NP-MRD: Showing NP-Card for 3,18,19,23-tetrahydroxy-7-(hydroxymethyl)-24-methoxy-7,10-dimethyl-9,28-dioxa-6-azaheptacyclo[15.12.0.0²,¹⁴.0⁴,¹².0⁶,¹⁰.0²⁰,²⁹.0²²,²⁷]nonacosa-1(29),2,4(12),13,17,19,22,24,26-nonaene-5,8,21-trione (NP0244737)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 05:36:24 UTC

Updated at

2022-09-07 05:36:24 UTC

NP-MRD ID

NP0244737

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,18,19,23-tetrahydroxy-7-(hydroxymethyl)-24-methoxy-7,10-dimethyl-9,28-dioxa-6-azaheptacyclo[15.12.0.0²,¹⁴.0⁴,¹².0⁶,¹⁰.0²⁰,²⁹.0²²,²⁷]nonacosa-1(29),2,4(12),13,17,19,22,24,26-nonaene-5,8,21-trione

Description

3,18,19,23-Tetrahydroxy-7-(hydroxymethyl)-24-methoxy-7,10-dimethyl-9,28-dioxa-6-azaheptacyclo[15.12.0.0²,¹⁴.0⁴,¹².0⁶,¹⁰.0²⁰,²⁹.0²²,²⁷]Nonacosa-1(17),2,4(12),13,18,20(29),22(27),23,25-nonaene-5,8,21-trione belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring. 3,18,19,23-tetrahydroxy-7-(hydroxymethyl)-24-methoxy-7,10-dimethyl-9,28-dioxa-6-azaheptacyclo[15.12.0.0²,¹⁴.0⁴,¹².0⁶,¹⁰.0²⁰,²⁹.0²²,²⁷]nonacosa-1(29),2,4(12),13,17,19,22,24,26-nonaene-5,8,21-trione is found in Streptomyces caelestis. Based on a literature review very few articles have been published on 3,18,19,23-tetrahydroxy-7-(hydroxymethyl)-24-methoxy-7,10-dimethyl-9,28-dioxa-6-azaheptacyclo[15.12.0.0²,¹⁴.0⁴,¹².0⁶,¹⁰.0²⁰,²⁹.0²²,²⁷]Nonacosa-1(17),2,4(12),13,18,20(29),22(27),23,25-nonaene-5,8,21-trione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072207362D          

 42 48  0  0  0  0            999 V2000
    8.4074    0.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6197    0.4040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0134    0.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2257    0.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6194    1.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8008    2.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1945    2.6419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3758    3.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7695    4.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9508    4.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7385    5.0563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9199    5.8612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3448    4.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1325    4.7422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1635    3.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7698    3.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5575    3.3779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5884    2.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1948    1.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9824    2.0136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3445    5.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5569    5.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3755    4.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5878    4.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4065    3.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0128    2.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8005    2.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4068    2.3965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9818    3.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8314    1.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4378    1.3464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0438    1.6605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374    2.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7760    2.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6188    3.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7180    1.8162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8797    1.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3202    0.4009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990    0.9109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6976    0.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4040    0.4824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1276    0.8786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  2  0  0  0  0
  3 19  1  0  0  0  0
 19 20  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 23 29  1  0  0  0  0
  9 29  1  0  0  0  0
 26 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 25 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 32 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END

     RDKit          3D

 67 73  0  0  0  0  0  0  0  0999 V2000
    6.4294    4.1182   -2.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3809    3.1442   -0.9940 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2931    2.3594   -0.6927 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1039    2.4972   -1.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0153    1.6795   -1.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0905    0.7214   -0.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0859   -0.0689    0.3251 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1746   -0.9536    1.2403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1328   -1.8023    1.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3260   -2.7791    2.5940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5325   -2.9065    3.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7665   -3.8630    4.2273 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5594   -2.0718    2.9003 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8103   -2.1584    3.5301 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3697   -1.1266    1.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4573   -0.3197    1.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5502   -0.4665    2.2349 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2939    0.6060    0.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3643    1.4064    0.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5519    1.2208    1.0084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1946   -3.6728    3.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6198   -3.9820    1.8269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0756   -2.7532    1.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3592   -2.6171    0.6998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7590   -1.5162   -0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8253   -0.5492   -0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4939   -0.6615    0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2987    0.3445   -0.1852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1313   -1.7702    0.8544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3012    0.6050   -1.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5567    1.5384   -1.3351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6952    0.6732   -1.4064 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5449   -0.4585   -1.4369 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6710   -1.1213   -2.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1693   -1.5094   -0.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8206    0.0693   -1.1074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8463    1.3551   -1.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8980    1.9832   -1.8746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4629    1.8307   -1.7928 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1627    2.3227   -3.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2422    2.9923   -0.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0091    4.0490   -1.2757 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4170    4.5417   -2.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0802    4.9745   -1.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7305    3.6970   -2.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9414    3.2105   -2.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1277    1.8302   -1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1106   -4.5121    4.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9086   -2.8609    4.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3360    1.7982    0.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6445   -4.6616    3.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3759   -3.2188    3.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0917   -4.4928    1.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -4.6741    2.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0499   -3.4304    0.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2089    1.2012   -0.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4066   -0.6208   -3.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6926   -1.2869   -3.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1048   -2.1400   -2.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4256   -2.5211   -0.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8212   -1.3748    0.4793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4502    3.1850   -3.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0684    2.7130   -3.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6604    1.5489   -3.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5495    2.7200    0.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1694    3.3063   -0.8716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5000    4.6790   -1.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 33 34  1  6
 33 35  1  0
 33 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  6
 39 41  1  0
 41 42  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19  3  1  0
 18  6  1  0
 15  8  1  0
 29  9  1  0
 29 23  1  0
 35 25  1  0
 39 32  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  4 46  1  0
  5 47  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 24 55  1  0
 34 57  1  0
 34 58  1  0
 34 59  1  0
 35 60  1  0
 35 61  1  0
 40 62  1  0
 40 63  1  0
 40 64  1  0
 41 65  1  0
 41 66  1  0
 42 67  1  0
 28 56  1  0
 12 48  1  0
 14 49  1  0
 20 50  1  0
M  END


  Mrv1652309072207362D          

 42 48  0  0  0  0            999 V2000
    8.4074    0.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6197    0.4040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0134    0.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2257    0.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6194    1.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8008    2.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1945    2.6419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3758    3.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7695    4.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9508    4.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7385    5.0563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9199    5.8612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3448    4.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1325    4.7422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1635    3.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7698    3.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5575    3.3779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5884    2.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1948    1.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9824    2.0136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3445    5.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5569    5.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3755    4.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5878    4.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4065    3.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0128    2.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8005    2.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4068    2.3965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9818    3.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8314    1.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4378    1.3464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0438    1.6605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374    2.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7760    2.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6188    3.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7180    1.8162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8797    1.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3202    0.4009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990    0.9109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6976    0.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4040    0.4824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1276    0.8786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  2  0  0  0  0
  3 19  1  0  0  0  0
 19 20  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 23 29  1  0  0  0  0
  9 29  1  0  0  0  0
 26 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 25 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 32 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0244737

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2OC3=C4C(CCC5=CC6=C(C(=O)N7C(C)(C6)OC(=O)C7(C)CO)C(O)=C45)=C(O)C(O)=C3C(=O)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C30H25NO11/c1-29(10-32)28(39)42-30(2)9-12-8-11-4-5-13-18(16(11)23(35)17(12)27(38)31(29)30)26-20(25(37)21(13)33)24(36)19-14(41-26)6-7-15(40-3)22(19)34/h6-8,32-35,37H,4-5,9-10H2,1-3H3

> <INCHI_KEY>
CELAFVAJJRUNHZ-UHFFFAOYSA-N

> <FORMULA>
C30H25NO11

> <MOLECULAR_WEIGHT>
575.526

> <EXACT_MASS>
575.142760629

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
57.75923104768867

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,18,19,23-tetrahydroxy-7-(hydroxymethyl)-24-methoxy-7,10-dimethyl-9,28-dioxa-6-azaheptacyclo[15.12.0.0^{2,14}.0^{4,12}.0^{6,10}.0^{20,29}.0^{22,27}]nonacosa-1(29),2,4(12),13,17,19,22,24,26-nonaene-5,8,21-trione

> <JCHEM_LOGP>
4.838142750666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.47236210104624

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.580608603114547

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5414184343776562

> <JCHEM_POLAR_SURFACE_AREA>
183.29

> <JCHEM_REFRACTIVITY>
146.3063

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3,18,19,23-tetrahydroxy-7-(hydroxymethyl)-24-methoxy-7,10-dimethyl-9,28-dioxa-6-azaheptacyclo[15.12.0.0^{2,14}.0^{4,12}.0^{6,10}.0^{20,29}.0^{22,27}]nonacosa-1(29),2,4(12),13,17,19,22,24,26-nonaene-5,8,21-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      15.694   1.212   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      14.223   0.754   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      13.092   1.798   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.621   1.340   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.490   2.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.828   3.887   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.696   4.932   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      10.035   6.434   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.903   7.478   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.242   8.981   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.712   9.438   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      11.050  10.941   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      11.844   8.394   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      13.314   8.852   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      11.505   6.892   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.637   5.847   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      14.107   6.305   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      12.298   4.345   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.430   3.301   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      14.901   3.759   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.110  10.025   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.639   9.567   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.301   8.065   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.831   7.607   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.492   6.104   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.624   5.060   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.094   5.518   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.226   4.474   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       7.433   7.020   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.285   3.558   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.417   2.513   0.000  0.00  0.00           O+0
HETATM   32  N   UNK     0       3.815   3.100   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0       2.683   4.144   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.448   5.064   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.022   5.646   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       1.340   3.390   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       1.642   1.880   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       0.598   0.748   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       3.172   1.700   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       3.169   0.160   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.487   0.900   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       5.838   1.640   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   18                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10   29                                                  
CONECT   10    9   11   21                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    8   16                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    6   19                                                  
CONECT   19   18    3   20                                                  
CONECT   20   19                                                            
CONECT   21   10   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   29                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   35                                                  
CONECT   26   25   27   30                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   23    9                                                  
CONECT   30   26   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   39                                                  
CONECT   33   32   34   35   36                                             
CONECT   34   33                                                            
CONECT   35   33   25                                                       
CONECT   36   33   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   32   40   41                                             
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₂₅NO₁₁

Average Mass

575.5260 Da

Monoisotopic Mass

575.14276 Da

IUPAC Name

3,18,19,23-tetrahydroxy-7-(hydroxymethyl)-24-methoxy-7,10-dimethyl-9,28-dioxa-6-azaheptacyclo[15.12.0.0^{2,14}.0^{4,12}.0^{6,10}.0^{20,29}.0^{22,27}]nonacosa-1(29),2,4(12),13,17,19,22,24,26-nonaene-5,8,21-trione

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=CC=C2OC3=C4C(CCC5=CC6=C(C(=O)N7C(C)(C6)OC(=O)C7(C)CO)C(O)=C45)=C(O)C(O)=C3C(=O)C2=C1O

InChI Identifier

InChI=1S/C30H25NO11/c1-29(10-32)28(39)42-30(2)9-12-8-11-4-5-13-18(16(11)23(35)17(12)27(38)31(29)30)26-20(25(37)21(13)33)24(36)19-14(41-26)6-7-15(40-3)22(19)34/h6-8,32-35,37H,4-5,9-10H2,1-3H3

InChI Key

CELAFVAJJRUNHZ-UHFFFAOYSA-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

Species Name	Source	Reference
Streptomyces caelestis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthones

Alternative Parents

Substituents

Xanthone
Naphthopyranone
Phenanthrene
Naphthopyran
1-naphthol
Isoquinolone
Chromone
Alpha-amino acid or derivatives
Tetrahydroisoquinoline
Naphthalene
Anisole
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Benzenoid
Oxazolidinone
Pyran
Heteroaromatic compound
Vinylogous acid
Oxazolidine
Tertiary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Lactone
Lactam
Polyol
Carboxylic acid derivative
Azacycle
Oxacycle
Monocarboxylic acid or derivatives
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organic nitrogen compound
Organonitrogen compound
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Primary alcohol
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	4.84	ChemAxon
pKa (Strongest Acidic)	7.58	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	183.29 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	146.31 m³·mol⁻¹	ChemAxon
Polarizability	57.76 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163061799

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,18,19,23-tetrahydroxy-7-(hydroxymethyl)-24-methoxy-7,10-dimethyl-9,28-dioxa-6-azaheptacyclo[15.12.0.0²,¹⁴.0⁴,¹².0⁶,¹⁰.0²⁰,²⁹.0²²,²⁷]nonacosa-1(29),2,4(12),13,17,19,22,24,26-nonaene-5,8,21-trione (NP0244737)

MOL for NP0244737 (3,18,19,23-tetrahydroxy-7-(hydroxymethyl)-24-methoxy-7,10-dimethyl-9,28-dioxa-6-azaheptacyclo[15.12.0.0²,¹⁴.0⁴,¹².0⁶,¹⁰.0²⁰,²⁹.0²²,²⁷]nonacosa-1(29),2,4(12),13,17,19,22,24,26-nonaene-5,8,21-trione)

3D MOL for NP0244737 (3,18,19,23-tetrahydroxy-7-(hydroxymethyl)-24-methoxy-7,10-dimethyl-9,28-dioxa-6-azaheptacyclo[15.12.0.0²,¹⁴.0⁴,¹².0⁶,¹⁰.0²⁰,²⁹.0²²,²⁷]nonacosa-1(29),2,4(12),13,17,19,22,24,26-nonaene-5,8,21-trione)

3D SDF for NP0244737 (3,18,19,23-tetrahydroxy-7-(hydroxymethyl)-24-methoxy-7,10-dimethyl-9,28-dioxa-6-azaheptacyclo[15.12.0.0²,¹⁴.0⁴,¹².0⁶,¹⁰.0²⁰,²⁹.0²²,²⁷]nonacosa-1(29),2,4(12),13,17,19,22,24,26-nonaene-5,8,21-trione)

3D-SDF for NP0244737 (3,18,19,23-tetrahydroxy-7-(hydroxymethyl)-24-methoxy-7,10-dimethyl-9,28-dioxa-6-azaheptacyclo[15.12.0.0²,¹⁴.0⁴,¹².0⁶,¹⁰.0²⁰,²⁹.0²²,²⁷]nonacosa-1(29),2,4(12),13,17,19,22,24,26-nonaene-5,8,21-trione)

PDB for NP0244737 (3,18,19,23-tetrahydroxy-7-(hydroxymethyl)-24-methoxy-7,10-dimethyl-9,28-dioxa-6-azaheptacyclo[15.12.0.0²,¹⁴.0⁴,¹².0⁶,¹⁰.0²⁰,²⁹.0²²,²⁷]nonacosa-1(29),2,4(12),13,17,19,22,24,26-nonaene-5,8,21-trione)

3D PDB for NP0244737 (3,18,19,23-tetrahydroxy-7-(hydroxymethyl)-24-methoxy-7,10-dimethyl-9,28-dioxa-6-azaheptacyclo[15.12.0.0²,¹⁴.0⁴,¹².0⁶,¹⁰.0²⁰,²⁹.0²²,²⁷]nonacosa-1(29),2,4(12),13,17,19,22,24,26-nonaene-5,8,21-trione)

SMILES for NP0244737 (3,18,19,23-tetrahydroxy-7-(hydroxymethyl)-24-methoxy-7,10-dimethyl-9,28-dioxa-6-azaheptacyclo[15.12.0.0²,¹⁴.0⁴,¹².0⁶,¹⁰.0²⁰,²⁹.0²²,²⁷]nonacosa-1(29),2,4(12),13,17,19,22,24,26-nonaene-5,8,21-trione)

INCHI for NP0244737 (3,18,19,23-tetrahydroxy-7-(hydroxymethyl)-24-methoxy-7,10-dimethyl-9,28-dioxa-6-azaheptacyclo[15.12.0.0²,¹⁴.0⁴,¹².0⁶,¹⁰.0²⁰,²⁹.0²²,²⁷]nonacosa-1(29),2,4(12),13,17,19,22,24,26-nonaene-5,8,21-trione)

Structure for NP0244737 (3,18,19,23-tetrahydroxy-7-(hydroxymethyl)-24-methoxy-7,10-dimethyl-9,28-dioxa-6-azaheptacyclo[15.12.0.0²,¹⁴.0⁴,¹².0⁶,¹⁰.0²⁰,²⁹.0²²,²⁷]nonacosa-1(29),2,4(12),13,17,19,22,24,26-nonaene-5,8,21-trione)

3D Structure for NP0244737 (3,18,19,23-tetrahydroxy-7-(hydroxymethyl)-24-methoxy-7,10-dimethyl-9,28-dioxa-6-azaheptacyclo[15.12.0.0²,¹⁴.0⁴,¹².0⁶,¹⁰.0²⁰,²⁹.0²²,²⁷]nonacosa-1(29),2,4(12),13,17,19,22,24,26-nonaene-5,8,21-trione)