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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-12 00:41:17 UTC

Update Date

2021-09-26 23:18:32 UTC

HMDB ID

HMDB0260422

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate

Description

nitro 3,5-dihydroxy-7-{6-hydroxy-2-methyl-8-[(2-methylbutanoyl)oxy]-1,2,6,7,8,8a-hexahydronaphthalen-1-yl}heptanoate belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. Based on a literature review very few articles have been published on nitro 3,5-dihydroxy-7-{6-hydroxy-2-methyl-8-[(2-methylbutanoyl)oxy]-1,2,6,7,8,8a-hexahydronaphthalen-1-yl}heptanoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Nitro (3r,5r)-7-[(1s,2s,6s,8s,8ar)-6-hydroxy-2-methyl-8-[(2s)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate 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


  Mrv1652309122102412D          

 33 34  0  0  0  0            999 V2000
   -2.6048    4.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8748    3.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3347    3.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246    3.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6048    2.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4149    2.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0647    1.7052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3347    0.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1449    0.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4149   -0.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8748   -0.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0647   -0.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7946    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9845    0.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4444   -0.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246   -1.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3657   -0.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9845    2.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1744    2.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3657    2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1758    2.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159    1.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4459    0.9257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261    1.8611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0662    1.2375    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.8763    1.3934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7961    0.4579    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0957    1.3934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0549    3.4627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2251   -0.1657    0.0000 O   0  0  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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  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  2  0  0  0  0
 12 13  1  0  0  0  0
  8 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  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 23 31  1  0  0  0  0
 21 32  1  0  0  0  0
 10 33  1  0  0  0  0
M  CHG  2  28   1  30  -1
M  END

HMDB0260422
     RDKit          3D
Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoy...
 68 69  0  0  0  0  0  0  0  0999 V2000
   -5.1538    4.1309   -0.9471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8688    3.4557   -0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1092    1.9675   -0.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5275    1.4211   -1.8271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9975    1.2551    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0163    1.9577    0.5748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9080   -0.0971    0.3366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7497   -0.6534    0.9976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3478   -1.0993    2.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2127   -2.3141    2.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6255   -3.3729    2.9236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3868   -2.7734    0.8136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4551   -2.6027   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5689   -3.0278   -1.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7510   -2.5753   -2.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6841   -1.6027   -2.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1314   -0.1824   -2.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1892   -1.8544   -0.6446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0238   -1.0489   -0.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6108   -1.2483    0.9802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8619   -0.3925    1.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5414    0.9335    1.0479 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0252   -0.8773    0.4149 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2948   -0.1206    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2412   -0.7810   -0.2648 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2536    1.3032    0.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6141    1.9211    0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0556    1.9537    1.4427 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3598    2.4352   -0.7783 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5917    2.9764   -0.4614 N   0  0  0  0  0  4  0  0  0  0  0  0
    8.6072    3.8538    0.4278 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7606    2.5954   -1.0704 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.2398   -1.8899    0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1965    4.2033   -2.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1556    5.1868   -0.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0050    3.5946   -0.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0243    3.7201   -1.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5869    3.7435    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9990    1.8310    0.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4854    1.9481   -2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7941    1.6405   -2.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7955    0.3469   -1.7671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0415    0.1337    1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5324   -1.2136    3.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752   -0.2494    2.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2072   -2.1350    2.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9170   -4.2127    2.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2872   -3.2666    0.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3375   -3.7303   -1.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8009   -2.8657   -3.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1590   -1.7871   -2.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7711    0.5514   -1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2381   -0.2244   -2.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8019    0.1883   -3.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1955   -2.9327   -0.7070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9498    0.0229   -0.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219   -1.4309   -1.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8640   -1.0912    1.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9274   -2.3265    1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1018   -0.5166    2.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3487    1.2419    0.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2438   -1.9236    0.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7437   -1.0027   -0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6972   -0.1349    1.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2300   -1.7339   -0.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5749    1.9390    0.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0432    1.3962   -1.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8677   -2.5567    1.2156 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 18 33  1  0
 33  8  1  0
 33 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  4 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 12 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 22 61  1  0
 23 62  1  0
 23 63  1  0
 24 64  1  0
 25 65  1  0
 26 66  1  0
 26 67  1  0
 33 68  1  0
M  CHG  2  30   1  32  -1
M  END


  Mrv1652309122102412D          

 33 34  0  0  0  0            999 V2000
   -2.6048    4.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8748    3.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3347    3.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246    3.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6048    2.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4149    2.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0647    1.7052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3347    0.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1449    0.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4149   -0.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8748   -0.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0647   -0.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7946    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9845    0.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7145   -0.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246   -1.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3657   -0.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2546    1.8611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7159    1.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4459    0.9257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261    1.8611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0662    1.2375    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.8763    1.3934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7961    0.4579    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0957    1.3934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0549    3.4627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2251   -0.1657    0.0000 O   0  0  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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  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  2  0  0  0  0
 12 13  1  0  0  0  0
  8 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  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 23 31  1  0  0  0  0
 21 32  1  0  0  0  0
 10 33  1  0  0  0  0
M  CHG  2  28   1  30  -1
M  END
> <DATABASE_ID>
HMDB0260422

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(C)C(=O)OC1CC(O)C=C2C=CC(C)C(CCC(O)CC(O)CC(=O)O[N+]([O-])=O)C12

> <INCHI_IDENTIFIER>
InChI=1S/C23H35NO9/c1-4-13(2)23(29)32-20-11-17(26)9-15-6-5-14(3)19(22(15)20)8-7-16(25)10-18(27)12-21(28)33-24(30)31/h5-6,9,13-14,16-20,22,25-27H,4,7-8,10-12H2,1-3H3

> <INCHI_KEY>
GNRWUPAWYAMXJQ-UHFFFAOYSA-N

> <FORMULA>
C23H35NO9

> <MOLECULAR_WEIGHT>
469.531

> <EXACT_MASS>
469.231181711

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
48.729788517231995

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
nitro 3,5-dihydroxy-7-{6-hydroxy-2-methyl-8-[(2-methylbutanoyl)oxy]-1,2,6,7,8,8a-hexahydronaphthalen-1-yl}heptanoate

> <ALOGPS_LOGP>
1.47

> <JCHEM_LOGP>
1.8153071473333342

> <ALOGPS_LOGS>
-4.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.972685020378869

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.450795549906747

> <JCHEM_PKA_STRONGEST_BASIC>
-2.721466819263328

> <JCHEM_POLAR_SURFACE_AREA>
156.43

> <JCHEM_REFRACTIVITY>
119.57449999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.54e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nitro 3,5-dihydroxy-7-{6-hydroxy-2-methyl-8-[(2-methylbutanoyl)oxy]-1,2,6,7,8,8a-hexahydronaphthalen-1-yl}heptanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0260422
     RDKit          3D
Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoy...
 68 69  0  0  0  0  0  0  0  0999 V2000
   -5.1538    4.1309   -0.9471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8688    3.4557   -0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1092    1.9675   -0.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5275    1.4211   -1.8271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9975    1.2551    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0163    1.9577    0.5748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9080   -0.0971    0.3366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7497   -0.6534    0.9976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3478   -1.0993    2.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2127   -2.3141    2.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6255   -3.3729    2.9236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3868   -2.7734    0.8136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4551   -2.6027   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5689   -3.0278   -1.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7510   -2.5753   -2.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6841   -1.6027   -2.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1314   -0.1824   -2.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1892   -1.8544   -0.6446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0238   -1.0489   -0.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6108   -1.2483    0.9802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8619   -0.3925    1.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5414    0.9335    1.0479 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0252   -0.8773    0.4149 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2948   -0.1206    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2412   -0.7810   -0.2648 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2536    1.3032    0.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6141    1.9211    0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0556    1.9537    1.4427 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3598    2.4352   -0.7783 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5917    2.9764   -0.4614 N   0  0  0  0  0  4  0  0  0  0  0  0
    8.6072    3.8538    0.4278 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7606    2.5954   -1.0704 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.2398   -1.8899    0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1965    4.2033   -2.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1556    5.1868   -0.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0050    3.5946   -0.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0243    3.7201   -1.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5869    3.7435    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9990    1.8310    0.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4854    1.9481   -2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7941    1.6405   -2.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7955    0.3469   -1.7671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0415    0.1337    1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5324   -1.2136    3.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752   -0.2494    2.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2072   -2.1350    2.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9170   -4.2127    2.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2872   -3.2666    0.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3375   -3.7303   -1.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8009   -2.8657   -3.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1590   -1.7871   -2.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7711    0.5514   -1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2381   -0.2244   -2.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8019    0.1883   -3.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1955   -2.9327   -0.7070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9498    0.0229   -0.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219   -1.4309   -1.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8640   -1.0912    1.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9274   -2.3265    1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1018   -0.5166    2.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3487    1.2419    0.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2438   -1.9236    0.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7437   -1.0027   -0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6972   -0.1349    1.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2300   -1.7339   -0.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5749    1.9390    0.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0432    1.3962   -1.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8677   -2.5567    1.2156 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 18 33  1  0
 33  8  1  0
 33 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  4 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 12 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 22 61  1  0
 23 62  1  0
 23 63  1  0
 24 64  1  0
 25 65  1  0
 26 66  1  0
 26 67  1  0
 33 68  1  0
M  CHG  2  30   1  32  -1
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  C   UNK     0      -4.862   8.422   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.366   6.967   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.358   5.802   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.846   6.093   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.862   4.347   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -6.375   4.056   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -3.854   3.183   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.358   1.728   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.870   1.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.375  -0.018   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.366  -1.182   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.854  -0.891   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.350   0.564   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.838   0.855   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.830  -0.309   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334  -1.764   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.846  -2.055   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.683  -0.018   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.342   3.474   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.838   4.929   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.326   5.220   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.683   4.056   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.195   4.347   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.203   3.183   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.699   1.728   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.715   3.474   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0       5.723   2.310   0.000  0.00  0.00           N+1
HETATM   29  O   UNK     0       7.236   2.601   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.219   0.855   0.000  0.00  0.00           O-1
HETATM   31  O   UNK     0       0.179   2.601   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -1.969   6.464   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -7.887  -0.309   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   33                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12    8   14                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15                                                            
CONECT   19   14   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   32                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   31                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   23                                                            
CONECT   32   21                                                            
CONECT   33   10                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

COMPND    HMDB0260422
HETATM    1  C1  UNL     1      -5.154   4.131  -0.947  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.869   3.456  -0.535  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.109   1.968  -0.500  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.527   1.421  -1.827  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.997   1.255   0.146  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.016   1.958   0.575  1.00  0.00           O  
HETATM    7  O2  UNL     1      -2.908  -0.097   0.337  1.00  0.00           O  
HETATM    8  C6  UNL     1      -1.750  -0.653   0.998  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.348  -1.099   2.360  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.213  -2.314   2.194  1.00  0.00           C  
HETATM   11  O3  UNL     1      -2.625  -3.373   2.924  1.00  0.00           O  
HETATM   12  C9  UNL     1      -3.387  -2.773   0.814  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.455  -2.603  -0.134  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.569  -3.028  -1.494  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.751  -2.575  -2.423  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.684  -1.603  -2.054  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.131  -0.182  -2.291  1.00  0.00           C  
HETATM   18  C15 UNL     1      -0.189  -1.854  -0.645  1.00  0.00           C  
HETATM   19  C16 UNL     1       1.024  -1.049  -0.401  1.00  0.00           C  
HETATM   20  C17 UNL     1       1.611  -1.248   0.980  1.00  0.00           C  
HETATM   21  C18 UNL     1       2.862  -0.392   1.200  1.00  0.00           C  
HETATM   22  O4  UNL     1       2.541   0.934   1.048  1.00  0.00           O  
HETATM   23  C19 UNL     1       4.025  -0.877   0.415  1.00  0.00           C  
HETATM   24  C20 UNL     1       5.295  -0.121   0.563  1.00  0.00           C  
HETATM   25  O5  UNL     1       6.241  -0.781  -0.265  1.00  0.00           O  
HETATM   26  C21 UNL     1       5.254   1.303   0.044  1.00  0.00           C  
HETATM   27  C22 UNL     1       6.614   1.921   0.270  1.00  0.00           C  
HETATM   28  O6  UNL     1       7.056   1.954   1.443  1.00  0.00           O  
HETATM   29  O7  UNL     1       7.360   2.435  -0.778  1.00  0.00           O  
HETATM   30  N1  UNL     1       8.592   2.976  -0.461  1.00  0.00           N1+
HETATM   31  O8  UNL     1       8.607   3.854   0.428  1.00  0.00           O  
HETATM   32  O9  UNL     1       9.761   2.595  -1.070  1.00  0.00           O1-
HETATM   33  C23 UNL     1      -1.240  -1.890   0.376  1.00  0.00           C  
HETATM   34  H1  UNL     1      -5.197   4.203  -2.046  1.00  0.00           H  
HETATM   35  H2  UNL     1      -5.156   5.187  -0.557  1.00  0.00           H  
HETATM   36  H3  UNL     1      -6.005   3.595  -0.503  1.00  0.00           H  
HETATM   37  H4  UNL     1      -3.024   3.720  -1.198  1.00  0.00           H  
HETATM   38  H5  UNL     1      -3.587   3.744   0.520  1.00  0.00           H  
HETATM   39  H6  UNL     1      -4.999   1.831   0.185  1.00  0.00           H  
HETATM   40  H7  UNL     1      -5.485   1.948  -2.097  1.00  0.00           H  
HETATM   41  H8  UNL     1      -3.794   1.640  -2.630  1.00  0.00           H  
HETATM   42  H9  UNL     1      -4.795   0.347  -1.767  1.00  0.00           H  
HETATM   43  H10 UNL     1      -1.041   0.134   1.263  1.00  0.00           H  
HETATM   44  H11 UNL     1      -1.532  -1.214   3.089  1.00  0.00           H  
HETATM   45  H12 UNL     1      -2.975  -0.249   2.693  1.00  0.00           H  
HETATM   46  H13 UNL     1      -4.207  -2.135   2.638  1.00  0.00           H  
HETATM   47  H14 UNL     1      -2.917  -4.213   2.493  1.00  0.00           H  
HETATM   48  H15 UNL     1      -4.287  -3.267   0.525  1.00  0.00           H  
HETATM   49  H16 UNL     1      -3.338  -3.730  -1.769  1.00  0.00           H  
HETATM   50  H17 UNL     1      -1.801  -2.866  -3.461  1.00  0.00           H  
HETATM   51  H18 UNL     1       0.159  -1.787  -2.747  1.00  0.00           H  
HETATM   52  H19 UNL     1      -0.771   0.551  -1.577  1.00  0.00           H  
HETATM   53  H20 UNL     1      -2.238  -0.224  -2.373  1.00  0.00           H  
HETATM   54  H21 UNL     1      -0.802   0.188  -3.308  1.00  0.00           H  
HETATM   55  H22 UNL     1       0.196  -2.933  -0.707  1.00  0.00           H  
HETATM   56  H23 UNL     1       0.950   0.023  -0.663  1.00  0.00           H  
HETATM   57  H24 UNL     1       1.822  -1.431  -1.109  1.00  0.00           H  
HETATM   58  H25 UNL     1       0.864  -1.091   1.760  1.00  0.00           H  
HETATM   59  H26 UNL     1       1.927  -2.327   1.096  1.00  0.00           H  
HETATM   60  H27 UNL     1       3.102  -0.517   2.306  1.00  0.00           H  
HETATM   61  H28 UNL     1       2.349   1.242   0.148  1.00  0.00           H  
HETATM   62  H29 UNL     1       4.244  -1.924   0.775  1.00  0.00           H  
HETATM   63  H30 UNL     1       3.744  -1.003  -0.654  1.00  0.00           H  
HETATM   64  H31 UNL     1       5.697  -0.135   1.570  1.00  0.00           H  
HETATM   65  H32 UNL     1       6.230  -1.734  -0.033  1.00  0.00           H  
HETATM   66  H33 UNL     1       4.575   1.939   0.667  1.00  0.00           H  
HETATM   67  H34 UNL     1       5.043   1.396  -1.020  1.00  0.00           H  
HETATM   68  H35 UNL     1      -0.868  -2.557   1.216  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37   38
CONECT    3    4    5   39
CONECT    4   40   41   42
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   33   43
CONECT    9   10   44   45
CONECT   10   11   12   46
CONECT   11   47
CONECT   12   13   13   48
CONECT   13   14   33
CONECT   14   15   15   49
CONECT   15   16   50
CONECT   16   17   18   51
CONECT   17   52   53   54
CONECT   18   19   33   55
CONECT   19   20   56   57
CONECT   20   21   58   59
CONECT   21   22   23   60
CONECT   22   61
CONECT   23   24   62   63
CONECT   24   25   26   64
CONECT   25   65
CONECT   26   27   66   67
CONECT   27   28   28   29
CONECT   29   30
CONECT   30   31   31   32
CONECT   33   68
END

HMDB0260422
     RDKit          3D
Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoy...
 68 69  0  0  0  0  0  0  0  0999 V2000
   -5.1538    4.1309   -0.9471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8688    3.4557   -0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1092    1.9675   -0.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5275    1.4211   -1.8271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9975    1.2551    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0163    1.9577    0.5748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9080   -0.0971    0.3366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7497   -0.6534    0.9976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3478   -1.0993    2.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2127   -2.3141    2.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6255   -3.3729    2.9236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3868   -2.7734    0.8136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4551   -2.6027   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5689   -3.0278   -1.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7510   -2.5753   -2.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6841   -1.6027   -2.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1314   -0.1824   -2.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1892   -1.8544   -0.6446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0238   -1.0489   -0.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6108   -1.2483    0.9802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8619   -0.3925    1.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5414    0.9335    1.0479 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0252   -0.8773    0.4149 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2948   -0.1206    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2412   -0.7810   -0.2648 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2536    1.3032    0.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6141    1.9211    0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0556    1.9537    1.4427 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3598    2.4352   -0.7783 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5917    2.9764   -0.4614 N   0  0  0  0  0  4  0  0  0  0  0  0
    8.6072    3.8538    0.4278 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7606    2.5954   -1.0704 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.2398   -1.8899    0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1965    4.2033   -2.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1556    5.1868   -0.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0050    3.5946   -0.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0243    3.7201   -1.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5869    3.7435    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9990    1.8310    0.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4854    1.9481   -2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7941    1.6405   -2.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7955    0.3469   -1.7671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0415    0.1337    1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5324   -1.2136    3.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752   -0.2494    2.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2072   -2.1350    2.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9170   -4.2127    2.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2872   -3.2666    0.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3375   -3.7303   -1.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8009   -2.8657   -3.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1590   -1.7871   -2.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7711    0.5514   -1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2381   -0.2244   -2.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8019    0.1883   -3.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1955   -2.9327   -0.7070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9498    0.0229   -0.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219   -1.4309   -1.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8640   -1.0912    1.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9274   -2.3265    1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1018   -0.5166    2.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3487    1.2419    0.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2438   -1.9236    0.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7437   -1.0027   -0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6972   -0.1349    1.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2300   -1.7339   -0.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5749    1.9390    0.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0432    1.3962   -1.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8677   -2.5567    1.2156 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 18 33  1  0
 33  8  1  0
 33 13  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  4 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 12 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 22 61  1  0
 23 62  1  0
 23 63  1  0
 24 64  1  0
 25 65  1  0
 26 66  1  0
 26 67  1  0
 33 68  1  0
M  CHG  2  30   1  32  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Nitro 3,5-dihydroxy-7-{6-hydroxy-2-methyl-8-[(2-methylbutanoyl)oxy]-1,2,6,7,8,8a-hexahydronaphthalen-1-yl}heptanoic acid	Generator
Nitro (3R,5R)-7-[(1S,2S,6S,8S,8ar)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid	Generator

Chemical Formula

C₂₃H₃₅NO₉

Average Molecular Weight

469.531

Monoisotopic Molecular Weight

469.231181711

IUPAC Name

nitro 3,5-dihydroxy-7-{6-hydroxy-2-methyl-8-[(2-methylbutanoyl)oxy]-1,2,6,7,8,8a-hexahydronaphthalen-1-yl}heptanoate

Traditional Name

nitro 3,5-dihydroxy-7-{6-hydroxy-2-methyl-8-[(2-methylbutanoyl)oxy]-1,2,6,7,8,8a-hexahydronaphthalen-1-yl}heptanoate

CAS Registry Number

Not Available

SMILES

CCC(C)C(=O)OC1CC(O)C=C2C=CC(C)C(CCC(O)CC(O)CC(=O)O[N+]([O-])=O)C12

InChI Identifier

InChI=1S/C23H35NO9/c1-4-13(2)23(29)32-20-11-17(26)9-15-6-5-14(3)19(22(15)20)8-7-16(25)10-18(27)12-21(28)33-24(30)31/h5-6,9,13-14,16-20,22,25-27H,4,7-8,10-12H2,1-3H3

InChI Key

GNRWUPAWYAMXJQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Beta hydroxy acids and derivatives

Direct Parent

Beta hydroxy acids and derivatives

Alternative Parents

Substituents

Fatty acid ester
Beta-hydroxy acid
Acyl nitrate
Fatty acyl
Dicarboxylic acid or derivatives
Organic nitrate
Organic nitro compound
Secondary alcohol
Organic nitric acid or derivatives
Carboxylic acid salt
Carboxylic acid ester
Organic 1,3-dipolar compound
Allyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Organic zwitterion
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

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	1.47	ALOGPS
logP	1.82	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	14.45	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	156.43 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	119.57 m³·mol⁻¹	ChemAxon
Polarizability	48.73 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
AllCCS	[M+H]+	213.974	32859911
AllCCS	[M+H-H2O]+	212.138	32859911
AllCCS	[M+Na]+	216.126	32859911
AllCCS	[M+NH4]+	215.649	32859911
AllCCS	[M-H]-	207.614	32859911
AllCCS	[M+Na-2H]-	209.425	32859911
AllCCS	[M+HCOO]-	211.567	32859911
DeepCCS	[M-2H]-	244.469	30932474
DeepCCS	[M+Na]+	220.032	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate	CCC(C)C(=O)OC1CC(O)C=C2C=CC(C)C(CCC(O)CC(O)CC(=O)O[N+]([O-])=O)C12	4491.6	Standard polar	33892256
Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate	CCC(C)C(=O)OC1CC(O)C=C2C=CC(C)C(CCC(O)CC(O)CC(=O)O[N+]([O-])=O)C12	2895.7	Standard non polar	33892256
Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate	CCC(C)C(=O)OC1CC(O)C=C2C=CC(C)C(CCC(O)CC(O)CC(=O)O[N+]([O-])=O)C12	3351.1	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 - Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zg0-5169500000-4c7093245664221ea966	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-05	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate (HMDB0260422)

MOL for HMDB0260422 (Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate)

3D MOL for HMDB0260422 (Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate)

3D SDF for HMDB0260422 (Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate)

3D-SDF for HMDB0260422 (Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate)

PDB for HMDB0260422 (Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate)

3D PDB for HMDB0260422 (Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate)

SMILES for HMDB0260422 (Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate)

INCHI for HMDB0260422 (Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate)

Structure for HMDB0260422 (Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate)

3D Structure for HMDB0260422 (Nitro (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra