Showing metabocard for Gadoleic acid (BMDB0062205)

IdentificationTaxonomyPhysical propertiesSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2018-06-29 22:18:42 UTC
Update Date2020-06-04 21:25:57 UTC
MCDB ID BMDB0062205
Secondary Accession Numbers
  • BMDB62205
Metabolite Identification
Common NameGadoleic acid
Description9Z-Eicosenoic acid, also known as cis-gadoleate or 9C-eicosensaeure, 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. 9Z-Eicosenoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(Z)-Eicos-9-enoic acidChEBI
9C-EicosensaeureChEBI
C20:1CChEBI
cis-9-Eicosenoic acidChEBI
cis-Delta(9)-Eicosenoic acidChEBI
Eicos-9C-enoic acidChEBI
Eicos-9C-ensaeureChEBI
(Z)-Eicos-9-enoateGenerator
cis-9-EicosenoateGenerator
cis-delta(9)-EicosenoateGenerator
cis-Δ(9)-eicosenoateGenerator
cis-Δ(9)-eicosenoic acidGenerator
Eicos-9C-enoateGenerator
9Z-EicosenoateGenerator
GadoleateHMDB
Gadoleic acidHMDB
FA(20:1(9Z))HMDB
cis-GadoleateHMDB
Chemical FormulaC20H38O2
Average Molecular Weight310.522
Monoisotopic Molecular Weight310.287180464
IUPAC Name(9Z)-icos-9-enoic acid
Traditional Namegadoleic acid
CAS Registry Number29204-02-2
SMILES
[H]\C(CCCCCCCCCC)=C(/[H])CCCCCCCC(O)=O
InChI Identifier
InChI=1S/C20H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h11-12H,2-10,13-19H2,1H3,(H,21,22)/b12-11-
InChI KeyLQJBNNIYVWPHFW-QXMHVHEDSA-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
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP8.41ALOGPS
logP7.67ChemAxon
logS-6.8ALOGPS
pKa (Strongest Acidic)4.99ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count17ChemAxon
Refractivity96.6 m³·mol⁻¹ChemAxon
Polarizability41.32 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-9770000000-8bafce752dcc0e83c2112017-09-20View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00vi-9561000000-84617bccb2d2f0e647182017-10-06View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dl-0197000000-f6093bc2d61dbe668e182016-08-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uxu-3591000000-835bb134b9d517428e952016-08-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0007-8960000000-fa7ac5e35243596e982c2016-08-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0029000000-053d5a3b1d592fd190c22016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-1079000000-323c653227521538a43c2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9230000000-33c06ae5cc68dad152912016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dl-4297000000-a679e8ed0942db48f6722021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-06r6-9572000000-31bd41e72217aeb759982021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9100000000-e4e0ee937a9dc02d22a02021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0019000000-0d96115f81e42756fc2f2021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-1069000000-e54a7d130deccefa86bb2021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9020000000-c097ab1d18e1ea28f2f12021-09-22View Spectrum
Concentrations
StatusValueReferenceDetails
Detected and Quantified97 uMTotal fatty acid details
Detected and Quantified97 uMTotal fatty acid details
Detected and Quantified97 uMTotal fatty acid details
Detected and Quantified1256 uMTotal fatty acid details
HMDB IDHMDB0062436
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB003771
KNApSAcK IDC00053190
Chemspider ID4445894
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkGadoleic acid
METLIN IDNot Available
PubChem Compound5282767
PDB IDNot Available
ChEBI ID32419
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Trimigno A, Munger L, Picone G, Freiburghaus C, Pimentel G, Vionnet N, Pralong F, Capozzi F, Badertscher R, Vergeres G: GC-MS Based Metabolomics and NMR Spectroscopy Investigation of Food Intake Biomarkers for Milk and Cheese in Serum of Healthy Humans. Metabolites. 2018 Mar 23;8(2). pii: metabo8020026. doi: 10.3390/metabo8020026. [PubMed:29570652 ]
  2. Fooddata+, The Technical University of Denmark (DTU) [Link]