NP-MRD: Showing NP-Card for Usimine B (NP0007590)

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Record Information

Version

2.0

Created at

2020-12-09 04:25:48 UTC

Updated at

2021-07-15 16:58:00 UTC

NP-MRD ID

NP0007590

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Usimine B

Provided By

NPAtlas

Description

(2S)-2-[(E)-{1-[(2R)-10-acetyl-5,11,13-trihydroxy-2,12-dimethyl-3-oxo-8-oxatricyclo[7.4.0.0²,⁷]Trideca-1(13),4,6,9,11-pentaen-4-yl]ethylidene}amino]pentanedioic acid belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Usimine B is found in Stereocaulon alpinum. Based on a literature review very few articles have been published on (2S)-2-[(E)-{1-[(2R)-10-acetyl-5,11,13-trihydroxy-2,12-dimethyl-3-oxo-8-oxatricyclo[7.4.0.0²,⁷]Trideca-1(13),4,6,9,11-pentaen-4-yl]ethylidene}amino]pentanedioic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118413D          

 57 59  0  0  0  0            999 V2000
   -6.9055    0.6242    2.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4894    0.4103    2.6842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7599    0.1194    3.6971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8599    0.4957    1.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5144    0.8026    0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8372    1.0732    0.1382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8073    0.8497   -1.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5369    1.1905   -2.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4709    0.5824   -1.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946    0.6347   -2.2299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946    0.2687    0.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4806    0.2317    1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5780   -0.0669    2.4073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2833   -0.1885    1.8631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0533   -0.2622    2.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1413   -0.3462    1.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3914   -0.4609    2.0911 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0368   -0.3128    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1663   -0.4143   -0.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9863   -0.4192   -2.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3461   -0.5233   -0.2312 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5706   -0.6317   -1.0113 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5309    0.4022   -0.4512 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8554    0.4231   -1.1549 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7260    1.4829   -0.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8703    1.6527   -1.0393 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3015    2.2848    0.4704 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1680   -1.9714   -0.8911 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1388   -2.2879   -1.6086 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7086   -2.9565    0.0029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107    0.0916   -0.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3502    0.7602   -1.3849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4795   -0.2792    0.3936 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6441   -1.8707    0.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5994   -0.1273    2.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0955    0.4647    4.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2407    1.6730    2.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5710    1.1344    0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4774    0.2449   -2.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0428    2.0061   -2.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5848    1.3804   -2.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3177    0.8653   -3.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0164   -0.2553    3.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5568   -1.2898    2.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6836   -1.2293   -2.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2368    0.5575   -2.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9572   -0.7094   -2.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4173   -0.3955   -2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7449    0.2091    0.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0537    1.4151   -0.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7108    0.5153   -2.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4050   -0.5473   -0.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7561    2.2161    1.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3070   -3.1007    0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6190   -2.0651    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018   -2.2655    0.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4840   -2.0860   -0.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  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
 22 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 18 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 12  4  1  0  0  0  0
 33 14  1  0  0  0  0
 33 11  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  6 38  1  0  0  0  0
  8 39  1  0  0  0  0
  8 40  1  0  0  0  0
  8 41  1  0  0  0  0
 10 42  1  0  0  0  0
 15 43  1  0  0  0  0
 17 44  1  0  0  0  0
 20 45  1  0  0  0  0
 20 46  1  0  0  0  0
 20 47  1  0  0  0  0
 22 48  1  6  0  0  0
 23 49  1  0  0  0  0
 23 50  1  0  0  0  0
 24 51  1  0  0  0  0
 24 52  1  0  0  0  0
 27 53  1  0  0  0  0
 30 54  1  0  0  0  0
 34 55  1  0  0  0  0
 34 56  1  0  0  0  0
 34 57  1  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
   -6.9055    0.6242    2.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4894    0.4103    2.6842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7599    0.1194    3.6971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8599    0.4957    1.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5144    0.8026    0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8372    1.0732    0.1382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8073    0.8497   -1.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5369    1.1905   -2.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4709    0.5824   -1.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946    0.6347   -2.2299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946    0.2687    0.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4806    0.2317    1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5780   -0.0669    2.4073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2833   -0.1885    1.8631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0533   -0.2622    2.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1413   -0.3462    1.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3914   -0.4609    2.0911 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0368   -0.3128    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1663   -0.4143   -0.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9863   -0.4192   -2.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3461   -0.5233   -0.2312 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5706   -0.6317   -1.0113 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5309    0.4022   -0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8554    0.4231   -1.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7260    1.4829   -0.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8703    1.6527   -1.0393 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3015    2.2848    0.4704 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1680   -1.9714   -0.8911 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1388   -2.2879   -1.6086 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7086   -2.9565    0.0029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107    0.0916   -0.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3502    0.7602   -1.3849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4795   -0.2792    0.3936 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6441   -1.8707    0.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5994   -0.1273    2.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0955    0.4647    4.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2407    1.6730    2.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5710    1.1344    0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4774    0.2449   -2.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0428    2.0061   -2.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5848    1.3804   -2.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3177    0.8653   -3.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0164   -0.2553    3.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5568   -1.2898    2.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6836   -1.2293   -2.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2368    0.5575   -2.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9572   -0.7094   -2.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4173   -0.3955   -2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7449    0.2091    0.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0537    1.4151   -0.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7108    0.5153   -2.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4050   -0.5473   -0.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7561    2.2161    1.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3070   -3.1007    0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6190   -2.0651    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018   -2.2655    0.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4840   -2.0860   -0.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 22 28  1  0
 28 29  2  0
 28 30  1  0
 18 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  1
 12  4  1  0
 33 14  1  0
 33 11  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  6 38  1  0
  8 39  1  0
  8 40  1  0
  8 41  1  0
 10 42  1  0
 15 43  1  0
 17 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 22 48  1  6
 23 49  1  0
 23 50  1  0
 24 51  1  0
 24 52  1  0
 27 53  1  0
 30 54  1  0
 34 55  1  0
 34 56  1  0
 34 57  1  0
M  END


  Mrv1652306242118413D          

 57 59  0  0  0  0            999 V2000
   -6.9055    0.6242    2.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4894    0.4103    2.6842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7599    0.1194    3.6971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8599    0.4957    1.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5144    0.8026    0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8372    1.0732    0.1382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8073    0.8497   -1.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5369    1.1905   -2.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4709    0.5824   -1.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946    0.6347   -2.2299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946    0.2687    0.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4806    0.2317    1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5780   -0.0669    2.4073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2833   -0.1885    1.8631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0533   -0.2622    2.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1413   -0.3462    1.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3914   -0.4609    2.0911 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0368   -0.3128    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1663   -0.4143   -0.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9863   -0.4192   -2.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3461   -0.5233   -0.2312 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5706   -0.6317   -1.0113 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5309    0.4022   -0.4512 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8554    0.4231   -1.1549 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7260    1.4829   -0.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8703    1.6527   -1.0393 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3015    2.2848    0.4704 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1680   -1.9714   -0.8911 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1388   -2.2879   -1.6086 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7086   -2.9565    0.0029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107    0.0916   -0.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3502    0.7602   -1.3849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4795   -0.2792    0.3936 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6441   -1.8707    0.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5994   -0.1273    2.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0955    0.4647    4.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2407    1.6730    2.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5710    1.1344    0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4774    0.2449   -2.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0428    2.0061   -2.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5848    1.3804   -2.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3177    0.8653   -3.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0164   -0.2553    3.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5568   -1.2898    2.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6836   -1.2293   -2.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2368    0.5575   -2.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9572   -0.7094   -2.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4173   -0.3955   -2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7449    0.2091    0.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0537    1.4151   -0.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7108    0.5153   -2.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4050   -0.5473   -0.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7561    2.2161    1.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3070   -3.1007    0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6190   -2.0651    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018   -2.2655    0.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4840   -2.0860   -0.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  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
 22 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 18 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 12  4  1  0  0  0  0
 33 14  1  0  0  0  0
 33 11  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  6 38  1  0  0  0  0
  8 39  1  0  0  0  0
  8 40  1  0  0  0  0
  8 41  1  0  0  0  0
 10 42  1  0  0  0  0
 15 43  1  0  0  0  0
 17 44  1  0  0  0  0
 20 45  1  0  0  0  0
 20 46  1  0  0  0  0
 20 47  1  0  0  0  0
 22 48  1  6  0  0  0
 23 49  1  0  0  0  0
 23 50  1  0  0  0  0
 24 51  1  0  0  0  0
 24 52  1  0  0  0  0
 27 53  1  0  0  0  0
 30 54  1  0  0  0  0
 34 55  1  0  0  0  0
 34 56  1  0  0  0  0
 34 57  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007590

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])C([H])([H])[C@]([H])(\N=C(\C1=C(O[H])C([H])=C2OC3=C(C(O[H])=C(C(O[H])=C3C(=O)C([H])([H])[H])C([H])([H])[H])[C@]2(C1=O)C([H])([H])[H])C([H])([H])[H])C(=O)O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H23NO10/c1-8-18(29)16(10(3)25)20-17(19(8)30)23(4)13(34-20)7-12(26)15(21(23)31)9(2)24-11(22(32)33)5-6-14(27)28/h7,11,26,29-30H,5-6H2,1-4H3,(H,27,28)(H,32,33)/b24-9+/t11-,23-/m0/s1

> <INCHI_KEY>
WFFMTGCIAAQCKO-YBIMWRBWSA-N

> <FORMULA>
C23H23NO10

> <MOLECULAR_WEIGHT>
473.434

> <EXACT_MASS>
473.132195945

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
46.5952668667201

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-[(E)-{1-[(2R)-10-acetyl-5,11,13-trihydroxy-2,12-dimethyl-3-oxo-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),4,6,9,11-pentaen-4-yl]ethylidene}amino]pentanedioic acid

> <ALOGPS_LOGP>
1.84

> <JCHEM_LOGP>
1.8065548416666672

> <ALOGPS_LOGS>
-3.64

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.8848100672426145

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0643415499538014

> <JCHEM_PKA_STRONGEST_BASIC>
1.0475379555242674

> <JCHEM_POLAR_SURFACE_AREA>
191.01999999999998

> <JCHEM_REFRACTIVITY>
118.96819999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.09e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(E)-{1-[(2R)-10-acetyl-5,11,13-trihydroxy-2,12-dimethyl-3-oxo-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),4,6,9,11-pentaen-4-yl]ethylidene}amino]pentanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
   -6.9055    0.6242    2.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4894    0.4103    2.6842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7599    0.1194    3.6971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8599    0.4957    1.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5144    0.8026    0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8372    1.0732    0.1382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8073    0.8497   -1.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5369    1.1905   -2.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4709    0.5824   -1.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946    0.6347   -2.2299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946    0.2687    0.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4806    0.2317    1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5780   -0.0669    2.4073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2833   -0.1885    1.8631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0533   -0.2622    2.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1413   -0.3462    1.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3914   -0.4609    2.0911 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0368   -0.3128    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1663   -0.4143   -0.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9863   -0.4192   -2.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3461   -0.5233   -0.2312 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5706   -0.6317   -1.0113 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5309    0.4022   -0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8554    0.4231   -1.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7260    1.4829   -0.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8703    1.6527   -1.0393 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3015    2.2848    0.4704 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1680   -1.9714   -0.8911 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1388   -2.2879   -1.6086 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7086   -2.9565    0.0029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107    0.0916   -0.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3502    0.7602   -1.3849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4795   -0.2792    0.3936 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6441   -1.8707    0.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5994   -0.1273    2.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0955    0.4647    4.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2407    1.6730    2.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5710    1.1344    0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4774    0.2449   -2.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0428    2.0061   -2.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5848    1.3804   -2.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3177    0.8653   -3.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0164   -0.2553    3.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5568   -1.2898    2.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6836   -1.2293   -2.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2368    0.5575   -2.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9572   -0.7094   -2.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4173   -0.3955   -2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7449    0.2091    0.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0537    1.4151   -0.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7108    0.5153   -2.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4050   -0.5473   -0.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7561    2.2161    1.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3070   -3.1007    0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6190   -2.0651    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018   -2.2655    0.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4840   -2.0860   -0.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 22 28  1  0
 28 29  2  0
 28 30  1  0
 18 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  1
 12  4  1  0
 33 14  1  0
 33 11  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  6 38  1  0
  8 39  1  0
  8 40  1  0
  8 41  1  0
 10 42  1  0
 15 43  1  0
 17 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 22 48  1  6
 23 49  1  0
 23 50  1  0
 24 51  1  0
 24 52  1  0
 27 53  1  0
 30 54  1  0
 34 55  1  0
 34 56  1  0
 34 57  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -6.906   0.624   2.982  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.489   0.410   2.684  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.760   0.119   3.697  0.00  0.00           O+0
HETATM    4  C   UNK     0      -4.860   0.496   1.386  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.514   0.803   0.210  0.00  0.00           C+0
HETATM    6  O   UNK     0      -6.837   1.073   0.138  0.00  0.00           O+0
HETATM    7  C   UNK     0      -4.807   0.850  -1.013  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.537   1.190  -2.282  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.471   0.582  -1.007  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.795   0.635  -2.230  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.795   0.269   0.156  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.481   0.232   1.349  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.578  -0.067   2.407  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.283  -0.189   1.863  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.053  -0.262   2.325  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.141  -0.346   1.501  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.391  -0.461   2.091  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.037  -0.313   0.178  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.166  -0.414  -0.720  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.986  -0.419  -2.178  0.00  0.00           C+0
HETATM   21  N   UNK     0       3.346  -0.523  -0.231  0.00  0.00           N+0
HETATM   22  C   UNK     0       4.571  -0.632  -1.011  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.531   0.402  -0.451  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.855   0.423  -1.155  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.726   1.483  -0.573  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.870   1.653  -1.039  0.00  0.00           O+0
HETATM   27  O   UNK     0       7.301   2.285   0.470  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.168  -1.971  -0.891  0.00  0.00           C+0
HETATM   29  O   UNK     0       6.139  -2.288  -1.609  0.00  0.00           O+0
HETATM   30  O   UNK     0       4.709  -2.957   0.003  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.311   0.092  -0.324  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.350   0.760  -1.385  0.00  0.00           O+0
HETATM   33  C   UNK     0      -1.480  -0.279   0.394  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.644  -1.871   0.214  0.00  0.00           C+0
HETATM   35  H   UNK     0      -7.599  -0.127   2.551  0.00  0.00           H+0
HETATM   36  H   UNK     0      -7.096   0.465   4.115  0.00  0.00           H+0
HETATM   37  H   UNK     0      -7.241   1.673   2.861  0.00  0.00           H+0
HETATM   38  H   UNK     0      -7.571   1.134   0.699  0.00  0.00           H+0
HETATM   39  H   UNK     0      -5.477   0.245  -2.893  0.00  0.00           H+0
HETATM   40  H   UNK     0      -5.043   2.006  -2.830  0.00  0.00           H+0
HETATM   41  H   UNK     0      -6.585   1.380  -2.035  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.318   0.865  -3.056  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.016  -0.255   3.429  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.557  -1.290   2.653  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.684  -1.229  -2.562  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.237   0.558  -2.629  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.957  -0.709  -2.505  0.00  0.00           H+0
HETATM   48  H   UNK     0       4.417  -0.396  -2.062  0.00  0.00           H+0
HETATM   49  H   UNK     0       5.745   0.209   0.641  0.00  0.00           H+0
HETATM   50  H   UNK     0       5.054   1.415  -0.464  0.00  0.00           H+0
HETATM   51  H   UNK     0       6.711   0.515  -2.243  0.00  0.00           H+0
HETATM   52  H   UNK     0       7.405  -0.547  -0.980  0.00  0.00           H+0
HETATM   53  H   UNK     0       7.756   2.216   1.360  0.00  0.00           H+0
HETATM   54  H   UNK     0       5.307  -3.101   0.827  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.619  -2.065   0.636  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.802  -2.265   0.799  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.484  -2.086  -0.841  0.00  0.00           H+0
CONECT    1    2   35   36   37                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   12                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5   38                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7   39   40   41                                             
CONECT    9    7   10   11                                                  
CONECT   10    9   42                                                       
CONECT   11    9   12   33                                                  
CONECT   12   11   13    4                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   33                                                  
CONECT   15   14   16   43                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   44                                                       
CONECT   18   16   19   31                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   45   46   47                                             
CONECT   21   19   22                                                       
CONECT   22   21   23   28   48                                             
CONECT   23   22   24   49   50                                             
CONECT   24   23   25   51   52                                             
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   53                                                       
CONECT   28   22   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   54                                                       
CONECT   31   18   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   14   11                                             
CONECT   34   33   55   56   57                                             
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    6                                                            
CONECT   39    8                                                            
CONECT   40    8                                                            
CONECT   41    8                                                            
CONECT   42   10                                                            
CONECT   43   15                                                            
CONECT   44   17                                                            
CONECT   45   20                                                            
CONECT   46   20                                                            
CONECT   47   20                                                            
CONECT   48   22                                                            
CONECT   49   23                                                            
CONECT   50   23                                                            
CONECT   51   24                                                            
CONECT   52   24                                                            
CONECT   53   27                                                            
CONECT   54   30                                                            
CONECT   55   34                                                            
CONECT   56   34                                                            
CONECT   57   34                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  118    0
END

RDKit          3D

57 59  0  0  0  0  0  0  0  0999 V2000
   -6.9055    0.6242    2.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4894    0.4103    2.6842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7599    0.1194    3.6971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8599    0.4957    1.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5144    0.8026    0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8372    1.0732    0.1382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8073    0.8497   -1.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5369    1.1905   -2.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4709    0.5824   -1.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946    0.6347   -2.2299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946    0.2687    0.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4806    0.2317    1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5780   -0.0669    2.4073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2833   -0.1885    1.8631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0533   -0.2622    2.3245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1413   -0.3462    1.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3914   -0.4609    2.0911 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0368   -0.3128    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1663   -0.4143   -0.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9863   -0.4192   -2.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3461   -0.5233   -0.2312 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5706   -0.6317   -1.0113 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5309    0.4022   -0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8554    0.4231   -1.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7260    1.4829   -0.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8703    1.6527   -1.0393 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3015    2.2848    0.4704 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1680   -1.9714   -0.8911 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1388   -2.2879   -1.6086 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7086   -2.9565    0.0029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107    0.0916   -0.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3502    0.7602   -1.3849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4795   -0.2792    0.3936 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6441   -1.8707    0.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5994   -0.1273    2.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0955    0.4647    4.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2407    1.6730    2.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5710    1.1344    0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4774    0.2449   -2.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0428    2.0061   -2.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5848    1.3804   -2.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3177    0.8653   -3.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0164   -0.2553    3.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5568   -1.2898    2.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6836   -1.2293   -2.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2368    0.5575   -2.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9572   -0.7094   -2.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4173   -0.3955   -2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7449    0.2091    0.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0537    1.4151   -0.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7108    0.5153   -2.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4050   -0.5473   -0.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7561    2.2161    1.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3070   -3.1007    0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6190   -2.0651    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018   -2.2655    0.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4840   -2.0860   -0.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 22 28  1  0
 28 29  2  0
 28 30  1  0
 18 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  1
 12  4  1  0
 33 14  1  0
 33 11  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  6 38  1  0
  8 39  1  0
  8 40  1  0
  8 41  1  0
 10 42  1  0
 15 43  1  0
 17 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 22 48  1  6
 23 49  1  0
 23 50  1  0
 24 51  1  0
 24 52  1  0
 27 53  1  0
 30 54  1  0
 34 55  1  0
 34 56  1  0
 34 57  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(2S)-2-[(e)-{1-[(2R)-10-acetyl-5,11,13-trihydroxy-2,12-dimethyl-3-oxo-8-oxatricyclo[7.4.0.0,]trideca-1(13),4,6,9,11-pentaen-4-yl]ethylidene}amino]pentanedioate	Generator

Chemical Formula

C₂₃H₂₃NO₁₀

Average Mass

473.4340 Da

Monoisotopic Mass

473.13220 Da

IUPAC Name

(2S)-2-[(E)-{1-[(2R)-10-acetyl-5,11,13-trihydroxy-2,12-dimethyl-3-oxo-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),4,6,9,11-pentaen-4-yl]ethylidene}amino]pentanedioic acid

Traditional Name

(2S)-2-[(E)-{1-[(2R)-10-acetyl-5,11,13-trihydroxy-2,12-dimethyl-3-oxo-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),4,6,9,11-pentaen-4-yl]ethylidene}amino]pentanedioic acid

CAS Registry Number

Not Available

SMILES

CC(=O)C1=C2OC3=CC(O)=C(\C(C)=N\[C@@H](CCC(O)=O)C(O)=O)C(=O)[C@]3(C)C2=C(O)C(C)=C1O

InChI Identifier

InChI=1S/C23H23NO10/c1-8-18(29)16(10(3)25)20-17(19(8)30)23(4)13(34-20)7-12(26)15(21(23)31)9(2)24-11(22(32)33)5-6-14(27)28/h7,11,26,29-30H,5-6H2,1-4H3,(H,27,28)(H,32,33)/b24-9+/t11-,23-/m0/s1

InChI Key

WFFMTGCIAAQCKO-YBIMWRBWSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Stereocaulon alpinum	NPAtlas	18288807

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamic acid and derivatives

Alternative Parents

Substituents

Glutamic acid or derivatives
Acetophenone
Coumaran
Aryl alkyl ketone
Aryl ketone
Dicarboxylic acid or derivatives
Benzenoid
Azomethine
Secondary ketimine
Vinylogous acid
Ketimine
Ketone
Carboxylic acid
Enol
Polyol
Oxacycle
Organoheterocyclic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Hydrocarbon derivative
Organic oxide
Imine
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	1.84	ALOGPS
logP	1.81	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.06	ChemAxon
pKa (Strongest Basic)	1.05	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	191.02 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	118.97 m³·mol⁻¹	ChemAxon
Polarizability	46.6 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA007247

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

23340848

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

Good Scents ID

Not Available

References

General References

Showing NP-Card for Usimine B (NP0007590)

MOL for NP0007590 (Usimine B)

3D MOL for NP0007590 (Usimine B)

3D SDF for NP0007590 (Usimine B)

3D-SDF for NP0007590 (Usimine B)

PDB for NP0007590 (Usimine B)

3D PDB for NP0007590 (Usimine B)

SMILES for NP0007590 (Usimine B)

INCHI for NP0007590 (Usimine B)

Structure for NP0007590 (Usimine B)

3D Structure for NP0007590 (Usimine B)