NP-MRD: Showing NP-Card for Secoorthosiphol A (NP0023992)

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Record Information

Version

2.0

Created at

2021-06-19 15:47:36 UTC

Updated at

2021-06-19 15:47:36 UTC

NP-MRD ID

NP0023992

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Secoorthosiphol A

Provided By

JEOL Database JEOL Logo

Description

Secoorthosiphol A is found in Orthosiphon stamineus. Secoorthosiphol A was first documented in 2002 (Awale, S., et al.). Based on a literature review very few articles have been published on 2-[(1S,2R,4R,4aR,6R,8R,8aS)-4-(acetyloxy)-8-(benzoyloxy)-1-(carboxymethyl)-6-ethenyl-4a-hydroxy-1,6-dimethyl-5-oxo-decahydronaphthalen-2-yl]-2-methylpropanoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192117473D          

 75 77  0  0  0  0            999 V2000
   -3.3543    1.0546    0.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1655    0.4883    0.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5191   -0.6807    1.2018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2439   -1.0359    2.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4663   -1.9639    0.3530 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6408   -1.8590   -0.9362 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4743   -1.2678   -1.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3385   -2.0843   -2.6174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4614   -3.2840   -2.4339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1168   -1.3119   -3.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9816   -2.0155   -4.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7310   -1.3354   -5.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6220    0.0497   -5.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7657    0.7578   -4.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0139    0.0812   -3.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6290   -0.9623   -0.8181 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8318   -1.3661   -1.8279 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3330   -2.8065   -1.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2639   -1.3981   -3.2887 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7950   -0.0899   -3.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5181    0.9482   -3.3139 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6585   -0.1836   -5.2254 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0436   -0.3310   -1.6460 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4171   -0.4644   -2.4582 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2834   -0.7878   -3.9544 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4029   -1.4993   -1.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0533    0.9410   -2.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5812    1.9373   -2.9777 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2117    1.0360   -1.7744 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3863   -0.1607   -0.1337 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2013    0.2870    0.7196 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7073    1.5535    0.2303 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3930    2.6648    0.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7425    3.8852    0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4003    2.6761    1.3046 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676   -0.7600    0.6512 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4967   -2.0072    1.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0830   -0.2718    1.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1616    0.3759    2.5869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0130    0.7158    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7028    1.8928    0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5975    0.9237   -0.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2470   -1.4365    2.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3451   -0.1643    3.1787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6860   -1.7938    3.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4903   -2.2828    0.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288   -2.7700    0.9587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3762   -2.8734   -1.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0748   -3.0967   -4.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4006   -1.8867   -6.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2082    0.5783   -6.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6856    1.8386   -4.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556    0.6553   -3.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3109    0.0312   -1.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8808   -2.8937   -0.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0011   -3.1495   -2.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5212   -3.5368   -1.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0012   -1.8212   -3.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4237   -2.0968   -3.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3426    0.7026   -5.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6246    0.6345   -1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0394   -1.8396   -4.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5409   -0.1511   -4.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2310   -0.6078   -4.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6901   -1.2718   -0.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0024   -2.5142   -1.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3363   -1.5197   -2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4459    1.9866   -1.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1795    0.5863   -0.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7870   -1.0912    0.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421    0.3941    1.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7932    3.8515   -1.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2714    4.7764    0.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7041    3.9448    0.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8056   -1.8257    2.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 24  1  0  0  0  0
 16  6  1  0  0  0  0
 24 27  1  6  0  0  0
 36 38  1  0  0  0  0
 27 28  2  0  0  0  0
 38  3  1  0  0  0  0
  3  2  1  6  0  0  0
  3  5  1  0  0  0  0
  6  7  1  0  0  0  0
  5  6  1  0  0  0  0
 31 32  1  0  0  0  0
 17 23  1  0  0  0  0
 24 25  1  0  0  0  0
 15 10  1  0  0  0  0
 16 54  1  6  0  0  0
 16 36  1  0  0  0  0
  3  4  1  0  0  0  0
 10 11  2  0  0  0  0
 36 37  1  1  0  0  0
 12 13  2  0  0  0  0
 24 26  1  0  0  0  0
 17 16  1  0  0  0  0
 17 18  1  1  0  0  0
 23 30  1  0  0  0  0
 38 39  2  0  0  0  0
 30 31  1  0  0  0  0
 20 22  1  0  0  0  0
 31 36  1  0  0  0  0
 27 29  1  0  0  0  0
  2  1  2  3  0  0  0
 17 19  1  0  0  0  0
 32 33  1  0  0  0  0
 13 14  1  0  0  0  0
 33 34  1  0  0  0  0
 19 20  1  0  0  0  0
 33 35  2  0  0  0  0
 11 12  1  0  0  0  0
 23 61  1  6  0  0  0
 20 21  2  0  0  0  0
  7  8  1  0  0  0  0
 14 15  2  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 11 49  1  0  0  0  0
 12 50  1  0  0  0  0
 13 51  1  0  0  0  0
 14 52  1  0  0  0  0
 15 53  1  0  0  0  0
  5 46  1  0  0  0  0
  5 47  1  0  0  0  0
  6 48  1  6  0  0  0
 30 69  1  0  0  0  0
 30 70  1  0  0  0  0
 31 71  1  1  0  0  0
 19 58  1  0  0  0  0
 19 59  1  0  0  0  0
  2 42  1  0  0  0  0
 25 62  1  0  0  0  0
 25 63  1  0  0  0  0
 25 64  1  0  0  0  0
  4 43  1  0  0  0  0
  4 44  1  0  0  0  0
  4 45  1  0  0  0  0
 37 75  1  0  0  0  0
 26 65  1  0  0  0  0
 26 66  1  0  0  0  0
 26 67  1  0  0  0  0
 18 55  1  0  0  0  0
 18 56  1  0  0  0  0
 18 57  1  0  0  0  0
 22 60  1  0  0  0  0
 29 68  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
 34 72  1  0  0  0  0
 34 73  1  0  0  0  0
 34 74  1  0  0  0  0
M  END

     RDKit          3D

 75 77  0  0  0  0  0  0  0  0999 V2000
   -3.3543    1.0546    0.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1655    0.4883    0.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5191   -0.6807    1.2018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2439   -1.0359    2.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4663   -1.9639    0.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6408   -1.8590   -0.9362 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4743   -1.2678   -1.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3385   -2.0843   -2.6174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4614   -3.2840   -2.4339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1168   -1.3119   -3.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9816   -2.0155   -4.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7310   -1.3354   -5.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6220    0.0497   -5.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7657    0.7578   -4.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0139    0.0812   -3.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6290   -0.9623   -0.8181 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8318   -1.3661   -1.8279 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3330   -2.8065   -1.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2639   -1.3981   -3.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7950   -0.0899   -3.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5181    0.9482   -3.3139 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6585   -0.1836   -5.2254 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0436   -0.3310   -1.6460 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4171   -0.4644   -2.4582 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2834   -0.7878   -3.9544 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4029   -1.4993   -1.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0533    0.9410   -2.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5812    1.9373   -2.9777 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2117    1.0360   -1.7744 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3863   -0.1607   -0.1337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2013    0.2870    0.7196 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7073    1.5535    0.2303 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3930    2.6648    0.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7425    3.8852    0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4003    2.6761    1.3046 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676   -0.7600    0.6512 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4967   -2.0072    1.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0830   -0.2718    1.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1616    0.3759    2.5869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0130    0.7158    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7028    1.8928    0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5975    0.9237   -0.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2470   -1.4365    2.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3451   -0.1643    3.1787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6860   -1.7938    3.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4903   -2.2828    0.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288   -2.7700    0.9587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3762   -2.8734   -1.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0748   -3.0967   -4.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4006   -1.8867   -6.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2082    0.5783   -6.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6856    1.8386   -4.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8808   -2.8937   -0.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0011   -3.1495   -2.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5212   -3.5368   -1.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0012   -1.8212   -3.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4237   -2.0968   -3.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3426    0.7026   -5.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6246    0.6345   -1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0394   -1.8396   -4.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5409   -0.1511   -4.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2310   -0.6078   -4.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6901   -1.2718   -0.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0024   -2.5142   -1.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3363   -1.5197   -2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4459    1.9866   -1.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1795    0.5863   -0.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7870   -1.0912    0.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421    0.3941    1.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7932    3.8515   -1.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2714    4.7764    0.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7041    3.9448    0.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8056   -1.8257    2.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 24  1  0
 16  6  1  0
 24 27  1  6
 36 38  1  0
 27 28  2  0
 38  3  1  0
  3  2  1  6
  3  5  1  0
  6  7  1  0
  5  6  1  0
 31 32  1  0
 17 23  1  0
 24 25  1  0
 15 10  1  0
 16 54  1  6
 16 36  1  0
  3  4  1  0
 10 11  2  0
 36 37  1  1
 12 13  2  0
 24 26  1  0
 17 16  1  0
 17 18  1  1
 23 30  1  0
 38 39  2  0
 30 31  1  0
 20 22  1  0
 31 36  1  0
 27 29  1  0
  2  1  2  3
 17 19  1  0
 32 33  1  0
 13 14  1  0
 33 34  1  0
 19 20  1  0
 33 35  2  0
 11 12  1  0
 23 61  1  6
 20 21  2  0
  7  8  1  0
 14 15  2  0
  8  9  2  0
  8 10  1  0
 11 49  1  0
 12 50  1  0
 13 51  1  0
 14 52  1  0
 15 53  1  0
  5 46  1  0
  5 47  1  0
  6 48  1  6
 30 69  1  0
 30 70  1  0
 31 71  1  1
 19 58  1  0
 19 59  1  0
  2 42  1  0
 25 62  1  0
 25 63  1  0
 25 64  1  0
  4 43  1  0
  4 44  1  0
  4 45  1  0
 37 75  1  0
 26 65  1  0
 26 66  1  0
 26 67  1  0
 18 55  1  0
 18 56  1  0
 18 57  1  0
 22 60  1  0
 29 68  1  0
  1 40  1  0
  1 41  1  0
 34 72  1  0
 34 73  1  0
 34 74  1  0
M  END


  Mrv1652306192117473D          

 75 77  0  0  0  0            999 V2000
   -3.3543    1.0546    0.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1655    0.4883    0.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5191   -0.6807    1.2018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2439   -1.0359    2.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4663   -1.9639    0.3530 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6408   -1.8590   -0.9362 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4743   -1.2678   -1.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3385   -2.0843   -2.6174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4614   -3.2840   -2.4339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1168   -1.3119   -3.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9816   -2.0155   -4.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7310   -1.3354   -5.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6220    0.0497   -5.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7657    0.7578   -4.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0139    0.0812   -3.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6290   -0.9623   -0.8181 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8318   -1.3661   -1.8279 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3330   -2.8065   -1.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2639   -1.3981   -3.2887 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7950   -0.0899   -3.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5181    0.9482   -3.3139 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6585   -0.1836   -5.2254 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0436   -0.3310   -1.6460 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4171   -0.4644   -2.4582 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2834   -0.7878   -3.9544 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4029   -1.4993   -1.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0533    0.9410   -2.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5812    1.9373   -2.9777 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2117    1.0360   -1.7744 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3863   -0.1607   -0.1337 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2013    0.2870    0.7196 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7073    1.5535    0.2303 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3930    2.6648    0.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7425    3.8852    0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4003    2.6761    1.3046 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676   -0.7600    0.6512 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4967   -2.0072    1.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0830   -0.2718    1.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1616    0.3759    2.5869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0130    0.7158    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7028    1.8928    0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5975    0.9237   -0.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2470   -1.4365    2.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3451   -0.1643    3.1787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6860   -1.7938    3.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4903   -2.2828    0.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288   -2.7700    0.9587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3762   -2.8734   -1.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0748   -3.0967   -4.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4006   -1.8867   -6.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2082    0.5783   -6.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6856    1.8386   -4.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556    0.6553   -3.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3109    0.0312   -1.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8808   -2.8937   -0.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0011   -3.1495   -2.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5212   -3.5368   -1.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0012   -1.8212   -3.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4237   -2.0968   -3.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3426    0.7026   -5.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6246    0.6345   -1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0394   -1.8396   -4.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5409   -0.1511   -4.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2310   -0.6078   -4.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6901   -1.2718   -0.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0024   -2.5142   -1.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3363   -1.5197   -2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4459    1.9866   -1.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1795    0.5863   -0.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7870   -1.0912    0.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421    0.3941    1.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7932    3.8515   -1.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2714    4.7764    0.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7041    3.9448    0.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8056   -1.8257    2.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 24  1  0  0  0  0
 16  6  1  0  0  0  0
 24 27  1  6  0  0  0
 36 38  1  0  0  0  0
 27 28  2  0  0  0  0
 38  3  1  0  0  0  0
  3  2  1  6  0  0  0
  3  5  1  0  0  0  0
  6  7  1  0  0  0  0
  5  6  1  0  0  0  0
 31 32  1  0  0  0  0
 17 23  1  0  0  0  0
 24 25  1  0  0  0  0
 15 10  1  0  0  0  0
 16 54  1  6  0  0  0
 16 36  1  0  0  0  0
  3  4  1  0  0  0  0
 10 11  2  0  0  0  0
 36 37  1  1  0  0  0
 12 13  2  0  0  0  0
 24 26  1  0  0  0  0
 17 16  1  0  0  0  0
 17 18  1  1  0  0  0
 23 30  1  0  0  0  0
 38 39  2  0  0  0  0
 30 31  1  0  0  0  0
 20 22  1  0  0  0  0
 31 36  1  0  0  0  0
 27 29  1  0  0  0  0
  2  1  2  3  0  0  0
 17 19  1  0  0  0  0
 32 33  1  0  0  0  0
 13 14  1  0  0  0  0
 33 34  1  0  0  0  0
 19 20  1  0  0  0  0
 33 35  2  0  0  0  0
 11 12  1  0  0  0  0
 23 61  1  6  0  0  0
 20 21  2  0  0  0  0
  7  8  1  0  0  0  0
 14 15  2  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 11 49  1  0  0  0  0
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 13 51  1  0  0  0  0
 14 52  1  0  0  0  0
 15 53  1  0  0  0  0
  5 46  1  0  0  0  0
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  6 48  1  6  0  0  0
 30 69  1  0  0  0  0
 30 70  1  0  0  0  0
 31 71  1  1  0  0  0
 19 58  1  0  0  0  0
 19 59  1  0  0  0  0
  2 42  1  0  0  0  0
 25 62  1  0  0  0  0
 25 63  1  0  0  0  0
 25 64  1  0  0  0  0
  4 43  1  0  0  0  0
  4 44  1  0  0  0  0
  4 45  1  0  0  0  0
 37 75  1  0  0  0  0
 26 65  1  0  0  0  0
 26 66  1  0  0  0  0
 26 67  1  0  0  0  0
 18 55  1  0  0  0  0
 18 56  1  0  0  0  0
 18 57  1  0  0  0  0
 22 60  1  0  0  0  0
 29 68  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
 34 72  1  0  0  0  0
 34 73  1  0  0  0  0
 34 74  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0023992

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])[C@@]1(C([H])([H])[H])[C@@]([H])(C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@@]2(O[H])C(=O)[C@](C([H])=C([H])[H])(C([H])([H])[H])C([H])([H])[C@@]([H])(OC(=O)C3=C([H])C([H])=C([H])C([H])=C3[H])[C@]12[H])C(C(=O)O[H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C29H36O10/c1-7-27(5)14-18(39-23(33)17-11-9-8-10-12-17)22-28(6,15-21(31)32)19(26(3,4)25(35)36)13-20(38-16(2)30)29(22,37)24(27)34/h7-12,18-20,22,37H,1,13-15H2,2-6H3,(H,31,32)(H,35,36)/t18-,19+,20-,22-,27+,28+,29+/m1/s1

> <INCHI_KEY>
PQXGERVTTWCROY-DOLKAYCPSA-N

> <FORMULA>
C29H36O10

> <MOLECULAR_WEIGHT>
544.597

> <EXACT_MASS>
544.230847359

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
55.270879018448895

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(1S,2R,4R,4aR,6R,8R,8aS)-4-(acetyloxy)-8-(benzoyloxy)-1-(carboxymethyl)-6-ethenyl-4a-hydroxy-1,6-dimethyl-5-oxo-decahydronaphthalen-2-yl]-2-methylpropanoic acid

> <ALOGPS_LOGP>
2.38

> <JCHEM_LOGP>
3.895913017666664

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.316107008308004

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6517715842762577

> <JCHEM_PKA_STRONGEST_BASIC>
-4.189015782922746

> <JCHEM_POLAR_SURFACE_AREA>
164.5

> <JCHEM_REFRACTIVITY>
137.0542

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.71e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1S,2R,4R,4aR,6R,8R,8aS)-4-(acetyloxy)-8-(benzoyloxy)-1-(carboxymethyl)-6-ethenyl-4a-hydroxy-1,6-dimethyl-5-oxo-hexahydronaphthalen-2-yl]-2-methylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 75 77  0  0  0  0  0  0  0  0999 V2000
   -3.3543    1.0546    0.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1655    0.4883    0.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5191   -0.6807    1.2018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2439   -1.0359    2.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4663   -1.9639    0.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6408   -1.8590   -0.9362 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4743   -1.2678   -1.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3385   -2.0843   -2.6174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4614   -3.2840   -2.4339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1168   -1.3119   -3.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9816   -2.0155   -4.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7310   -1.3354   -5.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6220    0.0497   -5.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7657    0.7578   -4.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0139    0.0812   -3.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6290   -0.9623   -0.8181 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8318   -1.3661   -1.8279 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3330   -2.8065   -1.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2639   -1.3981   -3.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7950   -0.0899   -3.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5181    0.9482   -3.3139 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6585   -0.1836   -5.2254 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0436   -0.3310   -1.6460 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4171   -0.4644   -2.4582 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2834   -0.7878   -3.9544 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4029   -1.4993   -1.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0533    0.9410   -2.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5812    1.9373   -2.9777 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2117    1.0360   -1.7744 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3863   -0.1607   -0.1337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2013    0.2870    0.7196 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7073    1.5535    0.2303 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3930    2.6648    0.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7425    3.8852    0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4003    2.6761    1.3046 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676   -0.7600    0.6512 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4967   -2.0072    1.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0830   -0.2718    1.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1616    0.3759    2.5869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0130    0.7158    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7028    1.8928    0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5975    0.9237   -0.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2470   -1.4365    2.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3451   -0.1643    3.1787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6860   -1.7938    3.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4903   -2.2828    0.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288   -2.7700    0.9587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3762   -2.8734   -1.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0394   -1.8396   -4.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5409   -0.1511   -4.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8056   -1.8257    2.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 24  1  0
 16  6  1  0
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 34 74  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      -3.354   1.055   0.721  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.166   0.488   0.467  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.519  -0.681   1.202  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.244  -1.036   2.521  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.466  -1.964   0.353  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.641  -1.859  -0.936  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.474  -1.268  -1.966  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.338  -2.084  -2.617  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.461  -3.284  -2.434  0.00  0.00           O+0
HETATM   10  C   UNK     0      -3.117  -1.312  -3.623  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.982  -2.015  -4.472  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.731  -1.335  -5.434  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.622   0.050  -5.552  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.766   0.758  -4.709  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.014   0.081  -3.746  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.629  -0.962  -0.818  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.832  -1.366  -1.828  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.333  -2.807  -1.549  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.264  -1.398  -3.289  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.795  -0.090  -3.887  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.518   0.948  -3.314  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.659  -0.184  -5.225  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.044  -0.331  -1.646  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.417  -0.464  -2.458  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.283  -0.788  -3.954  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.403  -1.499  -1.868  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.053   0.941  -2.450  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.581   1.937  -2.978  0.00  0.00           O+0
HETATM   29  O   UNK     0       6.212   1.036  -1.774  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.386  -0.161  -0.134  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.201   0.287   0.720  0.00  0.00           C+0
HETATM   32  O   UNK     0       1.707   1.554   0.230  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.393   2.665   0.612  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.742   3.885   0.038  0.00  0.00           C+0
HETATM   35  O   UNK     0       3.400   2.676   1.305  0.00  0.00           O+0
HETATM   36  C   UNK     0       1.068  -0.760   0.651  0.00  0.00           C+0
HETATM   37  O   UNK     0       1.497  -2.007   1.211  0.00  0.00           O+0
HETATM   38  C   UNK     0      -0.083  -0.272   1.562  0.00  0.00           C+0
HETATM   39  O   UNK     0       0.162   0.376   2.587  0.00  0.00           O+0
HETATM   40  H   UNK     0      -4.013   0.716   1.513  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.703   1.893   0.123  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.597   0.924  -0.355  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.247  -1.437   2.334  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.345  -0.164   3.179  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.686  -1.794   3.085  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.490  -2.283   0.119  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.029  -2.770   0.959  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.376  -2.873  -1.243  0.00  0.00           H+0
HETATM   49  H   UNK     0      -4.075  -3.097  -4.387  0.00  0.00           H+0
HETATM   50  H   UNK     0      -5.401  -1.887  -6.090  0.00  0.00           H+0
HETATM   51  H   UNK     0      -5.208   0.578  -6.300  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.686   1.839  -4.799  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.356   0.655  -3.098  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.311   0.031  -1.153  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.881  -2.894  -0.609  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.001  -3.150  -2.345  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.521  -3.537  -1.519  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.001  -1.821  -3.972  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.424  -2.097  -3.353  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.343   0.703  -5.500  0.00  0.00           H+0
HETATM   61  H   UNK     0       2.625   0.635  -1.959  0.00  0.00           H+0
HETATM   62  H   UNK     0       4.039  -1.840  -4.125  0.00  0.00           H+0
HETATM   63  H   UNK     0       3.541  -0.151  -4.444  0.00  0.00           H+0
HETATM   64  H   UNK     0       5.231  -0.608  -4.480  0.00  0.00           H+0
HETATM   65  H   UNK     0       5.690  -1.272  -0.837  0.00  0.00           H+0
HETATM   66  H   UNK     0       5.002  -2.514  -1.887  0.00  0.00           H+0
HETATM   67  H   UNK     0       6.336  -1.520  -2.445  0.00  0.00           H+0
HETATM   68  H   UNK     0       6.446   1.987  -1.829  0.00  0.00           H+0
HETATM   69  H   UNK     0       4.180   0.586  -0.026  0.00  0.00           H+0
HETATM   70  H   UNK     0       3.787  -1.091   0.281  0.00  0.00           H+0
HETATM   71  H   UNK     0       2.542   0.394   1.758  0.00  0.00           H+0
HETATM   72  H   UNK     0       1.793   3.852  -1.054  0.00  0.00           H+0
HETATM   73  H   UNK     0       2.271   4.776   0.387  0.00  0.00           H+0
HETATM   74  H   UNK     0       0.704   3.945   0.373  0.00  0.00           H+0
HETATM   75  H   UNK     0       1.806  -1.826   2.121  0.00  0.00           H+0
CONECT    1    2   40   41                                                  
CONECT    2    3    1   42                                                  
CONECT    3   38    2    5    4                                             
CONECT    4    3   43   44   45                                             
CONECT    5    3    6   46   47                                             
CONECT    6   16    7    5   48                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10   15   11    8                                                  
CONECT   11   10   12   49                                                  
CONECT   12   13   11   50                                                  
CONECT   13   12   14   51                                                  
CONECT   14   13   15   52                                                  
CONECT   15   10   14   53                                                  
CONECT   16    6   54   36   17                                             
CONECT   17   23   16   18   19                                             
CONECT   18   17   55   56   57                                             
CONECT   19   17   20   58   59                                             
CONECT   20   22   19   21                                                  
CONECT   21   20                                                            
CONECT   22   20   60                                                       
CONECT   23   24   17   30   61                                             
CONECT   24   23   27   25   26                                             
CONECT   25   24   62   63   64                                             
CONECT   26   24   65   66   67                                             
CONECT   27   24   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   68                                                       
CONECT   30   23   31   69   70                                             
CONECT   31   32   30   36   71                                             
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33   72   73   74                                             
CONECT   35   33                                                            
CONECT   36   38   16   37   31                                             
CONECT   37   36   75                                                       
CONECT   38   36    3   39                                                  
CONECT   39   38                                                            
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    2                                                            
CONECT   43    4                                                            
CONECT   44    4                                                            
CONECT   45    4                                                            
CONECT   46    5                                                            
CONECT   47    5                                                            
CONECT   48    6                                                            
CONECT   49   11                                                            
CONECT   50   12                                                            
CONECT   51   13                                                            
CONECT   52   14                                                            
CONECT   53   15                                                            
CONECT   54   16                                                            
CONECT   55   18                                                            
CONECT   56   18                                                            
CONECT   57   18                                                            
CONECT   58   19                                                            
CONECT   59   19                                                            
CONECT   60   22                                                            
CONECT   61   23                                                            
CONECT   62   25                                                            
CONECT   63   25                                                            
CONECT   64   25                                                            
CONECT   65   26                                                            
CONECT   66   26                                                            
CONECT   67   26                                                            
CONECT   68   29                                                            
CONECT   69   30                                                            
CONECT   70   30                                                            
CONECT   71   31                                                            
CONECT   72   34                                                            
CONECT   73   34                                                            
CONECT   74   34                                                            
CONECT   75   37                                                            
MASTER        0    0    0    0    0    0    0    0   75    0  154    0
END

RDKit          3D

75 77  0  0  0  0  0  0  0  0999 V2000
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   -5.4006   -1.8867   -6.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2082    0.5783   -6.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6856    1.8386   -4.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556    0.6553   -3.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3109    0.0312   -1.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8808   -2.8937   -0.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0011   -3.1495   -2.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5212   -3.5368   -1.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0012   -1.8212   -3.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4237   -2.0968   -3.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3426    0.7026   -5.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6246    0.6345   -1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0394   -1.8396   -4.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5409   -0.1511   -4.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2310   -0.6078   -4.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6901   -1.2718   -0.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0024   -2.5142   -1.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3363   -1.5197   -2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4459    1.9866   -1.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1795    0.5863   -0.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7870   -1.0912    0.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7932    3.8515   -1.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7041    3.9448    0.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8056   -1.8257    2.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 24  1  0
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  2  1  2  3
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 34 74  1  0
M  END

View in JSmol

Synonyms

Value	Source
2-[(1S,2R,4R,4AR,6R,8R,8as)-4-(acetyloxy)-8-(benzoyloxy)-1-(carboxymethyl)-6-ethenyl-4a-hydroxy-1,6-dimethyl-5-oxo-decahydronaphthalen-2-yl]-2-methylpropanoate	Generator

Chemical Formula

C₂₉H₃₆O₁₀

Average Mass

544.5970 Da

Monoisotopic Mass

544.23085 Da

IUPAC Name

2-[(1S,2R,4R,4aR,6R,8R,8aS)-4-(acetyloxy)-8-(benzoyloxy)-1-(carboxymethyl)-6-ethenyl-4a-hydroxy-1,6-dimethyl-5-oxo-decahydronaphthalen-2-yl]-2-methylpropanoic acid

Traditional Name

2-[(1S,2R,4R,4aR,6R,8R,8aS)-4-(acetyloxy)-8-(benzoyloxy)-1-(carboxymethyl)-6-ethenyl-4a-hydroxy-1,6-dimethyl-5-oxo-hexahydronaphthalen-2-yl]-2-methylpropanoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C([H])([H])[C@@]1(C([H])([H])[H])[C@@]([H])(C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@@]2(O[H])C(=O)[C@](C([H])=C([H])[H])(C([H])([H])[H])C([H])([H])[C@@]([H])(OC(=O)C3=C([H])C([H])=C([H])C([H])=C3[H])[C@]12[H])C(C(=O)O[H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C29H36O10/c1-7-27(5)14-18(39-23(33)17-11-9-8-10-12-17)22-28(6,15-21(31)32)19(26(3,4)25(35)36)13-20(38-16(2)30)29(22,37)24(27)34/h7-12,18-20,22,37H,1,13-15H2,2-6H3,(H,31,32)(H,35,36)/t18-,19+,20-,22-,27+,28+,29+/m1/s1

InChI Key

PQXGERVTTWCROY-DOLKAYCPSA-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
Orthosiphon stamineus	JEOL database	Awale, S., et al, Tetrahedron Lett., 43, 1473 (2002)

Chemical Taxonomy

Classification

Not classified

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	2.38	ALOGPS
logP	3.9	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	3.65	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	164.5 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	137.05 m³·mol⁻¹	ChemAxon
Polarizability	55.27 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	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

10201828

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15548710

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Awale, S., et al. (2002). Awale, S., et al, Tetrahedron Lett., 43, 1473 (2002). Tetrahedron Lett.

Showing NP-Card for Secoorthosiphol A (NP0023992)

MOL for NP0023992 (Secoorthosiphol A )

3D MOL for NP0023992 (Secoorthosiphol A )

3D SDF for NP0023992 (Secoorthosiphol A )

3D-SDF for NP0023992 (Secoorthosiphol A )

PDB for NP0023992 (Secoorthosiphol A )

3D PDB for NP0023992 (Secoorthosiphol A )

SMILES for NP0023992 (Secoorthosiphol A )

INCHI for NP0023992 (Secoorthosiphol A )

Structure for NP0023992 (Secoorthosiphol A )

3D Structure for NP0023992 (Secoorthosiphol A )