NP-MRD: Showing NP-Card for kirilowin A (NP0028892)

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Record Information

Version

2.0

Created at

2021-06-19 20:39:41 UTC

Updated at

2021-06-29 23:55:56 UTC

NP-MRD ID

NP0028892

Secondary Accession Numbers

None

Natural Product Identification

Common Name

kirilowin A

Provided By

JEOL Database JEOL Logo

Description

kirilowin A is found in Indigofera kirilowii. kirilowin A was first documented in 2005 (PMID: 16378376). Based on a literature review very few articles have been published on Kirilowin A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122393D          

 60 60  0  0  0  0            999 V2000
    6.5056   -0.8535   -1.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1811   -0.7228   -1.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2643   -1.0075   -0.4993 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5963   -1.3732    0.6161 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9974   -0.7858   -0.9209 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9683   -1.0213    0.0634 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9337    0.0731    1.1465 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7444    1.3526    0.5635 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8824   -0.1891    2.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4225   -0.1529    1.4683 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4469   -0.3789    2.5937 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2613    0.5740    3.6640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7136    1.8303    3.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163    2.1854    2.4210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3910    2.7342    4.5806 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1039    2.8491    4.8009 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7116    3.6045    3.6573 N   0  3  0  0  0  4  0  0  0  0  0  0
    0.5324    4.8275    3.6363 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3553    2.9535    2.8239 O   0  5  0  0  0  1  0  0  0  0  0  0
   -0.5395   -1.2089    0.3578 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7728   -1.0452   -0.3833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7976   -1.8739   -0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8136   -2.6632    0.8617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9327   -1.7037   -1.0423 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2152   -3.0162   -1.7435 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0617   -3.3303   -2.6483 N   0  3  0  0  0  4  0  0  0  0  0  0
   -2.1955   -4.1007   -2.2188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0464   -2.7792   -3.7550 O   0  5  0  0  0  1  0  0  0  0  0  0
    0.6114   -1.0618   -0.6532 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5726   -2.2300   -1.5192 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8590   -2.0320   -2.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0618   -0.9521   -3.3662 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8865   -3.3439   -3.5669 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9110   -3.3087   -4.6864 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2862   -3.0789   -4.1258 N   0  3  0  0  0  4  0  0  0  0  0  0
    4.0007   -2.2523   -4.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6233   -3.7557   -3.1459 O   0  5  0  0  0  1  0  0  0  0  0  0
    7.1734   -0.6524   -2.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9478   -1.1702   -0.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7430   -0.4142   -2.5625 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1366   -2.0058    0.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8750    0.0995    1.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8812    1.9920    1.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5914    0.8473    1.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2959   -1.3656    3.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4805   -0.3286    2.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8790    2.3233    5.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8471    3.7132    4.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6108    1.8810    4.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3311    3.4241    5.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4785   -2.2190    0.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8074   -1.3741   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7002   -0.9076   -1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3291   -3.8589   -1.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1047   -2.9510   -2.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4547   -0.1564   -1.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1068   -4.1557   -2.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101   -3.5204   -3.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7116   -2.5068   -5.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9585   -4.2644   -5.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  1  0  0  0  0
 20 21  1  0  0  0  0
 29 30  1  0  0  0  0
  6  5  1  0  0  0  0
 11 12  1  0  0  0  0
 34 35  1  0  0  0  0
  2  1  2  3  0  0  0
 31 32  2  0  0  0  0
 15 16  1  0  0  0  0
 13 14  2  0  0  0  0
  2  3  1  0  0  0  0
 22 23  2  0  0  0  0
 25 26  1  0  0  0  0
 16 17  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
 22 24  1  0  0  0  0
 30 31  1  0  0  0  0
 12 13  1  0  0  0  0
 31 33  1  0  0  0  0
 21 22  1  0  0  0  0
 33 34  1  0  0  0  0
 13 15  1  0  0  0  0
 17 19  1  0  0  0  0
 17 18  2  0  0  0  0
 24 25  1  0  0  0  0
  7  6  1  0  0  0  0
  6 29  1  0  0  0  0
 35 37  1  0  0  0  0
 35 36  2  0  0  0  0
 29 20  1  0  0  0  0
 20 10  1  0  0  0  0
 10  9  1  0  0  0  0
 26 28  1  0  0  0  0
 26 27  2  0  0  0  0
  7  8  1  0  0  0  0
 10 11  1  0  0  0  0
 24 52  1  0  0  0  0
 24 53  1  0  0  0  0
 25 54  1  0  0  0  0
 25 55  1  0  0  0  0
 15 47  1  0  0  0  0
 15 48  1  0  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
 33 57  1  0  0  0  0
 33 58  1  0  0  0  0
 34 59  1  0  0  0  0
 34 60  1  0  0  0  0
  2 40  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  8 43  1  0  0  0  0
  7 42  1  1  0  0  0
 20 51  1  1  0  0  0
 29 56  1  6  0  0  0
  6 41  1  1  0  0  0
 11 45  1  0  0  0  0
 11 46  1  0  0  0  0
 10 44  1  6  0  0  0
M  CHG  6  17   1  19  -1  26   1  28  -1  35   1  37  -1
M  END

     RDKit          3D

 60 60  0  0  0  0  0  0  0  0999 V2000
    6.5056   -0.8535   -1.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1811   -0.7228   -1.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2643   -1.0075   -0.4993 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5963   -1.3732    0.6161 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9974   -0.7858   -0.9209 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9683   -1.0213    0.0634 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9337    0.0731    1.1465 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7444    1.3526    0.5635 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8824   -0.1891    2.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4225   -0.1529    1.4683 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4469   -0.3789    2.5937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2613    0.5740    3.6640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7136    1.8303    3.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163    2.1854    2.4210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3910    2.7342    4.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1039    2.8491    4.8009 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7116    3.6045    3.6573 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.5324    4.8275    3.6363 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3553    2.9535    2.8239 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.5395   -1.2089    0.3578 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7728   -1.0452   -0.3833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7976   -1.8739   -0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8136   -2.6632    0.8617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9327   -1.7037   -1.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2152   -3.0162   -1.7435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0617   -3.3303   -2.6483 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.1955   -4.1007   -2.2188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0464   -2.7792   -3.7550 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.6114   -1.0618   -0.6532 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5726   -2.2300   -1.5192 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8590   -2.0320   -2.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0618   -0.9521   -3.3662 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8865   -3.3439   -3.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9110   -3.3087   -4.6864 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2862   -3.0789   -4.1258 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.0007   -2.2523   -4.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6233   -3.7557   -3.1459 O   0  0  0  0  0  1  0  0  0  0  0  0
    7.1734   -0.6524   -2.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9478   -1.1702   -0.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7430   -0.4142   -2.5625 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1366   -2.0058    0.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8750    0.0995    1.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8812    1.9920    1.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5914    0.8473    1.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2959   -1.3656    3.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4805   -0.3286    2.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8790    2.3233    5.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8471    3.7132    4.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6108    1.8810    4.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3311    3.4241    5.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4785   -2.2190    0.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8074   -1.3741   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7002   -0.9076   -1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3291   -3.8589   -1.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1047   -2.9510   -2.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4547   -0.1564   -1.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1068   -4.1557   -2.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101   -3.5204   -3.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7116   -2.5068   -5.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9585   -4.2644   -5.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  1  0
 20 21  1  0
 29 30  1  0
  6  5  1  0
 11 12  1  0
 34 35  1  0
  2  1  2  3
 31 32  2  0
 15 16  1  0
 13 14  2  0
  2  3  1  0
 22 23  2  0
 25 26  1  0
 16 17  1  0
  3  4  2  0
  3  5  1  0
 22 24  1  0
 30 31  1  0
 12 13  1  0
 31 33  1  0
 21 22  1  0
 33 34  1  0
 13 15  1  0
 17 19  1  0
 17 18  2  0
 24 25  1  0
  7  6  1  0
  6 29  1  0
 35 37  1  0
 35 36  2  0
 29 20  1  0
 20 10  1  0
 10  9  1  0
 26 28  1  0
 26 27  2  0
  7  8  1  0
 10 11  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 33 57  1  0
 33 58  1  0
 34 59  1  0
 34 60  1  0
  2 40  1  0
  1 38  1  0
  1 39  1  0
  8 43  1  0
  7 42  1  1
 20 51  1  1
 29 56  1  6
  6 41  1  1
 11 45  1  0
 11 46  1  0
 10 44  1  6
M  CHG  6  17   1  19  -1  26   1  28  -1  35   1  37  -1
M  END


  Mrv1652306192122393D          

 60 60  0  0  0  0            999 V2000
    6.5056   -0.8535   -1.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1811   -0.7228   -1.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2643   -1.0075   -0.4993 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5963   -1.3732    0.6161 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9974   -0.7858   -0.9209 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9683   -1.0213    0.0634 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9337    0.0731    1.1465 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7444    1.3526    0.5635 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8824   -0.1891    2.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4225   -0.1529    1.4683 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4469   -0.3789    2.5937 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2613    0.5740    3.6640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7136    1.8303    3.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163    2.1854    2.4210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3910    2.7342    4.5806 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1039    2.8491    4.8009 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7116    3.6045    3.6573 N   0  3  0  0  0  4  0  0  0  0  0  0
    0.5324    4.8275    3.6363 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3553    2.9535    2.8239 O   0  5  0  0  0  1  0  0  0  0  0  0
   -0.5395   -1.2089    0.3578 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7728   -1.0452   -0.3833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7976   -1.8739   -0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8136   -2.6632    0.8617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9327   -1.7037   -1.0423 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2152   -3.0162   -1.7435 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0617   -3.3303   -2.6483 N   0  3  0  0  0  4  0  0  0  0  0  0
   -2.1955   -4.1007   -2.2188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0464   -2.7792   -3.7550 O   0  5  0  0  0  1  0  0  0  0  0  0
    0.6114   -1.0618   -0.6532 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5726   -2.2300   -1.5192 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8590   -2.0320   -2.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0618   -0.9521   -3.3662 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8865   -3.3439   -3.5669 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9110   -3.3087   -4.6864 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2862   -3.0789   -4.1258 N   0  3  0  0  0  4  0  0  0  0  0  0
    4.0007   -2.2523   -4.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6233   -3.7557   -3.1459 O   0  5  0  0  0  1  0  0  0  0  0  0
    7.1734   -0.6524   -2.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9478   -1.1702   -0.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7430   -0.4142   -2.5625 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1366   -2.0058    0.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8750    0.0995    1.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8812    1.9920    1.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5914    0.8473    1.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2959   -1.3656    3.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4805   -0.3286    2.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8790    2.3233    5.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8471    3.7132    4.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6108    1.8810    4.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3311    3.4241    5.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4785   -2.2190    0.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8074   -1.3741   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7002   -0.9076   -1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3291   -3.8589   -1.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1047   -2.9510   -2.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4547   -0.1564   -1.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1068   -4.1557   -2.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101   -3.5204   -3.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7116   -2.5068   -5.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9585   -4.2644   -5.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  1  0  0  0  0
 20 21  1  0  0  0  0
 29 30  1  0  0  0  0
  6  5  1  0  0  0  0
 11 12  1  0  0  0  0
 34 35  1  0  0  0  0
  2  1  2  3  0  0  0
 31 32  2  0  0  0  0
 15 16  1  0  0  0  0
 13 14  2  0  0  0  0
  2  3  1  0  0  0  0
 22 23  2  0  0  0  0
 25 26  1  0  0  0  0
 16 17  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
 22 24  1  0  0  0  0
 30 31  1  0  0  0  0
 12 13  1  0  0  0  0
 31 33  1  0  0  0  0
 21 22  1  0  0  0  0
 33 34  1  0  0  0  0
 13 15  1  0  0  0  0
 17 19  1  0  0  0  0
 17 18  2  0  0  0  0
 24 25  1  0  0  0  0
  7  6  1  0  0  0  0
  6 29  1  0  0  0  0
 35 37  1  0  0  0  0
 35 36  2  0  0  0  0
 29 20  1  0  0  0  0
 20 10  1  0  0  0  0
 10  9  1  0  0  0  0
 26 28  1  0  0  0  0
 26 27  2  0  0  0  0
  7  8  1  0  0  0  0
 10 11  1  0  0  0  0
 24 52  1  0  0  0  0
 24 53  1  0  0  0  0
 25 54  1  0  0  0  0
 25 55  1  0  0  0  0
 15 47  1  0  0  0  0
 15 48  1  0  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
 33 57  1  0  0  0  0
 33 58  1  0  0  0  0
 34 59  1  0  0  0  0
 34 60  1  0  0  0  0
  2 40  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  8 43  1  0  0  0  0
  7 42  1  1  0  0  0
 20 51  1  1  0  0  0
 29 56  1  6  0  0  0
  6 41  1  1  0  0  0
 11 45  1  0  0  0  0
 11 46  1  0  0  0  0
 10 44  1  6  0  0  0
M  CHG  6  17   1  19  -1  26   1  28  -1  35   1  37  -1
M  END
> <DATABASE_ID>
NP0028892

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])O[C@]([H])(C([H])([H])OC(=O)C([H])([H])C([H])([H])[N+]([O-])=O)[C@@]([H])(OC(=O)C([H])([H])C([H])([H])[N+]([O-])=O)[C@]([H])(OC(=O)C([H])([H])C([H])([H])[N+]([O-])=O)[C@@]1([H])OC(=O)C([H])=C([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H23N3O16/c1-2-11(22)35-17-16(37-14(25)5-8-21(31)32)15(36-13(24)4-7-20(29)30)10(34-18(17)26)9-33-12(23)3-6-19(27)28/h2,10,15-18,26H,1,3-9H2/t10-,15-,16+,17-,18+/m1/s1

> <INCHI_KEY>
IUZMPVCSOLDVAB-XJWTZCLFSA-N

> <FORMULA>
C18H23N3O16

> <MOLECULAR_WEIGHT>
537.387

> <EXACT_MASS>
537.107831673

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
46.386872426752184

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(3-{[(2S,3R,4S,5R,6R)-2-hydroxy-5-[(3-nitropropanoyl)oxy]-6-{[(3-nitropropanoyl)oxy]methyl}-3-(prop-2-enoyloxy)oxan-4-yl]oxy}-3-oxopropyl)nitro]-lambda1-oxidanyl

> <ALOGPS_LOGP>
1.10

> <JCHEM_LOGP>
-0.2768820303333329

> <ALOGPS_LOGS>
-3.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.682328851131807

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.205513556623936

> <JCHEM_PKA_STRONGEST_BASIC>
-4.388839391229799

> <JCHEM_POLAR_SURFACE_AREA>
264.0799999999999

> <JCHEM_REFRACTIVITY>
106.34819999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3-{[(2S,3R,4S,5R,6R)-2-hydroxy-5-[(3-nitropropanoyl)oxy]-6-{[(3-nitropropanoyl)oxy]methyl}-3-(prop-2-enoyloxy)oxan-4-yl]oxy}-3-oxopropylnitro)-lambda1-oxidanyl

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 60 60  0  0  0  0  0  0  0  0999 V2000
    6.5056   -0.8535   -1.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1811   -0.7228   -1.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2643   -1.0075   -0.4993 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5963   -1.3732    0.6161 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9974   -0.7858   -0.9209 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9683   -1.0213    0.0634 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9337    0.0731    1.1465 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7444    1.3526    0.5635 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8824   -0.1891    2.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4225   -0.1529    1.4683 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4469   -0.3789    2.5937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2613    0.5740    3.6640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7136    1.8303    3.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163    2.1854    2.4210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3910    2.7342    4.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1039    2.8491    4.8009 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7116    3.6045    3.6573 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.5324    4.8275    3.6363 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3553    2.9535    2.8239 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.5395   -1.2089    0.3578 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7728   -1.0452   -0.3833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7976   -1.8739   -0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8136   -2.6632    0.8617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9327   -1.7037   -1.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2152   -3.0162   -1.7435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0617   -3.3303   -2.6483 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.1955   -4.1007   -2.2188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0464   -2.7792   -3.7550 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.6114   -1.0618   -0.6532 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5726   -2.2300   -1.5192 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8590   -2.0320   -2.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0618   -0.9521   -3.3662 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8865   -3.3439   -3.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9110   -3.3087   -4.6864 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2862   -3.0789   -4.1258 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.0007   -2.2523   -4.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6233   -3.7557   -3.1459 O   0  0  0  0  0  1  0  0  0  0  0  0
    7.1734   -0.6524   -2.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9478   -1.1702   -0.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7430   -0.4142   -2.5625 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1366   -2.0058    0.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8750    0.0995    1.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8812    1.9920    1.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5914    0.8473    1.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2959   -1.3656    3.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4805   -0.3286    2.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8790    2.3233    5.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8471    3.7132    4.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6108    1.8810    4.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3311    3.4241    5.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4785   -2.2190    0.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8074   -1.3741   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7002   -0.9076   -1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3291   -3.8589   -1.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1047   -2.9510   -2.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4547   -0.1564   -1.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1068   -4.1557   -2.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101   -3.5204   -3.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7116   -2.5068   -5.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9585   -4.2644   -5.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  1  0
 20 21  1  0
 29 30  1  0
  6  5  1  0
 11 12  1  0
 34 35  1  0
  2  1  2  3
 31 32  2  0
 15 16  1  0
 13 14  2  0
  2  3  1  0
 22 23  2  0
 25 26  1  0
 16 17  1  0
  3  4  2  0
  3  5  1  0
 22 24  1  0
 30 31  1  0
 12 13  1  0
 31 33  1  0
 21 22  1  0
 33 34  1  0
 13 15  1  0
 17 19  1  0
 17 18  2  0
 24 25  1  0
  7  6  1  0
  6 29  1  0
 35 37  1  0
 35 36  2  0
 29 20  1  0
 20 10  1  0
 10  9  1  0
 26 28  1  0
 26 27  2  0
  7  8  1  0
 10 11  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 33 57  1  0
 33 58  1  0
 34 59  1  0
 34 60  1  0
  2 40  1  0
  1 38  1  0
  1 39  1  0
  8 43  1  0
  7 42  1  1
 20 51  1  1
 29 56  1  6
  6 41  1  1
 11 45  1  0
 11 46  1  0
 10 44  1  6
M  CHG  6  17   1  19  -1  26   1  28  -1  35   1  37  -1
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       6.506  -0.854  -1.475  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.181  -0.723  -1.620  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.264  -1.008  -0.499  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.596  -1.373   0.616  0.00  0.00           O+0
HETATM    5  O   UNK     0       2.997  -0.786  -0.921  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.968  -1.021   0.063  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.934   0.073   1.147  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.744   1.353   0.564  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.882  -0.189   2.073  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.423  -0.153   1.468  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.447  -0.379   2.594  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.261   0.574   3.664  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.714   1.830   3.423  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.316   2.185   2.421  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.391   2.734   4.581  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.104   2.849   4.801  0.00  0.00           C+0
HETATM   17  N   UNK     0       0.712   3.604   3.657  0.00  0.00           N+1
HETATM   18  O   UNK     0       0.532   4.827   3.636  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.355   2.954   2.824  0.00  0.00           O-1
HETATM   20  C   UNK     0      -0.540  -1.209   0.358  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.773  -1.045  -0.383  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.798  -1.874  -0.071  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.814  -2.663   0.862  0.00  0.00           O+0
HETATM   24  C   UNK     0      -3.933  -1.704  -1.042  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.215  -3.016  -1.744  0.00  0.00           C+0
HETATM   26  N   UNK     0      -3.062  -3.330  -2.648  0.00  0.00           N+1
HETATM   27  O   UNK     0      -2.196  -4.101  -2.219  0.00  0.00           O+0
HETATM   28  O   UNK     0      -3.046  -2.779  -3.755  0.00  0.00           O-1
HETATM   29  C   UNK     0       0.611  -1.062  -0.653  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.573  -2.230  -1.519  0.00  0.00           O+0
HETATM   31  C   UNK     0       0.859  -2.032  -2.832  0.00  0.00           C+0
HETATM   32  O   UNK     0       1.062  -0.952  -3.366  0.00  0.00           O+0
HETATM   33  C   UNK     0       0.887  -3.344  -3.567  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.911  -3.309  -4.686  0.00  0.00           C+0
HETATM   35  N   UNK     0       3.286  -3.079  -4.126  0.00  0.00           N+1
HETATM   36  O   UNK     0       4.001  -2.252  -4.705  0.00  0.00           O+0
HETATM   37  O   UNK     0       3.623  -3.756  -3.146  0.00  0.00           O-1
HETATM   38  H   UNK     0       7.173  -0.652  -2.306  0.00  0.00           H+0
HETATM   39  H   UNK     0       6.948  -1.170  -0.534  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.743  -0.414  -2.563  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.137  -2.006   0.522  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.875   0.100   1.702  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.881   1.992   1.293  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.591   0.847   1.053  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.296  -1.366   3.045  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.481  -0.329   2.236  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.879   2.323   5.472  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.847   3.713   4.392  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.611   1.881   4.862  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.331   3.424   5.705  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.479  -2.219   0.785  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.807  -1.374  -0.471  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.700  -0.908  -1.759  0.00  0.00           H+0
HETATM   54  H   UNK     0      -4.329  -3.859  -1.054  0.00  0.00           H+0
HETATM   55  H   UNK     0      -5.105  -2.951  -2.378  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.455  -0.156  -1.253  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.107  -4.156  -2.864  0.00  0.00           H+0
HETATM   58  H   UNK     0      -0.110  -3.520  -3.982  0.00  0.00           H+0
HETATM   59  H   UNK     0       1.712  -2.507  -5.405  0.00  0.00           H+0
HETATM   60  H   UNK     0       1.958  -4.264  -5.217  0.00  0.00           H+0
CONECT    1    2   38   39                                                  
CONECT    2    1    3   40                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    6    3                                                       
CONECT    6    5    7   29   41                                             
CONECT    7    9    6    8   42                                             
CONECT    8    7   43                                                       
CONECT    9    7   10                                                       
CONECT   10   20    9   11   44                                             
CONECT   11   12   10   45   46                                             
CONECT   12   11   13                                                       
CONECT   13   14   12   15                                                  
CONECT   14   13                                                            
CONECT   15   16   13   47   48                                             
CONECT   16   15   17   49   50                                             
CONECT   17   16   19   18                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   21   29   10   51                                             
CONECT   21   20   22                                                       
CONECT   22   23   24   21                                                  
CONECT   23   22                                                            
CONECT   24   22   25   52   53                                             
CONECT   25   26   24   54   55                                             
CONECT   26   25   28   27                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   30    6   20   56                                             
CONECT   30   29   31                                                       
CONECT   31   32   30   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   57   58                                             
CONECT   34   35   33   59   60                                             
CONECT   35   34   37   36                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    2                                                            
CONECT   41    6                                                            
CONECT   42    7                                                            
CONECT   43    8                                                            
CONECT   44   10                                                            
CONECT   45   11                                                            
CONECT   46   11                                                            
CONECT   47   15                                                            
CONECT   48   15                                                            
CONECT   49   16                                                            
CONECT   50   16                                                            
CONECT   51   20                                                            
CONECT   52   24                                                            
CONECT   53   24                                                            
CONECT   54   25                                                            
CONECT   55   25                                                            
CONECT   56   29                                                            
CONECT   57   33                                                            
CONECT   58   33                                                            
CONECT   59   34                                                            
CONECT   60   34                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  120    0
END

RDKit          3D

60 60  0  0  0  0  0  0  0  0999 V2000
    6.5056   -0.8535   -1.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1811   -0.7228   -1.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2643   -1.0075   -0.4993 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5963   -1.3732    0.6161 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9974   -0.7858   -0.9209 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9683   -1.0213    0.0634 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9337    0.0731    1.1465 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7444    1.3526    0.5635 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8824   -0.1891    2.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4225   -0.1529    1.4683 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4469   -0.3789    2.5937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2613    0.5740    3.6640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7136    1.8303    3.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163    2.1854    2.4210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3910    2.7342    4.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1039    2.8491    4.8009 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7116    3.6045    3.6573 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.5324    4.8275    3.6363 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3553    2.9535    2.8239 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.5395   -1.2089    0.3578 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7728   -1.0452   -0.3833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7976   -1.8739   -0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8136   -2.6632    0.8617 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9327   -1.7037   -1.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2152   -3.0162   -1.7435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0617   -3.3303   -2.6483 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.1955   -4.1007   -2.2188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0464   -2.7792   -3.7550 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.6114   -1.0618   -0.6532 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5726   -2.2300   -1.5192 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8590   -2.0320   -2.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0618   -0.9521   -3.3662 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8865   -3.3439   -3.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9110   -3.3087   -4.6864 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2862   -3.0789   -4.1258 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.0007   -2.2523   -4.7050 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6233   -3.7557   -3.1459 O   0  0  0  0  0  1  0  0  0  0  0  0
    7.1734   -0.6524   -2.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9478   -1.1702   -0.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7430   -0.4142   -2.5625 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1366   -2.0058    0.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8750    0.0995    1.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8812    1.9920    1.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5914    0.8473    1.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2959   -1.3656    3.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4805   -0.3286    2.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8790    2.3233    5.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8471    3.7132    4.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6108    1.8810    4.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3311    3.4241    5.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4785   -2.2190    0.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8074   -1.3741   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7002   -0.9076   -1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3291   -3.8589   -1.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1047   -2.9510   -2.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4547   -0.1564   -1.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1068   -4.1557   -2.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101   -3.5204   -3.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7116   -2.5068   -5.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9585   -4.2644   -5.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  1  0
 20 21  1  0
 29 30  1  0
  6  5  1  0
 11 12  1  0
 34 35  1  0
  2  1  2  3
 31 32  2  0
 15 16  1  0
 13 14  2  0
  2  3  1  0
 22 23  2  0
 25 26  1  0
 16 17  1  0
  3  4  2  0
  3  5  1  0
 22 24  1  0
 30 31  1  0
 12 13  1  0
 31 33  1  0
 21 22  1  0
 33 34  1  0
 13 15  1  0
 17 19  1  0
 17 18  2  0
 24 25  1  0
  7  6  1  0
  6 29  1  0
 35 37  1  0
 35 36  2  0
 29 20  1  0
 20 10  1  0
 10  9  1  0
 26 28  1  0
 26 27  2  0
  7  8  1  0
 10 11  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 33 57  1  0
 33 58  1  0
 34 59  1  0
 34 60  1  0
  2 40  1  0
  1 38  1  0
  1 39  1  0
  8 43  1  0
  7 42  1  1
 20 51  1  1
 29 56  1  6
  6 41  1  1
 11 45  1  0
 11 46  1  0
 10 44  1  6
M  CHG  6  17   1  19  -1  26   1  28  -1  35   1  37  -1
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₃N₃O₁₆

Average Mass

537.3870 Da

Monoisotopic Mass

537.10783 Da

IUPAC Name

[(3-{[(2S,3R,4S,5R,6R)-2-hydroxy-5-[(3-nitropropanoyl)oxy]-6-{[(3-nitropropanoyl)oxy]methyl}-3-(prop-2-enoyloxy)oxan-4-yl]oxy}-3-oxopropyl)nitro]-lambda1-oxidanyl

Traditional Name

(3-{[(2S,3R,4S,5R,6R)-2-hydroxy-5-[(3-nitropropanoyl)oxy]-6-{[(3-nitropropanoyl)oxy]methyl}-3-(prop-2-enoyloxy)oxan-4-yl]oxy}-3-oxopropylnitro)-lambda1-oxidanyl

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])O[C@]([H])(C([H])([H])OC(=O)C([H])([H])C([H])([H])[N+]([O-])=O)[C@@]([H])(OC(=O)C([H])([H])C([H])([H])[N+]([O-])=O)[C@]([H])(OC(=O)C([H])([H])C([H])([H])[N+]([O-])=O)[C@@]1([H])OC(=O)C([H])=C([H])[H]

InChI Identifier

InChI=1S/C18H23N3O16/c1-2-11(22)35-17-16(37-14(25)5-8-21(31)32)15(36-13(24)4-7-20(29)30)10(34-18(17)26)9-33-12(23)3-6-19(27)28/h2,10,15-18,26H,1,3-9H2/t10-,15-,16+,17-,18+/m1/s1

InChI Key

IUZMPVCSOLDVAB-XJWTZCLFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Indigofera kirilowii	JEOL database	Su, Y., et al, J. Nat. Prod. 68, 1785 (2005)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Monosaccharide
Oxane
Acrylic acid ester
Acrylic acid or derivatives
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Hemiacetal
C-nitro compound
Organic nitro compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Oxacycle
Organic oxoazanium
Organic 1,3-dipolar compound
Organoheterocyclic compound
Hydrocarbon derivative
Organic zwitterion
Organic oxide
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic salt
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	1.1	ALOGPS
logP	-0.28	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	8.21	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	264.08 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	106.35 m³·mol⁻¹	ChemAxon
Polarizability	46.39 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9679579

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11504779

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Su Y, Li C, Gao Y, Di L, Zhang X, Guo D: Acryloylated glucose 3-nitropropanoates from Indigofera kirilowii. J Nat Prod. 2005 Dec;68(12):1785-6. doi: 10.1021/np050268+. [PubMed:16378376 ]
Su, Y., et al. (2005). Su, Y., et al, J. Nat. Prod. 68, 1785 (2005). J. Nat. Prod..

Showing NP-Card for kirilowin A (NP0028892)

MOL for NP0028892 (kirilowin A)

3D MOL for NP0028892 (kirilowin A)

3D SDF for NP0028892 (kirilowin A)

3D-SDF for NP0028892 (kirilowin A)

PDB for NP0028892 (kirilowin A)

3D PDB for NP0028892 (kirilowin A)

SMILES for NP0028892 (kirilowin A)

INCHI for NP0028892 (kirilowin A)

Structure for NP0028892 (kirilowin A)

3D Structure for NP0028892 (kirilowin A)