Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:40:56 UTC
Update Date2022-03-07 02:52:49 UTC
HMDB IDHMDB0031097
Secondary Accession Numbers
  • HMDB31097
Metabolite Identification
Common Name5-Octadecynoic acid
Description5-Octadecynoic acid, also known as 5-octadecynoate, 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 small amount of articles have been published on 5-Octadecynoic acid.
Structure
Data?1563862081
Synonyms
ValueSource
5-OctadecynoateGenerator
Chemical FormulaC18H32O2
Average Molecular Weight280.4455
Monoisotopic Molecular Weight280.240230268
IUPAC Nameoctadec-5-ynoic acid
Traditional Name5-octadecynoic acid
CAS Registry Number676-30-2
SMILES
CCCCCCCCCCCCC#CCCCC(O)=O
InChI Identifier
InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-12,15-17H2,1H3,(H,19,20)
InChI KeyGDBJCCBRRCYCEG-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
  • Unsaturated fatty acid
  • Straight chain 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
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point52 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.027 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00073 g/LALOGPS
logP6.93ALOGPS
logP6.73ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)4.56ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity85.65 m³·mol⁻¹ChemAxon
Polarizability37.3 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]+175.31831661259
DarkChem[M-H]-176.09131661259
DeepCCS[M+H]+170.17730932474
DeepCCS[M-H]-166.15830932474
DeepCCS[M-2H]-203.78130932474
DeepCCS[M+Na]+179.45730932474
AllCCS[M+H]+178.232859911
AllCCS[M+H-H2O]+175.232859911
AllCCS[M+NH4]+181.032859911
AllCCS[M+Na]+181.832859911
AllCCS[M-H]-178.232859911
AllCCS[M+Na-2H]-179.632859911
AllCCS[M+HCOO]-181.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5-Octadecynoic acidCCCCCCCCCCCCC#CCCCC(O)=O3275.8Standard polar33892256
5-Octadecynoic acidCCCCCCCCCCCCC#CCCCC(O)=O2132.3Standard non polar33892256
5-Octadecynoic acidCCCCCCCCCCCCC#CCCCC(O)=O2202.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5-Octadecynoic acid,1TMS,isomer #1CCCCCCCCCCCCC#CCCCC(=O)O[Si](C)(C)C2280.5Semi standard non polar33892256
5-Octadecynoic acid,1TBDMS,isomer #1CCCCCCCCCCCCC#CCCCC(=O)O[Si](C)(C)C(C)(C)C2521.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5-Octadecynoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-052f-9350000000-9730f6464af0ab925f112017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Octadecynoic acid GC-MS (1 TMS) - 70eV, Positivesplash10-0079-9241000000-cd6b0508f6a1913fc6492017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Octadecynoic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-Octadecynoic 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 - 5-Octadecynoic acid 10V, Positive-QTOFsplash10-01q9-0090000000-4b1f99eb31a1ad015f0d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Octadecynoic acid 20V, Positive-QTOFsplash10-00ll-8970000000-b11c25009efa00eeacc32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Octadecynoic acid 40V, Positive-QTOFsplash10-0006-9710000000-240ec7de9ffb0e13aff72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Octadecynoic acid 10V, Negative-QTOFsplash10-004i-0090000000-879c1a6744a6491e62c02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Octadecynoic acid 20V, Negative-QTOFsplash10-004r-2290000000-a903b12dd203fcbd4e6d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Octadecynoic acid 40V, Negative-QTOFsplash10-0a4l-9510000000-c33905685acfc66d7a862016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Octadecynoic acid 10V, Negative-QTOFsplash10-004i-0290000000-2bff78f3d12aac3b78512021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Octadecynoic acid 20V, Negative-QTOFsplash10-004i-2290000000-7005e1994518715d850a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Octadecynoic acid 40V, Negative-QTOFsplash10-0006-9210000000-b5bd5446216866aa1e012021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Octadecynoic acid 10V, Positive-QTOFsplash10-01q9-2290000000-134a4c5b405bca1f23982021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Octadecynoic acid 20V, Positive-QTOFsplash10-0231-9630000000-755f98412a520f0ab12a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Octadecynoic acid 40V, Positive-QTOFsplash10-05ng-9100000000-2240e94b962fdf1090822021-09-23Wishart 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 IDFDB003103
KNApSAcK IDC00057496
Chemspider ID4472119
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5312694
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1824701
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.