Showing metabocard for 10-Nitrolinoleic acid (BMDB0005049)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:15:03 UTC
Update Date2020-04-22 15:15:15 UTC
BMDB IDBMDB0005049
Secondary Accession Numbers
  • BMDB05049
Metabolite Identification
Common Name10-Nitrolinoleic acid
Description10-Nitrolinoleic acid, also known as 10-nitrolinoleate or LNO2, belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Based on a literature review a significant number of articles have been published on 10-Nitrolinoleic acid.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
10-Nitro-9-cis,12-cis-octadecadienoic acidKegg
10-Nitro-9-cis,12-cis-octadecadienoateKegg
(9E,12Z)-10-Nitrooctadeca-9,12-dienoic acidKegg
(9E,12Z)-10-Nitrooctadeca-9,12-dienoateGenerator
10-NitrolinoleateGenerator
10-Nitro-9,12-octadecadienoateHMDB
10-Nitro-9,12-octadecadienoic acidHMDB
12-Nitro-9,12-octadecadienoateHMDB
12-Nitro-9,12-octadecadienoic acidHMDB
LNO2HMDB
9-Nitrolinoleic acidHMDB
LNO2 CPDHMDB
Nitrolinoleic acidHMDB
10-Nitro,9Z,12Z-octadecadienoateHMDB
Chemical FormulaC18H31NO4
Average Molecular Weight325.443
Monoisotopic Molecular Weight325.225308485
IUPAC Name(9E,12Z)-10-nitrooctadeca-9,12-dienoic acid
Traditional Name9-hode
CAS Registry Number774603-04-2
SMILES
CCCCC\C=C/C\C(=C/CCCCCCCC(O)=O)[N+]([O-])=O
InChI Identifier
InChI=1S/C18H31NO4/c1-2-3-4-5-8-11-14-17(19(22)23)15-12-9-6-7-10-13-16-18(20)21/h8,11,15H,2-7,9-10,12-14,16H2,1H3,(H,20,21)/b11-8-,17-15+
InChI KeyLELVHAQTWXTCLY-XYWKCAQWSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassLineolic acids and derivatives
Direct ParentLineolic acids and derivatives
Alternative Parents
Substituents
  • Octadecanoid
  • Long-chain fatty acid
  • Nitro fatty acid
  • Unsaturated fatty acid
  • Fatty acid
  • Organic nitro compound
  • C-nitro compound
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxoazanium
  • Allyl-type 1,3-dipolar organic compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Organopnictogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organooxygen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organic oxide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.28ALOGPS
logP5.6ChemAxon
logS-5.4ALOGPS
pKa (Strongest Acidic)4.99ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area83.12 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity94.89 m³·mol⁻¹ChemAxon
Polarizability38.04 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-7590000000-15b51f04c1a46072a059View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-077r-9646000000-20378331671847790b1bView 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
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0039000000-a0145ec33f7a3be2829dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-066r-3973000000-91a3d8e47d9c6c518ff8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06rf-9240000000-d685c15c05ff5bdc936eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-05fr-0109000000-30e8f320a0693166640bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0600-0936000000-5a28718ffca2d1ea0d3dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9320000000-6f461338a4c012622218View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00dj-3009000000-e77f8aad60e2394da5b1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9001000000-505f88f8006edd6f8a60View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9000000000-a0441e6336543cb88423View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a6r-1529000000-05090783185a6f4238b9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9557000000-ebb6c7e7374c05b88686View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aor-9200000000-9c5f80591993399939e8View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0005049
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023611
KNApSAcK IDNot Available
Chemspider ID4445433
KEGG Compound IDC13800
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5282259
PDB IDLNA
ChEBI ID34125
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available