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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:21:21 UTC
Update Date2021-10-13 07:10:27 UTC
HMDB IDHMDB0038070
Secondary Accession Numbers
  • HMDB38070
Metabolite Identification
Common Namexi-16-Methyloctadecanoic acid
Descriptionxi-16-Methyloctadecanoic acid, also known as 16-methylstearic acid or anteisononadecanoic acid, 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. Based on a literature review a significant number of articles have been published on xi-16-Methyloctadecanoic acid.
Structure
Data?1563863135
Synonyms
ValueSource
16-Methylstearic acidChEBI
Anteisononadecanoic acidChEBI
16-MethylstearateGenerator
AnteisononadecanoateGenerator
XI-16-methyloctadecanoateGenerator
Chemical FormulaC19H38O2
Average Molecular Weight298.5038
Monoisotopic Molecular Weight298.28718046
IUPAC Name16-methyloctadecanoic acid
Traditional Name(+)-16-methyl stearic acid
CAS Registry NumberNot Available
SMILES
CCC(C)CCCCCCCCCCCCCCC(O)=O
InChI Identifier
InChI=1S/C19H38O2/c1-3-18(2)16-14-12-10-8-6-4-5-7-9-11-13-15-17-19(20)21/h18H,3-17H2,1-2H3,(H,20,21)
InChI KeyPCGKIWPTIJPQHI-UHFFFAOYSA-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
  • Methyl-branched fatty acid
  • Branched fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.0022 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility6.1e-05 g/LALOGPS
logP10(8.34) g/LALOGPS
logP10(7.43) g/LChemAxon
logS10(-6.7) g/LALOGPS
pKa (Strongest Acidic)4.95ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count16ChemAxon
Refractivity90.83 m³·mol⁻¹ChemAxon
Polarizability40.36 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+179.09731661259
DarkChem[M-H]-181.03931661259

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
xi-16-Methyloctadecanoic acid,1TMS,#1CCC(C)CCCCCCCCCCCCCCC(=O)O[Si](C)(C)C2326.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
xi-16-Methyloctadecanoic acid,1TBDMS,#1CCC(C)CCCCCCCCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C2593.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - xi-16-Methyloctadecanoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-054o-9440000000-013584151d8ee369b41c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - xi-16-Methyloctadecanoic acid GC-MS (1 TMS) - 70eV, Positivesplash10-0adi-9341000000-aaf2cac46a3e72374a6c2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - xi-16-Methyloctadecanoic 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 - xi-16-Methyloctadecanoic acid 10V, Positive-QTOFsplash10-000t-0090000000-589adbd8065b48301e702016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-16-Methyloctadecanoic acid 20V, Positive-QTOFsplash10-0ff1-5690000000-8ee020b8332740b708f92016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-16-Methyloctadecanoic acid 40V, Positive-QTOFsplash10-0a4i-9520000000-6503f6cfeb0fd0dd5c1a2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-16-Methyloctadecanoic acid 10V, Negative-QTOFsplash10-0002-0090000000-140e9c06061341e3e96a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-16-Methyloctadecanoic acid 20V, Negative-QTOFsplash10-0f6t-1090000000-461bac944e34a3c622f42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-16-Methyloctadecanoic acid 40V, Negative-QTOFsplash10-0a4i-9140000000-220a163ea09b4450c45d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-16-Methyloctadecanoic acid 10V, Positive-QTOFsplash10-000t-3090000000-f85514901779ca58b7852021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-16-Methyloctadecanoic acid 20V, Positive-QTOFsplash10-053s-9240000000-3901e4bd2019a2fb82762021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-16-Methyloctadecanoic acid 40V, Positive-QTOFsplash10-0a4l-9000000000-14bddbb13a108a64b9802021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-16-Methyloctadecanoic acid 10V, Negative-QTOFsplash10-0002-0090000000-c9600ac2b68a64bbe3d32021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-16-Methyloctadecanoic acid 20V, Negative-QTOFsplash10-002b-0090000000-ab131780a6d44642e8e12021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - xi-16-Methyloctadecanoic acid 40V, Negative-QTOFsplash10-0006-9120000000-c97efc83aef4861bc7c22021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • 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 IDFDB017282
KNApSAcK IDC00052563
Chemspider ID4445728
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5282601
PDB IDNot Available
ChEBI ID84875
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1753511
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.