Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:40:42 UTC
Update Date2022-03-07 02:52:48 UTC
HMDB IDHMDB0031053
Secondary Accession Numbers
  • HMDB31053
Metabolite Identification
Common Name(E)-6-Hexadecenoic acid
Description(E)-6-Hexadecenoic acid, also known as (e)-6-hexadecenoate, 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 (E)-6-Hexadecenoic acid.
Structure
Data?1563862075
Synonyms
ValueSource
(e)-6-HexadecenoateGenerator
6E-HexadecenoateHMDB
Chemical FormulaC16H30O2
Average Molecular Weight254.4082
Monoisotopic Molecular Weight254.224580204
IUPAC Name(6E)-hexadec-6-enoic acid
Traditional Name7-palmitoleic acid
CAS Registry Number28290-76-8
SMILES
CCCCCCCCC\C=C\CCCCC(O)=O
InChI Identifier
InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h10-11H,2-9,12-15H2,1H3,(H,17,18)/b11-10+
InChI KeyNNNVXFKZMRGJPM-ZHACJKMWSA-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
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.13 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00042 g/LALOGPS
logP6.77ALOGPS
logP5.89ChemAxon
logS-5.8ALOGPS
pKa (Strongest Acidic)4.89ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity78.2 m³·mol⁻¹ChemAxon
Polarizability33.38 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]+168.69131661259
DarkChem[M-H]-169.20631661259
DeepCCS[M+H]+168.45330932474
DeepCCS[M-H]-164.43330932474
DeepCCS[M-2H]-202.03730932474
DeepCCS[M+Na]+177.70830932474
AllCCS[M+H]+170.132859911
AllCCS[M+H-H2O]+166.932859911
AllCCS[M+NH4]+173.132859911
AllCCS[M+Na]+173.932859911
AllCCS[M-H]-171.532859911
AllCCS[M+Na-2H]-172.932859911
AllCCS[M+HCOO]-174.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(E)-6-Hexadecenoic acidCCCCCCCCC\C=C\CCCCC(O)=O2906.9Standard polar33892256
(E)-6-Hexadecenoic acidCCCCCCCCC\C=C\CCCCC(O)=O1903.1Standard non polar33892256
(E)-6-Hexadecenoic acidCCCCCCCCC\C=C\CCCCC(O)=O1952.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(E)-6-Hexadecenoic acid,1TMS,isomer #1CCCCCCCCC/C=C/CCCCC(=O)O[Si](C)(C)C2019.5Semi standard non polar33892256
(E)-6-Hexadecenoic acid,1TBDMS,isomer #1CCCCCCCCC/C=C/CCCCC(=O)O[Si](C)(C)C(C)(C)C2263.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (E)-6-Hexadecenoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9610000000-4bb90b188aedb4f097af2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (E)-6-Hexadecenoic acid GC-MS (1 TMS) - 70eV, Positivesplash10-02p3-9330000000-2a7ce6b1d7e2c291bb1c2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (E)-6-Hexadecenoic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (E)-6-Hexadecenoic 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 - (E)-6-Hexadecenoic acid 10V, Positive-QTOFsplash10-0a4r-0190000000-cac9f3e5eb14fe00c57a2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-6-Hexadecenoic acid 20V, Positive-QTOFsplash10-0a4r-5980000000-7c2f0d51380811e9f3772016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-6-Hexadecenoic acid 40V, Positive-QTOFsplash10-052f-9700000000-f9d9e2fc81129697ea7e2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-6-Hexadecenoic acid 10V, Negative-QTOFsplash10-0udi-0090000000-5a6b4d02533a6a7e9d162016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-6-Hexadecenoic acid 20V, Negative-QTOFsplash10-0zfr-1090000000-41e6b09897e03b897ce02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-6-Hexadecenoic acid 40V, Negative-QTOFsplash10-0a4i-9220000000-62da194a752aa387c1192016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-6-Hexadecenoic acid 10V, Negative-QTOFsplash10-0udi-0090000000-3e74125459d9918295122021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-6-Hexadecenoic acid 20V, Negative-QTOFsplash10-0udr-1090000000-d658d283b762757874102021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-6-Hexadecenoic acid 40V, Negative-QTOFsplash10-0006-9310000000-ed40c3d4ecdf175000892021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-6-Hexadecenoic acid 10V, Positive-QTOFsplash10-0a4r-5490000000-f09102d1457b9cad3f752021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-6-Hexadecenoic acid 20V, Positive-QTOFsplash10-05aj-9310000000-2f2fccec8000b741a4662021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-6-Hexadecenoic acid 40V, Positive-QTOFsplash10-0a5c-9000000000-5ab7adcef207b6393aa02021-09-24Wishart 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 IDFDB003053
KNApSAcK IDNot Available
Chemspider ID4445871
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5282744
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDM01197
MarkerDB IDNot Available
Good Scents IDrw1563591
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.