Structure Database (LMSD)

O _ O + N OH O
Common Name
12-nitro-linoleic acid
Systematic Name
12-nitro-9Z,12Z-octadecadienoic acid
Synonyms
  • (9Z,12Z)-12-Nitrooctadeca-9,12-dienoic acid
  • C12-LNO2
LM ID
LMFA01120002
Formula
C18H31NO4
Exact Mass
Calculate m/z
325.225309
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Nitro fatty acids [FA0112]
Unsaturated fatty acids [FA0103]
Octadecanoids [FA02]

String Representations

InChiKey (Click to copy)
ZYFTUIURWQWFKQ-QIAGQCQHSA-N
InChi (Click to copy)
InChI=1S/C18H31NO4/c1-2-3-4-11-14-17(19(22)23)15-12-9-7-5-6-8-10-13-16-18(20)21/h9,12,14H,2-8,10-11,13,15-16H2,1H3,(H,20,21)/b12-9-,17-14+
SMILES (Click to copy)
OC(=O)CCCCCCC/C=C\C/C(/[N+](=O)[O-])=C\CCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Red cell membrane and plasma linoleic acid nitration products: synthesis, clinical identification, and quantitation.,
Proc Natl Acad Sci U S A, 2004
Pubmed ID: 15273286

Other Databases

KEGG ID
C13958
CHEBI ID
34150
PubChem CID
5282316
PDB ID
LNB

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 0
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 355.56
Topological Polar Surface Area 80.44
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 5.49
Molar Refractivity 92.93

Admin

Created at
-
Updated at
14th May 2021