NP-MRD: Showing NP-Card for (1R,2S,4S,5S,6R,7R,9S,10S)-1,2,6,9,15-pentaacetoxy-4-hydroxy-8-oxodihydro+ (NP0026440)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 18:18:55 UTC

Updated at

2021-06-29 23:51:58 UTC

NP-MRD ID

NP0026440

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1R,2S,4S,5S,6R,7R,9S,10S)-1,2,6,9,15-pentaacetoxy-4-hydroxy-8-oxodihydro+

Provided By

JEOL Database JEOL Logo

Description

(1R,2S,4S,5S,6R,7R,9S,10S)-1,2,6,9,15-pentaacetoxy-4-hydroxy-8-oxodihydro+ is found in Maytenus chiapensis. (1R,2S,4S,5S,6R,7R,9S,10S)-1,2,6,9,15-pentaacetoxy-4-hydroxy-8-oxodihydro+ was first documented in 2003 (Nunez, M. J., et al.). Based on a literature review very few articles have been published on CHEMBL3774902.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192120183D          

 72 74  0  0  0  0            999 V2000
   -2.7897   -2.9634    0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1123   -1.9360    1.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2456   -1.8308    2.2497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3163   -1.1418    0.2692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6429   -0.0937    0.9797 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1887    0.8116    0.0193 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7150    1.1803   -1.2106 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0784    1.3949   -0.8117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8082    2.1967   -1.6360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2340    2.2355   -1.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3652    2.8185   -2.5905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    0.0975   -2.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6318   -0.3191   -2.9123 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7463   -0.4642   -2.6411 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2251   -1.1161   -1.3538 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3759   -1.9396   -1.5937 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1290   -3.2158   -1.9948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4173   -3.9531   -2.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0179   -3.6909   -2.1747 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5393    0.1581   -0.5211 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0695    1.1267   -1.5347 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7790    0.6411   -2.8710 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3167    1.7819   -3.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0977    0.1331   -3.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6853    0.0361    0.5486 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5953   -1.1679    1.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9372   -0.1632   -0.1489 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8859    1.3557    1.3295 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6067    1.9883    1.8749 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1094    1.1516    2.9376 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670    1.7631    3.9717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0125    0.7365    4.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700    2.9637    4.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5683    2.1541    0.7422 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6261    2.7874    1.2490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5703    4.1450    1.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8575    4.6631    1.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3790    4.8416    1.0497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0407   -3.6052   -0.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4392   -3.5825    0.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4035   -2.4691   -0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0217   -0.5628    1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4049    0.4978    1.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3381    2.1166   -1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2944    2.6989   -0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8232    2.8289   -1.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6430    1.2222   -1.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804   -1.1497   -3.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4815   -1.7417   -0.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9759   -3.9757   -1.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0045   -3.4715   -2.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2039   -4.9821   -2.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1515    1.4186   -4.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3990    2.2733   -3.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0712    2.5770   -3.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7729    0.9736   -3.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9149   -0.3907   -4.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6719   -0.5222   -2.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8200   -1.0882    2.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5447   -1.2996    2.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371   -2.1025    0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9658    0.5122   -0.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3802    2.0890    0.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914    1.1813    2.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8718    2.9684    2.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8713    0.1680    5.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4588    1.2377    5.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7194    0.0717    4.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0131    2.8184   -0.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6520    4.5576    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1128    4.1199    2.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420    5.7208    2.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 30  1  0  0  0  0
 20 15  1  0  0  0  0
  6  5  1  1  0  0  0
 15 14  1  0  0  0  0
 25 26  1  0  0  0  0
 14 12  1  0  0  0  0
 35 36  1  0  0  0  0
 12  7  1  0  0  0  0
 36 37  1  0  0  0  0
  6 20  1  0  0  0  0
 36 38  2  0  0  0  0
 12 13  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 14 22  1  0  0  0  0
 31 33  2  0  0  0  0
 29 28  1  0  0  0  0
 15 16  1  0  0  0  0
 20 21  1  6  0  0  0
 16 17  1  0  0  0  0
 21 22  1  0  0  0  0
 17 18  1  0  0  0  0
 29 34  1  0  0  0  0
 17 19  2  0  0  0  0
 22 23  1  6  0  0  0
  5  4  1  0  0  0  0
 28 25  1  0  0  0  0
  7  8  1  0  0  0  0
 22 24  1  0  0  0  0
  8  9  1  0  0  0  0
 25 20  1  0  0  0  0
  9 10  1  0  0  0  0
 25 27  1  6  0  0  0
  9 11  2  0  0  0  0
  6 34  1  0  0  0  0
  4  2  1  0  0  0  0
 34 35  1  0  0  0  0
  2  1  1  0  0  0  0
  6  7  1  0  0  0  0
  2  3  2  0  0  0  0
 29 65  1  1  0  0  0
 28 63  1  0  0  0  0
 28 64  1  0  0  0  0
 34 69  1  6  0  0  0
 15 49  1  1  0  0  0
 14 48  1  6  0  0  0
  7 44  1  6  0  0  0
 23 53  1  0  0  0  0
 23 54  1  0  0  0  0
 23 55  1  0  0  0  0
 24 56  1  0  0  0  0
 24 57  1  0  0  0  0
 24 58  1  0  0  0  0
 27 62  1  0  0  0  0
  5 42  1  0  0  0  0
  5 43  1  0  0  0  0
 26 59  1  0  0  0  0
 26 60  1  0  0  0  0
 26 61  1  0  0  0  0
 37 70  1  0  0  0  0
 37 71  1  0  0  0  0
 37 72  1  0  0  0  0
 32 66  1  0  0  0  0
 32 67  1  0  0  0  0
 32 68  1  0  0  0  0
 18 50  1  0  0  0  0
 18 51  1  0  0  0  0
 18 52  1  0  0  0  0
 10 45  1  0  0  0  0
 10 46  1  0  0  0  0
 10 47  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
M  END

     RDKit          3D

 72 74  0  0  0  0  0  0  0  0999 V2000
   -2.7897   -2.9634    0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1123   -1.9360    1.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2456   -1.8308    2.2497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3163   -1.1418    0.2692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6429   -0.0937    0.9797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1887    0.8116    0.0193 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7150    1.1803   -1.2106 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0784    1.3949   -0.8117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8082    2.1967   -1.6360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2340    2.2355   -1.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3652    2.8185   -2.5905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    0.0975   -2.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6318   -0.3191   -2.9123 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7463   -0.4642   -2.6411 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2251   -1.1161   -1.3538 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3759   -1.9396   -1.5937 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1290   -3.2158   -1.9948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4173   -3.9531   -2.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0179   -3.6909   -2.1747 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5393    0.1581   -0.5211 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0695    1.1267   -1.5347 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7790    0.6411   -2.8710 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3167    1.7819   -3.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0977    0.1331   -3.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6853    0.0361    0.5486 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5953   -1.1679    1.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9372   -0.1632   -0.1489 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8859    1.3557    1.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6067    1.9883    1.8749 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1094    1.1516    2.9376 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670    1.7631    3.9717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0125    0.7365    4.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700    2.9637    4.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5683    2.1541    0.7422 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6261    2.7874    1.2490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5703    4.1450    1.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8575    4.6631    1.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3790    4.8416    1.0497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0407   -3.6052   -0.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4392   -3.5825    0.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4035   -2.4691   -0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0217   -0.5628    1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4049    0.4978    1.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3381    2.1166   -1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2944    2.6989   -0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8232    2.8289   -1.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6430    1.2222   -1.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804   -1.1497   -3.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4815   -1.7417   -0.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9759   -3.9757   -1.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0045   -3.4715   -2.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2039   -4.9821   -2.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1515    1.4186   -4.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3990    2.2733   -3.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0712    2.5770   -3.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7729    0.9736   -3.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9149   -0.3907   -4.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6719   -0.5222   -2.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8200   -1.0882    2.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5447   -1.2996    2.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371   -2.1025    0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9658    0.5122   -0.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3802    2.0890    0.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914    1.1813    2.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8718    2.9684    2.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8713    0.1680    5.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4588    1.2377    5.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7194    0.0717    4.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0131    2.8184   -0.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6520    4.5576    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1128    4.1199    2.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420    5.7208    2.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 30  1  0
 20 15  1  0
  6  5  1  1
 15 14  1  0
 25 26  1  0
 14 12  1  0
 35 36  1  0
 12  7  1  0
 36 37  1  0
  6 20  1  0
 36 38  2  0
 12 13  2  0
 30 31  1  0
 31 32  1  0
 14 22  1  0
 31 33  2  0
 29 28  1  0
 15 16  1  0
 20 21  1  6
 16 17  1  0
 21 22  1  0
 17 18  1  0
 29 34  1  0
 17 19  2  0
 22 23  1  6
  5  4  1  0
 28 25  1  0
  7  8  1  0
 22 24  1  0
  8  9  1  0
 25 20  1  0
  9 10  1  0
 25 27  1  6
  9 11  2  0
  6 34  1  0
  4  2  1  0
 34 35  1  0
  2  1  1  0
  6  7  1  0
  2  3  2  0
 29 65  1  1
 28 63  1  0
 28 64  1  0
 34 69  1  6
 15 49  1  1
 14 48  1  6
  7 44  1  6
 23 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 24 58  1  0
 27 62  1  0
  5 42  1  0
  5 43  1  0
 26 59  1  0
 26 60  1  0
 26 61  1  0
 37 70  1  0
 37 71  1  0
 37 72  1  0
 32 66  1  0
 32 67  1  0
 32 68  1  0
 18 50  1  0
 18 51  1  0
 18 52  1  0
 10 45  1  0
 10 46  1  0
 10 47  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
M  END


  Mrv1652306192120183D          

 72 74  0  0  0  0            999 V2000
   -2.7897   -2.9634    0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1123   -1.9360    1.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2456   -1.8308    2.2497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3163   -1.1418    0.2692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6429   -0.0937    0.9797 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1887    0.8116    0.0193 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7150    1.1803   -1.2106 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0784    1.3949   -0.8117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8082    2.1967   -1.6360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2340    2.2355   -1.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3652    2.8185   -2.5905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    0.0975   -2.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6318   -0.3191   -2.9123 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7463   -0.4642   -2.6411 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2251   -1.1161   -1.3538 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3759   -1.9396   -1.5937 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1290   -3.2158   -1.9948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4173   -3.9531   -2.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0179   -3.6909   -2.1747 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5393    0.1581   -0.5211 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0695    1.1267   -1.5347 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7790    0.6411   -2.8710 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3167    1.7819   -3.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0977    0.1331   -3.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6853    0.0361    0.5486 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5953   -1.1679    1.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9372   -0.1632   -0.1489 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8859    1.3557    1.3295 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6067    1.9883    1.8749 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1094    1.1516    2.9376 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670    1.7631    3.9717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0125    0.7365    4.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700    2.9637    4.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5683    2.1541    0.7422 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6261    2.7874    1.2490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5703    4.1450    1.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8575    4.6631    1.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3790    4.8416    1.0497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0407   -3.6052   -0.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4392   -3.5825    0.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4035   -2.4691   -0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0217   -0.5628    1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4049    0.4978    1.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3381    2.1166   -1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2944    2.6989   -0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8232    2.8289   -1.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6430    1.2222   -1.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804   -1.1497   -3.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4815   -1.7417   -0.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9759   -3.9757   -1.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0045   -3.4715   -2.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2039   -4.9821   -2.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1515    1.4186   -4.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3990    2.2733   -3.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0712    2.5770   -3.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7729    0.9736   -3.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9149   -0.3907   -4.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6719   -0.5222   -2.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8200   -1.0882    2.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5447   -1.2996    2.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371   -2.1025    0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9658    0.5122   -0.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3802    2.0890    0.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914    1.1813    2.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8718    2.9684    2.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8713    0.1680    5.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4588    1.2377    5.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7194    0.0717    4.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0131    2.8184   -0.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6520    4.5576    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1128    4.1199    2.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420    5.7208    2.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 30  1  0  0  0  0
 20 15  1  0  0  0  0
  6  5  1  1  0  0  0
 15 14  1  0  0  0  0
 25 26  1  0  0  0  0
 14 12  1  0  0  0  0
 35 36  1  0  0  0  0
 12  7  1  0  0  0  0
 36 37  1  0  0  0  0
  6 20  1  0  0  0  0
 36 38  2  0  0  0  0
 12 13  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 14 22  1  0  0  0  0
 31 33  2  0  0  0  0
 29 28  1  0  0  0  0
 15 16  1  0  0  0  0
 20 21  1  6  0  0  0
 16 17  1  0  0  0  0
 21 22  1  0  0  0  0
 17 18  1  0  0  0  0
 29 34  1  0  0  0  0
 17 19  2  0  0  0  0
 22 23  1  6  0  0  0
  5  4  1  0  0  0  0
 28 25  1  0  0  0  0
  7  8  1  0  0  0  0
 22 24  1  0  0  0  0
  8  9  1  0  0  0  0
 25 20  1  0  0  0  0
  9 10  1  0  0  0  0
 25 27  1  6  0  0  0
  9 11  2  0  0  0  0
  6 34  1  0  0  0  0
  4  2  1  0  0  0  0
 34 35  1  0  0  0  0
  2  1  1  0  0  0  0
  6  7  1  0  0  0  0
  2  3  2  0  0  0  0
 29 65  1  1  0  0  0
 28 63  1  0  0  0  0
 28 64  1  0  0  0  0
 34 69  1  6  0  0  0
 15 49  1  1  0  0  0
 14 48  1  6  0  0  0
  7 44  1  6  0  0  0
 23 53  1  0  0  0  0
 23 54  1  0  0  0  0
 23 55  1  0  0  0  0
 24 56  1  0  0  0  0
 24 57  1  0  0  0  0
 24 58  1  0  0  0  0
 27 62  1  0  0  0  0
  5 42  1  0  0  0  0
  5 43  1  0  0  0  0
 26 59  1  0  0  0  0
 26 60  1  0  0  0  0
 26 61  1  0  0  0  0
 37 70  1  0  0  0  0
 37 71  1  0  0  0  0
 37 72  1  0  0  0  0
 32 66  1  0  0  0  0
 32 67  1  0  0  0  0
 32 68  1  0  0  0  0
 18 50  1  0  0  0  0
 18 51  1  0  0  0  0
 18 52  1  0  0  0  0
 10 45  1  0  0  0  0
 10 46  1  0  0  0  0
 10 47  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0026440

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1(C([H])([H])[H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]2(C([H])([H])OC(=O)C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])C(=O)[C@]3([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@]12OC3(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H34O13/c1-11(26)33-10-24-19(35-13(3)28)16(34-12(2)27)9-23(8,32)25(24)20(36-14(4)29)17(22(6,7)38-25)18(31)21(24)37-15(5)30/h16-17,19-21,32H,9-10H2,1-8H3/t16-,17+,19-,20+,21+,23-,24-,25-/m0/s1

> <INCHI_KEY>
CWRZFIYRBDBWBH-XVHYGRDOSA-N

> <FORMULA>
C25H34O13

> <MOLECULAR_WEIGHT>
542.534

> <EXACT_MASS>
542.199941155

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
52.30577794161545

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1S,2S,4S,5R,6S,7S,9R,12R)-4,5,7,12-tetrakis(acetyloxy)-2-hydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-6-yl]methyl acetate

> <ALOGPS_LOGP>
1.07

> <JCHEM_LOGP>
-1.1326727046666676

> <ALOGPS_LOGS>
-3.19

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.719401874877796

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.750243461194625

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3816929386789134

> <JCHEM_POLAR_SURFACE_AREA>
178.02999999999997

> <JCHEM_REFRACTIVITY>
121.55470000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,2S,4S,5R,6S,7S,9R,12R)-4,5,7,12-tetrakis(acetyloxy)-2-hydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-6-yl]methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 72 74  0  0  0  0  0  0  0  0999 V2000
   -2.7897   -2.9634    0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1123   -1.9360    1.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2456   -1.8308    2.2497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3163   -1.1418    0.2692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6429   -0.0937    0.9797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1887    0.8116    0.0193 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7150    1.1803   -1.2106 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0784    1.3949   -0.8117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8082    2.1967   -1.6360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2340    2.2355   -1.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3652    2.8185   -2.5905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    0.0975   -2.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6318   -0.3191   -2.9123 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7463   -0.4642   -2.6411 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2251   -1.1161   -1.3538 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3759   -1.9396   -1.5937 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1290   -3.2158   -1.9948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4173   -3.9531   -2.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0179   -3.6909   -2.1747 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5393    0.1581   -0.5211 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0695    1.1267   -1.5347 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7790    0.6411   -2.8710 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3167    1.7819   -3.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0977    0.1331   -3.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6853    0.0361    0.5486 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5953   -1.1679    1.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9372   -0.1632   -0.1489 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8859    1.3557    1.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6067    1.9883    1.8749 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1094    1.1516    2.9376 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670    1.7631    3.9717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0125    0.7365    4.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700    2.9637    4.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5683    2.1541    0.7422 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6261    2.7874    1.2490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5703    4.1450    1.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8575    4.6631    1.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3790    4.8416    1.0497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0407   -3.6052   -0.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4392   -3.5825    0.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4035   -2.4691   -0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0217   -0.5628    1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4049    0.4978    1.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3381    2.1166   -1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2944    2.6989   -0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8232    2.8289   -1.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6430    1.2222   -1.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804   -1.1497   -3.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4815   -1.7417   -0.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9759   -3.9757   -1.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0045   -3.4715   -2.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2039   -4.9821   -2.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1515    1.4186   -4.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3990    2.2733   -3.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0712    2.5770   -3.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7729    0.9736   -3.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9149   -0.3907   -4.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6719   -0.5222   -2.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8200   -1.0882    2.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5447   -1.2996    2.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371   -2.1025    0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9658    0.5122   -0.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3802    2.0890    0.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914    1.1813    2.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8718    2.9684    2.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8713    0.1680    5.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4588    1.2377    5.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7194    0.0717    4.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0131    2.8184   -0.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6520    4.5576    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1128    4.1199    2.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420    5.7208    2.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 30  1  0
 20 15  1  0
  6  5  1  1
 15 14  1  0
 25 26  1  0
 14 12  1  0
 35 36  1  0
 12  7  1  0
 36 37  1  0
  6 20  1  0
 36 38  2  0
 12 13  2  0
 30 31  1  0
 31 32  1  0
 14 22  1  0
 31 33  2  0
 29 28  1  0
 15 16  1  0
 20 21  1  6
 16 17  1  0
 21 22  1  0
 17 18  1  0
 29 34  1  0
 17 19  2  0
 22 23  1  6
  5  4  1  0
 28 25  1  0
  7  8  1  0
 22 24  1  0
  8  9  1  0
 25 20  1  0
  9 10  1  0
 25 27  1  6
  9 11  2  0
  6 34  1  0
  4  2  1  0
 34 35  1  0
  2  1  1  0
  6  7  1  0
  2  3  2  0
 29 65  1  1
 28 63  1  0
 28 64  1  0
 34 69  1  6
 15 49  1  1
 14 48  1  6
  7 44  1  6
 23 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 24 58  1  0
 27 62  1  0
  5 42  1  0
  5 43  1  0
 26 59  1  0
 26 60  1  0
 26 61  1  0
 37 70  1  0
 37 71  1  0
 37 72  1  0
 32 66  1  0
 32 67  1  0
 32 68  1  0
 18 50  1  0
 18 51  1  0
 18 52  1  0
 10 45  1  0
 10 46  1  0
 10 47  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.790  -2.963   0.186  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.112  -1.936   1.039  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.246  -1.831   2.250  0.00  0.00           O+0
HETATM    4  O   UNK     0      -1.316  -1.142   0.269  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.643  -0.094   0.980  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.189   0.812   0.019  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.715   1.180  -1.211  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.078   1.395  -0.812  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.808   2.197  -1.636  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.234   2.236  -1.181  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.365   2.818  -2.591  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.635   0.098  -2.321  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.632  -0.319  -2.912  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.746  -0.464  -2.641  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.225  -1.116  -1.354  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.376  -1.940  -1.594  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.129  -3.216  -1.995  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.417  -3.953  -2.189  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.018  -3.691  -2.175  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.539   0.158  -0.521  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.070   1.127  -1.535  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.779   0.641  -2.871  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.317   1.782  -3.791  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.098   0.133  -3.492  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.685   0.036   0.549  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.595  -1.168   1.494  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.937  -0.163  -0.149  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.886   1.356   1.329  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.607   1.988   1.875  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.109   1.152   2.938  0.00  0.00           O+0
HETATM   31  C   UNK     0       0.467   1.763   3.972  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.013   0.737   4.964  0.00  0.00           C+0
HETATM   33  O   UNK     0       0.270   2.964   4.079  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.568   2.154   0.742  0.00  0.00           C+0
HETATM   35  O   UNK     0      -0.626   2.787   1.249  0.00  0.00           O+0
HETATM   36  C   UNK     0      -0.570   4.145   1.378  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.857   4.663   1.941  0.00  0.00           C+0
HETATM   38  O   UNK     0       0.379   4.842   1.050  0.00  0.00           O+0
HETATM   39  H   UNK     0      -2.041  -3.605  -0.285  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.439  -3.583   0.811  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.404  -2.469  -0.571  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.022  -0.563   1.736  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.405   0.498   1.502  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.338   2.117  -1.627  0.00  0.00           H+0
HETATM   45  H   UNK     0      -4.294   2.699  -0.193  0.00  0.00           H+0
HETATM   46  H   UNK     0      -4.823   2.829  -1.886  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.643   1.222  -1.157  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.680  -1.150  -3.491  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.482  -1.742  -0.865  0.00  0.00           H+0
HETATM   50  H   UNK     0       3.976  -3.976  -1.250  0.00  0.00           H+0
HETATM   51  H   UNK     0       4.005  -3.471  -2.974  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.204  -4.982  -2.492  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.151   1.419  -4.812  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.399   2.273  -3.471  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.071   2.577  -3.825  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.773   0.974  -3.696  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.915  -0.391  -4.436  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.672  -0.522  -2.837  0.00  0.00           H+0
HETATM   59  H   UNK     0       1.820  -1.088   2.252  0.00  0.00           H+0
HETATM   60  H   UNK     0       3.545  -1.300   2.029  0.00  0.00           H+0
HETATM   61  H   UNK     0       2.437  -2.103   0.948  0.00  0.00           H+0
HETATM   62  H   UNK     0       3.966   0.512  -0.855  0.00  0.00           H+0
HETATM   63  H   UNK     0       3.380   2.089   0.677  0.00  0.00           H+0
HETATM   64  H   UNK     0       3.591   1.181   2.153  0.00  0.00           H+0
HETATM   65  H   UNK     0       1.872   2.968   2.290  0.00  0.00           H+0
HETATM   66  H   UNK     0       0.871   0.168   5.329  0.00  0.00           H+0
HETATM   67  H   UNK     0      -0.459   1.238   5.814  0.00  0.00           H+0
HETATM   68  H   UNK     0      -0.719   0.072   4.498  0.00  0.00           H+0
HETATM   69  H   UNK     0       1.013   2.818  -0.012  0.00  0.00           H+0
HETATM   70  H   UNK     0      -2.652   4.558   1.198  0.00  0.00           H+0
HETATM   71  H   UNK     0      -2.113   4.120   2.854  0.00  0.00           H+0
HETATM   72  H   UNK     0      -1.742   5.721   2.194  0.00  0.00           H+0
CONECT    1    2   39   40   41                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5    6    4   42   43                                             
CONECT    6    5   20   34    7                                             
CONECT    7   12    8    6   44                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9   45   46   47                                             
CONECT   11    9                                                            
CONECT   12   14    7   13                                                  
CONECT   13   12                                                            
CONECT   14   15   12   22   48                                             
CONECT   15   20   14   16   49                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   50   51   52                                             
CONECT   19   17                                                            
CONECT   20   15    6   21   25                                             
CONECT   21   20   22                                                       
CONECT   22   14   21   23   24                                             
CONECT   23   22   53   54   55                                             
CONECT   24   22   56   57   58                                             
CONECT   25   26   28   20   27                                             
CONECT   26   25   59   60   61                                             
CONECT   27   25   62                                                       
CONECT   28   29   25   63   64                                             
CONECT   29   30   28   34   65                                             
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31   66   67   68                                             
CONECT   33   31                                                            
CONECT   34   29    6   35   69                                             
CONECT   35   36   34                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36   70   71   72                                             
CONECT   38   36                                                            
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    5                                                            
CONECT   43    5                                                            
CONECT   44    7                                                            
CONECT   45   10                                                            
CONECT   46   10                                                            
CONECT   47   10                                                            
CONECT   48   14                                                            
CONECT   49   15                                                            
CONECT   50   18                                                            
CONECT   51   18                                                            
CONECT   52   18                                                            
CONECT   53   23                                                            
CONECT   54   23                                                            
CONECT   55   23                                                            
CONECT   56   24                                                            
CONECT   57   24                                                            
CONECT   58   24                                                            
CONECT   59   26                                                            
CONECT   60   26                                                            
CONECT   61   26                                                            
CONECT   62   27                                                            
CONECT   63   28                                                            
CONECT   64   28                                                            
CONECT   65   29                                                            
CONECT   66   32                                                            
CONECT   67   32                                                            
CONECT   68   32                                                            
CONECT   69   34                                                            
CONECT   70   37                                                            
CONECT   71   37                                                            
CONECT   72   37                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  148    0
END

RDKit          3D

72 74  0  0  0  0  0  0  0  0999 V2000
   -2.7897   -2.9634    0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1123   -1.9360    1.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2456   -1.8308    2.2497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3163   -1.1418    0.2692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6429   -0.0937    0.9797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1887    0.8116    0.0193 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7150    1.1803   -1.2106 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0784    1.3949   -0.8117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8082    2.1967   -1.6360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2340    2.2355   -1.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3652    2.8185   -2.5905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    0.0975   -2.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6318   -0.3191   -2.9123 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7463   -0.4642   -2.6411 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2251   -1.1161   -1.3538 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3759   -1.9396   -1.5937 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1290   -3.2158   -1.9948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4173   -3.9531   -2.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0179   -3.6909   -2.1747 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5393    0.1581   -0.5211 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0695    1.1267   -1.5347 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7790    0.6411   -2.8710 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3167    1.7819   -3.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0977    0.1331   -3.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6853    0.0361    0.5486 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5953   -1.1679    1.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9372   -0.1632   -0.1489 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8859    1.3557    1.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6067    1.9883    1.8749 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1094    1.1516    2.9376 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670    1.7631    3.9717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0125    0.7365    4.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700    2.9637    4.0793 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5683    2.1541    0.7422 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6261    2.7874    1.2490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5703    4.1450    1.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8575    4.6631    1.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3790    4.8416    1.0497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0407   -3.6052   -0.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4392   -3.5825    0.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4035   -2.4691   -0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0217   -0.5628    1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4049    0.4978    1.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3381    2.1166   -1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2944    2.6989   -0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8232    2.8289   -1.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6430    1.2222   -1.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804   -1.1497   -3.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4815   -1.7417   -0.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9759   -3.9757   -1.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0045   -3.4715   -2.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2039   -4.9821   -2.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1515    1.4186   -4.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3990    2.2733   -3.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0712    2.5770   -3.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7729    0.9736   -3.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9149   -0.3907   -4.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6719   -0.5222   -2.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8200   -1.0882    2.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5447   -1.2996    2.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371   -2.1025    0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9658    0.5122   -0.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3802    2.0890    0.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914    1.1813    2.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8718    2.9684    2.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8713    0.1680    5.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4588    1.2377    5.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7194    0.0717    4.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0131    2.8184   -0.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6520    4.5576    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1128    4.1199    2.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420    5.7208    2.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 30  1  0
 20 15  1  0
  6  5  1  1
 15 14  1  0
 25 26  1  0
 14 12  1  0
 35 36  1  0
 12  7  1  0
 36 37  1  0
  6 20  1  0
 36 38  2  0
 12 13  2  0
 30 31  1  0
 31 32  1  0
 14 22  1  0
 31 33  2  0
 29 28  1  0
 15 16  1  0
 20 21  1  6
 16 17  1  0
 21 22  1  0
 17 18  1  0
 29 34  1  0
 17 19  2  0
 22 23  1  6
  5  4  1  0
 28 25  1  0
  7  8  1  0
 22 24  1  0
  8  9  1  0
 25 20  1  0
  9 10  1  0
 25 27  1  6
  9 11  2  0
  6 34  1  0
  4  2  1  0
 34 35  1  0
  2  1  1  0
  6  7  1  0
  2  3  2  0
 29 65  1  1
 28 63  1  0
 28 64  1  0
 34 69  1  6
 15 49  1  1
 14 48  1  6
  7 44  1  6
 23 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 24 58  1  0
 27 62  1  0
  5 42  1  0
  5 43  1  0
 26 59  1  0
 26 60  1  0
 26 61  1  0
 37 70  1  0
 37 71  1  0
 37 72  1  0
 32 66  1  0
 32 67  1  0
 32 68  1  0
 18 50  1  0
 18 51  1  0
 18 52  1  0
 10 45  1  0
 10 46  1  0
 10 47  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₄O₁₃

Average Mass

542.5340 Da

Monoisotopic Mass

542.19994 Da

IUPAC Name

[(1S,2S,4S,5R,6S,7S,9R,12R)-4,5,7,12-tetrakis(acetyloxy)-2-hydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-6-yl]methyl acetate

Traditional Name

[(1S,2S,4S,5R,6S,7S,9R,12R)-4,5,7,12-tetrakis(acetyloxy)-2-hydroxy-2,10,10-trimethyl-8-oxo-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-6-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1(C([H])([H])[H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]2(C([H])([H])OC(=O)C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])C(=O)[C@]3([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@]12OC3(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C25H34O13/c1-11(26)33-10-24-19(35-13(3)28)16(34-12(2)27)9-23(8,32)25(24)20(36-14(4)29)17(22(6,7)38-25)18(31)21(24)37-15(5)30/h16-17,19-21,32H,9-10H2,1-8H3/t16-,17+,19-,20+,21+,23-,24-,25-/m0/s1

InChI Key

CWRZFIYRBDBWBH-XVHYGRDOSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Maytenus chiapensis	JEOL database	Nunez, M. J., et al, J. Nat. Prod. 66, 572 (2003)

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Agarofuran
Sesquiterpenoid
Oxepane
Alpha-acyloxy ketone
Cyclitol or derivatives
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Carboxylic acid ester
Ketone
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Alcohol
Organooxygen compound
Organic oxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	1.07	ALOGPS
logP	-1.1	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	10.75	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	178.03 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	121.55 m³·mol⁻¹	ChemAxon
Polarizability	52.31 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

9310452

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11135334

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nunez, M. J., et al. (2003). Nunez, M. J., et al, J. Nat. Prod. 66, 572 (2003). J. Nat. Prod..

Showing NP-Card for (1R,2S,4S,5S,6R,7R,9S,10S)-1,2,6,9,15-pentaacetoxy-4-hydroxy-8-oxodihydro+ (NP0026440)

MOL for NP0026440 ((1R,2S,4S,5S,6R,7R,9S,10S)-1,2,6,9,15-pentaacetoxy-4-hydroxy-8-oxodihydro+)

3D MOL for NP0026440 ((1R,2S,4S,5S,6R,7R,9S,10S)-1,2,6,9,15-pentaacetoxy-4-hydroxy-8-oxodihydro+)

3D SDF for NP0026440 ((1R,2S,4S,5S,6R,7R,9S,10S)-1,2,6,9,15-pentaacetoxy-4-hydroxy-8-oxodihydro+)

3D-SDF for NP0026440 ((1R,2S,4S,5S,6R,7R,9S,10S)-1,2,6,9,15-pentaacetoxy-4-hydroxy-8-oxodihydro+)

PDB for NP0026440 ((1R,2S,4S,5S,6R,7R,9S,10S)-1,2,6,9,15-pentaacetoxy-4-hydroxy-8-oxodihydro+)

3D PDB for NP0026440 ((1R,2S,4S,5S,6R,7R,9S,10S)-1,2,6,9,15-pentaacetoxy-4-hydroxy-8-oxodihydro+)

SMILES for NP0026440 ((1R,2S,4S,5S,6R,7R,9S,10S)-1,2,6,9,15-pentaacetoxy-4-hydroxy-8-oxodihydro+)

INCHI for NP0026440 ((1R,2S,4S,5S,6R,7R,9S,10S)-1,2,6,9,15-pentaacetoxy-4-hydroxy-8-oxodihydro+)

Structure for NP0026440 ((1R,2S,4S,5S,6R,7R,9S,10S)-1,2,6,9,15-pentaacetoxy-4-hydroxy-8-oxodihydro+)

3D Structure for NP0026440 ((1R,2S,4S,5S,6R,7R,9S,10S)-1,2,6,9,15-pentaacetoxy-4-hydroxy-8-oxodihydro+)