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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:50:40 UTC

Update Date

2021-09-26 22:56:09 UTC

HMDB ID

HMDB0246831

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-Nitroxystearic acid

Description

5-Nitroxystearic acid, also known as 5-nitroxystearate or 5NS, 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. Based on a literature review very few articles have been published on 5-Nitroxystearic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5-nitroxystearic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5-Nitroxystearic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0246831
     RDKit          3D
5-Nitroxystearic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
    7.2262    2.3806   -0.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1513    1.5302   -0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7523    0.4741   -1.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6645   -0.4558   -0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0948   -1.1704    0.7445 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1007   -2.1180    1.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8140   -1.6744    1.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8047   -0.9900    1.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3182   -1.7103   -0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3001   -0.9050   -0.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9290   -0.6068   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8410    0.1934   -0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1364    0.6708   -0.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0696   -0.3659    0.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3798   -0.0614    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4411    0.7061    0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1721    2.1350   -0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4234    2.7923   -0.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4387    2.0842   -0.9933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4401    4.1104   -1.2358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4590   -1.2927    0.9358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6361   -2.6625    0.7912 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.8376   -3.4422    1.7144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5756   -3.1493   -0.4918 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.9670    2.6146   -1.7416 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3747    3.3434   -0.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2085    1.8631   -0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6544    1.0373    0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3304    2.1899    0.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6409   -0.1611   -1.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4533    0.9032   -1.9759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7387    0.0973   -0.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4677   -1.2359   -1.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0207   -1.7664    0.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4894   -0.4650    1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0173   -2.9841    0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6583   -2.6428    2.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3391   -2.5291    2.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0542   -0.9506    2.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8885    0.0745    0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8429   -1.0261    1.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410   -2.6763    0.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1802   -1.8593   -0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6811    0.0896   -1.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0619   -1.4307   -1.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3049   -1.5164    0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6134    0.0649    0.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2260    1.0688   -1.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0185   -0.4057   -1.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9355    1.3484    0.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5032    1.4136   -1.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2768   -1.0575   -0.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8020   -1.0855    0.9401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1940    0.3942    1.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2966    0.7401    0.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9742    0.1916   -0.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4223    2.3579   -1.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9850    2.7104    0.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6811    4.8172   -0.5442 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  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
 14 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 20 59  1  0
M  CHG  2  22   1  24  -1
M  END


  Mrv1652309112101502D          

 24 23  0  0  0  0            999 V2000
    9.1855    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6145    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7592    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9026    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    4.4783    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   19.9026    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    3.6533    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  CHG  2  22   1  24  -1
M  END
> <DATABASE_ID>
HMDB0246831

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCC(CCCC(O)=O)O[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H35NO5/c1-2-3-4-5-6-7-8-9-10-11-12-14-17(24-19(22)23)15-13-16-18(20)21/h17H,2-16H2,1H3,(H,20,21)

> <INCHI_KEY>
PJWVTPFASUDOHE-UHFFFAOYSA-N

> <FORMULA>
C18H35NO5

> <MOLECULAR_WEIGHT>
345.48

> <EXACT_MASS>
345.251523231

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
41.13438513481613

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-(nitrooxy)octadecanoic acid

> <ALOGPS_LOGP>
6.22

> <JCHEM_LOGP>
6.457516222000001

> <ALOGPS_LOGS>
-6.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.225692749571369

> <JCHEM_PKA_STRONGEST_BASIC>
-6.081948785009707

> <JCHEM_POLAR_SURFACE_AREA>
89.67

> <JCHEM_REFRACTIVITY>
93.64489999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.26e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(nitrooxy)octadecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246831
     RDKit          3D
5-Nitroxystearic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
    7.2262    2.3806   -0.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1513    1.5302   -0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7523    0.4741   -1.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6645   -0.4558   -0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0948   -1.1704    0.7445 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1007   -2.1180    1.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8140   -1.6744    1.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8047   -0.9900    1.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3182   -1.7103   -0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3001   -0.9050   -0.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9290   -0.6068   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8410    0.1934   -0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1364    0.6708   -0.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0696   -0.3659    0.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3798   -0.0614    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4411    0.7061    0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1721    2.1350   -0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4234    2.7923   -0.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4387    2.0842   -0.9933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4401    4.1104   -1.2358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4590   -1.2927    0.9358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6361   -2.6625    0.7912 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.8376   -3.4422    1.7144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5756   -3.1493   -0.4918 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.9670    2.6146   -1.7416 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3747    3.3434   -0.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2085    1.8631   -0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6544    1.0373    0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3304    2.1899    0.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6409   -0.1611   -1.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4533    0.9032   -1.9759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7387    0.0973   -0.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4677   -1.2359   -1.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0207   -1.7664    0.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4894   -0.4650    1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0173   -2.9841    0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6583   -2.6428    2.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3391   -2.5291    2.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0542   -0.9506    2.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8885    0.0745    0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8429   -1.0261    1.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410   -2.6763    0.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1802   -1.8593   -0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6811    0.0896   -1.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0619   -1.4307   -1.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3049   -1.5164    0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6134    0.0649    0.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2260    1.0688   -1.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0185   -0.4057   -1.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9355    1.3484    0.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5032    1.4136   -1.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2768   -1.0575   -0.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8020   -1.0855    0.9401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1940    0.3942    1.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2966    0.7401    0.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9742    0.1916   -0.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4223    2.3579   -1.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9850    2.7104    0.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6811    4.8172   -0.5442 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  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
 14 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 20 59  1  0
M  CHG  2  22   1  24  -1
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      17.146  11.439   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.480  10.669   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.814  11.439   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.147  10.669   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.481  11.439   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.815  10.669   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.148  11.439   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.482  10.669   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.816  11.439   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.149  10.669   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.483  11.439   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.817  10.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      33.150  11.439   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      34.484  10.669   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      35.818  11.439   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      37.152  10.669   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      38.485  11.439   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      39.819  10.669   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      41.153  11.439   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      39.819   9.129   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      34.484   9.129   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0      35.818   8.359   0.000  0.00  0.00           N+1
HETATM   23  O   UNK     0      37.152   9.129   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      35.818   6.819   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   14   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

COMPND    HMDB0246831
HETATM    1  C1  UNL     1       7.226   2.381  -0.675  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.151   1.530  -0.023  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.752   0.474  -1.006  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.664  -0.456  -0.476  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.095  -1.170   0.744  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.101  -2.118   1.302  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.814  -1.674   1.818  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.805  -0.990   1.009  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.318  -1.710  -0.220  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.300  -0.905  -0.948  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.929  -0.607  -0.081  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.841   0.193  -0.940  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.136   0.671  -0.360  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.070  -0.366   0.011  1.00  0.00           C  
HETATM   15  C15 UNL     1      -5.380  -0.061   0.610  1.00  0.00           C  
HETATM   16  C16 UNL     1      -6.441   0.706   0.010  1.00  0.00           C  
HETATM   17  C17 UNL     1      -6.172   2.135  -0.297  1.00  0.00           C  
HETATM   18  C18 UNL     1      -7.423   2.792  -0.869  1.00  0.00           C  
HETATM   19  O1  UNL     1      -8.439   2.084  -0.993  1.00  0.00           O  
HETATM   20  O2  UNL     1      -7.440   4.110  -1.236  1.00  0.00           O  
HETATM   21  O3  UNL     1      -3.459  -1.293   0.936  1.00  0.00           O  
HETATM   22  N1  UNL     1      -3.636  -2.662   0.791  1.00  0.00           N1+
HETATM   23  O4  UNL     1      -3.838  -3.442   1.714  1.00  0.00           O  
HETATM   24  O5  UNL     1      -3.576  -3.149  -0.492  1.00  0.00           O1-
HETATM   25  H1  UNL     1       6.967   2.615  -1.742  1.00  0.00           H  
HETATM   26  H2  UNL     1       7.375   3.343  -0.149  1.00  0.00           H  
HETATM   27  H3  UNL     1       8.208   1.863  -0.699  1.00  0.00           H  
HETATM   28  H4  UNL     1       6.654   1.037   0.845  1.00  0.00           H  
HETATM   29  H5  UNL     1       5.330   2.190   0.278  1.00  0.00           H  
HETATM   30  H6  UNL     1       6.641  -0.161  -1.203  1.00  0.00           H  
HETATM   31  H7  UNL     1       5.453   0.903  -1.976  1.00  0.00           H  
HETATM   32  H8  UNL     1       3.739   0.097  -0.308  1.00  0.00           H  
HETATM   33  H9  UNL     1       4.468  -1.236  -1.267  1.00  0.00           H  
HETATM   34  H10 UNL     1       6.021  -1.766   0.463  1.00  0.00           H  
HETATM   35  H11 UNL     1       5.489  -0.465   1.534  1.00  0.00           H  
HETATM   36  H12 UNL     1       4.017  -2.984   0.571  1.00  0.00           H  
HETATM   37  H13 UNL     1       4.658  -2.643   2.166  1.00  0.00           H  
HETATM   38  H14 UNL     1       2.339  -2.529   2.430  1.00  0.00           H  
HETATM   39  H15 UNL     1       3.054  -0.951   2.683  1.00  0.00           H  
HETATM   40  H16 UNL     1       1.888   0.075   0.822  1.00  0.00           H  
HETATM   41  H17 UNL     1       0.843  -1.026   1.692  1.00  0.00           H  
HETATM   42  H18 UNL     1       0.841  -2.676   0.065  1.00  0.00           H  
HETATM   43  H19 UNL     1       2.180  -1.859  -0.899  1.00  0.00           H  
HETATM   44  H20 UNL     1       0.681   0.090  -1.268  1.00  0.00           H  
HETATM   45  H21 UNL     1      -0.062  -1.431  -1.836  1.00  0.00           H  
HETATM   46  H22 UNL     1      -1.305  -1.516   0.353  1.00  0.00           H  
HETATM   47  H23 UNL     1      -0.613   0.065   0.775  1.00  0.00           H  
HETATM   48  H24 UNL     1      -1.226   1.069  -1.322  1.00  0.00           H  
HETATM   49  H25 UNL     1      -2.019  -0.406  -1.876  1.00  0.00           H  
HETATM   50  H26 UNL     1      -2.936   1.348   0.541  1.00  0.00           H  
HETATM   51  H27 UNL     1      -3.503   1.414  -1.117  1.00  0.00           H  
HETATM   52  H28 UNL     1      -4.277  -1.058  -0.891  1.00  0.00           H  
HETATM   53  H29 UNL     1      -5.802  -1.085   0.940  1.00  0.00           H  
HETATM   54  H30 UNL     1      -5.194   0.394   1.656  1.00  0.00           H  
HETATM   55  H31 UNL     1      -7.297   0.740   0.779  1.00  0.00           H  
HETATM   56  H32 UNL     1      -6.974   0.192  -0.848  1.00  0.00           H  
HETATM   57  H33 UNL     1      -5.422   2.358  -1.049  1.00  0.00           H  
HETATM   58  H34 UNL     1      -5.985   2.710   0.641  1.00  0.00           H  
HETATM   59  H35 UNL     1      -7.681   4.817  -0.544  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7   36   37
CONECT    7    8   38   39
CONECT    8    9   40   41
CONECT    9   10   42   43
CONECT   10   11   44   45
CONECT   11   12   46   47
CONECT   12   13   48   49
CONECT   13   14   50   51
CONECT   14   15   21   52
CONECT   15   16   53   54
CONECT   16   17   55   56
CONECT   17   18   57   58
CONECT   18   19   19   20
CONECT   20   59
CONECT   21   22
CONECT   22   23   23   24
END

HMDB0246831
     RDKit          3D
5-Nitroxystearic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
    7.2262    2.3806   -0.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1513    1.5302   -0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7523    0.4741   -1.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6645   -0.4558   -0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0948   -1.1704    0.7445 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1007   -2.1180    1.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8140   -1.6744    1.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8047   -0.9900    1.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3182   -1.7103   -0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3001   -0.9050   -0.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9290   -0.6068   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8410    0.1934   -0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1364    0.6708   -0.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0696   -0.3659    0.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3798   -0.0614    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4411    0.7061    0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1721    2.1350   -0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4234    2.7923   -0.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4387    2.0842   -0.9933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4401    4.1104   -1.2358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4590   -1.2927    0.9358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6361   -2.6625    0.7912 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.8376   -3.4422    1.7144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5756   -3.1493   -0.4918 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.9670    2.6146   -1.7416 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3747    3.3434   -0.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2085    1.8631   -0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6544    1.0373    0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3304    2.1899    0.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6409   -0.1611   -1.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4533    0.9032   -1.9759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7387    0.0973   -0.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4677   -1.2359   -1.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0207   -1.7664    0.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4894   -0.4650    1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0173   -2.9841    0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6583   -2.6428    2.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3391   -2.5291    2.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0542   -0.9506    2.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8885    0.0745    0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8429   -1.0261    1.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410   -2.6763    0.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1802   -1.8593   -0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6811    0.0896   -1.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0619   -1.4307   -1.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3049   -1.5164    0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6134    0.0649    0.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2260    1.0688   -1.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0185   -0.4057   -1.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9355    1.3484    0.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5032    1.4136   -1.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2768   -1.0575   -0.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8020   -1.0855    0.9401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1940    0.3942    1.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2966    0.7401    0.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9742    0.1916   -0.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4223    2.3579   -1.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9850    2.7104    0.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6811    4.8172   -0.5442 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  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
 14 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 20 59  1  0
M  CHG  2  22   1  24  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Nitroxystearate	Generator
5-Doxylstearate	HMDB
5-Doxylstearic acid	HMDB
5-Nitroxide stearic acid	HMDB
2-(3-Carboxypropyl)-2-tridecyl-4,4-dimethyl-3-oxazolidinyloxyl	HMDB
5-(4',4'-Dimethyloxazolidine-N-oxyl)stearic acid	HMDB
5NS	HMDB
I(12,3)	HMDB
2-(3-Carboxypropyl)-4,4-dimethyl-2-tridecyl-3-oxazolidynyloxy	HMDB

Chemical Formula

C₁₈H₃₅NO₅

Average Molecular Weight

345.48

Monoisotopic Molecular Weight

345.251523231

IUPAC Name

5-(nitrooxy)octadecanoic acid

Traditional Name

5-(nitrooxy)octadecanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCC(CCCC(O)=O)O[N+]([O-])=O

InChI Identifier

InChI=1S/C18H35NO5/c1-2-3-4-5-6-7-8-9-10-11-12-14-17(24-19(22)23)15-13-16-18(20)21/h17H,2-16H2,1H3,(H,20,21)

InChI Key

PJWVTPFASUDOHE-UHFFFAOYSA-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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Nitro fatty acid
Organic nitrate
Alkyl nitrate
Organic nitric acid or derivatives
Organic nitro compound
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Allyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Organic nitrogen compound
Organic salt
Organic cation
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

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
logP	6.22	ALOGPS
logP	6.46	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	4.23	ChemAxon
pKa (Strongest Basic)	-6.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.67 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	93.64 m³·mol⁻¹	ChemAxon
Polarizability	41.13 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
DeepCCS	[M+H]+	179.469	30932474
DeepCCS	[M-H]-	176.017	30932474
DeepCCS	[M-2H]-	211.116	30932474
DeepCCS	[M+Na]+	187.409	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Nitroxystearic acid	CCCCCCCCCCCCCC(CCCC(O)=O)O[N+]([O-])=O	3830.6	Standard polar	33892256
5-Nitroxystearic acid	CCCCCCCCCCCCCC(CCCC(O)=O)O[N+]([O-])=O	2415.5	Standard non polar	33892256
5-Nitroxystearic acid	CCCCCCCCCCCCCC(CCCC(O)=O)O[N+]([O-])=O	2493.8	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 - 5-Nitroxystearic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ac3-7591000000-5f668669d0e59ec9ed10	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Nitroxystearic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Nitroxystearic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Nitroxystearic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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 but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

20480309

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20980226

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 5-Nitroxystearic acid (HMDB0246831)

MOL for HMDB0246831 (5-Nitroxystearic acid)

3D MOL for HMDB0246831 (5-Nitroxystearic acid)

3D SDF for HMDB0246831 (5-Nitroxystearic acid)

3D-SDF for HMDB0246831 (5-Nitroxystearic acid)

PDB for HMDB0246831 (5-Nitroxystearic acid)

3D PDB for HMDB0246831 (5-Nitroxystearic acid)

SMILES for HMDB0246831 (5-Nitroxystearic acid)

INCHI for HMDB0246831 (5-Nitroxystearic acid)

Structure for HMDB0246831 (5-Nitroxystearic acid)

3D Structure for HMDB0246831 (5-Nitroxystearic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra