NP-MRD: Showing NP-Card for (2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl 7-benzoyl-5-(3-methylbut-2-en-1-yl)-10h-phenazine-1-carboxylate (NP0326073)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 07:19:09 UTC

Updated at

2022-09-12 07:19:09 UTC

NP-MRD ID

NP0326073

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl 7-benzoyl-5-(3-methylbut-2-en-1-yl)-10h-phenazine-1-carboxylate

Description

Aestivophoenin A belongs to the class of organic compounds known as phenazines and derivatives. These are polycyclic aromatic compounds containing a phenazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a pyrazine ring. Based on a literature review very few articles have been published on Aestivophoenin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122209192D          

 40 44  0  0  1  0            999 V2000
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
   -0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    1.4289    0.8250    0.0000 C   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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  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  2  0  0  0  0
 12 17  1  0  0  0  0
  9 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 27 26  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 27 35  1  0  0  0  0
 35 36  1  1  0  0  0
 23 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 22 40  1  0  0  0  0
  6 40  1  0  0  0  0
M  END

     RDKit          3D

 72 76  0  0  0  0  0  0  0  0999 V2000
   -4.9783    3.7619   -0.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6886    3.8573   -1.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7275    4.3545   -3.1127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5567    3.5369   -1.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3064    3.0512    0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5948    1.7940    0.1959 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2568    0.5571    0.1522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6292    0.4924    0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2241   -0.7765    0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6569   -0.8829    0.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3246    0.1006   -0.2888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3790   -2.0135    0.7069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8717   -2.8565    1.6696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5996   -3.9359    2.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8484   -4.1743    1.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3800   -3.3443    0.6498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6532   -2.2667    0.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4599   -1.9164    0.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0701   -1.8479    0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4972   -0.6040    0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0491   -0.5599    0.0940 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6251    0.6839    0.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9979    0.7196    0.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8618   -0.4396    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4534   -1.5992    0.0829 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2555   -0.2951    0.0597 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1680   -1.3393    0.0370 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0295   -1.2110    1.1282 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1640   -0.4666    0.8116 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8581   -0.1218    2.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0886   -1.3543    0.0117 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0978   -0.5866   -0.5952 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2706   -2.0945   -1.0123 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9967   -3.4019   -0.6128 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9938   -1.3164   -1.2603 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2653   -1.9978   -2.2218 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5921    2.0024    0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8788    3.1599    0.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4858    3.0717    0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1545    1.8546    0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8220    3.8201    0.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6068    4.6142   -1.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4937    2.8117   -1.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5675    5.0689   -3.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8504    3.5316   -3.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7796    4.8635   -3.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6653    3.6710   -1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7298    3.7609    0.8632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2454    2.9043    0.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2595    1.3692    0.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8911   -2.6525    2.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1679   -4.5917    2.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4593   -5.0198    1.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3651   -3.4927    0.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0464   -1.5953   -0.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8511   -2.9297    0.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4600   -2.7490    0.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4784   -1.4353    0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7150   -2.3530    0.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9556    0.4462    0.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1247    0.0831    2.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5725    0.7002    1.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4547   -1.0221    2.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5834   -2.0363    0.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9883   -0.5467   -1.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8307   -2.1327   -1.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4110   -3.8344   -1.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1757   -0.2875   -1.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7458   -2.7008   -1.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6803    1.9963    0.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3779    4.1233    0.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0096    4.0197    0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 29  1  0
 29 28  1  0
 28 27  1  0
 27 26  1  0
 26 24  1  0
 24 25  2  0
 24 23  1  0
 23 22  2  0
 22 21  1  0
 21 20  1  0
 20 19  2  0
 19 18  1  0
 18  9  2  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  2  3
  2  1  1  0
  2  3  1  0
  6 40  1  0
 40 39  2  0
 39 38  1  0
 38 37  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 27 35  1  0
 35 36  1  0
 35 33  1  0
 33 34  1  0
 33 31  1  0
 31 32  1  0
 31 29  1  0
 37 23  1  0
 17 12  1  0
 40 22  1  0
  7 20  1  0
 30 61  1  0
 30 62  1  0
 30 63  1  0
 29 60  1  6
 27 59  1  1
 21 58  1  0
 19 57  1  0
 18 56  1  0
  8 50  1  0
  5 48  1  0
  5 49  1  0
  4 47  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  3 44  1  0
  3 45  1  0
  3 46  1  0
 39 72  1  0
 38 71  1  0
 37 70  1  0
 13 51  1  0
 14 52  1  0
 15 53  1  0
 16 54  1  0
 17 55  1  0
 35 68  1  6
 36 69  1  0
 33 66  1  6
 34 67  1  0
 31 64  1  1
 32 65  1  0
M  END


  Mrv1652309122209192D          

 40 44  0  0  1  0            999 V2000
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
   -0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    1.4289    0.8250    0.0000 C   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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  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  2  0  0  0  0
 12 17  1  0  0  0  0
  9 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 27 26  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 27 35  1  0  0  0  0
 35 36  1  1  0  0  0
 23 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 22 40  1  0  0  0  0
  6 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0326073

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](OC(=O)C2=C3NC4=CC=C(C=C4N(CC=C(C)C)C3=CC=C2)C(=O)C2=CC=CC=C2)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C31H32N2O7/c1-17(2)14-15-33-23-11-7-10-21(30(38)40-31-29(37)28(36)26(34)18(3)39-31)25(23)32-22-13-12-20(16-24(22)33)27(35)19-8-5-4-6-9-19/h4-14,16,18,26,28-29,31-32,34,36-37H,15H2,1-3H3/t18-,26-,28+,29+,31-/m0/s1

> <INCHI_KEY>
RUHDXYLYIPBNAE-MGGIVOGCSA-N

> <FORMULA>
C31H32N2O7

> <MOLECULAR_WEIGHT>
544.604

> <EXACT_MASS>
544.220951378

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
59.01780871500796

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl 7-benzoyl-5-(3-methylbut-2-en-1-yl)-5,10-dihydrophenazine-1-carboxylate

> <JCHEM_LOGP>
5.860551524666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.267075595638971

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.209056935441236

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4888184193893372

> <JCHEM_POLAR_SURFACE_AREA>
128.56

> <JCHEM_REFRACTIVITY>
149.7065

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl 7-benzoyl-5-(3-methylbut-2-en-1-yl)-10H-phenazine-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.337  -0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   40                                                  
CONECT    7    6    8   20                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18    9   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    7   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   40                                                  
CONECT   23   22   24   37                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   35                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   27   36                                                  
CONECT   36   35                                                            
CONECT   37   23   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   22    6                                                  
MASTER        0    0    0    0    0    0    0    0   40    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₃₂N₂O₇

Average Mass

544.6040 Da

Monoisotopic Mass

544.22095 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](OC(=O)C2=C3NC4=CC=C(C=C4N(CC=C(C)C)C3=CC=C2)C(=O)C2=CC=CC=C2)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C31H32N2O7/c1-17(2)14-15-33-23-11-7-10-21(30(38)40-31-29(37)28(36)26(34)18(3)39-31)25(23)32-22-13-12-20(16-24(22)33)27(35)19-8-5-4-6-9-19/h4-14,16,18,26,28-29,31-32,34,36-37H,15H2,1-3H3/t18-,26-,28+,29+,31-/m0/s1

InChI Key

RUHDXYLYIPBNAE-MGGIVOGCSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenazines and derivatives. These are polycyclic aromatic compounds containing a phenazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a pyrazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Phenazines and derivatives

Alternative Parents

Substituents

Benzophenone
Phenazine
Aryl-phenylketone
Hexose monosaccharide
Alkyldiarylamine
Aryl ketone
Tertiary aliphatic/aromatic amine
Benzoyl
Monosaccharide
Monocyclic benzene moiety
Benzenoid
Oxane
Vinylogous amide
Amino acid or derivatives
Ketone
Tertiary amine
Carboxylic acid ester
Secondary alcohol
Polyol
Carboxylic acid derivative
Secondary amine
Azacycle
Monocarboxylic acid or derivatives
Oxacycle
Acetal
Organic oxide
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Amine
Aldehyde
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00016611

Chemspider ID

7983186

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9807427

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl 7-benzoyl-5-(3-methylbut-2-en-1-yl)-10h-phenazine-1-carboxylate (NP0326073)

MOL for NP0326073 ((2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl 7-benzoyl-5-(3-methylbut-2-en-1-yl)-10h-phenazine-1-carboxylate)

3D MOL for NP0326073 ((2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl 7-benzoyl-5-(3-methylbut-2-en-1-yl)-10h-phenazine-1-carboxylate)

3D SDF for NP0326073 ((2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl 7-benzoyl-5-(3-methylbut-2-en-1-yl)-10h-phenazine-1-carboxylate)

3D-SDF for NP0326073 ((2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl 7-benzoyl-5-(3-methylbut-2-en-1-yl)-10h-phenazine-1-carboxylate)

PDB for NP0326073 ((2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl 7-benzoyl-5-(3-methylbut-2-en-1-yl)-10h-phenazine-1-carboxylate)

3D PDB for NP0326073 ((2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl 7-benzoyl-5-(3-methylbut-2-en-1-yl)-10h-phenazine-1-carboxylate)

SMILES for NP0326073 ((2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl 7-benzoyl-5-(3-methylbut-2-en-1-yl)-10h-phenazine-1-carboxylate)

INCHI for NP0326073 ((2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl 7-benzoyl-5-(3-methylbut-2-en-1-yl)-10h-phenazine-1-carboxylate)

Structure for NP0326073 ((2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl 7-benzoyl-5-(3-methylbut-2-en-1-yl)-10h-phenazine-1-carboxylate)

3D Structure for NP0326073 ((2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl 7-benzoyl-5-(3-methylbut-2-en-1-yl)-10h-phenazine-1-carboxylate)