NP-MRD: Showing NP-Card for withanolide 3 (NP0029009)

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Record Information

Version

2.0

Created at

2021-06-19 20:44:33 UTC

Updated at

2021-06-29 23:56:07 UTC

NP-MRD ID

NP0029009

Secondary Accession Numbers

None

Natural Product Identification

Common Name

withanolide 3

Provided By

JEOL Database JEOL Logo

Description

withanolide 3 is found in Acnistus arborescens. withanolide 3 was first documented in 2002 (Minguzzi, S., et al.). Based on a literature review very few articles have been published on (1S,2R,7S,9R,10R,11S,12S,14R,15R,16S)-14-(acetyloxy)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]-1-hydroxyethyl]-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]Octadec-4-en-10-yl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122443D          

 83 88  0  0  0  0            999 V2000
   -2.8597    1.2901   -4.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8972    1.9172   -3.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3146    2.9734   -3.3700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7836    1.1395   -2.0620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9124    1.6454   -1.0313 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5643    1.4536   -1.4284 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0710    0.3522   -0.5041 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5982    0.1425   -0.3357 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8291   -1.0879    0.6022 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0085   -0.9300    1.9163 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5206   -0.6267    1.6965 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3108    0.6199    0.8215 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8096    1.8828    1.5613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1424    0.7944    0.2594 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2861    1.3704    1.1581 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4361    0.5908    2.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9532    2.7217    1.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6567    1.4480    0.4015 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2336    0.1024   -0.0289 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5995    0.3138   -0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0029   -0.7229   -1.6439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3563    1.3604   -0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7105    1.7237   -0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8926    2.2462    0.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6488    3.0368    1.4233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6039    2.1143    1.2738 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3509   -1.4665    0.8707 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9222   -0.7683    2.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3908   -2.9959    1.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4967   -3.5955    1.7573 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5721   -3.7974    0.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5766   -3.2638    0.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5919   -1.8483   -0.4080 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2588   -1.1413   -0.3226 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4254    0.2779   -0.5617 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7171   -0.4598   -1.5578 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2831   -0.0771   -1.7047 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2274    1.1597   -2.4431 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2761    1.0538   -3.7974 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1813    2.4121   -4.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3772    0.0079   -4.4230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5337    0.2758   -4.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8614    1.2783   -3.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8841    1.8763   -5.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1236    2.7077   -0.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6706    1.1717   -2.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1190    2.3836   -1.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6854   -0.5896   -0.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0296    1.0390    0.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3866   -1.9445    0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0714   -1.8399    2.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4344   -0.1314    2.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0475   -1.5015    1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0524   -0.5066    2.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152    1.9896    2.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8829    1.8584    1.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6245    2.8001    0.9940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4760   -0.2063   -0.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3309    0.8995    3.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012   -0.4879    2.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6059    0.7956    3.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7410    3.0959    1.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443    2.1175   -0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3429   -0.5827    0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5753   -0.3719   -0.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3991   -0.6193   -2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0558   -0.6685   -1.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8402   -1.7263   -1.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9404    1.2326   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4907    1.4581   -0.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7699    2.8007   -0.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7936    0.3180    2.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4502   -1.1258    3.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9952   -0.9615    2.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5772   -4.8346    1.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4337   -3.8815   -0.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3391   -1.2991    0.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9452   -1.8403   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2033   -0.6404   -2.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7488   -0.8693   -2.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2391    2.3159   -5.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0134    3.0345   -4.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2248    2.8728   -4.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
 14 12  1  0  0  0  0
 27 29  1  0  0  0  0
 12 13  1  1  0  0  0
 14  5  1  0  0  0  0
 27 34  1  0  0  0  0
 24 22  1  0  0  0  0
 22 20  2  0  0  0  0
 29 30  2  0  0  0  0
 34 35  1  1  0  0  0
 36 35  1  0  0  0  0
 27  9  1  0  0  0  0
 37 38  1  0  0  0  0
 14 15  1  0  0  0  0
 34 36  1  0  0  0  0
 15 17  1  1  0  0  0
 36 37  1  0  0  0  0
 15 16  1  0  0  0  0
  8 37  1  0  0  0  0
 24 25  2  0  0  0  0
 18 15  1  0  0  0  0
 22 23  1  0  0  0  0
 31 32  2  0  0  0  0
 20 21  1  0  0  0  0
 27 28  1  1  0  0  0
 14 58  1  6  0  0  0
  9  8  1  0  0  0  0
 18 63  1  6  0  0  0
 19 18  1  0  0  0  0
 38 39  1  0  0  0  0
 19 20  1  0  0  0  0
 39 40  1  0  0  0  0
 18 26  1  0  0  0  0
 39 41  2  0  0  0  0
  9 10  1  0  0  0  0
  8 49  1  1  0  0  0
  8  7  1  0  0  0  0
  9 50  1  6  0  0  0
 12 11  1  0  0  0  0
  7 48  1  6  0  0  0
 11 10  1  0  0  0  0
  5  4  1  0  0  0  0
 26 24  1  0  0  0  0
  4  2  1  0  0  0  0
 12  7  1  0  0  0  0
  2  1  1  0  0  0  0
 31 29  1  0  0  0  0
  2  3  2  0  0  0  0
 19 64  1  0  0  0  0
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 31 75  1  0  0  0  0
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 28 72  1  0  0  0  0
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 11 53  1  0  0  0  0
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  6 46  1  0  0  0  0
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 13 57  1  0  0  0  0
  5 45  1  1  0  0  0
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 40 81  1  0  0  0  0
 40 82  1  0  0  0  0
 40 83  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
  1 44  1  0  0  0  0
M  END

     RDKit          3D

 83 88  0  0  0  0  0  0  0  0999 V2000
   -2.8597    1.2901   -4.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8972    1.9172   -3.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3146    2.9734   -3.3700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7836    1.1395   -2.0620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9124    1.6454   -1.0313 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5643    1.4536   -1.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0710    0.3522   -0.5041 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5982    0.1425   -0.3357 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8291   -1.0879    0.6022 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0085   -0.9300    1.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5206   -0.6267    1.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3108    0.6199    0.8215 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8096    1.8828    1.5613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1424    0.7944    0.2594 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2861    1.3704    1.1581 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4361    0.5908    2.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9532    2.7217    1.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6567    1.4480    0.4015 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2336    0.1024   -0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5995    0.3138   -0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0029   -0.7229   -1.6439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3563    1.3604   -0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7105    1.7237   -0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8926    2.2462    0.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6488    3.0368    1.4233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6039    2.1143    1.2738 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3509   -1.4665    0.8707 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9222   -0.7683    2.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3908   -2.9959    1.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4967   -3.5955    1.7573 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5721   -3.7974    0.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5766   -3.2638    0.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5919   -1.8483   -0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2588   -1.1413   -0.3226 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4254    0.2779   -0.5617 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7171   -0.4598   -1.5578 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2831   -0.0771   -1.7047 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.1190    2.3836   -1.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6854   -0.5896   -0.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8829    1.8584    1.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6245    2.8001    0.9940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4760   -0.2063   -0.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3309    0.8995    3.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012   -0.4879    2.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6059    0.7956    3.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7410    3.0959    1.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443    2.1175   -0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3429   -0.5827    0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5753   -0.3719   -0.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3991   -0.6193   -2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0558   -0.6685   -1.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8402   -1.7263   -1.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9404    1.2326   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4907    1.4581   -0.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7699    2.8007   -0.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7936    0.3180    2.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4502   -1.1258    3.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9952   -0.9615    2.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5772   -4.8346    1.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4337   -3.8815   -0.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3391   -1.2991    0.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9452   -1.8403   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2033   -0.6404   -2.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7488   -0.8693   -2.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2391    2.3159   -5.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0134    3.0345   -4.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2248    2.8728   -4.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
 32 33  1  0
 33 34  1  0
  7  6  1  0
  6  5  1  0
 14 12  1  0
 27 29  1  0
 12 13  1  1
 14  5  1  0
 27 34  1  0
 24 22  1  0
 22 20  2  0
 29 30  2  0
 34 35  1  1
 36 35  1  0
 27  9  1  0
 37 38  1  0
 14 15  1  0
 34 36  1  0
 15 17  1  1
 36 37  1  0
 15 16  1  0
  8 37  1  0
 24 25  2  0
 18 15  1  0
 22 23  1  0
 31 32  2  0
 20 21  1  0
 27 28  1  1
 14 58  1  6
  9  8  1  0
 18 63  1  6
 19 18  1  0
 38 39  1  0
 19 20  1  0
 39 40  1  0
 18 26  1  0
 39 41  2  0
  9 10  1  0
  8 49  1  1
  8  7  1  0
  9 50  1  6
 12 11  1  0
  7 48  1  6
 11 10  1  0
  5  4  1  0
 26 24  1  0
  4  2  1  0
 12  7  1  0
  2  1  1  0
 31 29  1  0
  2  3  2  0
 19 64  1  0
 19 65  1  0
 31 75  1  0
 32 76  1  0
 33 77  1  0
 33 78  1  0
 36 79  1  6
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 28 72  1  0
 28 73  1  0
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 11 53  1  0
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 17 62  1  0
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 23 69  1  0
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 21 68  1  0
 40 81  1  0
 40 82  1  0
 40 83  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
M  END


  Mrv1652306192122443D          

 83 88  0  0  0  0            999 V2000
   -2.8597    1.2901   -4.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8972    1.9172   -3.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3146    2.9734   -3.3700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7836    1.1395   -2.0620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9124    1.6454   -1.0313 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5643    1.4536   -1.4284 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0710    0.3522   -0.5041 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5982    0.1425   -0.3357 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8291   -1.0879    0.6022 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0085   -0.9300    1.9163 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5206   -0.6267    1.6965 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3108    0.6199    0.8215 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8096    1.8828    1.5613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1424    0.7944    0.2594 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2861    1.3704    1.1581 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4361    0.5908    2.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9532    2.7217    1.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6567    1.4480    0.4015 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2336    0.1024   -0.0289 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5995    0.3138   -0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0029   -0.7229   -1.6439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3563    1.3604   -0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7105    1.7237   -0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8926    2.2462    0.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6488    3.0368    1.4233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6039    2.1143    1.2738 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3509   -1.4665    0.8707 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9222   -0.7683    2.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3908   -2.9959    1.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4967   -3.5955    1.7573 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5721   -3.7974    0.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5766   -3.2638    0.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5919   -1.8483   -0.4080 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2588   -1.1413   -0.3226 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4254    0.2779   -0.5617 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7171   -0.4598   -1.5578 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2831   -0.0771   -1.7047 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2274    1.1597   -2.4431 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2761    1.0538   -3.7974 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1813    2.4121   -4.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3772    0.0079   -4.4230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5337    0.2758   -4.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8614    1.2783   -3.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8841    1.8763   -5.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1236    2.7077   -0.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6706    1.1717   -2.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1190    2.3836   -1.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6854   -0.5896   -0.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0296    1.0390    0.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3866   -1.9445    0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0714   -1.8399    2.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0475   -1.5015    1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0524   -0.5066    2.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152    1.9896    2.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8829    1.8584    1.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6245    2.8001    0.9940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4760   -0.2063   -0.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3309    0.8995    3.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012   -0.4879    2.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6059    0.7956    3.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7410    3.0959    1.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443    2.1175   -0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3429   -0.5827    0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5753   -0.3719   -0.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3991   -0.6193   -2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0558   -0.6685   -1.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8402   -1.7263   -1.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9404    1.2326   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4907    1.4581   -0.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7699    2.8007   -0.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7936    0.3180    2.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4502   -1.1258    3.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9952   -0.9615    2.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5772   -4.8346    1.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4337   -3.8815   -0.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3391   -1.2991    0.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9452   -1.8403   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2033   -0.6404   -2.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7488   -0.8693   -2.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2391    2.3159   -5.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0134    3.0345   -4.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2248    2.8728   -4.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
 14 12  1  0  0  0  0
 27 29  1  0  0  0  0
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 14  5  1  0  0  0  0
 27 34  1  0  0  0  0
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 29 30  2  0  0  0  0
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 27  9  1  0  0  0  0
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 15 16  1  0  0  0  0
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 24 25  2  0  0  0  0
 18 15  1  0  0  0  0
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 31 32  2  0  0  0  0
 20 21  1  0  0  0  0
 27 28  1  1  0  0  0
 14 58  1  6  0  0  0
  9  8  1  0  0  0  0
 18 63  1  6  0  0  0
 19 18  1  0  0  0  0
 38 39  1  0  0  0  0
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 39 40  1  0  0  0  0
 18 26  1  0  0  0  0
 39 41  2  0  0  0  0
  9 10  1  0  0  0  0
  8 49  1  1  0  0  0
  8  7  1  0  0  0  0
  9 50  1  6  0  0  0
 12 11  1  0  0  0  0
  7 48  1  6  0  0  0
 11 10  1  0  0  0  0
  5  4  1  0  0  0  0
 26 24  1  0  0  0  0
  4  2  1  0  0  0  0
 12  7  1  0  0  0  0
  2  1  1  0  0  0  0
 31 29  1  0  0  0  0
  2  3  2  0  0  0  0
 19 64  1  0  0  0  0
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 31 75  1  0  0  0  0
 32 76  1  0  0  0  0
 33 77  1  0  0  0  0
 33 78  1  0  0  0  0
 36 79  1  6  0  0  0
 37 80  1  6  0  0  0
 28 72  1  0  0  0  0
 28 73  1  0  0  0  0
 28 74  1  0  0  0  0
 11 53  1  0  0  0  0
 11 54  1  0  0  0  0
 10 51  1  0  0  0  0
 10 52  1  0  0  0  0
  6 46  1  0  0  0  0
  6 47  1  0  0  0  0
 13 55  1  0  0  0  0
 13 56  1  0  0  0  0
 13 57  1  0  0  0  0
  5 45  1  1  0  0  0
 17 62  1  0  0  0  0
 16 59  1  0  0  0  0
 16 60  1  0  0  0  0
 16 61  1  0  0  0  0
 23 69  1  0  0  0  0
 23 70  1  0  0  0  0
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 21 66  1  0  0  0  0
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 21 68  1  0  0  0  0
 40 81  1  0  0  0  0
 40 82  1  0  0  0  0
 40 83  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
  1 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029009

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@](C([H])([H])[H])([C@@]1([H])[C@]([H])(OC(=O)C([H])([H])[H])C([H])([H])[C@@]2([H])[C@]3([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@@]4([H])O[C@]44C([H])([H])C([H])=C([H])C(=O)[C@]4(C([H])([H])[H])[C@@]3([H])C([H])([H])C([H])([H])[C@]12C([H])([H])[H])[C@]1([H])OC(=O)C(=C(C([H])([H])[H])C1([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C32H42O9/c1-15-13-23(40-28(36)16(15)2)31(7,37)26-21(38-17(3)33)14-20-24-19(10-12-29(20,26)5)30(6)22(35)9-8-11-32(30)27(41-32)25(24)39-18(4)34/h8-9,19-21,23-27,37H,10-14H2,1-7H3/t19-,20-,21+,23+,24+,25+,26-,27+,29-,30-,31-,32+/m0/s1

> <INCHI_KEY>
CDGFYLJJLUCIAX-CNYWDHJGSA-N

> <FORMULA>
C32H42O9

> <MOLECULAR_WEIGHT>
570.679

> <EXACT_MASS>
570.282882932

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
61.58391118293109

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,7S,9R,10R,11S,12S,14R,15R,16S)-14-(acetyloxy)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]-1-hydroxyethyl]-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-10-yl acetate

> <ALOGPS_LOGP>
3.61

> <JCHEM_LOGP>
3.240534526666665

> <ALOGPS_LOGS>
-5.05

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.375500866025217

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.596599146512133

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3676706878151217

> <JCHEM_POLAR_SURFACE_AREA>
128.73000000000002

> <JCHEM_REFRACTIVITY>
146.82179999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.06e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,7S,9R,10R,11S,12S,14R,15R,16S)-14-(acetyloxy)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-10-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 83 88  0  0  0  0  0  0  0  0999 V2000
   -2.8597    1.2901   -4.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8972    1.9172   -3.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3146    2.9734   -3.3700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7836    1.1395   -2.0620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9124    1.6454   -1.0313 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5643    1.4536   -1.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0710    0.3522   -0.5041 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5982    0.1425   -0.3357 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8291   -1.0879    0.6022 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0085   -0.9300    1.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5919   -1.8483   -0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2588   -1.1413   -0.3226 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4254    0.2779   -0.5617 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7171   -0.4598   -1.5578 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2831   -0.0771   -1.7047 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2274    1.1597   -2.4431 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1813    2.4121   -4.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3772    0.0079   -4.4230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5337    0.2758   -4.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8614    1.2783   -3.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8841    1.8763   -5.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1236    2.7077   -0.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6706    1.1717   -2.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1190    2.3836   -1.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6854   -0.5896   -0.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0296    1.0390    0.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3866   -1.9445    0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0714   -1.8399    2.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4344   -0.1314    2.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0475   -1.5015    1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0524   -0.5066    2.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152    1.9896    2.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8829    1.8584    1.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6245    2.8001    0.9940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4760   -0.2063   -0.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3309    0.8995    3.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012   -0.4879    2.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6059    0.7956    3.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7410    3.0959    1.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5443    2.1175   -0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3429   -0.5827    0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5753   -0.3719   -0.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3991   -0.6193   -2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0558   -0.6685   -1.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8402   -1.7263   -1.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9404    1.2326   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4907    1.4581   -0.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7699    2.8007   -0.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7936    0.3180    2.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4502   -1.1258    3.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9952   -0.9615    2.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5772   -4.8346    1.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4337   -3.8815   -0.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3391   -1.2991    0.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9452   -1.8403   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2033   -0.6404   -2.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7488   -0.8693   -2.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2391    2.3159   -5.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0134    3.0345   -4.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2248    2.8728   -4.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
 32 33  1  0
 33 34  1  0
  7  6  1  0
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 37 38  1  0
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 24 25  2  0
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  1 42  1  0
  1 43  1  0
  1 44  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      -2.860   1.290  -4.136  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.897   1.917  -3.176  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.315   2.973  -3.370  0.00  0.00           O+0
HETATM    4  O   UNK     0      -1.784   1.139  -2.062  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.912   1.645  -1.031  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.564   1.454  -1.428  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.071   0.352  -0.504  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.598   0.143  -0.336  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.829  -1.088   0.602  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.009  -0.930   1.916  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.521  -0.627   1.696  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.311   0.620   0.822  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.810   1.883   1.561  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.142   0.794   0.259  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.286   1.370   1.158  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.436   0.591   2.473  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.953   2.722   1.523  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.657   1.448   0.402  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.234   0.102  -0.029  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.599   0.314  -0.633  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.003  -0.723  -1.644  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.356   1.360  -0.238  0.00  0.00           C+0
HETATM   23  C   UNK     0      -7.710   1.724  -0.777  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.893   2.246   0.873  0.00  0.00           C+0
HETATM   25  O   UNK     0      -6.649   3.037   1.423  0.00  0.00           O+0
HETATM   26  O   UNK     0      -4.604   2.114   1.274  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.351  -1.466   0.871  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.922  -0.768   2.125  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.391  -2.996   1.159  0.00  0.00           C+0
HETATM   30  O   UNK     0       3.497  -3.595   1.757  0.00  0.00           O+0
HETATM   31  C   UNK     0       5.572  -3.797   0.757  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.577  -3.264   0.058  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.592  -1.848  -0.408  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.259  -1.141  -0.323  0.00  0.00           C+0
HETATM   35  O   UNK     0       5.425   0.278  -0.562  0.00  0.00           O+0
HETATM   36  C   UNK     0       4.717  -0.460  -1.558  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.283  -0.077  -1.705  0.00  0.00           C+0
HETATM   38  O   UNK     0       3.227   1.160  -2.443  0.00  0.00           O+0
HETATM   39  C   UNK     0       3.276   1.054  -3.797  0.00  0.00           C+0
HETATM   40  C   UNK     0       3.181   2.412  -4.421  0.00  0.00           C+0
HETATM   41  O   UNK     0       3.377   0.008  -4.423  0.00  0.00           O+0
HETATM   42  H   UNK     0      -2.534   0.276  -4.381  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.861   1.278  -3.700  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.884   1.876  -5.059  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.124   2.708  -0.860  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.671   1.172  -2.480  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.119   2.384  -1.262  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.685  -0.590  -0.931  0.00  0.00           H+0
HETATM   49  H   UNK     0       3.030   1.039   0.126  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.387  -1.944   0.069  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.071  -1.840   2.521  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.434  -0.131   2.532  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.048  -1.502   1.232  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.052  -0.507   2.677  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.315   1.990   2.532  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.883   1.858   1.766  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.625   2.800   0.994  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.476  -0.206  -0.053  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.331   0.900   3.025  0.00  0.00           H+0
HETATM   60  H   UNK     0      -2.501  -0.488   2.303  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.606   0.796   3.155  0.00  0.00           H+0
HETATM   62  H   UNK     0      -2.741   3.096   1.966  0.00  0.00           H+0
HETATM   63  H   UNK     0      -3.544   2.118  -0.461  0.00  0.00           H+0
HETATM   64  H   UNK     0      -4.343  -0.583   0.819  0.00  0.00           H+0
HETATM   65  H   UNK     0      -3.575  -0.372  -0.763  0.00  0.00           H+0
HETATM   66  H   UNK     0      -5.399  -0.619  -2.551  0.00  0.00           H+0
HETATM   67  H   UNK     0      -7.056  -0.669  -1.928  0.00  0.00           H+0
HETATM   68  H   UNK     0      -5.840  -1.726  -1.235  0.00  0.00           H+0
HETATM   69  H   UNK     0      -7.940   1.233  -1.725  0.00  0.00           H+0
HETATM   70  H   UNK     0      -8.491   1.458  -0.056  0.00  0.00           H+0
HETATM   71  H   UNK     0      -7.770   2.801  -0.970  0.00  0.00           H+0
HETATM   72  H   UNK     0       4.794   0.318   2.067  0.00  0.00           H+0
HETATM   73  H   UNK     0       4.450  -1.126   3.047  0.00  0.00           H+0
HETATM   74  H   UNK     0       5.995  -0.962   2.239  0.00  0.00           H+0
HETATM   75  H   UNK     0       5.577  -4.835   1.073  0.00  0.00           H+0
HETATM   76  H   UNK     0       7.434  -3.882  -0.199  0.00  0.00           H+0
HETATM   77  H   UNK     0       7.339  -1.299   0.178  0.00  0.00           H+0
HETATM   78  H   UNK     0       6.945  -1.840  -1.447  0.00  0.00           H+0
HETATM   79  H   UNK     0       5.203  -0.640  -2.508  0.00  0.00           H+0
HETATM   80  H   UNK     0       2.749  -0.869  -2.245  0.00  0.00           H+0
HETATM   81  H   UNK     0       3.239   2.316  -5.509  0.00  0.00           H+0
HETATM   82  H   UNK     0       4.013   3.034  -4.083  0.00  0.00           H+0
HETATM   83  H   UNK     0       2.225   2.873  -4.162  0.00  0.00           H+0
CONECT    1    2   42   43   44                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5    6   14    4   45                                             
CONECT    6    7    5   46   47                                             
CONECT    7    6    8   48   12                                             
CONECT    8   37    9   49    7                                             
CONECT    9   27    8   10   50                                             
CONECT   10    9   11   51   52                                             
CONECT   11   12   10   53   54                                             
CONECT   12   14   13   11    7                                             
CONECT   13   12   55   56   57                                             
CONECT   14   12    5   15   58                                             
CONECT   15   14   17   16   18                                             
CONECT   16   15   59   60   61                                             
CONECT   17   15   62                                                       
CONECT   18   15   63   19   26                                             
CONECT   19   18   20   64   65                                             
CONECT   20   22   21   19                                                  
CONECT   21   20   66   67   68                                             
CONECT   22   24   20   23                                                  
CONECT   23   22   69   70   71                                             
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   18   24                                                       
CONECT   27   29   34    9   28                                             
CONECT   28   27   72   73   74                                             
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   32   29   75                                                  
CONECT   32   33   31   76                                                  
CONECT   33   32   34   77   78                                             
CONECT   34   33   27   35   36                                             
CONECT   35   34   36                                                       
CONECT   36   35   34   37   79                                             
CONECT   37   38   36    8   80                                             
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39   81   82   83                                             
CONECT   41   39                                                            
CONECT   42    1                                                            
CONECT   43    1                                                            
CONECT   44    1                                                            
CONECT   45    5                                                            
CONECT   46    6                                                            
CONECT   47    6                                                            
CONECT   48    7                                                            
CONECT   49    8                                                            
CONECT   50    9                                                            
CONECT   51   10                                                            
CONECT   52   10                                                            
CONECT   53   11                                                            
CONECT   54   11                                                            
CONECT   55   13                                                            
CONECT   56   13                                                            
CONECT   57   13                                                            
CONECT   58   14                                                            
CONECT   59   16                                                            
CONECT   60   16                                                            
CONECT   61   16                                                            
CONECT   62   17                                                            
CONECT   63   18                                                            
CONECT   64   19                                                            
CONECT   65   19                                                            
CONECT   66   21                                                            
CONECT   67   21                                                            
CONECT   68   21                                                            
CONECT   69   23                                                            
CONECT   70   23                                                            
CONECT   71   23                                                            
CONECT   72   28                                                            
CONECT   73   28                                                            
CONECT   74   28                                                            
CONECT   75   31                                                            
CONECT   76   32                                                            
CONECT   77   33                                                            
CONECT   78   33                                                            
CONECT   79   36                                                            
CONECT   80   37                                                            
CONECT   81   40                                                            
CONECT   82   40                                                            
CONECT   83   40                                                            
MASTER        0    0    0    0    0    0    0    0   83    0  176    0
END

RDKit          3D

83 88  0  0  0  0  0  0  0  0999 V2000
   -2.8597    1.2901   -4.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7836    1.1395   -2.0620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9124    1.6454   -1.0313 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5643    1.4536   -1.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0710    0.3522   -0.5041 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5982    0.1425   -0.3357 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8291   -1.0879    0.6022 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0085   -0.9300    1.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5206   -0.6267    1.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3108    0.6199    0.8215 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8096    1.8828    1.5613 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol

Synonyms

Value	Source
(1S,2R,7S,9R,10R,11S,12S,14R,15R,16S)-14-(Acetyloxy)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]-1-hydroxyethyl]-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0,.0,.0,]octadec-4-en-10-yl acetic acid	Generator

Chemical Formula

C₃₂H₄₂O₉

Average Mass

570.6790 Da

Monoisotopic Mass

570.28288 Da

IUPAC Name

(1S,2R,7S,9R,10R,11S,12S,14R,15R,16S)-14-(acetyloxy)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]-1-hydroxyethyl]-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-10-yl acetate

Traditional Name

(1S,2R,7S,9R,10R,11S,12S,14R,15R,16S)-14-(acetyloxy)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-10-yl acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@](C([H])([H])[H])([C@@]1([H])[C@]([H])(OC(=O)C([H])([H])[H])C([H])([H])[C@@]2([H])[C@]3([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@@]4([H])O[C@]44C([H])([H])C([H])=C([H])C(=O)[C@]4(C([H])([H])[H])[C@@]3([H])C([H])([H])C([H])([H])[C@]12C([H])([H])[H])[C@]1([H])OC(=O)C(=C(C([H])([H])[H])C1([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C32H42O9/c1-15-13-23(40-28(36)16(15)2)31(7,37)26-21(38-17(3)33)14-20-24-19(10-12-29(20,26)5)30(6)22(35)9-8-11-32(30)27(41-32)25(24)39-18(4)34/h8-9,19-21,23-27,37H,10-14H2,1-7H3/t19-,20-,21+,23+,24+,25+,26-,27+,29-,30-,31-,32+/m0/s1

InChI Key

CDGFYLJJLUCIAX-CNYWDHJGSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, NULL, 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
Acnistus arborescens	JEOL database	Minguzzi, S., et al, Phytochemistry 59, 635 (2002)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Withanolides and derivatives

Alternative Parents

Substituents

Withanolide-skeleton
Steroid ester
5,6-epoxysteroid
Tricarboxylic acid or derivatives
Dihydropyranone
Oxepane
Cyclohexenone
Pyran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Ketone
Lactone
Ether
Oxirane
Dialkyl ether
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Organic oxide
Organooxygen compound
Carbonyl group
Organic oxygen compound
Alcohol
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	3.61	ALOGPS
logP	3.24	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	13.6	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	128.73 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	146.82 m³·mol⁻¹	ChemAxon
Polarizability	61.58 Å³	ChemAxon
Number of Rings	6	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

10002566

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11827916

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Minguzzi, S., et al. (2002). Minguzzi, S., et al, Phytochemistry 59, 635 (2002). Phytochem..

Showing NP-Card for withanolide 3 (NP0029009)

MOL for NP0029009 (withanolide 3)

3D MOL for NP0029009 (withanolide 3)

3D SDF for NP0029009 (withanolide 3)

3D-SDF for NP0029009 (withanolide 3)

PDB for NP0029009 (withanolide 3)

3D PDB for NP0029009 (withanolide 3)

SMILES for NP0029009 (withanolide 3)

INCHI for NP0029009 (withanolide 3)

Structure for NP0029009 (withanolide 3)

3D Structure for NP0029009 (withanolide 3)