Showing metabocard for N-oleoyl glutamine (BMDB0062569)

IdentificationTaxonomyPhysical propertiesSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2018-07-17 17:50:25 UTC
Update Date2020-03-13 17:36:55 UTC
MCDB ID BMDB0062569
Secondary Accession Numbers
  • BMDB62569
Metabolite Identification
Common NameN-oleoyl glutamine
DescriptionN-Oleoyl glutamine belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Thus, N-oleoyl glutamine is considered to be a fatty amide lipid molecule. N-Oleoyl glutamine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(2S)-5-Amino-2-{[(9Z)-octadec-9-enoyl]amino}-5-oxopentanoic acidChEBI
N-(9Z-Octadecenoyl)-glutamineChEBI
N-(9Z-Octadecenoyl)-L-glutamineChEBI
N-[(9Z)-Octadecenoyl]-L-glutamineChEBI
N-[(9Z)-Octadecenoyl]glutamineChEBI
N-OleoylglutamineChEBI
OleoylglutamineChEBI
(2S)-5-Amino-2-{[(9Z)-octadec-9-enoyl]amino}-5-oxopentanoateGenerator
Chemical FormulaC23H42N2O4
Average Molecular Weight410.599
Monoisotopic Molecular Weight410.31445784
IUPAC Name(2S)-4-(C-hydroxycarbonimidoyl)-2-{[(9Z)-1-hydroxyoctadec-9-en-1-ylidene]amino}butanoic acid
Traditional Name(2S)-4-(C-hydroxycarbonimidoyl)-2-{[(9Z)-1-hydroxyoctadec-9-en-1-ylidene]amino}butanoic acid
CAS Registry NumberNot Available
SMILES
[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(O)=N[C@@]([H])(CCC(O)=N)C(O)=O
InChI Identifier
InChI=1S/C23H42N2O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-22(27)25-20(23(28)29)18-19-21(24)26/h9-10,20H,2-8,11-19H2,1H3,(H2,24,26)(H,25,27)(H,28,29)/b10-9-/t20-/m0/s1
InChI KeyZHVSXWCIYWYBQP-QJRAZLAKSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentGlutamine and derivatives
Alternative Parents
Substituents
  • Glutamine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-l-alpha-amino acid
  • N-acyl-l-glutamine
  • Fatty amide
  • N-acyl-amine
  • Fatty acyl
  • Carboxamide group
  • Primary carboxylic acid amide
  • Secondary carboxylic acid amide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • 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
logP5.76ALOGPS
logP4.01ChemAxon
logS-5.8ALOGPS
pKa (Strongest Acidic)-0.44ChemAxon
pKa (Strongest Basic)12.92ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area113.97 ŲChemAxon
Rotatable Bond Count20ChemAxon
Refractivity128.77 m³·mol⁻¹ChemAxon
Polarizability50.13 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01oy-1509200000-dc93da3aa247bb1cc4c22019-02-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-3937000000-e8b281e8298a0803260a2019-02-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-6910000000-2b4e448071bf02ff788e2019-02-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0117900000-46ec998e6a498c2bc7832019-02-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kf-4459200000-89a9a1213bfe06b898c32019-02-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9110000000-e80e03ea81a48adc752e2019-02-23View Spectrum
Concentrations
StatusValueReferenceDetails
Detected but not QuantifiedNot Applicable details
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB098395
KNApSAcK IDNot Available
Chemspider ID58827619
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound52922072
PDB IDNot Available
ChEBI ID136615
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Xi X, Kwok LY, Wang Y, Ma C, Mi Z, Zhang H: Ultra-performance liquid chromatography-quadrupole-time of flight mass spectrometry MS(E)-based untargeted milk metabolomics in dairy cows with subclinical or clinical mastitis. J Dairy Sci. 2017 Jun;100(6):4884-4896. doi: 10.3168/jds.2016-11939. Epub 2017 Mar 23. [PubMed:28342601 ]