NP-MRD: Showing NP-Card for isorosthin B (NP0043505)

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Record Information

Version

1.0

Created at

2021-06-21 00:53:49 UTC

Updated at

2021-06-30 00:19:13 UTC

NP-MRD ID

NP0043505

Secondary Accession Numbers

None

Natural Product Identification

Common Name

isorosthin B

Provided By

JEOL Database JEOL Logo

Description

(1S,2R,4S,8S,9R,13S,17S)-17-formyl-8-hydroxy-10,10-dimethyl-3-methylidene-15-oxo-7,14-dioxapentacyclo[7.6.2.1¹,⁴.0⁶,¹⁶.0¹³,¹⁷]Octadec-6(16)-en-2-yl acetate belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. isorosthin B is found in Isodon rosthornii. It was first documented in 2013 (Zhan, R., et al.). Based on a literature review very few articles have been published on (1S,2R,4S,8S,9R,13S,17S)-17-formyl-8-hydroxy-10,10-dimethyl-3-methylidene-15-oxo-7,14-dioxapentacyclo[7.6.2.1¹,⁴.0⁶,¹⁶.0¹³,¹⁷]Octadec-6(16)-en-2-yl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102533D          

 55 59  0  0  0  0            999 V2000
    5.4022   -1.6448   -1.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0624   -1.6629   -1.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1729   -1.9113   -2.4561 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6805   -0.5754   -3.0605 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5606    0.0761   -2.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971   -0.4697   -1.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7448   -1.7388   -0.5599 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0190   -2.6569   -1.7798 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9284   -2.5324    0.4732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3286   -3.5888    0.9545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2730   -2.0210    0.8580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9872   -1.1763   -0.0549 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3251   -0.7632    0.5699 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1417    0.1292   -0.3698 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3668    1.3608   -0.9281 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2078    1.9576   -2.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2830    2.4436    0.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9905    0.8576   -1.4835 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0995    1.8361   -2.2729 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3070    2.9916   -1.5721 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0224    1.1827   -2.8843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1552    0.0394   -0.4659 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2873    0.8415    0.7559 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9376    1.8836    0.6888 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017   -1.5254   -0.0168 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4848   -0.2306    0.5279 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0981   -0.0249    1.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6775    1.2517    2.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3834   -0.7815    2.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9824   -1.4866   -0.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9508   -1.7778   -2.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6653   -2.5255   -3.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2966   -0.7824   -4.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127    0.1300   -3.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1478   -2.7724   -2.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284   -3.6659   -1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2182   -1.7971   -0.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1676   -0.2626    1.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9035   -1.6637    0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4768   -0.4935   -1.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0539    0.4547    0.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2793    1.2619   -2.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2296    2.1787   -1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7763    2.8937   -2.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7091    3.3136   -0.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2857    2.8079    0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8508    2.0784    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2750    0.1217   -2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6827    2.2102   -3.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7907    2.6990   -0.7736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0178    0.4307    1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5017   -2.3062    0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5836    2.0461    1.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1242    1.5585    3.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7278    1.0980    2.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0  0  0  0
 12 11  1  0  0  0  0
 22  6  1  0  0  0  0
  7 25  1  0  0  0  0
 18 19  1  0  0  0  0
  3  2  1  0  0  0  0
 25  2  1  0  0  0  0
 19 21  1  0  0  0  0
  7  9  1  1  0  0  0
  9 11  1  0  0  0  0
 21  5  1  0  0  0  0
  9 10  2  0  0  0  0
  6  5  2  0  0  0  0
  2  1  2  3  0  0  0
 15 18  1  0  0  0  0
 19 20  1  0  0  0  0
 22 12  1  0  0  0  0
 15 16  1  6  0  0  0
 22 18  1  0  0  0  0
 15 17  1  0  0  0  0
 18 48  1  6  0  0  0
 13 14  1  0  0  0  0
 25 26  1  0  0  0  0
 13 12  1  0  0  0  0
 26 27  1  0  0  0  0
  6  7  1  0  0  0  0
 27 29  2  0  0  0  0
  5  4  1  0  0  0  0
 27 28  1  0  0  0  0
  4  3  1  0  0  0  0
 22 23  1  1  0  0  0
  3  8  1  0  0  0  0
 23 24  2  0  0  0  0
  7  8  1  0  0  0  0
 23 51  1  0  0  0  0
 13 38  1  0  0  0  0
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 12 37  1  6  0  0  0
 19 49  1  6  0  0  0
  4 33  1  0  0  0  0
  4 34  1  0  0  0  0
  3 32  1  6  0  0  0
  8 35  1  0  0  0  0
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 28 53  1  0  0  0  0
 28 54  1  0  0  0  0
 28 55  1  0  0  0  0
M  END

     RDKit          3D

 55 59  0  0  0  0  0  0  0  0999 V2000
    5.4022   -1.6448   -1.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0624   -1.6629   -1.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0971   -0.4697   -1.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7448   -1.7388   -0.5599 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0190   -2.6569   -1.7798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9284   -2.5324    0.4732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3286   -3.5888    0.9545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2730   -2.0210    0.8580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9872   -1.1763   -0.0549 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3251   -0.7632    0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3668    1.3608   -0.9281 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -0.9905    0.8576   -1.4835 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0995    1.8361   -2.2729 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3070    2.9916   -1.5721 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0224    1.1827   -2.8843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1552    0.0394   -0.4659 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2873    0.8415    0.7559 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9376    1.8836    0.6888 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017   -1.5254   -0.0168 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4848   -0.2306    0.5279 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0981   -0.0249    1.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6775    1.2517    2.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2296    2.1787   -1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7763    2.8937   -2.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7091    3.3136   -0.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2857    2.8079    0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8508    2.0784    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5836    2.0461    1.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7278    1.0980    2.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
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 12 11  1  0
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  7 25  1  0
 18 19  1  0
  3  2  1  0
 25  2  1  0
 19 21  1  0
  7  9  1  1
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  6  5  2  0
  2  1  2  3
 15 18  1  0
 19 20  1  0
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 15 16  1  6
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 15 17  1  0
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 13 14  1  0
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 13 12  1  0
 26 27  1  0
  6  7  1  0
 27 29  2  0
  5  4  1  0
 27 28  1  0
  4  3  1  0
 22 23  1  1
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 23 24  2  0
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 23 51  1  0
 13 38  1  0
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 14 41  1  0
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  4 33  1  0
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 17 47  1  0
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 28 55  1  0
M  END


  Mrv1652306212102533D          

 55 59  0  0  0  0            999 V2000
    5.4022   -1.6448   -1.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0624   -1.6629   -1.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1729   -1.9113   -2.4561 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6805   -0.5754   -3.0605 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5606    0.0761   -2.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971   -0.4697   -1.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7448   -1.7388   -0.5599 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0190   -2.6569   -1.7798 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9284   -2.5324    0.4732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3286   -3.5888    0.9545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2730   -2.0210    0.8580 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3668    1.3608   -0.9281 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2078    1.9576   -2.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0995    1.8361   -2.2729 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.0224    1.1827   -2.8843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1552    0.0394   -0.4659 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.9376    1.8836    0.6888 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017   -1.5254   -0.0168 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4848   -0.2306    0.5279 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0981   -0.0249    1.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6775    1.2517    2.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3834   -0.7815    2.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9824   -1.4866   -0.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9508   -1.7778   -2.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6653   -2.5255   -3.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2966   -0.7824   -4.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127    0.1300   -3.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1478   -2.7724   -2.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284   -3.6659   -1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2182   -1.7971   -0.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1676   -0.2626    1.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9035   -1.6637    0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4768   -0.4935   -1.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0539    0.4547    0.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2793    1.2619   -2.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2296    2.1787   -1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7763    2.8937   -2.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7091    3.3136   -0.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2857    2.8079    0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8508    2.0784    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2750    0.1217   -2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6827    2.2102   -3.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7907    2.6990   -0.7736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0178    0.4307    1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5017   -2.3062    0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5836    2.0461    1.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1242    1.5585    3.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7278    1.0980    2.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0  0  0  0
 12 11  1  0  0  0  0
 22  6  1  0  0  0  0
  7 25  1  0  0  0  0
 18 19  1  0  0  0  0
  3  2  1  0  0  0  0
 25  2  1  0  0  0  0
 19 21  1  0  0  0  0
  7  9  1  1  0  0  0
  9 11  1  0  0  0  0
 21  5  1  0  0  0  0
  9 10  2  0  0  0  0
  6  5  2  0  0  0  0
  2  1  2  3  0  0  0
 15 18  1  0  0  0  0
 19 20  1  0  0  0  0
 22 12  1  0  0  0  0
 15 16  1  6  0  0  0
 22 18  1  0  0  0  0
 15 17  1  0  0  0  0
 18 48  1  6  0  0  0
 13 14  1  0  0  0  0
 25 26  1  0  0  0  0
 13 12  1  0  0  0  0
 26 27  1  0  0  0  0
  6  7  1  0  0  0  0
 27 29  2  0  0  0  0
  5  4  1  0  0  0  0
 27 28  1  0  0  0  0
  4  3  1  0  0  0  0
 22 23  1  1  0  0  0
  3  8  1  0  0  0  0
 23 24  2  0  0  0  0
  7  8  1  0  0  0  0
 23 51  1  0  0  0  0
 13 38  1  0  0  0  0
 13 39  1  0  0  0  0
 14 40  1  0  0  0  0
 14 41  1  0  0  0  0
 12 37  1  6  0  0  0
 19 49  1  6  0  0  0
  4 33  1  0  0  0  0
  4 34  1  0  0  0  0
  3 32  1  6  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
 25 52  1  1  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
 20 50  1  0  0  0  0
 16 42  1  0  0  0  0
 16 43  1  0  0  0  0
 16 44  1  0  0  0  0
 17 45  1  0  0  0  0
 17 46  1  0  0  0  0
 17 47  1  0  0  0  0
 28 53  1  0  0  0  0
 28 54  1  0  0  0  0
 28 55  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043505

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])OC2=C3[C@@]4(C(=O)O[C@@]5([H])C([H])([H])C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])[C@]1([H])[C@]35C([H])=O)C([H])([H])[C@]([H])(C(=C([H])[H])[C@@]4([H])OC(=O)C([H])([H])[H])C2([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H26O7/c1-10-12-7-13-15-21(8-12,17(10)27-11(2)24)19(26)29-14-5-6-20(3,4)16(18(25)28-13)22(14,15)9-23/h9,12,14,16-18,25H,1,5-8H2,2-4H3/t12-,14+,16-,17-,18+,21+,22+/m1/s1

> <INCHI_KEY>
YDLGPWCVDZTIJF-NFIRHCNDSA-N

> <FORMULA>
C22H26O7

> <MOLECULAR_WEIGHT>
402.443

> <EXACT_MASS>
402.167853177

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
40.21021205543233

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,4S,8S,9R,13S,17S)-17-formyl-8-hydroxy-10,10-dimethyl-3-methylidene-15-oxo-7,14-dioxapentacyclo[7.6.2.1^{1,4}.0^{6,16}.0^{13,17}]octadec-6(16)-en-2-yl acetate

> <ALOGPS_LOGP>
1.28

> <JCHEM_LOGP>
0.666285931

> <ALOGPS_LOGS>
-2.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.050118855368165

> <JCHEM_PKA_STRONGEST_BASIC>
-4.089078012661964

> <JCHEM_POLAR_SURFACE_AREA>
99.13000000000002

> <JCHEM_REFRACTIVITY>
100.81690000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.49e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4S,8S,9R,13S,17S)-17-formyl-8-hydroxy-10,10-dimethyl-3-methylidene-15-oxo-7,14-dioxapentacyclo[7.6.2.1^{1,4}.0^{6,16}.0^{13,17}]octadec-6(16)-en-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 55 59  0  0  0  0  0  0  0  0999 V2000
    5.4022   -1.6448   -1.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0624   -1.6629   -1.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1729   -1.9113   -2.4561 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6805   -0.5754   -3.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5606    0.0761   -2.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971   -0.4697   -1.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7448   -1.7388   -0.5599 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0190   -2.6569   -1.7798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9284   -2.5324    0.4732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3286   -3.5888    0.9545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2730   -2.0210    0.8580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9872   -1.1763   -0.0549 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3251   -0.7632    0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1417    0.1292   -0.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3668    1.3608   -0.9281 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2078    1.9576   -2.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2830    2.4436    0.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9905    0.8576   -1.4835 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0995    1.8361   -2.2729 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3070    2.9916   -1.5721 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0224    1.1827   -2.8843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1552    0.0394   -0.4659 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2873    0.8415    0.7559 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9376    1.8836    0.6888 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017   -1.5254   -0.0168 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4848   -0.2306    0.5279 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0981   -0.0249    1.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6775    1.2517    2.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3834   -0.7815    2.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9824   -1.4866   -0.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9508   -1.7778   -2.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6653   -2.5255   -3.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2966   -0.7824   -4.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127    0.1300   -3.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1478   -2.7724   -2.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284   -3.6659   -1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2182   -1.7971   -0.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1676   -0.2626    1.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9035   -1.6637    0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4768   -0.4935   -1.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0539    0.4547    0.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2793    1.2619   -2.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2296    2.1787   -1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7763    2.8937   -2.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7091    3.3136   -0.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2857    2.8079    0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8508    2.0784    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2750    0.1217   -2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6827    2.2102   -3.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7907    2.6990   -0.7736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0178    0.4307    1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5017   -2.3062    0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5836    2.0461    1.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1242    1.5585    3.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7278    1.0980    2.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
 12 11  1  0
 22  6  1  0
  7 25  1  0
 18 19  1  0
  3  2  1  0
 25  2  1  0
 19 21  1  0
  7  9  1  1
  9 11  1  0
 21  5  1  0
  9 10  2  0
  6  5  2  0
  2  1  2  3
 15 18  1  0
 19 20  1  0
 22 12  1  0
 15 16  1  6
 22 18  1  0
 15 17  1  0
 18 48  1  6
 13 14  1  0
 25 26  1  0
 13 12  1  0
 26 27  1  0
  6  7  1  0
 27 29  2  0
  5  4  1  0
 27 28  1  0
  4  3  1  0
 22 23  1  1
  3  8  1  0
 23 24  2  0
  7  8  1  0
 23 51  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 12 37  1  6
 19 49  1  6
  4 33  1  0
  4 34  1  0
  3 32  1  6
  8 35  1  0
  8 36  1  0
 25 52  1  1
  1 30  1  0
  1 31  1  0
 20 50  1  0
 16 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 28 53  1  0
 28 54  1  0
 28 55  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       5.402  -1.645  -1.293  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.062  -1.663  -1.263  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.173  -1.911  -2.456  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.680  -0.575  -3.061  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.561   0.076  -2.272  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.097  -0.470  -1.128  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.745  -1.739  -0.560  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.019  -2.657  -1.780  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.928  -2.532   0.473  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.329  -3.589   0.955  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.273  -2.021   0.858  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.987  -1.176  -0.055  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.325  -0.763   0.570  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.142   0.129  -0.370  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.367   1.361  -0.928  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.208   1.958  -2.081  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.283   2.444   0.163  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.991   0.858  -1.484  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.100   1.836  -2.273  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.307   2.992  -1.572  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.022   1.183  -2.884  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.155   0.039  -0.466  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.287   0.842   0.756  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.938   1.884   0.689  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.202  -1.525  -0.017  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.485  -0.231   0.528  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.098  -0.025   1.809  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.678   1.252   2.335  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.383  -0.782   2.450  0.00  0.00           O+0
HETATM   30  H   UNK     0       5.982  -1.487  -0.389  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.951  -1.778  -2.220  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.665  -2.526  -3.217  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.297  -0.782  -4.068  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.513   0.130  -3.173  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.148  -2.772  -2.437  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.328  -3.666  -1.474  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.218  -1.797  -0.934  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.168  -0.263   1.532  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.904  -1.664   0.812  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.477  -0.494  -1.211  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.054   0.455   0.146  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.279   1.262  -2.925  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.230   2.179  -1.751  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.776   2.894  -2.451  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.709   3.314  -0.166  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.286   2.808   0.420  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.851   2.078   1.096  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.275   0.122  -2.259  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.683   2.210  -3.120  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.791   2.699  -0.774  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.018   0.431   1.745  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.502  -2.306   0.695  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.584   2.046   1.590  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.124   1.559   3.227  0.00  0.00           H+0
HETATM   55  H   UNK     0       4.728   1.098   2.594  0.00  0.00           H+0
CONECT    1    2   30   31                                                  
CONECT    2    3   25    1                                                  
CONECT    3    2    4    8   32                                             
CONECT    4    5    3   33   34                                             
CONECT    5   21    6    4                                                  
CONECT    6   22    5    7                                                  
CONECT    7   25    9    6    8                                             
CONECT    8    3    7   35   36                                             
CONECT    9    7   11   10                                                  
CONECT   10    9                                                            
CONECT   11   12    9                                                       
CONECT   12   11   22   13   37                                             
CONECT   13   14   12   38   39                                             
CONECT   14   15   13   40   41                                             
CONECT   15   14   18   16   17                                             
CONECT   16   15   42   43   44                                             
CONECT   17   15   45   46   47                                             
CONECT   18   19   15   22   48                                             
CONECT   19   18   21   20   49                                             
CONECT   20   19   50                                                       
CONECT   21   19    5                                                       
CONECT   22    6   12   18   23                                             
CONECT   23   22   24   51                                                  
CONECT   24   23                                                            
CONECT   25    7    2   26   52                                             
CONECT   26   25   27                                                       
CONECT   27   26   29   28                                                  
CONECT   28   27   53   54   55                                             
CONECT   29   27                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    3                                                            
CONECT   33    4                                                            
CONECT   34    4                                                            
CONECT   35    8                                                            
CONECT   36    8                                                            
CONECT   37   12                                                            
CONECT   38   13                                                            
CONECT   39   13                                                            
CONECT   40   14                                                            
CONECT   41   14                                                            
CONECT   42   16                                                            
CONECT   43   16                                                            
CONECT   44   16                                                            
CONECT   45   17                                                            
CONECT   46   17                                                            
CONECT   47   17                                                            
CONECT   48   18                                                            
CONECT   49   19                                                            
CONECT   50   20                                                            
CONECT   51   23                                                            
CONECT   52   25                                                            
CONECT   53   28                                                            
CONECT   54   28                                                            
CONECT   55   28                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  118    0
END

RDKit          3D

55 59  0  0  0  0  0  0  0  0999 V2000
    5.4022   -1.6448   -1.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0624   -1.6629   -1.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1729   -1.9113   -2.4561 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6805   -0.5754   -3.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5606    0.0761   -2.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971   -0.4697   -1.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7448   -1.7388   -0.5599 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0190   -2.6569   -1.7798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9284   -2.5324    0.4732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3286   -3.5888    0.9545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2730   -2.0210    0.8580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9872   -1.1763   -0.0549 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3251   -0.7632    0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1417    0.1292   -0.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3668    1.3608   -0.9281 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2078    1.9576   -2.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2830    2.4436    0.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9905    0.8576   -1.4835 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0995    1.8361   -2.2729 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3070    2.9916   -1.5721 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0224    1.1827   -2.8843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1552    0.0394   -0.4659 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2873    0.8415    0.7559 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9376    1.8836    0.6888 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017   -1.5254   -0.0168 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4848   -0.2306    0.5279 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0981   -0.0249    1.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6775    1.2517    2.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3834   -0.7815    2.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9824   -1.4866   -0.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9508   -1.7778   -2.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6653   -2.5255   -3.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2966   -0.7824   -4.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127    0.1300   -3.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1478   -2.7724   -2.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284   -3.6659   -1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2182   -1.7971   -0.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1676   -0.2626    1.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9035   -1.6637    0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4768   -0.4935   -1.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0539    0.4547    0.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2793    1.2619   -2.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2296    2.1787   -1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7763    2.8937   -2.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7091    3.3136   -0.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2857    2.8079    0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8508    2.0784    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2750    0.1217   -2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6827    2.2102   -3.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7907    2.6990   -0.7736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0178    0.4307    1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5017   -2.3062    0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5836    2.0461    1.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1242    1.5585    3.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7278    1.0980    2.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
 12 11  1  0
 22  6  1  0
  7 25  1  0
 18 19  1  0
  3  2  1  0
 25  2  1  0
 19 21  1  0
  7  9  1  1
  9 11  1  0
 21  5  1  0
  9 10  2  0
  6  5  2  0
  2  1  2  3
 15 18  1  0
 19 20  1  0
 22 12  1  0
 15 16  1  6
 22 18  1  0
 15 17  1  0
 18 48  1  6
 13 14  1  0
 25 26  1  0
 13 12  1  0
 26 27  1  0
  6  7  1  0
 27 29  2  0
  5  4  1  0
 27 28  1  0
  4  3  1  0
 22 23  1  1
  3  8  1  0
 23 24  2  0
  7  8  1  0
 23 51  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 12 37  1  6
 19 49  1  6
  4 33  1  0
  4 34  1  0
  3 32  1  6
  8 35  1  0
  8 36  1  0
 25 52  1  1
  1 30  1  0
  1 31  1  0
 20 50  1  0
 16 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 28 53  1  0
 28 54  1  0
 28 55  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
(1S,2R,4S,8S,9R,13S,17S)-17-Formyl-8-hydroxy-10,10-dimethyl-3-methylidene-15-oxo-7,14-dioxapentacyclo[7.6.2.1,.0,.0,]octadec-6(16)-en-2-yl acetic acid	Generator

Chemical Formula

C₂₂H₂₆O₇

Average Mass

402.4430 Da

Monoisotopic Mass

402.16785 Da

IUPAC Name

(1S,2R,4S,8S,9R,13S,17S)-17-formyl-8-hydroxy-10,10-dimethyl-3-methylidene-15-oxo-7,14-dioxapentacyclo[7.6.2.1^{1,4}.0^{6,16}.0^{13,17}]octadec-6(16)-en-2-yl acetate

Traditional Name

(1S,2R,4S,8S,9R,13S,17S)-17-formyl-8-hydroxy-10,10-dimethyl-3-methylidene-15-oxo-7,14-dioxapentacyclo[7.6.2.1^{1,4}.0^{6,16}.0^{13,17}]octadec-6(16)-en-2-yl acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])OC2=C3[C@@]4(C(=O)O[C@@]5([H])C([H])([H])C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])[C@]1([H])[C@]35C([H])=O)C([H])([H])[C@]([H])(C(=C([H])[H])[C@@]4([H])OC(=O)C([H])([H])[H])C2([H])[H]

InChI Identifier

InChI=1S/C22H26O7/c1-10-12-7-13-15-21(8-12,17(10)27-11(2)24)19(26)29-14-5-6-20(3,4)16(18(25)28-13)22(14,15)9-23/h9,12,14,16-18,25H,1,5-8H2,2-4H3/t12-,14+,16-,17-,18+,21+,22+/m1/s1

InChI Key

YDLGPWCVDZTIJF-NFIRHCNDSA-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, 50 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Chloroform-d, 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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Isodon rosthornii	JEOL database	Zhan, R., et al, J. Nat. Prod. 76, 1267 (2013)

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
Oxane
Dicarboxylic acid or derivatives
Hemiacetal
Carboxylic acid ester
Oxacycle
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
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	1.28	ALOGPS
logP	0.67	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	12.05	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.13 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	100.82 m³·mol⁻¹	ChemAxon
Polarizability	40.21 Å³	ChemAxon
Number of Rings	5	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

71745530

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhan, R., et al. (2013). Zhan, R., et al, J. Nat. Prod. 76, 1267 (2013). J. Nat. Prod..

Showing NP-Card for isorosthin B (NP0043505)

MOL for NP0043505 (isorosthin B)

3D MOL for NP0043505 (isorosthin B)

3D SDF for NP0043505 (isorosthin B)

3D-SDF for NP0043505 (isorosthin B)

PDB for NP0043505 (isorosthin B)

3D PDB for NP0043505 (isorosthin B)

SMILES for NP0043505 (isorosthin B)

INCHI for NP0043505 (isorosthin B)

Structure for NP0043505 (isorosthin B)

3D Structure for NP0043505 (isorosthin B)