NP-MRD: Showing NP-Card for fragilide J (NP0039506)

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Record Information

Version

2.0

Created at

2021-06-20 21:55:04 UTC

Updated at

2021-06-30 00:12:53 UTC

NP-MRD ID

NP0039506

Secondary Accession Numbers

None

Natural Product Identification

Common Name

fragilide J

Provided By

JEOL Database JEOL Logo

Description

(1'R,2R,2'S,3'S,7'S,8'S,9'R,10'S,11'R,13'S,14'R,17'R)-7',10'-bis(acetyloxy)-13'-chloro-9'-hydroxy-8',17'-dimethyl-12'-methylidene-16'-oxo-15',18'-dioxaspiro[oxirane-2,4'-tetracyclo[9.6.1.0¹,¹⁴.0³,⁸]Octadecane]-2'-yl acetate belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. fragilide J is found in Ellisella robusta (Ellisellidae) and Junceella fragilis. fragilide J was first documented in 2010 (Wang, S.-H., et al.). Based on a literature review very few articles have been published on (1'R,2R,2'S,3'S,7'S,8'S,9'R,10'S,11'R,13'S,14'R,17'R)-7',10'-bis(acetyloxy)-13'-chloro-9'-hydroxy-8',17'-dimethyl-12'-methylidene-16'-oxo-15',18'-dioxaspiro[oxirane-2,4'-tetracyclo[9.6.1.0¹,¹⁴.0³,⁸]Octadecane]-2'-yl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123553D          

 71 75  0  0  0  0            999 V2000
   -0.0382   -0.2101   -5.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2530   -0.2066   -4.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6327   -0.2049   -4.0698 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9787   -0.1574   -5.2463 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7881   -1.4037   -3.1271 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8042   -2.6269   -3.8888 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2166   -3.6192   -3.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1456   -4.7774   -3.5460 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7346   -3.0824   -1.8465 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5141   -3.8245   -1.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6086   -1.5674   -2.1522 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6613   -1.3761   -2.7916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8457   -0.2485   -3.6414 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0926    1.0860   -2.8914 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6605    2.0212   -3.8628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7992    2.9505   -4.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5074    3.8193   -5.3612 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3793    3.0628   -4.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1177    0.9134   -1.7413 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9371    2.1056   -1.6974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5934    0.6758   -0.2647 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9106    1.9734    0.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6633   -0.6062   -0.0607 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7058   -0.7229   -0.8387 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2426    0.5956   -1.0705 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5565    0.8243   -0.7876 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8862    2.2724   -0.9806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3530   -0.0309   -0.4354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4859   -0.8705    1.4592 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7548   -1.0479    2.2429 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6230    0.1879    2.0927 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9103    0.4706    0.6131 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6506   -0.6537    0.0716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9953   -0.6632    0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6027   -1.8709   -0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6242    0.1735    0.9189 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7847   -0.5535    2.2284 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4848   -1.8814    1.7735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0634   -0.2358   -6.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7281   -0.2040   -6.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7477    0.7236   -3.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7487   -1.3567   -2.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5493   -3.2695   -1.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8082   -3.5276   -0.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3612   -3.6685   -2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -4.9046   -1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7845   -0.4668   -4.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1792    1.5136   -2.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3378    4.3369   -4.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8677    3.2107   -6.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8106    4.5671   -5.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8026    0.1060   -2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1760    2.3164   -2.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6494    2.7573    0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3579    1.8124    1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2146    2.4002   -0.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2744   -1.4524   -0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4276   -1.2614   -0.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6170    2.5854   -1.9923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9622    2.4186   -0.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3562    2.8736   -0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2841   -1.9409    1.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5453   -1.2133    3.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1349    1.0526    2.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5585    0.0205    2.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5319    1.3731    0.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1912   -2.7775    0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4089   -1.8531   -1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6848   -1.8611   -0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5984   -0.0240    1.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219   -0.3679    3.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 37  1  0  0  0  0
 14 13  1  0  0  0  0
  2  1  2  3  0  0  0
 30 29  1  0  0  0  0
  7  8  2  0  0  0  0
 13  2  1  0  0  0  0
 32 33  1  0  0  0  0
 29 38  1  6  0  0  0
 29 23  1  0  0  0  0
 37 38  1  0  0  0  0
  2  3  1  0  0  0  0
  9 10  1  0  0  0  0
 13 12  1  0  0  0  0
  3  5  1  0  0  0  0
 11 12  1  6  0  0  0
 23 21  1  0  0  0  0
 14 15  1  0  0  0  0
 11 24  1  0  0  0  0
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 24 23  1  0  0  0  0
 19 20  1  0  0  0  0
  5 11  1  0  0  0  0
 24 25  1  0  0  0  0
 21 32  1  0  0  0  0
  3  4  1  0  0  0  0
 33 34  1  0  0  0  0
 21 19  1  0  0  0  0
 34 36  2  0  0  0  0
 31 30  1  0  0  0  0
 34 35  1  0  0  0  0
 19 14  1  0  0  0  0
 15 16  1  0  0  0  0
 11  9  1  0  0  0  0
 16 18  2  0  0  0  0
  9  7  1  0  0  0  0
 16 17  1  0  0  0  0
  7  6  1  0  0  0  0
 25 26  1  0  0  0  0
  5  6  1  0  0  0  0
 26 28  2  0  0  0  0
 31 32  1  0  0  0  0
 26 27  1  0  0  0  0
 31 64  1  0  0  0  0
 31 65  1  0  0  0  0
 30 62  1  0  0  0  0
 30 63  1  0  0  0  0
 23 57  1  6  0  0  0
 32 66  1  1  0  0  0
 19 52  1  6  0  0  0
 14 48  1  1  0  0  0
 13 47  1  6  0  0  0
  3 41  1  1  0  0  0
 24 58  1  1  0  0  0
  5 42  1  1  0  0  0
  9 43  1  1  0  0  0
 37 70  1  0  0  0  0
 37 71  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
 10 44  1  0  0  0  0
 10 45  1  0  0  0  0
 10 46  1  0  0  0  0
 22 54  1  0  0  0  0
 22 55  1  0  0  0  0
 22 56  1  0  0  0  0
 20 53  1  0  0  0  0
 35 67  1  0  0  0  0
 35 68  1  0  0  0  0
 35 69  1  0  0  0  0
 17 49  1  0  0  0  0
 17 50  1  0  0  0  0
 17 51  1  0  0  0  0
 27 59  1  0  0  0  0
 27 60  1  0  0  0  0
 27 61  1  0  0  0  0
M  END

     RDKit          3D

 71 75  0  0  0  0  0  0  0  0999 V2000
   -0.0382   -0.2101   -5.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2530   -0.2066   -4.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6327   -0.2049   -4.0698 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9787   -0.1574   -5.2463 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7881   -1.4037   -3.1271 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8042   -2.6269   -3.8888 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2166   -3.6192   -3.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1456   -4.7774   -3.5460 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5141   -3.8245   -1.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6086   -1.5674   -2.1522 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6613   -1.3761   -2.7916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8457   -0.2485   -3.6414 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0926    1.0860   -2.8914 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6605    2.0212   -3.8628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7992    2.9505   -4.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1177    0.9134   -1.7413 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9371    2.1056   -1.6974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5934    0.6758   -0.2647 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9106    1.9734    0.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6633   -0.6062   -0.0607 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7058   -0.7229   -0.8387 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2426    0.5956   -1.0705 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.6848   -1.8611   -0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5984   -0.0240    1.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219   -0.3679    3.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
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 14 13  1  0
  2  1  2  3
 30 29  1  0
  7  8  2  0
 13  2  1  0
 32 33  1  0
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 37 38  1  0
  2  3  1  0
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  3  4  1  0
 33 34  1  0
 21 19  1  0
 34 36  2  0
 31 30  1  0
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 19 14  1  0
 15 16  1  0
 11  9  1  0
 16 18  2  0
  9  7  1  0
 16 17  1  0
  7  6  1  0
 25 26  1  0
  5  6  1  0
 26 28  2  0
 31 32  1  0
 26 27  1  0
 31 64  1  0
 31 65  1  0
 30 62  1  0
 30 63  1  0
 23 57  1  6
 32 66  1  1
 19 52  1  6
 14 48  1  1
 13 47  1  6
  3 41  1  1
 24 58  1  1
  5 42  1  1
  9 43  1  1
 37 70  1  0
 37 71  1  0
  1 39  1  0
  1 40  1  0
 10 44  1  0
 10 45  1  0
 10 46  1  0
 22 54  1  0
 22 55  1  0
 22 56  1  0
 20 53  1  0
 35 67  1  0
 35 68  1  0
 35 69  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 27 59  1  0
 27 60  1  0
 27 61  1  0
M  END


  Mrv1652306202123553D          

 71 75  0  0  0  0            999 V2000
   -0.0382   -0.2101   -5.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2530   -0.2066   -4.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6327   -0.2049   -4.0698 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9787   -0.1574   -5.2463 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7881   -1.4037   -3.1271 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8042   -2.6269   -3.8888 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2166   -3.6192   -3.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1456   -4.7774   -3.5460 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7346   -3.0824   -1.8465 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5141   -3.8245   -1.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6086   -1.5674   -2.1522 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6613   -1.3761   -2.7916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8457   -0.2485   -3.6414 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0926    1.0860   -2.8914 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6605    2.0212   -3.8628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7992    2.9505   -4.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5074    3.8193   -5.3612 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3793    3.0628   -4.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1177    0.9134   -1.7413 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9371    2.1056   -1.6974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5934    0.6758   -0.2647 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9106    1.9734    0.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6633   -0.6062   -0.0607 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7058   -0.7229   -0.8387 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2426    0.5956   -1.0705 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5565    0.8243   -0.7876 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8862    2.2724   -0.9806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3530   -0.0309   -0.4354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4859   -0.8705    1.4592 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7548   -1.0479    2.2429 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6230    0.1879    2.0927 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9103    0.4706    0.6131 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6506   -0.6537    0.0716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9953   -0.6632    0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6027   -1.8709   -0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6242    0.1735    0.9189 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7847   -0.5535    2.2284 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4848   -1.8814    1.7735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0634   -0.2358   -6.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7281   -0.2040   -6.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7477    0.7236   -3.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7487   -1.3567   -2.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5493   -3.2695   -1.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8082   -3.5276   -0.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3612   -3.6685   -2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -4.9046   -1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7845   -0.4668   -4.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1792    1.5136   -2.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3378    4.3369   -4.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8677    3.2107   -6.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8106    4.5671   -5.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8026    0.1060   -2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1760    2.3164   -2.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6494    2.7573    0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3579    1.8124    1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2146    2.4002   -0.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2744   -1.4524   -0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4276   -1.2614   -0.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6170    2.5854   -1.9923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9622    2.4186   -0.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3562    2.8736   -0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2841   -1.9409    1.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5453   -1.2133    3.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1349    1.0526    2.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5585    0.0205    2.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5319    1.3731    0.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1912   -2.7775    0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4089   -1.8531   -1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6848   -1.8611   -0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5984   -0.0240    1.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219   -0.3679    3.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 37  1  0  0  0  0
 14 13  1  0  0  0  0
  2  1  2  3  0  0  0
 30 29  1  0  0  0  0
  7  8  2  0  0  0  0
 13  2  1  0  0  0  0
 32 33  1  0  0  0  0
 29 38  1  6  0  0  0
 29 23  1  0  0  0  0
 37 38  1  0  0  0  0
  2  3  1  0  0  0  0
  9 10  1  0  0  0  0
 13 12  1  0  0  0  0
  3  5  1  0  0  0  0
 11 12  1  6  0  0  0
 23 21  1  0  0  0  0
 14 15  1  0  0  0  0
 11 24  1  0  0  0  0
 21 22  1  1  0  0  0
 24 23  1  0  0  0  0
 19 20  1  0  0  0  0
  5 11  1  0  0  0  0
 24 25  1  0  0  0  0
 21 32  1  0  0  0  0
  3  4  1  0  0  0  0
 33 34  1  0  0  0  0
 21 19  1  0  0  0  0
 34 36  2  0  0  0  0
 31 30  1  0  0  0  0
 34 35  1  0  0  0  0
 19 14  1  0  0  0  0
 15 16  1  0  0  0  0
 11  9  1  0  0  0  0
 16 18  2  0  0  0  0
  9  7  1  0  0  0  0
 16 17  1  0  0  0  0
  7  6  1  0  0  0  0
 25 26  1  0  0  0  0
  5  6  1  0  0  0  0
 26 28  2  0  0  0  0
 31 32  1  0  0  0  0
 26 27  1  0  0  0  0
 31 64  1  0  0  0  0
 31 65  1  0  0  0  0
 30 62  1  0  0  0  0
 30 63  1  0  0  0  0
 23 57  1  6  0  0  0
 32 66  1  1  0  0  0
 19 52  1  6  0  0  0
 14 48  1  1  0  0  0
 13 47  1  6  0  0  0
  3 41  1  1  0  0  0
 24 58  1  1  0  0  0
  5 42  1  1  0  0  0
  9 43  1  1  0  0  0
 37 70  1  0  0  0  0
 37 71  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
 10 44  1  0  0  0  0
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 22 54  1  0  0  0  0
 22 55  1  0  0  0  0
 22 56  1  0  0  0  0
 20 53  1  0  0  0  0
 35 67  1  0  0  0  0
 35 68  1  0  0  0  0
 35 69  1  0  0  0  0
 17 49  1  0  0  0  0
 17 50  1  0  0  0  0
 17 51  1  0  0  0  0
 27 59  1  0  0  0  0
 27 60  1  0  0  0  0
 27 61  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0039506

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]2([H])O[C@@]3([C@@]([H])(OC(=O)[C@]3([H])C([H])([H])[H])[C@@]([H])(Cl)C2=C([H])[H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@@]2([H])[C@]3(OC3([H])[H])C([H])([H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]12C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H33ClO11/c1-10-16(27)21-26(11(2)23(32)37-21)22(36-14(5)30)19-24(6,20(31)18(17(10)38-26)35-13(4)29)15(34-12(3)28)7-8-25(19)9-33-25/h11,15-22,31H,1,7-9H2,2-6H3/t11-,15-,16-,17+,18+,19+,20-,21-,22-,24-,25-,26-/m0/s1

> <INCHI_KEY>
ACHSPKSORUBMLQ-GYVJCAKNSA-N

> <FORMULA>
C26H33ClO11

> <MOLECULAR_WEIGHT>
556.99

> <EXACT_MASS>
556.1711396

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
53.466284182074425

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'R,2R,2'S,3'S,7'S,8'S,9'R,10'S,11'R,13'S,14'R,17'R)-7',10'-bis(acetyloxy)-13'-chloro-9'-hydroxy-8',17'-dimethyl-12'-methylidene-16'-oxo-15',18'-dioxaspiro[oxirane-2,4'-tetracyclo[9.6.1.0^{1,14}.0^{3,8}]octadecane]-2'-yl acetate

> <ALOGPS_LOGP>
2.01

> <JCHEM_LOGP>
0.5875689240000002

> <ALOGPS_LOGS>
-3.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.546800595350906

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4344294195935134

> <JCHEM_POLAR_SURFACE_AREA>
143.89000000000001

> <JCHEM_REFRACTIVITY>
125.425

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1'R,2R,2'S,3'S,7'S,8'S,9'R,10'S,11'R,13'S,14'R,17'R)-7',10'-bis(acetyloxy)-13'-chloro-9'-hydroxy-8',17'-dimethyl-12'-methylidene-16'-oxo-15',18'-dioxaspiro[oxirane-2,4'-tetracyclo[9.6.1.0^{1,14}.0^{3,8}]octadecane]-2'-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 71 75  0  0  0  0  0  0  0  0999 V2000
   -0.0382   -0.2101   -5.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2530   -0.2066   -4.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6327   -0.2049   -4.0698 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9787   -0.1574   -5.2463 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7881   -1.4037   -3.1271 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8042   -2.6269   -3.8888 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2166   -3.6192   -3.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1456   -4.7774   -3.5460 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7346   -3.0824   -1.8465 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5141   -3.8245   -1.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6086   -1.5674   -2.1522 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6613   -1.3761   -2.7916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8457   -0.2485   -3.6414 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0926    1.0860   -2.8914 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6605    2.0212   -3.8628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7992    2.9505   -4.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5074    3.8193   -5.3612 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1177    0.9134   -1.7413 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.6633   -0.6062   -0.0607 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7058   -0.7229   -0.8387 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.8862    2.2724   -0.9806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3530   -0.0309   -0.4354 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9103    0.4706    0.6131 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -4.9953   -0.6632    0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6027   -1.8709   -0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6242    0.1735    0.9189 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7847   -0.5535    2.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4848   -1.8814    1.7735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0634   -0.2358   -6.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8082   -3.5276   -0.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1760    2.3164   -2.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6494    2.7573    0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3579    1.8124    1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2146    2.4002   -0.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2744   -1.4524   -0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4276   -1.2614   -0.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6170    2.5854   -1.9923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9622    2.4186   -0.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3562    2.8736   -0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2841   -1.9409    1.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5453   -1.2133    3.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1349    1.0526    2.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5585    0.0205    2.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5319    1.3731    0.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1912   -2.7775    0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4089   -1.8531   -1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6848   -1.8611   -0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5984   -0.0240    1.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219   -0.3679    3.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 37  1  0
 14 13  1  0
  2  1  2  3
 30 29  1  0
  7  8  2  0
 13  2  1  0
 32 33  1  0
 29 38  1  6
 29 23  1  0
 37 38  1  0
  2  3  1  0
  9 10  1  0
 13 12  1  0
  3  5  1  0
 11 12  1  6
 23 21  1  0
 14 15  1  0
 11 24  1  0
 21 22  1  1
 24 23  1  0
 19 20  1  0
  5 11  1  0
 24 25  1  0
 21 32  1  0
  3  4  1  0
 33 34  1  0
 21 19  1  0
 34 36  2  0
 31 30  1  0
 34 35  1  0
 19 14  1  0
 15 16  1  0
 11  9  1  0
 16 18  2  0
  9  7  1  0
 16 17  1  0
  7  6  1  0
 25 26  1  0
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 31 32  1  0
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 37 70  1  0
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 17 49  1  0
 17 50  1  0
 17 51  1  0
 27 59  1  0
 27 60  1  0
 27 61  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.038  -0.210  -6.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.253  -0.207  -4.685  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.633  -0.205  -4.070  0.00  0.00           C+0
HETATM    4 Cl   UNK     0       2.979  -0.157  -5.246  0.00  0.00          Cl+0
HETATM    5  C   UNK     0       1.788  -1.404  -3.127  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.804  -2.627  -3.889  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.217  -3.619  -3.169  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.146  -4.777  -3.546  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.735  -3.082  -1.847  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.514  -3.825  -1.389  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.609  -1.567  -2.152  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.661  -1.376  -2.792  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.846  -0.249  -3.641  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.093   1.086  -2.891  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.661   2.021  -3.863  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.799   2.950  -4.368  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.507   3.819  -5.361  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.379   3.063  -4.063  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.118   0.913  -1.741  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.937   2.106  -1.697  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.593   0.676  -0.265  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.911   1.973   0.252  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.663  -0.606  -0.061  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.706  -0.723  -0.839  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.243   0.596  -1.071  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.557   0.824  -0.788  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.886   2.272  -0.981  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.353  -0.031  -0.435  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.486  -0.871   1.459  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.755  -1.048   2.243  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.623   0.188   2.093  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.910   0.471   0.613  0.00  0.00           C+0
HETATM   33  O   UNK     0      -3.651  -0.654   0.072  0.00  0.00           O+0
HETATM   34  C   UNK     0      -4.995  -0.663   0.289  0.00  0.00           C+0
HETATM   35  C   UNK     0      -5.603  -1.871  -0.357  0.00  0.00           C+0
HETATM   36  O   UNK     0      -5.624   0.174   0.919  0.00  0.00           O+0
HETATM   37  C   UNK     0       0.785  -0.554   2.228  0.00  0.00           C+0
HETATM   38  O   UNK     0       0.485  -1.881   1.774  0.00  0.00           O+0
HETATM   39  H   UNK     0      -1.063  -0.236  -6.359  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.728  -0.204  -6.770  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.748   0.724  -3.509  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.749  -1.357  -2.601  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.549  -3.269  -1.135  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.808  -3.528  -0.380  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.361  -3.668  -2.064  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.330  -4.905  -1.357  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.785  -0.467  -4.170  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.179   1.514  -2.493  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.338   4.337  -4.875  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.868   3.211  -6.194  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.811   4.567  -5.750  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.803   0.106  -2.024  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.176   2.316  -2.620  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.649   2.757   0.457  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.358   1.812   1.182  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.215   2.400  -0.473  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.274  -1.452  -0.389  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.428  -1.261  -0.221  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.617   2.585  -1.992  0.00  0.00           H+0
HETATM   60  H   UNK     0       3.962   2.419  -0.850  0.00  0.00           H+0
HETATM   61  H   UNK     0       2.356   2.874  -0.238  0.00  0.00           H+0
HETATM   62  H   UNK     0      -2.284  -1.941   1.889  0.00  0.00           H+0
HETATM   63  H   UNK     0      -1.545  -1.213   3.307  0.00  0.00           H+0
HETATM   64  H   UNK     0      -2.135   1.053   2.556  0.00  0.00           H+0
HETATM   65  H   UNK     0      -3.559   0.021   2.638  0.00  0.00           H+0
HETATM   66  H   UNK     0      -3.532   1.373   0.552  0.00  0.00           H+0
HETATM   67  H   UNK     0      -5.191  -2.777   0.094  0.00  0.00           H+0
HETATM   68  H   UNK     0      -5.409  -1.853  -1.432  0.00  0.00           H+0
HETATM   69  H   UNK     0      -6.685  -1.861  -0.198  0.00  0.00           H+0
HETATM   70  H   UNK     0       1.598  -0.024   1.754  0.00  0.00           H+0
HETATM   71  H   UNK     0       0.722  -0.368   3.295  0.00  0.00           H+0
CONECT    1    2   39   40                                                  
CONECT    2    1   13    3                                                  
CONECT    3    2    5    4   41                                             
CONECT    4    3                                                            
CONECT    5    3   11    6   42                                             
CONECT    6    7    5                                                       
CONECT    7    8    9    6                                                  
CONECT    8    7                                                            
CONECT    9   10   11    7   43                                             
CONECT   10    9   44   45   46                                             
CONECT   11   12   24    5    9                                             
CONECT   12   13   11                                                       
CONECT   13   14    2   12   47                                             
CONECT   14   13   15   19   48                                             
CONECT   15   14   16                                                       
CONECT   16   15   18   17                                                  
CONECT   17   16   49   50   51                                             
CONECT   18   16                                                            
CONECT   19   20   21   14   52                                             
CONECT   20   19   53                                                       
CONECT   21   23   22   32   19                                             
CONECT   22   21   54   55   56                                             
CONECT   23   29   21   24   57                                             
CONECT   24   11   23   25   58                                             
CONECT   25   24   26                                                       
CONECT   26   25   28   27                                                  
CONECT   27   26   59   60   61                                             
CONECT   28   26                                                            
CONECT   29   37   30   38   23                                             
CONECT   30   29   31   62   63                                             
CONECT   31   30   32   64   65                                             
CONECT   32   33   21   31   66                                             
CONECT   33   32   34                                                       
CONECT   34   33   36   35                                                  
CONECT   35   34   67   68   69                                             
CONECT   36   34                                                            
CONECT   37   29   38   70   71                                             
CONECT   38   29   37                                                       
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    3                                                            
CONECT   42    5                                                            
CONECT   43    9                                                            
CONECT   44   10                                                            
CONECT   45   10                                                            
CONECT   46   10                                                            
CONECT   47   13                                                            
CONECT   48   14                                                            
CONECT   49   17                                                            
CONECT   50   17                                                            
CONECT   51   17                                                            
CONECT   52   19                                                            
CONECT   53   20                                                            
CONECT   54   22                                                            
CONECT   55   22                                                            
CONECT   56   22                                                            
CONECT   57   23                                                            
CONECT   58   24                                                            
CONECT   59   27                                                            
CONECT   60   27                                                            
CONECT   61   27                                                            
CONECT   62   30                                                            
CONECT   63   30                                                            
CONECT   64   31                                                            
CONECT   65   31                                                            
CONECT   66   32                                                            
CONECT   67   35                                                            
CONECT   68   35                                                            
CONECT   69   35                                                            
CONECT   70   37                                                            
CONECT   71   37                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  150    0
END

RDKit          3D

71 75  0  0  0  0  0  0  0  0999 V2000
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    0.7346   -3.0824   -1.8465 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5141   -3.8245   -1.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6086   -1.5674   -2.1522 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.8457   -0.2485   -3.6414 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0926    1.0860   -2.8914 C   0  0  1  0  0  0  0  0  0  0  0  0
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    3.9622    2.4186   -0.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3562    2.8736   -0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2841   -1.9409    1.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5453   -1.2133    3.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1349    1.0526    2.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5585    0.0205    2.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5319    1.3731    0.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1912   -2.7775    0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4089   -1.8531   -1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6848   -1.8611   -0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5984   -0.0240    1.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219   -0.3679    3.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 37  1  0
 14 13  1  0
  2  1  2  3
 30 29  1  0
  7  8  2  0
 13  2  1  0
 32 33  1  0
 29 38  1  6
 29 23  1  0
 37 38  1  0
  2  3  1  0
  9 10  1  0
 13 12  1  0
  3  5  1  0
 11 12  1  6
 23 21  1  0
 14 15  1  0
 11 24  1  0
 21 22  1  1
 24 23  1  0
 19 20  1  0
  5 11  1  0
 24 25  1  0
 21 32  1  0
  3  4  1  0
 33 34  1  0
 21 19  1  0
 34 36  2  0
 31 30  1  0
 34 35  1  0
 19 14  1  0
 15 16  1  0
 11  9  1  0
 16 18  2  0
  9  7  1  0
 16 17  1  0
  7  6  1  0
 25 26  1  0
  5  6  1  0
 26 28  2  0
 31 32  1  0
 26 27  1  0
 31 64  1  0
 31 65  1  0
 30 62  1  0
 30 63  1  0
 23 57  1  6
 32 66  1  1
 19 52  1  6
 14 48  1  1
 13 47  1  6
  3 41  1  1
 24 58  1  1
  5 42  1  1
  9 43  1  1
 37 70  1  0
 37 71  1  0
  1 39  1  0
  1 40  1  0
 10 44  1  0
 10 45  1  0
 10 46  1  0
 22 54  1  0
 22 55  1  0
 22 56  1  0
 20 53  1  0
 35 67  1  0
 35 68  1  0
 35 69  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 27 59  1  0
 27 60  1  0
 27 61  1  0
M  END

View in JSmol

Synonyms

Value	Source
(1'r,2R,2's,3's,7's,8's,9'r,10's,11'r,13's,14'r,17'r)-7',10'-Bis(acetyloxy)-13'-chloro-9'-hydroxy-8',17'-dimethyl-12'-methylidene-16'-oxo-15',18'-dioxaspiro[oxirane-2,4'-tetracyclo[9.6.1.0,.0,]octadecane]-2'-yl acetic acid	Generator

Chemical Formula

C₂₆H₃₃ClO₁₁

Average Mass

556.9900 Da

Monoisotopic Mass

556.17114 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]2([H])O[C@@]3([C@@]([H])(OC(=O)[C@]3([H])C([H])([H])[H])[C@@]([H])(Cl)C2=C([H])[H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@@]2([H])[C@]3(OC3([H])[H])C([H])([H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]12C([H])([H])[H]

InChI Identifier

InChI=1S/C26H33ClO11/c1-10-16(27)21-26(11(2)23(32)37-21)22(36-14(5)30)19-24(6,20(31)18(17(10)38-26)35-13(4)29)15(34-12(3)28)7-8-25(19)9-33-25/h11,15-22,31H,1,7-9H2,2-6H3/t11-,15-,16-,17+,18+,19+,20-,21-,22-,24-,25-,26-/m0/s1

InChI Key

ACHSPKSORUBMLQ-GYVJCAKNSA-N

Experimental Spectra

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

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ellisella robusta	JEOL database	Wang, S.-H., et al, Chem. Pharm. Bull. 58, 928 (2010)
Junceella fragilis	JEOL database	Wang, S.-H., et al, Chem. Pharm. Bull. 58, 928 (2010)

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Furopyran
Gamma butyrolactone
Pyran
Oxane
Furan
Tetrahydrofuran
Carboxylic acid ester
Lactone
Secondary alcohol
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Alkyl chloride
Alcohol
Organic oxygen compound
Alkyl halide
Carbonyl group
Organohalogen compound
Organochloride
Organooxygen compound
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	2.01	ALOGPS
logP	0.59	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	13.55	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	143.89 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	125.42 m³·mol⁻¹	ChemAxon
Polarizability	53.47 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

27024985

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46850439

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang, S.-H., et al. (2010). Wang, S.-H., et al, Chem. Pharm. Bull. 58, 928 (2010). Chem. Pharm. Bull..

Showing NP-Card for fragilide J (NP0039506)

MOL for NP0039506 (fragilide J)

3D MOL for NP0039506 (fragilide J)

3D SDF for NP0039506 (fragilide J)

3D-SDF for NP0039506 (fragilide J)

PDB for NP0039506 (fragilide J)

3D PDB for NP0039506 (fragilide J)

SMILES for NP0039506 (fragilide J)

INCHI for NP0039506 (fragilide J)

Structure for NP0039506 (fragilide J)

3D Structure for NP0039506 (fragilide J)