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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-10-19 10:22:39 UTC

Update Date

2022-03-07 02:49:25 UTC

HMDB ID

HMDB0005049

Secondary Accession Numbers

HMDB05049

Metabolite Identification

Common Name

10-Nitrolinoleic acid

Description

10-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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0005049
     RDKit          3D
10-Nitrolinoleic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -8.1026   -0.5261    0.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4073   -0.1620   -0.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0750   -0.8548   -0.7429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1448   -0.4784    0.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8020   -1.1866    0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9583   -0.7910    1.3509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8277   -0.1734    1.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2994    0.1840   -0.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -0.5023   -0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1199    0.1019   -0.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2116    1.5481   -0.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0459    2.2401    0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4982    1.7653    0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2142    1.9725   -0.9146 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6307    1.6009   -1.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0697    0.1955   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6925   -0.5628    0.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3058   -1.9477    0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0109   -2.2843   -0.7775 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0615   -2.7946    1.2389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0405   -1.9486   -0.1211 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.0478   -2.4704    0.9869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1838   -2.6596   -1.2954 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.9202   -1.6126    0.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6896    0.0793    1.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1865   -0.3979    0.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0674   -0.4356   -1.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2205    0.9459   -0.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2754   -1.9416   -0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6036   -0.6031   -1.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9793    0.6122    0.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5683   -0.7941    1.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4147   -1.1759   -0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0604   -2.2878    0.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3411   -1.0519    2.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2407    0.0955    2.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9651    0.0611   -0.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717    1.3151   -0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0406   -0.5324   -0.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7621    1.6858   -1.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2697    2.0875   -0.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6460    2.0902    1.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1061    3.3335    0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9538    2.5636    1.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5794    0.8328    0.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6585    1.4254   -1.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1599    3.0900   -1.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2834    2.2251   -0.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0146    2.0151   -2.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1961    0.1176   -1.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6888   -0.3182   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5761   -0.7983    0.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9017   -0.0093    1.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8005   -2.8831    1.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  9 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  CHG  2  21   1  23  -1
M  END


  Mrv0541 02231220202D          

 23 22  0  0  0  0            999 V2000
   18.6127  -11.5185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6127  -10.0894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7251   -9.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9001   -9.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1376  -10.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4876   -8.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9626  -10.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6625   -8.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3751  -10.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7749  -10.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1875  -11.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2500   -7.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1875  -10.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7749  -12.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4250   -7.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0125   -8.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7749   -9.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2002  -10.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1875   -8.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1875  -12.9474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0125   -7.2315    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   12.4250   -6.5170    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   11.1875   -7.2314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0  0  0  0
  2 18  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 18  1  0  0  0  0
 10 11  1  0  0  0  0
 10 13  1  0  0  0  0
 11 14  1  0  0  0  0
 12 15  2  0  0  0  0
 13 17  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  1  0  0  0  0
 16 19  1  0  0  0  0
 17 19  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 15 21  1  0  0  0  0
M  CHG  2  21   1  22  -1
M  END
> <DATABASE_ID>
HMDB0005049

> <DATABASE_NAME>
hmdb

> <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_KEY>
LELVHAQTWXTCLY-XYWKCAQWSA-N

> <FORMULA>
C18H31NO4

> <MOLECULAR_WEIGHT>
325.443

> <EXACT_MASS>
325.225308485

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
38.04372203021896

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(9E,12Z)-10-nitrooctadeca-9,12-dienoic acid

> <ALOGPS_LOGP>
5.28

> <JCHEM_LOGP>
5.602935032666665

> <ALOGPS_LOGS>
-5.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988167283903808

> <JCHEM_POLAR_SURFACE_AREA>
83.12

> <JCHEM_REFRACTIVITY>
94.89139999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.44e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-hode

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0005049
     RDKit          3D
10-Nitrolinoleic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -8.1026   -0.5261    0.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4073   -0.1620   -0.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0750   -0.8548   -0.7429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1448   -0.4784    0.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8020   -1.1866    0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9583   -0.7910    1.3509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8277   -0.1734    1.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2994    0.1840   -0.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -0.5023   -0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1199    0.1019   -0.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2116    1.5481   -0.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0459    2.2401    0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4982    1.7653    0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2142    1.9725   -0.9146 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6307    1.6009   -1.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0697    0.1955   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6925   -0.5628    0.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3058   -1.9477    0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0109   -2.2843   -0.7775 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0615   -2.7946    1.2389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0405   -1.9486   -0.1211 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.0478   -2.4704    0.9869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1838   -2.6596   -1.2954 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.9202   -1.6126    0.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6896    0.0793    1.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1865   -0.3979    0.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0674   -0.4356   -1.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2205    0.9459   -0.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2754   -1.9416   -0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6036   -0.6031   -1.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9793    0.6122    0.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5683   -0.7941    1.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4147   -1.1759   -0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0604   -2.2878    0.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3411   -1.0519    2.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2407    0.0955    2.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9651    0.0611   -0.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717    1.3151   -0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0406   -0.5324   -0.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7621    1.6858   -1.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2697    2.0875   -0.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6460    2.0902    1.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1061    3.3335    0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9538    2.5636    1.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5794    0.8328    0.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6585    1.4254   -1.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1599    3.0900   -1.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2834    2.2251   -0.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0146    2.0151   -2.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1961    0.1176   -1.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6888   -0.3182   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5761   -0.7983    0.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9017   -0.0093    1.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8005   -2.8831    1.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  9 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  CHG  2  21   1  23  -1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      34.744 -21.501   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      34.744 -18.834   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      29.354 -17.500   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.814 -17.500   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      30.124 -18.834   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.044 -16.166   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      31.664 -18.834   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.503 -16.166   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      32.434 -20.167   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.113 -20.167   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.883 -21.501   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.733 -14.832   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.883 -18.834   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.113 -22.835   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.193 -14.832   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      22.423 -16.166   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.113 -17.500   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      33.974 -20.167   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.883 -16.166   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.883 -24.169   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      22.423 -13.499   0.000  0.00  0.00           N+1
HETATM   22  O   UNK     0      23.193 -12.165   0.000  0.00  0.00           O-1
HETATM   23  O   UNK     0      20.883 -13.499   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   18                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   12                                                       
CONECT    9    7   18                                                       
CONECT   10   11   13                                                       
CONECT   11   10   14                                                       
CONECT   12    8   15                                                       
CONECT   13   10   17                                                       
CONECT   14   11   20                                                       
CONECT   15   12   16   21                                                  
CONECT   16   15   19                                                       
CONECT   17   13   19                                                       
CONECT   18    1    2    9                                                  
CONECT   19   16   17                                                       
CONECT   20   14                                                            
CONECT   21   22   23   15                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0005049
HETATM    1  C1  UNL     1      -8.103  -0.526   0.687  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.407  -0.162  -0.598  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.075  -0.855  -0.743  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.145  -0.478   0.398  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.802  -1.187   0.238  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.958  -0.791   1.351  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.828  -0.173   1.199  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.299   0.184  -0.126  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.000  -0.502  -0.289  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.120   0.102  -0.561  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.212   1.548  -0.741  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.046   2.240   0.276  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.498   1.765   0.356  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.214   1.973  -0.915  1.00  0.00           C  
HETATM   15  C15 UNL     1       5.631   1.601  -1.042  1.00  0.00           C  
HETATM   16  C16 UNL     1       6.070   0.195  -1.019  1.00  0.00           C  
HETATM   17  C17 UNL     1       5.692  -0.563   0.199  1.00  0.00           C  
HETATM   18  C18 UNL     1       6.306  -1.948   0.183  1.00  0.00           C  
HETATM   19  O1  UNL     1       7.011  -2.284  -0.778  1.00  0.00           O  
HETATM   20  O2  UNL     1       6.061  -2.795   1.239  1.00  0.00           O  
HETATM   21  N1  UNL     1      -0.040  -1.949  -0.121  1.00  0.00           N1+
HETATM   22  O3  UNL     1       0.048  -2.470   0.987  1.00  0.00           O  
HETATM   23  O4  UNL     1      -0.184  -2.660  -1.295  1.00  0.00           O1-
HETATM   24  H1  UNL     1      -7.920  -1.613   0.895  1.00  0.00           H  
HETATM   25  H2  UNL     1      -7.690   0.079   1.520  1.00  0.00           H  
HETATM   26  H3  UNL     1      -9.186  -0.398   0.649  1.00  0.00           H  
HETATM   27  H4  UNL     1      -8.067  -0.436  -1.431  1.00  0.00           H  
HETATM   28  H5  UNL     1      -7.220   0.946  -0.625  1.00  0.00           H  
HETATM   29  H6  UNL     1      -6.275  -1.942  -0.753  1.00  0.00           H  
HETATM   30  H7  UNL     1      -5.604  -0.603  -1.700  1.00  0.00           H  
HETATM   31  H8  UNL     1      -4.979   0.612   0.403  1.00  0.00           H  
HETATM   32  H9  UNL     1      -5.568  -0.794   1.370  1.00  0.00           H  
HETATM   33  H10 UNL     1      -3.415  -1.176  -0.764  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.060  -2.288   0.423  1.00  0.00           H  
HETATM   35  H12 UNL     1      -3.341  -1.052   2.367  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.241   0.095   2.069  1.00  0.00           H  
HETATM   37  H14 UNL     1      -1.965   0.061  -0.977  1.00  0.00           H  
HETATM   38  H15 UNL     1      -1.172   1.315  -0.058  1.00  0.00           H  
HETATM   39  H16 UNL     1       2.041  -0.532  -0.658  1.00  0.00           H  
HETATM   40  H17 UNL     1       1.762   1.686  -1.736  1.00  0.00           H  
HETATM   41  H18 UNL     1       0.270   2.087  -0.914  1.00  0.00           H  
HETATM   42  H19 UNL     1       1.646   2.090   1.319  1.00  0.00           H  
HETATM   43  H20 UNL     1       2.106   3.334   0.045  1.00  0.00           H  
HETATM   44  H21 UNL     1       3.954   2.564   1.072  1.00  0.00           H  
HETATM   45  H22 UNL     1       3.579   0.833   0.889  1.00  0.00           H  
HETATM   46  H23 UNL     1       3.658   1.425  -1.733  1.00  0.00           H  
HETATM   47  H24 UNL     1       4.160   3.090  -1.152  1.00  0.00           H  
HETATM   48  H25 UNL     1       6.283   2.225  -0.335  1.00  0.00           H  
HETATM   49  H26 UNL     1       6.015   2.015  -2.053  1.00  0.00           H  
HETATM   50  H27 UNL     1       7.196   0.118  -1.158  1.00  0.00           H  
HETATM   51  H28 UNL     1       5.689  -0.318  -1.955  1.00  0.00           H  
HETATM   52  H29 UNL     1       4.576  -0.798   0.072  1.00  0.00           H  
HETATM   53  H30 UNL     1       5.902  -0.009   1.106  1.00  0.00           H  
HETATM   54  H31 UNL     1       6.801  -2.883   1.937  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7    7   35
CONECT    7    8   36
CONECT    8    9   37   38
CONECT    9   10   10   21
CONECT   10   11   39
CONECT   11   12   40   41
CONECT   12   13   42   43
CONECT   13   14   44   45
CONECT   14   15   46   47
CONECT   15   16   48   49
CONECT   16   17   50   51
CONECT   17   18   52   53
CONECT   18   19   19   20
CONECT   20   54
CONECT   21   22   22   23
END

HMDB0005049
     RDKit          3D
10-Nitrolinoleic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -8.1026   -0.5261    0.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4073   -0.1620   -0.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0750   -0.8548   -0.7429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1448   -0.4784    0.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8020   -1.1866    0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9583   -0.7910    1.3509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8277   -0.1734    1.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2994    0.1840   -0.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -0.5023   -0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1199    0.1019   -0.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2116    1.5481   -0.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0459    2.2401    0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4982    1.7653    0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2142    1.9725   -0.9146 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6307    1.6009   -1.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0697    0.1955   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6925   -0.5628    0.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3058   -1.9477    0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0109   -2.2843   -0.7775 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0615   -2.7946    1.2389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0405   -1.9486   -0.1211 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.0478   -2.4704    0.9869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1838   -2.6596   -1.2954 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.9202   -1.6126    0.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6896    0.0793    1.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1865   -0.3979    0.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0674   -0.4356   -1.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2205    0.9459   -0.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2754   -1.9416   -0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6036   -0.6031   -1.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9793    0.6122    0.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5683   -0.7941    1.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4147   -1.1759   -0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0604   -2.2878    0.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3411   -1.0519    2.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2407    0.0955    2.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9651    0.0611   -0.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717    1.3151   -0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0406   -0.5324   -0.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7621    1.6858   -1.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2697    2.0875   -0.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6460    2.0902    1.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1061    3.3335    0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9538    2.5636    1.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5794    0.8328    0.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6585    1.4254   -1.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1599    3.0900   -1.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2834    2.2251   -0.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0146    2.0151   -2.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1961    0.1176   -1.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6888   -0.3182   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5761   -0.7983    0.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9017   -0.0093    1.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8005   -2.8831    1.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  9 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  CHG  2  21   1  23  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10-Nitro-9-cis,12-cis-octadecadienoic acid	Kegg
10-Nitro-9-cis,12-cis-octadecadienoate	Kegg
(9E,12Z)-10-Nitrooctadeca-9,12-dienoic acid	Kegg
(9E,12Z)-10-Nitrooctadeca-9,12-dienoate	Generator
10-Nitrolinoleate	Generator
10-Nitro-9,12-octadecadienoate	HMDB
10-Nitro-9,12-octadecadienoic acid	HMDB
12-Nitro-9,12-octadecadienoate	HMDB
12-Nitro-9,12-octadecadienoic acid	HMDB
LNO2	HMDB
9-Nitrolinoleic acid	HMDB
LNO2 CPD	HMDB
Nitrolinoleic acid	HMDB
10-Nitro,9Z,12Z-octadecadienoate	HMDB

Chemical Formula

C₁₈H₃₁NO₄

Average Molecular Weight

325.443

Monoisotopic Molecular Weight

325.225308485

IUPAC Name

(9E,12Z)-10-nitrooctadeca-9,12-dienoic acid

Traditional Name

9-hode

CAS Registry Number

774603-04-2

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 Key

LELVHAQTWXTCLY-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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic 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 Framework

Aliphatic acyclic compounds

External Descriptors

lipid (CHEBI:34125 )
Nitro fatty acids (C13800 )
Nitro fatty acids (LMFA01120001 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 16227625)

Cellular substructure

Extracellular (HMDB: HMDB0005049)
Membrane (HMDB: HMDB0005049)

Source

Exogenous

Exogenous (HMDB: HMDB0005049)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0005049)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0014 g/L	ALOGPS
logP	5.28	ALOGPS
logP	5.6	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	4.99	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	83.12 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	94.89 m³·mol⁻¹	ChemAxon
Polarizability	38.04 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	187.089	31661259
DarkChem	[M-H]-	188.696	31661259
DeepCCS	[M+H]+	187.823	30932474
DeepCCS	[M-H]-	184.119	30932474
DeepCCS	[M-2H]-	220.347	30932474
DeepCCS	[M+Na]+	196.638	30932474
AllCCS	[M+H]+	187.0	32859911
AllCCS	[M+H-H2O]+	184.2	32859911
AllCCS	[M+NH4]+	189.6	32859911
AllCCS	[M+Na]+	190.4	32859911
AllCCS	[M-H]-	185.8	32859911
AllCCS	[M+Na-2H]-	187.4	32859911
AllCCS	[M+HCOO]-	189.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	10.02 minutes	32390414
Predicted by Siyang on May 30, 2022	22.8945 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.44 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	35.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3236.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	584.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	234.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	328.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	628.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1013.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	851.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	100.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2100.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	655.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1929.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	778.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	483.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	580.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	578.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
10-Nitrolinoleic acid	CCCCC\C=C/C\C(=C/CCCCCCCC(O)=O)[N+]([O-])=O	4024.4	Standard polar	33892256
10-Nitrolinoleic acid	CCCCC\C=C/C\C(=C/CCCCCCCC(O)=O)[N+]([O-])=O	2374.9	Standard non polar	33892256
10-Nitrolinoleic acid	CCCCC\C=C/C\C(=C/CCCCCCCC(O)=O)[N+]([O-])=O	2561.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
10-Nitrolinoleic acid,1TMS,isomer #1	CCCCC/C=C\C/C(=C\CCCCCCCC(=O)O[Si](C)(C)C)[N+](=O)[O-]	2580.9	Semi standard non polar	33892256
10-Nitrolinoleic acid,1TBDMS,isomer #1	CCCCC/C=C\C/C(=C\CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)[N+](=O)[O-]	2827.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 10-Nitrolinoleic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-7590000000-15b51f04c1a46072a059	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 10-Nitrolinoleic acid GC-MS (1 TMS) - 70eV, Positive	splash10-077r-9646000000-20378331671847790b1b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 10-Nitrolinoleic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 10-Nitrolinoleic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Nitrolinoleic acid 10V, Positive-QTOF	splash10-0a4i-0039000000-a0145ec33f7a3be2829d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Nitrolinoleic acid 20V, Positive-QTOF	splash10-066r-3973000000-91a3d8e47d9c6c518ff8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Nitrolinoleic acid 40V, Positive-QTOF	splash10-06rf-9240000000-d685c15c05ff5bdc936e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Nitrolinoleic acid 10V, Negative-QTOF	splash10-05fr-0109000000-30e8f320a0693166640b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Nitrolinoleic acid 20V, Negative-QTOF	splash10-0600-0936000000-5a28718ffca2d1ea0d3d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Nitrolinoleic acid 40V, Negative-QTOF	splash10-0a4i-9320000000-6f461338a4c012622218	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Nitrolinoleic acid 10V, Negative-QTOF	splash10-00dj-3009000000-e77f8aad60e2394da5b1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Nitrolinoleic acid 20V, Negative-QTOF	splash10-0002-9001000000-505f88f8006edd6f8a60	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Nitrolinoleic acid 40V, Negative-QTOF	splash10-0002-9000000000-a0441e6336543cb88423	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Nitrolinoleic acid 10V, Positive-QTOF	splash10-0a6r-1529000000-05090783185a6f4238b9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Nitrolinoleic acid 20V, Positive-QTOF	splash10-0a4i-9557000000-ebb6c7e7374c05b88686	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-Nitrolinoleic acid 40V, Positive-QTOF	splash10-0aor-9200000000-9c5f80591993399939e8	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.079 +/- 0.035 uM	Adult (>18 years old)	Both	Normal	16227625	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023611

KNApSAcK ID

Not Available

Chemspider ID

4445433

KEGG Compound ID

C13800

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282259

PDB ID

LNA

ChEBI ID

34125

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Wright MM, Schopfer FJ, Baker PR, Vidyasagar V, Powell P, Chumley P, Iles KE, Freeman BA, Agarwal A: Fatty acid transduction of nitric oxide signaling: nitrolinoleic acid potently activates endothelial heme oxygenase 1 expression. Proc Natl Acad Sci U S A. 2006 Mar 14;103(11):4299-304. Epub 2006 Mar 6. [PubMed:16537525 ]

Showing metabocard for 10-Nitrolinoleic acid (HMDB0005049)

MOL for HMDB0005049 (10-Nitrolinoleic acid)

3D MOL for HMDB0005049 (10-Nitrolinoleic acid)

3D SDF for HMDB0005049 (10-Nitrolinoleic acid)

3D-SDF for HMDB0005049 (10-Nitrolinoleic acid)

PDB for HMDB0005049 (10-Nitrolinoleic acid)

3D PDB for HMDB0005049 (10-Nitrolinoleic acid)

SMILES for HMDB0005049 (10-Nitrolinoleic acid)

INCHI for HMDB0005049 (10-Nitrolinoleic acid)

Structure for HMDB0005049 (10-Nitrolinoleic acid)

3D Structure for HMDB0005049 (10-Nitrolinoleic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra