Showing metabocard for Nervonic acid (BMDB0002368)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:54:41 UTC
Update Date2020-05-11 20:40:06 UTC
BMDB IDBMDB0002368
Secondary Accession Numbers
  • BMDB02368
Metabolite Identification
Common NameNervonic acid
DescriptionNervonic acid, also known as selacholeate or nervonsaeure, belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Based on a literature review a significant number of articles have been published on Nervonic acid.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(Z)-15-Tetracosenoic acidChEBI
(Z)-Tetracos-15-enoic acidChEBI
15cis-Tetracosenoic acidChEBI
cis-15-Tetracosenoic acidChEBI
cis-Delta(15)-Tetracosenoic acidChEBI
NervonsaeureChEBI
Selacholeic acidChEBI
(Z)-15-TetracosenoateGenerator
(Z)-Tetracos-15-enoateGenerator
15cis-TetracosenoateGenerator
cis-15-TetracosenoateGenerator
cis-delta(15)-TetracosenoateGenerator
cis-Δ(15)-tetracosenoateGenerator
cis-Δ(15)-tetracosenoic acidGenerator
SelacholeateGenerator
NervonateGenerator
(15Z)-Tetracos-15-enoateHMDB
(15Z)-Tetracos-15-enoic acidHMDB
(15Z)-TetracosenoateHMDB
(15Z)-Tetracosenoic acidHMDB
15-TetracosenoateHMDB
15-Tetracosenoic acidHMDB
15Z-TetracosenoateHMDB
15Z-Tetracosenoic acidHMDB
cis-15-TeracosenoateHMDB
cis-15-Teracosenoic acidHMDB
cis-15-TetracosenateHMDB
cis-15-Tetracosenic acidHMDB
cis-SelacholeateHMDB
cis-Selacholeic acidHMDB
trans-Tetracos-15-enoic acidHMDB
(15Z)-15-Tetracosenoic acidHMDB
FA(24:1(15Z))HMDB
FA(24:1n9)HMDB
Nevonic acidHMDB
Nervonic acidChEBI
Chemical FormulaC24H46O2
Average Molecular Weight366.6208
Monoisotopic Molecular Weight366.349780716
IUPAC Name(15Z)-tetracos-15-enoic acid
Traditional Namenervonic acid
CAS Registry Number506-37-6
SMILES
CCCCCCCC\C=C/CCCCCCCCCCCCCC(O)=O
InChI Identifier
InChI=1S/C24H46O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h9-10H,2-8,11-23H2,1H3,(H,25,26)/b10-9-
InChI KeyGWHCXVQVJPWHRF-KTKRTIGZSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentVery long-chain fatty acids
Alternative Parents
Substituents
  • Very 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
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Adiposome
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP9.45ALOGPS
logP9.45ChemAxon
logS-7.3ALOGPS
pKa (Strongest Acidic)4.95ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count21ChemAxon
Refractivity115.01 m³·mol⁻¹ChemAxon
Polarizability49.83 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (1 TMS)splash10-00nb-5900000000-969f119cba8683e5cc50View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-00nb-5900000000-969f119cba8683e5cc50View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f6x-9782000000-97d131b02e4a98acfe12View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00dr-9551000000-d11282fde9bc72e71510View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-014i-0009000000-77254b7f9e0c5adec2c5View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-05ur-9300000000-c24f47c8ec64393d34b0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0api-9000000000-f9dc5919bdde58922d07View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-014i-0009000000-b5ce223be566232389ceView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0009000000-23437c970e4496314dc2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0601-4529000000-0a095c0f2e7f69a7046cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9873000000-0479aea7f81e735a49b4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0009000000-6bdffa41d37f32273117View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01ba-0009000000-f28d20de75190fe2dfd6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9113000000-2bdab238903303f33f49View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0009000000-340806f152b23d48ad56View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014j-1009000000-ecb8e3e7292d693c5e2dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9011000000-3a65628878739cc356f3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014j-2009000000-966c9a99f927842d86e9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00l2-8349000000-44259b5853a420e306d6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aou-9100000000-3338b5c4d18e533bf611View in MoNA
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 22.53 MHz, CDCl3, experimental)Not AvailableView in JSpectraViewer
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl3, experimental)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Adiposome
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0002368
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB002934
KNApSAcK IDC00001230
Chemspider ID4444565
KEGG Compound IDC08323
BioCyc IDNot Available
BiGG ID2218012
Wikipedia LinkNervonic acid
METLIN ID262
PubChem Compound5281120
PDB IDNot Available
ChEBI ID44247
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available