Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:40:18 UTC
Update Date2022-03-07 02:52:47 UTC
HMDB IDHMDB0030995
Secondary Accession Numbers
  • HMDB30995
Metabolite Identification
Common Name(2'E,4'Z,8E)-Colneleic acid
Description(2'E,4'Z,8E)-Colneleic acid, also known as 9-oxa-8t10t12c-18:3 or colneleinsaeure, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Based on a literature review a significant number of articles have been published on (2'E,4'Z,8E)-Colneleic acid.
Structure
Data?1563862068
Synonyms
ValueSource
(8E,1'e,3'z)-9-(1',3'-Nonadienyloxy)-8-nonenoic acidChEBI
9-Oxa-8t10t12c-18:3ChEBI
9-Oxa-8t10t12c-C18:3ChEBI
ColneleinsaeureChEBI
(8E)-9-[(1E,3Z)-Nona-1,3-dien-1-yloxy]non-8-enoateKegg
(8E,1'e,3'z)-9-(1',3'-Nonadienyloxy)-8-nonenoateGenerator
(8E)-9-[(1E,3Z)-Nona-1,3-dien-1-yloxy]non-8-enoic acidGenerator
(2'e,4'z,8E)-ColneleateGenerator
9-(Nona-1',3'-dienoxy)non-8-enoic acidMeSH
9-(1,3-Nonadienyloxy)-(e,e,Z)-8-nonenoic acidHMDB
Colneleic acidHMDB
ColneleateGenerator
Chemical FormulaC18H30O3
Average Molecular Weight294.429
Monoisotopic Molecular Weight294.219494826
IUPAC Name(8E)-9-[(1E,3Z)-nona-1,3-dien-1-yloxy]non-8-enoic acid
Traditional Namecolneleic acid
CAS Registry Number52761-34-9
SMILES
CCCCC\C=C/C=C/O\C=C\CCCCCCC(O)=O
InChI Identifier
InChI=1S/C18H30O3/c1-2-3-4-5-7-10-13-16-21-17-14-11-8-6-9-12-15-18(19)20/h7,10,13-14,16-17H,2-6,8-9,11-12,15H2,1H3,(H,19,20)/b10-7-,16-13+,17-14+
InChI KeyHHZKKFXQEIBVEV-CXXUKANQSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentMedium-chain fatty acids
Alternative Parents
Substituents
  • Medium-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
Not AvailableNot Available
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 Solubility0.00053 g/LALOGPS
logP6.43ALOGPS
logP5.56ChemAxon
logS-5.7ALOGPS
pKa (Strongest Acidic)4.77ChemAxon
pKa (Strongest Basic)-5.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity89.74 m³·mol⁻¹ChemAxon
Polarizability35.45 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+182.35231661259
DarkChem[M-H]-181.30831661259
DeepCCS[M+H]+178.69230932474
DeepCCS[M-H]-176.33430932474
DeepCCS[M-2H]-209.21930932474
DeepCCS[M+Na]+184.78530932474
AllCCS[M+H]+176.932859911
AllCCS[M+H-H2O]+174.232859911
AllCCS[M+NH4]+179.332859911
AllCCS[M+Na]+180.032859911
AllCCS[M-H]-175.832859911
AllCCS[M+Na-2H]-177.032859911
AllCCS[M+HCOO]-178.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(2'E,4'Z,8E)-Colneleic acidCCCCC\C=C/C=C/O\C=C\CCCCCCC(O)=O3701.7Standard polar33892256
(2'E,4'Z,8E)-Colneleic acidCCCCC\C=C/C=C/O\C=C\CCCCCCC(O)=O2217.8Standard non polar33892256
(2'E,4'Z,8E)-Colneleic acidCCCCC\C=C/C=C/O\C=C\CCCCCCC(O)=O2406.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(2'E,4'Z,8E)-Colneleic acid,1TMS,isomer #1CCCCC/C=C\C=C\O/C=C/CCCCCCC(=O)O[Si](C)(C)C2427.1Semi standard non polar33892256
(2'E,4'Z,8E)-Colneleic acid,1TBDMS,isomer #1CCCCC/C=C\C=C\O/C=C/CCCCCCC(=O)O[Si](C)(C)C(C)(C)C2656.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (2'E,4'Z,8E)-Colneleic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9570000000-4a26e4154b0662e966a12017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (2'E,4'Z,8E)-Colneleic acid GC-MS (1 TMS) - 70eV, Positivesplash10-05i9-9542000000-0eb519be029708d6e80d2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (2'E,4'Z,8E)-Colneleic 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 - (2'E,4'Z,8E)-Colneleic acid 10V, Positive-QTOFsplash10-002b-0390000000-777f306faf0a5f45e5852016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 20V, Positive-QTOFsplash10-05fs-5930000000-2ffc42ad2af950c9bd092016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 40V, Positive-QTOFsplash10-0abc-9500000000-7fe7b2cc93074e3d01c72016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 10V, Negative-QTOFsplash10-0006-0690000000-0a18d2cc2235b67e3b562016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 20V, Negative-QTOFsplash10-0076-0930000000-27e1fd17a55010e1d2452016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 40V, Negative-QTOFsplash10-0ab9-5900000000-a7a1f87e344b38ee016d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 10V, Negative-QTOFsplash10-0006-0290000000-1d1aa806af15d68162092021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 20V, Negative-QTOFsplash10-002f-1970000000-b70fdb4cb2729e9e2a9d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 40V, Negative-QTOFsplash10-0596-9800000000-759f75ed2947839accf92021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 10V, Positive-QTOFsplash10-002b-5790000000-8511850061f4619ff3e32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 20V, Positive-QTOFsplash10-00tn-8920000000-ec931e4b7e86e3b302482021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (2'E,4'Z,8E)-Colneleic acid 40V, Positive-QTOFsplash10-067m-9300000000-e82b1446e2b0c6c09c622021-09-22Wishart 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 IDFDB002983
KNApSAcK IDC00000449
Chemspider ID4945820
KEGG Compound IDC19827
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6441681
PDB IDNot Available
ChEBI ID60956
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.