Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:40:46 UTC
Update Date2022-03-07 02:52:48 UTC
HMDB IDHMDB0031066
Secondary Accession Numbers
  • HMDB31066
Metabolite Identification
Common Name16-Methylheptadecanoic acid
Description16-Methylheptadecanoic acid, also known as isostearate or 16-methylmargaric 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 16-Methylheptadecanoic acid.
Structure
Data?1563862077
Synonyms
ValueSource
(+)-Isostearic acidChEBI
16-Methylmargaric acidChEBI
Isooctadecanoic acidChEBI
Isostearic acidKegg
(+)-IsostearateGenerator
16-MethylmargarateGenerator
IsooctadecanoateGenerator
IsostearateGenerator
16-MethylheptadecanoateGenerator
2-Methyl-heptadecanoic acidMeSH
16-Methyl margaric acidHMDB
16-Methyl-heptadecanoic acidHMDB
Lambda-isostearic acidHMDB
Chemical FormulaC18H36O2
Average Molecular Weight284.4772
Monoisotopic Molecular Weight284.271530396
IUPAC Name16-methylheptadecanoic acid
Traditional Name(+)-isostearic acid
CAS Registry Number2724-58-5
SMILES
CC(C)CCCCCCCCCCCCCCC(O)=O
InChI Identifier
InChI=1S/C18H36O2/c1-17(2)15-13-11-9-7-5-3-4-6-8-10-12-14-16-18(19)20/h17H,3-16H2,1-2H3,(H,19,20)
InChI KeyXDOFQFKRPWOURC-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
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point69.5 °CNot Available
Boiling Point400.00 to 401.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility0.0071 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP7.674 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility9.0e-05 g/LALOGPS
logP7.87ALOGPS
logP6.99ChemAxon
logS-6.5ALOGPS
pKa (Strongest Acidic)4.95ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity86.23 m³·mol⁻¹ChemAxon
Polarizability38.37 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]+169.61931661259
DarkChem[M-H]-173.91431661259
DeepCCS[M+H]+172.17630932474
DeepCCS[M-H]-168.15630932474
DeepCCS[M-2H]-205.84530932474
DeepCCS[M+Na]+181.50830932474
AllCCS[M+H]+182.532859911
AllCCS[M+H-H2O]+179.532859911
AllCCS[M+NH4]+185.232859911
AllCCS[M+Na]+185.932859911
AllCCS[M-H]-180.232859911
AllCCS[M+Na-2H]-181.832859911
AllCCS[M+HCOO]-183.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
16-Methylheptadecanoic acidCC(C)CCCCCCCCCCCCCCC(O)=O3074.2Standard polar33892256
16-Methylheptadecanoic acidCC(C)CCCCCCCCCCCCCCC(O)=O2052.0Standard non polar33892256
16-Methylheptadecanoic acidCC(C)CCCCCCCCCCCCCCC(O)=O2143.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
16-Methylheptadecanoic acid,1TMS,isomer #1CC(C)CCCCCCCCCCCCCCC(=O)O[Si](C)(C)C2211.7Semi standard non polar33892256
16-Methylheptadecanoic acid,1TBDMS,isomer #1CC(C)CCCCCCCCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C2467.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 16-Methylheptadecanoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9430000000-fc4141bc8493d63c3b682017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 16-Methylheptadecanoic acid GC-MS (1 TMS) - 70eV, Positivesplash10-0076-9340000000-96dbc198362a097b87032017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 16-Methylheptadecanoic 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 - 16-Methylheptadecanoic acid 10V, Positive-QTOFsplash10-014r-0090000000-001c84f83cd1246d54472015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 20V, Positive-QTOFsplash10-00kr-4690000000-d4343e88df93b6d5031e2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 40V, Positive-QTOFsplash10-0aor-9610000000-96972b2e1c551efd01282015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 10V, Negative-QTOFsplash10-001i-0090000000-f1c837c06ae5f624a6b32015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 20V, Negative-QTOFsplash10-00m0-1090000000-74f17c5754167ba898962015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 40V, Negative-QTOFsplash10-0a4l-9230000000-d055c59bb92faf3cc6912015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 10V, Positive-QTOFsplash10-00kr-4190000000-e785265c7712ab7246462021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 20V, Positive-QTOFsplash10-05ui-9420000000-fa805ce14d10c41576702021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 40V, Positive-QTOFsplash10-0a4i-9000000000-651dbb1f5829baf4267a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 10V, Negative-QTOFsplash10-001i-0090000000-5a11898861e9df99659f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 20V, Negative-QTOFsplash10-00lr-0090000000-ef9a068e3c1f0fa93a9f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 16-Methylheptadecanoic acid 40V, Negative-QTOFsplash10-0006-9310000000-4ca831ae0b75edeab8702021-09-25Wishart 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 IDFDB003068
KNApSAcK IDNot Available
Chemspider ID20545
KEGG Compound IDC20356
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound21859
PDB IDNot Available
ChEBI ID84896
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1300801
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.