5Standard polar33892256
Stearoyllactic acidCCCCCCCCCCCCCCCCCC(=O)OC(C)C(O)=O2426.9Standard non polar33892256
Stearoyllactic acidCCCCCCCCCCCCCCCCCC(=O)OC(C)C(O)=O2590.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Stearoyllactic acid,1TMS,isomer #1CCCCCCCCCCCCCCCCCC(=O)OC(C)C(=O)O[Si](C)(C)C2585.2Semi standard non polar33892256
Stearoyllactic acid,1TBDMS,isomer #1CCCCCCCCCCCCCCCCCC(=O)OC(C)C(=O)O[Si](C)(C)C(C)(C)C2831.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Stearoyllactic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-01bc-7390000000-99b5467e169f3c01e5792017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Stearoyllactic acid GC-MS (1 TMS) - 70eV, Positivesplash10-00ks-9550000000-086d770311980976bf192017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Stearoyllactic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Stearoyllactic 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 - Stearoyllactic acid 10V, Positive-QTOFsplash10-0ap0-7069000000-0de22fcfac8f95554dcf2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Stearoyllactic acid 20V, Positive-QTOFsplash10-00to-9162000000-61f34001bacdfbd284762016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Stearoyllactic acid 40V, Positive-QTOFsplash10-0096-9260000000-4372e662a679d22e86232016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Stearoyllactic acid 10V, Negative-QTOFsplash10-0ac0-9067000000-be6f3dfe490fca4bba792016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Stearoyllactic acid 20V, Negative-QTOFsplash10-0079-9043000000-a201d283448623fd7be42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Stearoyllactic acid 40V, Negative-QTOFsplash10-00du-9040000000-b79d115ae642b7d22e752016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Stearoyllactic acid 10V, Positive-QTOFsplash10-0670-2189000000-9181545a68cdbbf6e8852021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Stearoyllactic acid 20V, Positive-QTOFsplash10-014r-6692000000-1b2b4eea44ee334bcaa62021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Stearoyllactic acid 40V, Positive-QTOFsplash10-0a4i-9100000000-a097e1ce40aa25ea8be72021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Stearoyllactic acid 10V, Negative-QTOFsplash10-052r-9026000000-d76a247c9ea96ba53d862021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Stearoyllactic acid 20V, Negative-QTOFsplash10-000l-9012000000-8e3c067b1fb801615d072021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Stearoyllactic acid 40V, Negative-QTOFsplash10-0006-9030000000-97637388d7f67a9bf9942021-09-24Wishart 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 IDFDB011402
KNApSAcK IDNot Available
Chemspider ID78181
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound86677
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.