Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-03-23 05:57:25 UTC
Update Date2019-07-23 07:19:14 UTC
HMDB IDHMDB0062737
Secondary Accession Numbers
  • HMDB62737
Metabolite Identification
Common Name(9E)-10-nitrooctadecenoic Acid
Description(9E)-10-nitrooctadecenoic Acid, also known as 10-Nitroelaidic acid or (e)-10-Nitrooctadec-9-enoate, is classified as a member of the Long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. (9E)-10-nitrooctadecenoic Acid is considered to be practically insoluble (in water) and acidic. (9E)-10-nitrooctadecenoic Acid is a fatty acid lipid molecule
Structure
Data?1563866354
Synonyms
ValueSource
(e)-10-Nitrooctadec-9-enoic acidChEBI
10-Nitro-9E-octadecenoic acidChEBI
10-Nitroelaidic acidChEBI
(e)-10-Nitrooctadec-9-enoateGenerator
10-Nitro-9E-octadecenoateGenerator
10-NitroelaidateGenerator
(9E)-10-NitrooctadecenoateGenerator
9-OA-NO2MeSH
10-Nitro-oleic acidMeSH
9-Nitro-oleic acidMeSH
Chemical FormulaC18H33NO4
Average Molecular Weight327.465
Monoisotopic Molecular Weight327.240958547
IUPAC Name(9E)-10-nitrooctadec-9-enoic acid
Traditional Name(9E)-10-nitrooctadec-9-enoic acid
CAS Registry NumberNot Available
SMILES
[H]\C(CCCCCCCC(O)=O)=C(\CCCCCCCC)N(=O)=O
InChI Identifier
InChI=1S/C18H33NO4/c1-2-3-4-5-8-11-14-17(19(22)23)15-12-9-6-7-10-13-16-18(20)21/h15H,2-14,16H2,1H3,(H,20,21)/b17-15+
InChI KeyWRADPCFZZWXOTI-BMRADRMJSA-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
  • Nitro fatty acid
  • Unsaturated fatty acid
  • C-nitro compound
  • Organic 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
  • Carbonyl group
  • Organopnictogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxide
  • Organic nitrogen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.00077 g/lALOGPS
LogP5.26ALOGPS
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP10(5.26) g/LALOGPS
logP10(5.96) g/LChemAxon
logS10(-5.6) g/LALOGPS
pKa (Strongest Acidic)4.99ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area83.12 ŲChemAxon
Rotatable Bond Count16ChemAxon
Refractivity93.77 m³·mol⁻¹ChemAxon
Polarizability39.49 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+187.20831661259
DarkChem[M-H]-185.24131661259
DeepCCS[M+H]+193.71630932474
DeepCCS[M-H]-191.35930932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(9E)-10-nitrooctadecenoic Acid[H]\C(CCCCCCCC(O)=O)=C(\CCCCCCCC)N(=O)=O3914.0Standard polar33892256
(9E)-10-nitrooctadecenoic Acid[H]\C(CCCCCCCC(O)=O)=C(\CCCCCCCC)N(=O)=O2370.2Standard non polar33892256
(9E)-10-nitrooctadecenoic Acid[H]\C(CCCCCCCC(O)=O)=C(\CCCCCCCC)N(=O)=O2544.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(9E)-10-nitrooctadecenoic Acid,1TMS,isomer #1CCCCCCCC/C(=C\CCCCCCCC(=O)O[Si](C)(C)C)[N+](=O)[O-]2584.9Semi standard non polar33892256
(9E)-10-nitrooctadecenoic Acid,1TBDMS,isomer #1CCCCCCCC/C(=C\CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)[N+](=O)[O-]2844.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (9E)-10-nitrooctadecenoic Acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-8290000000-3b45586367964b741ff12017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (9E)-10-nitrooctadecenoic Acid GC-MS (1 TMS) - 70eV, Positivesplash10-00gi-9534000000-cebb7117bd375cacb44a2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (9E)-10-nitrooctadecenoic 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 - (9E)-10-nitrooctadecenoic Acid 10V, Positive-QTOFsplash10-03di-0039000000-a71883c65a8e4edf2a432017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (9E)-10-nitrooctadecenoic Acid 20V, Positive-QTOFsplash10-044i-3963000000-43f44c5037320fc9cf1f2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (9E)-10-nitrooctadecenoic Acid 40V, Positive-QTOFsplash10-06r7-9330000000-d9c2f70adf98271865fe2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (9E)-10-nitrooctadecenoic Acid 10V, Negative-QTOFsplash10-056r-0109000000-926d02278606eb0e56c22017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (9E)-10-nitrooctadecenoic Acid 20V, Negative-QTOFsplash10-0adi-0936000000-090291a6dcf99455ed912017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (9E)-10-nitrooctadecenoic Acid 40V, Negative-QTOFsplash10-0a4l-9420000000-e0c725a1ff0f6c5658b42017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (9E)-10-nitrooctadecenoic Acid 10V, Negative-QTOFsplash10-0002-9002000000-158578942a1f82aaabe82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (9E)-10-nitrooctadecenoic Acid 20V, Negative-QTOFsplash10-0002-9000000000-a0441e6336543cb884232021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (9E)-10-nitrooctadecenoic Acid 40V, Negative-QTOFsplash10-0002-9000000000-a0441e6336543cb884232021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (9E)-10-nitrooctadecenoic Acid 10V, Positive-QTOFsplash10-06vi-1629000000-aec45d49e1efaac476602021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (9E)-10-nitrooctadecenoic Acid 20V, Positive-QTOFsplash10-03di-2494000000-f32360f528592a21e3a32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (9E)-10-nitrooctadecenoic Acid 40V, Positive-QTOFsplash10-0a4i-9400000000-a1fc2ddb1e51d5a60bad2021-09-22Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
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 IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound24836820
PDB IDNot Available
ChEBI ID86285
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. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.