NP-MRD: Showing NP-Card for 15beta-methoxyfaciculatin (NP0028830)

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Record Information

Version

2.0

Created at

2021-06-19 20:36:46 UTC

Updated at

2021-06-29 23:55:50 UTC

NP-MRD ID

NP0028830

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15beta-methoxyfaciculatin

Provided By

JEOL Database JEOL Logo

Description

15beta-methoxyfaciculatin is found in Hyptis fasciculata and Leonotis nepetaefolia . 15beta-methoxyfaciculatin was first documented in 2005 (Ohsaki, A., et al.). Based on a literature review very few articles have been published on (1'S,2R,2'S,5'R,5''S,5'''R,6'R,7'S)-5'''-methoxy-7'-methyl-8'-oxotrispiro[oxirane-2,3'-[9]oxatricyclo[5.3.3.0¹,⁶]Tridecane-2',2'':5'',3'''-Bis(oxolane)]-5'-yl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122363D          

 63 68  0  0  0  0            999 V2000
    7.9082    1.7197   -2.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5697    1.2782   -2.3427 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6298    2.3144   -2.0701 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2381    1.8001   -2.3908 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8293    1.1362   -1.0907 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3477   -0.2856   -0.9308 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2612   -0.9586   -0.1212 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9697   -0.2240   -0.5223 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4029    1.0881   -0.9663 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9540   -0.0123    0.6859 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5923    0.9316    1.7669 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6912    1.2663    2.9502 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6882    1.7277    2.5014 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3175    0.8166    1.4206 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6585    1.4594    1.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5958   -0.5363    2.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6880   -0.8347    2.5469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5363   -1.3638    2.2245 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5975   -1.3649    1.3355 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3556    0.6883    0.2097 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0055    0.0382   -1.0385 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5687   -1.2357   -0.6837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706   -1.7056   -1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0455   -3.0302   -0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0229   -1.1351   -2.4581 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0026   -0.1193   -2.1770 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2418   -0.8450   -1.7248 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9097   -1.7609   -2.7440 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0940   -2.2747   -1.6872 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4438    2.1049   -0.0819 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6298    2.6510   -0.6773 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1303    2.5650   -2.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5783    0.8948   -2.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0866    1.9957   -1.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8687    3.2008   -2.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2048    1.1254   -3.2521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5625    2.6389   -2.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4599   -0.7732   -1.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3230   -0.3461   -0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2303   -2.0409   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5028   -0.8151    0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5156    0.5047    2.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8719    1.8831    1.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6054    0.3997    3.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589    2.0545    3.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3394    1.7893    3.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6016    2.7495    2.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2694    1.7046    1.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2625    0.7873    0.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4963    2.3884    0.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449   -1.7271    1.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3980   -2.1481    0.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0859    1.7083   -0.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8072    0.6981   -1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2201   -3.7466   -0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4479   -2.9142    0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8386   -3.4075   -1.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2887    0.8697   -2.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4605   -0.6518   -3.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9606   -2.0012   -2.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5076   -1.8026   -3.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7021    1.6328    0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7668    2.9385    0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 28  1  0  0  0  0
 27 29  1  1  0  0  0
 27 28  1  0  0  0  0
 10 11  1  1  0  0  0
 10 19  1  0  0  0  0
 14 16  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 27  1  0  0  0  0
 10 20  1  0  0  0  0
 10  8  1  0  0  0  0
 20 21  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 13 14  1  0  0  0  0
 14 20  1  0  0  0  0
 20 53  1  6  0  0  0
  5  6  1  0  0  0  0
 19 18  1  0  0  0  0
 18 16  1  0  0  0  0
  6  7  1  0  0  0  0
 16 17  2  0  0  0  0
  8  7  1  0  0  0  0
 14 15  1  6  0  0  0
  5  4  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
 21 22  1  0  0  0  0
  3 31  1  0  0  0  0
 22 23  1  0  0  0  0
 31 30  1  0  0  0  0
 23 24  1  0  0  0  0
  5 30  1  0  0  0  0
 23 25  2  0  0  0  0
  8  9  1  6  0  0  0
  2  1  1  0  0  0  0
  5  9  1  1  0  0  0
 28 60  1  0  0  0  0
 28 61  1  0  0  0  0
  4 36  1  0  0  0  0
  4 37  1  0  0  0  0
  3 35  1  6  0  0  0
 30 62  1  0  0  0  0
 30 63  1  0  0  0  0
  6 38  1  0  0  0  0
  6 39  1  0  0  0  0
  7 40  1  0  0  0  0
  7 41  1  0  0  0  0
 21 54  1  6  0  0  0
 26 58  1  0  0  0  0
 26 59  1  0  0  0  0
 11 42  1  0  0  0  0
 11 43  1  0  0  0  0
 19 51  1  0  0  0  0
 19 52  1  0  0  0  0
 12 44  1  0  0  0  0
 12 45  1  0  0  0  0
 13 46  1  0  0  0  0
 13 47  1  0  0  0  0
 15 48  1  0  0  0  0
 15 49  1  0  0  0  0
 15 50  1  0  0  0  0
 24 55  1  0  0  0  0
 24 56  1  0  0  0  0
 24 57  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
M  END

     RDKit          3D

 63 68  0  0  0  0  0  0  0  0999 V2000
    7.9082    1.7197   -2.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5697    1.2782   -2.3427 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6298    2.3144   -2.0701 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2381    1.8001   -2.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8293    1.1362   -1.0907 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3477   -0.2856   -0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2612   -0.9586   -0.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9697   -0.2240   -0.5223 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4029    1.0881   -0.9663 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9540   -0.0123    0.6859 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5923    0.9316    1.7669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6912    1.2663    2.9502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6882    1.7277    2.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3175    0.8166    1.4206 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6585    1.4594    1.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5958   -0.5363    2.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6880   -0.8347    2.5469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5363   -1.3638    2.2245 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5975   -1.3649    1.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3556    0.6883    0.2097 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0055    0.0382   -1.0385 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5687   -1.2357   -0.6837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706   -1.7056   -1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0455   -3.0302   -0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0229   -1.1351   -2.4581 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0026   -0.1193   -2.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2418   -0.8450   -1.7248 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9097   -1.7609   -2.7440 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0940   -2.2747   -1.6872 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4438    2.1049   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6298    2.6510   -0.6773 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1303    2.5650   -2.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5783    0.8948   -2.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0866    1.9957   -1.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8687    3.2008   -2.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2048    1.1254   -3.2521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5625    2.6389   -2.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4599   -0.7732   -1.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3230   -0.3461   -0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2303   -2.0409   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5028   -0.8151    0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5156    0.5047    2.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8719    1.8831    1.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6054    0.3997    3.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589    2.0545    3.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3394    1.7893    3.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6016    2.7495    2.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2694    1.7046    1.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2625    0.7873    0.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4963    2.3884    0.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449   -1.7271    1.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3980   -2.1481    0.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0859    1.7083   -0.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8072    0.6981   -1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2201   -3.7466   -0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4479   -2.9142    0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8386   -3.4075   -1.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2887    0.8697   -2.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4605   -0.6518   -3.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9606   -2.0012   -2.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5076   -1.8026   -3.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7021    1.6328    0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7668    2.9385    0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 28  1  0
 27 29  1  1
 27 28  1  0
 10 11  1  1
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 14 16  1  0
 11 12  1  0
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  8 27  1  0
 10 20  1  0
 10  8  1  0
 20 21  1  0
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 14 20  1  0
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 19 18  1  0
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 16 17  2  0
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 14 15  1  6
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 21 22  1  0
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 31 30  1  0
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 23 25  2  0
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 28 60  1  0
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 30 63  1  0
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 24 56  1  0
 24 57  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
M  END


  Mrv1652306192122363D          

 63 68  0  0  0  0            999 V2000
    7.9082    1.7197   -2.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5697    1.2782   -2.3427 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6298    2.3144   -2.0701 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2381    1.8001   -2.3908 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8293    1.1362   -1.0907 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3477   -0.2856   -0.9308 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2612   -0.9586   -0.1212 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9697   -0.2240   -0.5223 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4029    1.0881   -0.9663 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9540   -0.0123    0.6859 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5923    0.9316    1.7669 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6912    1.2663    2.9502 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6882    1.7277    2.5014 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3175    0.8166    1.4206 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6585    1.4594    1.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5958   -0.5363    2.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5363   -1.3638    2.2245 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5975   -1.3649    1.3355 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3556    0.6883    0.2097 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0055    0.0382   -1.0385 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5687   -1.2357   -0.6837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706   -1.7056   -1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0455   -3.0302   -0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0229   -1.1351   -2.4581 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0026   -0.1193   -2.1770 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2418   -0.8450   -1.7248 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9097   -1.7609   -2.7440 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0940   -2.2747   -1.6872 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4438    2.1049   -0.0819 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6298    2.6510   -0.6773 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.0866    1.9957   -1.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8687    3.2008   -2.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2048    1.1254   -3.2521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5625    2.6389   -2.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4599   -0.7732   -1.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3230   -0.3461   -0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2303   -2.0409   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5028   -0.8151    0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5156    0.5047    2.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8719    1.8831    1.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6054    0.3997    3.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589    2.0545    3.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3394    1.7893    3.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6016    2.7495    2.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2694    1.7046    1.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2625    0.7873    0.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4963    2.3884    0.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449   -1.7271    1.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3980   -2.1481    0.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0859    1.7083   -0.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8072    0.6981   -1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2201   -3.7466   -0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4479   -2.9142    0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8386   -3.4075   -1.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2887    0.8697   -2.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4605   -0.6518   -3.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9606   -2.0012   -2.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5076   -1.8026   -3.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7021    1.6328    0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7668    2.9385    0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 28  1  0  0  0  0
 27 29  1  1  0  0  0
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 10 11  1  1  0  0  0
 10 19  1  0  0  0  0
 14 16  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 27  1  0  0  0  0
 10 20  1  0  0  0  0
 10  8  1  0  0  0  0
 20 21  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 13 14  1  0  0  0  0
 14 20  1  0  0  0  0
 20 53  1  6  0  0  0
  5  6  1  0  0  0  0
 19 18  1  0  0  0  0
 18 16  1  0  0  0  0
  6  7  1  0  0  0  0
 16 17  2  0  0  0  0
  8  7  1  0  0  0  0
 14 15  1  6  0  0  0
  5  4  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
 21 22  1  0  0  0  0
  3 31  1  0  0  0  0
 22 23  1  0  0  0  0
 31 30  1  0  0  0  0
 23 24  1  0  0  0  0
  5 30  1  0  0  0  0
 23 25  2  0  0  0  0
  8  9  1  6  0  0  0
  2  1  1  0  0  0  0
  5  9  1  1  0  0  0
 28 60  1  0  0  0  0
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  6 38  1  0  0  0  0
  6 39  1  0  0  0  0
  7 40  1  0  0  0  0
  7 41  1  0  0  0  0
 21 54  1  6  0  0  0
 26 58  1  0  0  0  0
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 11 42  1  0  0  0  0
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  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0028830

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])([H])O[C@]1([H])OC([H])([H])[C@@]2(O[C@]3(C([H])([H])C2([H])[H])[C@@]2(OC2([H])[H])C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@@]2([H])[C@]4(C(=O)OC([H])([H])[C@@]32C([H])([H])C([H])([H])C4([H])[H])C([H])([H])[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H32O8/c1-14(24)30-15-9-22(13-29-22)23(8-7-20(31-23)10-16(26-3)27-11-20)21-6-4-5-19(2,17(15)21)18(25)28-12-21/h15-17H,4-13H2,1-3H3/t15-,16-,17+,19+,20+,21-,22-,23+/m1/s1

> <INCHI_KEY>
VBXFGTHKNFHIFR-IKWAYKEWSA-N

> <FORMULA>
C23H32O8

> <MOLECULAR_WEIGHT>
436.501

> <EXACT_MASS>
436.20971799

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
44.65203404479094

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1'S,2R,2'S,5'R,5''S,5'''R,6'R,7'S)-5'''-methoxy-7'-methyl-8'-oxotrispiro[oxirane-2,3'-[9]oxatricyclo[5.3.3.0^{1,6}]tridecane-2',2'':5'',3'''-bis(oxolane)]-5'-yl acetate

> <ALOGPS_LOGP>
1.07

> <JCHEM_LOGP>
1.565523419666667

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6732399050498814

> <JCHEM_POLAR_SURFACE_AREA>
92.82000000000001

> <JCHEM_REFRACTIVITY>
104.89969999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1'S,2R,2'S,5'R,5''S,5'''R,6'R,7'S)-5'''-methoxy-7'-methyl-8'-oxotrispiro[oxirane-2,3'-[9]oxatricyclo[5.3.3.0^{1,6}]tridecane-2',2'':5'',3'''-bis(oxolane)]-5'-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 63 68  0  0  0  0  0  0  0  0999 V2000
    7.9082    1.7197   -2.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5697    1.2782   -2.3427 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6298    2.3144   -2.0701 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2381    1.8001   -2.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8293    1.1362   -1.0907 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.9697   -0.2240   -0.5223 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4029    1.0881   -0.9663 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5923    0.9316    1.7669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6912    1.2663    2.9502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6882    1.7277    2.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3175    0.8166    1.4206 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.3556    0.6883    0.2097 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0055    0.0382   -1.0385 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5687   -1.2357   -0.6837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706   -1.7056   -1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0455   -3.0302   -0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0229   -1.1351   -2.4581 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0026   -0.1193   -2.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2418   -0.8450   -1.7248 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9097   -1.7609   -2.7440 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0940   -2.2747   -1.6872 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4438    2.1049   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6298    2.6510   -0.6773 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.0866    1.9957   -1.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8687    3.2008   -2.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2048    1.1254   -3.2521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5625    2.6389   -2.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4599   -0.7732   -1.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3230   -0.3461   -0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2303   -2.0409   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5028   -0.8151    0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8719    1.8831    1.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6054    0.3997    3.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589    2.0545    3.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3394    1.7893    3.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6016    2.7495    2.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2694    1.7046    1.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2625    0.7873    0.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4963    2.3884    0.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449   -1.7271    1.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3980   -2.1481    0.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0859    1.7083   -0.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8072    0.6981   -1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2201   -3.7466   -0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4479   -2.9142    0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8386   -3.4075   -1.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2887    0.8697   -2.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4605   -0.6518   -3.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9606   -2.0012   -2.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5076   -1.8026   -3.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7021    1.6328    0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7668    2.9385    0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 28  1  0
 27 29  1  1
 27 28  1  0
 10 11  1  1
 10 19  1  0
 14 16  1  0
 11 12  1  0
 12 13  1  0
  8 27  1  0
 10 20  1  0
 10  8  1  0
 20 21  1  0
 21 26  1  0
 26 27  1  0
 13 14  1  0
 14 20  1  0
 20 53  1  6
  5  6  1  0
 19 18  1  0
 18 16  1  0
  6  7  1  0
 16 17  2  0
  8  7  1  0
 14 15  1  6
  5  4  1  0
  3  2  1  0
  4  3  1  0
 21 22  1  0
  3 31  1  0
 22 23  1  0
 31 30  1  0
 23 24  1  0
  5 30  1  0
 23 25  2  0
  8  9  1  6
  2  1  1  0
  5  9  1  1
 28 60  1  0
 28 61  1  0
  4 36  1  0
  4 37  1  0
  3 35  1  6
 30 62  1  0
 30 63  1  0
  6 38  1  0
  6 39  1  0
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 21 54  1  6
 26 58  1  0
 26 59  1  0
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 19 51  1  0
 19 52  1  0
 12 44  1  0
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 13 46  1  0
 13 47  1  0
 15 48  1  0
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 15 50  1  0
 24 55  1  0
 24 56  1  0
 24 57  1  0
  1 32  1  0
  1 33  1  0
  1 34  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       7.908   1.720  -2.158  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.570   1.278  -2.343  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.630   2.314  -2.070  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.238   1.800  -2.391  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.829   1.136  -1.091  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.348  -0.286  -0.931  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.261  -0.959  -0.121  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.970  -0.224  -0.522  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.403   1.088  -0.966  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.954  -0.012   0.686  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.592   0.932   1.767  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.691   1.266   2.950  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.688   1.728   2.501  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.317   0.817   1.421  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.659   1.459   1.006  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.596  -0.536   2.073  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.688  -0.835   2.547  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.536  -1.364   2.224  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.598  -1.365   1.335  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.356   0.688   0.210  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.006   0.038  -1.038  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.569  -1.236  -0.684  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.571  -1.706  -1.476  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.046  -3.030  -0.964  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.023  -1.135  -2.458  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.003  -0.119  -2.177  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.242  -0.845  -1.725  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.910  -1.761  -2.744  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.094  -2.275  -1.687  0.00  0.00           O+0
HETATM   30  C   UNK     0       4.444   2.105  -0.082  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.630   2.651  -0.677  0.00  0.00           O+0
HETATM   32  H   UNK     0       8.130   2.565  -2.816  0.00  0.00           H+0
HETATM   33  H   UNK     0       8.578   0.895  -2.415  0.00  0.00           H+0
HETATM   34  H   UNK     0       8.087   1.996  -1.114  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.869   3.201  -2.668  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.205   1.125  -3.252  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.563   2.639  -2.601  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.460  -0.773  -1.903  0.00  0.00           H+0
HETATM   39  H   UNK     0       5.323  -0.346  -0.436  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.230  -2.041  -0.277  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.503  -0.815   0.935  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.516   0.505   2.170  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.872   1.883   1.299  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.605   0.400   3.615  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.159   2.054   3.553  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.339   1.789   3.383  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.602   2.749   2.108  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.269   1.705   1.883  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.263   0.787   0.387  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.496   2.388   0.448  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.445  -1.727   1.929  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.398  -2.148   0.603  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.086   1.708  -0.107  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.807   0.698  -1.393  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.220  -3.747  -0.970  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.448  -2.914   0.045  0.00  0.00           H+0
HETATM   57  H   UNK     0      -3.839  -3.408  -1.616  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.289   0.870  -2.555  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.461  -0.652  -3.016  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.961  -2.001  -2.705  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.508  -1.803  -3.751  0.00  0.00           H+0
HETATM   62  H   UNK     0       4.702   1.633   0.871  0.00  0.00           H+0
HETATM   63  H   UNK     0       3.767   2.938   0.137  0.00  0.00           H+0
CONECT    1    2   32   33   34                                             
CONECT    2    3    1                                                       
CONECT    3    2    4   31   35                                             
CONECT    4    5    3   36   37                                             
CONECT    5    6    4   30    9                                             
CONECT    6    5    7   38   39                                             
CONECT    7    6    8   40   41                                             
CONECT    8   27   10    7    9                                             
CONECT    9    8    5                                                       
CONECT   10   11   19   20    8                                             
CONECT   11   10   12   42   43                                             
CONECT   12   11   13   44   45                                             
CONECT   13   12   14   46   47                                             
CONECT   14   16   13   20   15                                             
CONECT   15   14   48   49   50                                             
CONECT   16   14   18   17                                                  
CONECT   17   16                                                            
CONECT   18   19   16                                                       
CONECT   19   10   18   51   52                                             
CONECT   20   10   21   14   53                                             
CONECT   21   20   26   22   54                                             
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   55   56   57                                             
CONECT   25   23                                                            
CONECT   26   21   27   58   59                                             
CONECT   27   29   28    8   26                                             
CONECT   28   29   27   60   61                                             
CONECT   29   28   27                                                       
CONECT   30   31    5   62   63                                             
CONECT   31    3   30                                                       
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    3                                                            
CONECT   36    4                                                            
CONECT   37    4                                                            
CONECT   38    6                                                            
CONECT   39    6                                                            
CONECT   40    7                                                            
CONECT   41    7                                                            
CONECT   42   11                                                            
CONECT   43   11                                                            
CONECT   44   12                                                            
CONECT   45   12                                                            
CONECT   46   13                                                            
CONECT   47   13                                                            
CONECT   48   15                                                            
CONECT   49   15                                                            
CONECT   50   15                                                            
CONECT   51   19                                                            
CONECT   52   19                                                            
CONECT   53   20                                                            
CONECT   54   21                                                            
CONECT   55   24                                                            
CONECT   56   24                                                            
CONECT   57   24                                                            
CONECT   58   26                                                            
CONECT   59   26                                                            
CONECT   60   28                                                            
CONECT   61   28                                                            
CONECT   62   30                                                            
CONECT   63   30                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  136    0
END

RDKit          3D

63 68  0  0  0  0  0  0  0  0999 V2000
    7.9082    1.7197   -2.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5697    1.2782   -2.3427 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6298    2.3144   -2.0701 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2381    1.8001   -2.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8293    1.1362   -1.0907 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3477   -0.2856   -0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2612   -0.9586   -0.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9697   -0.2240   -0.5223 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4029    1.0881   -0.9663 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9540   -0.0123    0.6859 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5923    0.9316    1.7669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6912    1.2663    2.9502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6882    1.7277    2.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3175    0.8166    1.4206 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6585    1.4594    1.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5958   -0.5363    2.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6880   -0.8347    2.5469 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5975   -1.3649    1.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3556    0.6883    0.2097 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0055    0.0382   -1.0385 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5687   -1.2357   -0.6837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706   -1.7056   -1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0455   -3.0302   -0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0229   -1.1351   -2.4581 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0026   -0.1193   -2.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2418   -0.8450   -1.7248 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9097   -1.7609   -2.7440 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0940   -2.2747   -1.6872 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4438    2.1049   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6298    2.6510   -0.6773 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1303    2.5650   -2.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5783    0.8948   -2.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0866    1.9957   -1.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8687    3.2008   -2.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2048    1.1254   -3.2521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5625    2.6389   -2.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4599   -0.7732   -1.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3230   -0.3461   -0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2303   -2.0409   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5028   -0.8151    0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5156    0.5047    2.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8719    1.8831    1.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6054    0.3997    3.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589    2.0545    3.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3394    1.7893    3.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6016    2.7495    2.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2694    1.7046    1.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2625    0.7873    0.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4963    2.3884    0.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449   -1.7271    1.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3980   -2.1481    0.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0859    1.7083   -0.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8072    0.6981   -1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2201   -3.7466   -0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4479   -2.9142    0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8386   -3.4075   -1.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2887    0.8697   -2.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4605   -0.6518   -3.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9606   -2.0012   -2.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5076   -1.8026   -3.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7021    1.6328    0.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7668    2.9385    0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 28  1  0
 27 29  1  1
 27 28  1  0
 10 11  1  1
 10 19  1  0
 14 16  1  0
 11 12  1  0
 12 13  1  0
  8 27  1  0
 10 20  1  0
 10  8  1  0
 20 21  1  0
 21 26  1  0
 26 27  1  0
 13 14  1  0
 14 20  1  0
 20 53  1  6
  5  6  1  0
 19 18  1  0
 18 16  1  0
  6  7  1  0
 16 17  2  0
  8  7  1  0
 14 15  1  6
  5  4  1  0
  3  2  1  0
  4  3  1  0
 21 22  1  0
  3 31  1  0
 22 23  1  0
 31 30  1  0
 23 24  1  0
  5 30  1  0
 23 25  2  0
  8  9  1  6
  2  1  1  0
  5  9  1  1
 28 60  1  0
 28 61  1  0
  4 36  1  0
  4 37  1  0
  3 35  1  6
 30 62  1  0
 30 63  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
 21 54  1  6
 26 58  1  0
 26 59  1  0
 11 42  1  0
 11 43  1  0
 19 51  1  0
 19 52  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 15 48  1  0
 15 49  1  0
 15 50  1  0
 24 55  1  0
 24 56  1  0
 24 57  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
M  END

View in JSmol

Synonyms

Value	Source
(1's,2R,2's,5'r,5''S,5'''r,6'r,7's)-5'''-methoxy-7'-methyl-8'-oxotrispiro[oxirane-2,3'-[9]oxatricyclo[5.3.3.0,]tridecane-2',2'':5'',3'''-bis(oxolane)]-5'-yl acetic acid	Generator

Chemical Formula

C₂₃H₃₂O₈

Average Mass

436.5010 Da

Monoisotopic Mass

436.20972 Da

IUPAC Name

(1'S,2R,2'S,5'R,5''S,5'''R,6'R,7'S)-5'''-methoxy-7'-methyl-8'-oxotrispiro[oxirane-2,3'-[9]oxatricyclo[5.3.3.0^{1,6}]tridecane-2',2'':5'',3'''-bis(oxolane)]-5'-yl acetate

Traditional Name

(1'S,2R,2'S,5'R,5''S,5'''R,6'R,7'S)-5'''-methoxy-7'-methyl-8'-oxotrispiro[oxirane-2,3'-[9]oxatricyclo[5.3.3.0^{1,6}]tridecane-2',2'':5'',3'''-bis(oxolane)]-5'-yl acetate

CAS Registry Number

Not Available

SMILES

[H]C([H])([H])O[C@]1([H])OC([H])([H])[C@@]2(O[C@]3(C([H])([H])C2([H])[H])[C@@]2(OC2([H])[H])C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@@]2([H])[C@]4(C(=O)OC([H])([H])[C@@]32C([H])([H])C([H])([H])C4([H])[H])C([H])([H])[H])C1([H])[H]

InChI Identifier

InChI=1S/C23H32O8/c1-14(24)30-15-9-22(13-29-22)23(8-7-20(31-23)10-16(26-3)27-11-20)21-6-4-5-19(2,17(15)21)18(25)28-12-21/h15-17H,4-13H2,1-3H3/t15-,16-,17+,19+,20+,21-,22-,23+/m1/s1

InChI Key

VBXFGTHKNFHIFR-IKWAYKEWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Hyptis fasciculata	JEOL database	Ohsaki, A., et al, Chem. Pharm. Bull. 53, 1577 (2005)
Leonotis nepetaefolia	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Delta valerolactones

Direct Parent

Delta valerolactones

Alternative Parents

Substituents

Delta valerolactone
Delta_valerolactone
Dicarboxylic acid or derivatives
Oxane
Tetrahydrofuran
Carboxylic acid ester
Ether
Oxirane
Dialkyl ether
Acetal
Carboxylic acid derivative
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.07	ALOGPS
logP	1.57	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	92.82 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	104.9 m³·mol⁻¹	ChemAxon
Polarizability	44.65 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11719058

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ohsaki, A., et al. (2005). Ohsaki, A., et al, Chem. Pharm. Bull. 53, 1577 (2005). Chem. Pharm. Bull..

Showing NP-Card for 15beta-methoxyfaciculatin (NP0028830)

MOL for NP0028830 (15beta-methoxyfaciculatin)

3D MOL for NP0028830 (15beta-methoxyfaciculatin)

3D SDF for NP0028830 (15beta-methoxyfaciculatin)

3D-SDF for NP0028830 (15beta-methoxyfaciculatin)

PDB for NP0028830 (15beta-methoxyfaciculatin)

3D PDB for NP0028830 (15beta-methoxyfaciculatin)

SMILES for NP0028830 (15beta-methoxyfaciculatin)

INCHI for NP0028830 (15beta-methoxyfaciculatin)

Structure for NP0028830 (15beta-methoxyfaciculatin)

3D Structure for NP0028830 (15beta-methoxyfaciculatin)