NP-MRD: Showing NP-Card for Phomadecalin B (NP0004092)

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Record Information

Version

1.0

Created at

2020-12-09 01:35:18 UTC

Updated at

2021-07-15 16:48:12 UTC

NP-MRD ID

NP0004092

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phomadecalin B

Provided By

NPAtlas

Description

2-[(1AS,2R,6R,7R,7aR,7bR)-2,6-dihydroxy-7,7a-dimethyl-1aH,2H,6H,7H,7aH,7bH-naphtho[1,2-b]oxiren-1a-yl]prop-2-en-1-yl acetate belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Phomadecalin B is found in Phoma sp. NRRL 25697. It was first documented in 2002 (PMID: 11908990). Based on a literature review very few articles have been published on 2-[(1aS,2R,6R,7R,7aR,7bR)-2,6-dihydroxy-7,7a-dimethyl-1aH,2H,6H,7H,7aH,7bH-naphtho[1,2-b]oxiren-1a-yl]prop-2-en-1-yl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118043D          

 44 46  0  0  0  0            999 V2000
    2.8226    0.4160   -1.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0570    0.4262   -0.7667 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5851    0.5842    0.6004 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9836    0.7112    0.6882 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8928   -0.2601    0.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3520    0.0049    0.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4983   -1.3838   -0.0472 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5857    0.2737   -0.9242 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0985   -0.8086   -1.6770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1128   -0.7919   -0.3268 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4771   -0.5356    0.2713 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1748    0.0581    1.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2338    0.4686   -0.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6078    1.3896   -1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1337    1.5488   -1.2426 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2197    2.6350   -0.4880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7066    0.4334   -0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3203   -0.7409   -0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4717   -1.9393   -0.4061 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1056   -2.4364   -1.6715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773   -1.7830    0.4899 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7946   -1.8508    1.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3744    0.2921   -2.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8882    0.5431   -1.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2377   -0.2534    1.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903    1.5286    1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5765    0.9720   -0.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6126    0.1038    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9156   -0.8038    0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -1.5688    0.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4600   -0.6374    2.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5836    1.0125    1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0610    0.1812    2.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777    2.1330   -1.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1240    1.7790   -2.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5270    2.9261    0.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2960    1.3262   -0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4002   -0.7347   -0.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1071   -2.7426    0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8701   -3.3938   -1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6449   -2.6964    0.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0271   -1.8101    2.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2844   -2.8673    1.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6091   -1.0997    2.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  8  2  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 10  8  1  0  0  0  0
 21 11  1  0  0  0  0
 15  8  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
  6 27  1  0  0  0  0
  6 28  1  0  0  0  0
  6 29  1  0  0  0  0
 10 30  1  1  0  0  0
 12 31  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
 14 34  1  0  0  0  0
 15 35  1  6  0  0  0
 16 36  1  0  0  0  0
 17 37  1  0  0  0  0
 18 38  1  0  0  0  0
 19 39  1  1  0  0  0
 20 40  1  0  0  0  0
 21 41  1  6  0  0  0
 22 42  1  0  0  0  0
 22 43  1  0  0  0  0
 22 44  1  0  0  0  0
M  END

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
    2.8226    0.4160   -1.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0570    0.4262   -0.7667 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5851    0.5842    0.6004 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9836    0.7112    0.6882 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8928   -0.2601    0.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3520    0.0049    0.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4983   -1.3838   -0.0472 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5857    0.2737   -0.9242 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0985   -0.8086   -1.6770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1128   -0.7919   -0.3268 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4771   -0.5356    0.2713 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1748    0.0581    1.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2338    0.4686   -0.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6078    1.3896   -1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1337    1.5488   -1.2426 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2197    2.6350   -0.4880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7066    0.4334   -0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3203   -0.7409   -0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4717   -1.9393   -0.4061 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1056   -2.4364   -1.6715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773   -1.7830    0.4899 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7946   -1.8508    1.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3744    0.2921   -2.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8882    0.5431   -1.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2377   -0.2534    1.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903    1.5286    1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5765    0.9720   -0.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6126    0.1038    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9156   -0.8038    0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -1.5688    0.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4600   -0.6374    2.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5836    1.0125    1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0610    0.1812    2.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777    2.1330   -1.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1240    1.7790   -2.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5270    2.9261    0.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2960    1.3262   -0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4002   -0.7347   -0.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1071   -2.7426    0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8701   -3.3938   -1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6449   -2.6964    0.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0271   -1.8101    2.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2844   -2.8673    1.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6091   -1.0997    2.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  8  2  1  1
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 13 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 10  8  1  0
 21 11  1  0
 15  8  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
 10 30  1  1
 12 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  6
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  1
 20 40  1  0
 21 41  1  6
 22 42  1  0
 22 43  1  0
 22 44  1  0
M  END


  Mrv1652306242118043D          

 44 46  0  0  0  0            999 V2000
    2.8226    0.4160   -1.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0570    0.4262   -0.7667 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5851    0.5842    0.6004 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9836    0.7112    0.6882 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8928   -0.2601    0.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3520    0.0049    0.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4983   -1.3838   -0.0472 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5857    0.2737   -0.9242 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0985   -0.8086   -1.6770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1128   -0.7919   -0.3268 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4771   -0.5356    0.2713 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1748    0.0581    1.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2338    0.4686   -0.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6078    1.3896   -1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1337    1.5488   -1.2426 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2197    2.6350   -0.4880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7066    0.4334   -0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3203   -0.7409   -0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4717   -1.9393   -0.4061 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1056   -2.4364   -1.6715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773   -1.7830    0.4899 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7946   -1.8508    1.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3744    0.2921   -2.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8882    0.5431   -1.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2377   -0.2534    1.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903    1.5286    1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5765    0.9720   -0.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6126    0.1038    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9156   -0.8038    0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -1.5688    0.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4600   -0.6374    2.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5836    1.0125    1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0610    0.1812    2.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777    2.1330   -1.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1240    1.7790   -2.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5270    2.9261    0.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2960    1.3262   -0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4002   -0.7347   -0.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1071   -2.7426    0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8701   -3.3938   -1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6449   -2.6964    0.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0271   -1.8101    2.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2844   -2.8673    1.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6091   -1.0997    2.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  8  2  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 10  8  1  0  0  0  0
 21 11  1  0  0  0  0
 15  8  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
  6 27  1  0  0  0  0
  6 28  1  0  0  0  0
  6 29  1  0  0  0  0
 10 30  1  1  0  0  0
 12 31  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
 14 34  1  0  0  0  0
 15 35  1  6  0  0  0
 16 36  1  0  0  0  0
 17 37  1  0  0  0  0
 18 38  1  0  0  0  0
 19 39  1  1  0  0  0
 20 40  1  0  0  0  0
 21 41  1  6  0  0  0
 22 42  1  0  0  0  0
 22 43  1  0  0  0  0
 22 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0004092

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H22O5/c1-9(8-21-11(3)18)17-14(20)7-12-5-6-13(19)10(2)16(12,4)15(17)22-17/h5-7,10,13-15,19-20H,1,8H2,2-4H3/t10-,13+,14+,15+,16+,17-/m0/s1

> <INCHI_KEY>
YSHGMEBFNCQBIY-GPJUBECRSA-N

> <FORMULA>
C17H22O5

> <MOLECULAR_WEIGHT>
306.358

> <EXACT_MASS>
306.146723808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
31.93275209434707

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1aS,2R,6R,7R,7aR,7bR)-2,6-dihydroxy-7,7a-dimethyl-1aH,2H,6H,7H,7aH,7bH-naphtho[1,2-b]oxiren-1a-yl]prop-2-en-1-yl acetate

> <ALOGPS_LOGP>
1.58

> <JCHEM_LOGP>
0.3292961650000007

> <ALOGPS_LOGS>
-2.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.575595379367176

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.404227668388643

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9989458870889463

> <JCHEM_POLAR_SURFACE_AREA>
79.29

> <JCHEM_REFRACTIVITY>
81.3667

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.71e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1aS,2R,6R,7R,7aR,7bR)-2,6-dihydroxy-7,7a-dimethyl-2H,6H,7H,7bH-naphtho[1,2-b]oxiren-1a-yl]prop-2-en-1-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
    2.8226    0.4160   -1.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0570    0.4262   -0.7667 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5851    0.5842    0.6004 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9836    0.7112    0.6882 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8928   -0.2601    0.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3520    0.0049    0.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4983   -1.3838   -0.0472 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5857    0.2737   -0.9242 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0985   -0.8086   -1.6770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1128   -0.7919   -0.3268 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4771   -0.5356    0.2713 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1748    0.0581    1.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2338    0.4686   -0.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6078    1.3896   -1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1337    1.5488   -1.2426 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2197    2.6350   -0.4880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7066    0.4334   -0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3203   -0.7409   -0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4717   -1.9393   -0.4061 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1056   -2.4364   -1.6715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773   -1.7830    0.4899 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7946   -1.8508    1.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3744    0.2921   -2.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8882    0.5431   -1.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2377   -0.2534    1.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903    1.5286    1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5765    0.9720   -0.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6126    0.1038    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9156   -0.8038    0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -1.5688    0.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4600   -0.6374    2.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5836    1.0125    1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0610    0.1812    2.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777    2.1330   -1.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1240    1.7790   -2.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5270    2.9261    0.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2960    1.3262   -0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4002   -0.7347   -0.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1071   -2.7426    0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8701   -3.3938   -1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6449   -2.6964    0.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0271   -1.8101    2.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2844   -2.8673    1.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6091   -1.0997    2.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  8  2  1  1
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 13 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 10  8  1  0
 21 11  1  0
 15  8  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
 10 30  1  1
 12 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  6
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  1
 20 40  1  0
 21 41  1  6
 22 42  1  0
 22 43  1  0
 22 44  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       2.823   0.416  -1.822  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.057   0.426  -0.767  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.585   0.584   0.600  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.984   0.711   0.688  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.893  -0.260   0.362  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.352   0.005   0.488  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.498  -1.384  -0.047  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.586   0.274  -0.924  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.099  -0.809  -1.677  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.113  -0.792  -0.327  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.477  -0.536   0.271  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.175   0.058   1.657  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.234   0.469  -0.523  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.608   1.390  -1.189  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.134   1.549  -1.243  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.220   2.635  -0.488  0.00  0.00           O+0
HETATM   17  C   UNK     0      -3.707   0.433  -0.575  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.320  -0.741  -0.518  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.472  -1.939  -0.406  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.106  -2.436  -1.672  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.277  -1.783   0.490  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.795  -1.851   1.911  0.00  0.00           C+0
HETATM   23  H   UNK     0       2.374   0.292  -2.827  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.888   0.543  -1.742  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.238  -0.253   1.274  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.190   1.529   1.088  0.00  0.00           H+0
HETATM   27  H   UNK     0       6.577   0.972  -0.032  0.00  0.00           H+0
HETATM   28  H   UNK     0       6.613   0.104   1.542  0.00  0.00           H+0
HETATM   29  H   UNK     0       6.916  -0.804   0.004  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.450  -1.569   0.233  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.460  -0.637   2.158  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.584   1.012   1.557  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.061   0.181   2.274  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.178   2.133  -1.771  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.124   1.779  -2.320  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.527   2.926   0.085  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.296   1.326  -0.661  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.400  -0.735  -0.557  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.107  -2.743   0.045  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.870  -3.394  -1.630  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.645  -2.696   0.308  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.027  -1.810   2.681  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.284  -2.867   1.991  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.609  -1.100   2.011  0.00  0.00           H+0
CONECT    1    2   23   24                                                  
CONECT    2    1    3    8                                                  
CONECT    3    2    4   25   26                                             
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5   27   28   29                                             
CONECT    7    5                                                            
CONECT    8    2    9   10   15                                             
CONECT    9    8   10                                                       
CONECT   10    9   11    8   30                                             
CONECT   11   10   12   13   21                                             
CONECT   12   11   31   32   33                                             
CONECT   13   11   14   17                                                  
CONECT   14   13   15   34                                                  
CONECT   15   14   16    8   35                                             
CONECT   16   15   36                                                       
CONECT   17   13   18   37                                                  
CONECT   18   17   19   38                                                  
CONECT   19   18   20   21   39                                             
CONECT   20   19   40                                                       
CONECT   21   19   22   11   41                                             
CONECT   22   21   42   43   44                                             
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    3                                                            
CONECT   26    3                                                            
CONECT   27    6                                                            
CONECT   28    6                                                            
CONECT   29    6                                                            
CONECT   30   10                                                            
CONECT   31   12                                                            
CONECT   32   12                                                            
CONECT   33   12                                                            
CONECT   34   14                                                            
CONECT   35   15                                                            
CONECT   36   16                                                            
CONECT   37   17                                                            
CONECT   38   18                                                            
CONECT   39   19                                                            
CONECT   40   20                                                            
CONECT   41   21                                                            
CONECT   42   22                                                            
CONECT   43   22                                                            
CONECT   44   22                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

RDKit          3D

44 46  0  0  0  0  0  0  0  0999 V2000
    2.8226    0.4160   -1.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0570    0.4262   -0.7667 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5851    0.5842    0.6004 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9836    0.7112    0.6882 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8928   -0.2601    0.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3520    0.0049    0.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4983   -1.3838   -0.0472 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5857    0.2737   -0.9242 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0985   -0.8086   -1.6770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1128   -0.7919   -0.3268 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4771   -0.5356    0.2713 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1748    0.0581    1.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2338    0.4686   -0.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6078    1.3896   -1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1337    1.5488   -1.2426 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2197    2.6350   -0.4880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7066    0.4334   -0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3203   -0.7409   -0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4717   -1.9393   -0.4061 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1056   -2.4364   -1.6715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773   -1.7830    0.4899 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7946   -1.8508    1.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3744    0.2921   -2.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8882    0.5431   -1.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2377   -0.2534    1.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903    1.5286    1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5765    0.9720   -0.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6126    0.1038    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9156   -0.8038    0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -1.5688    0.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4600   -0.6374    2.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5836    1.0125    1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0610    0.1812    2.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777    2.1330   -1.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1240    1.7790   -2.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5270    2.9261    0.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2960    1.3262   -0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4002   -0.7347   -0.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1071   -2.7426    0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8701   -3.3938   -1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6449   -2.6964    0.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0271   -1.8101    2.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2844   -2.8673    1.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6091   -1.0997    2.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  8  2  1  1
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 13 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 10  8  1  0
 21 11  1  0
 15  8  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  6 27  1  0
  6 28  1  0
  6 29  1  0
 10 30  1  1
 12 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  6
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  1
 20 40  1  0
 21 41  1  6
 22 42  1  0
 22 43  1  0
 22 44  1  0
M  END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Value	Source
2-[(1AS,2R,6R,7R,7ar,7BR)-2,6-dihydroxy-7,7a-dimethyl-1ah,2H,6H,7H,7ah,7BH-naphtho[1,2-b]oxiren-1a-yl]prop-2-en-1-yl acetic acid	Generator

Chemical Formula

C₁₇H₂₂O₅

Average Mass

306.3580 Da

Monoisotopic Mass

306.14672 Da

IUPAC Name

2-[(1aS,2R,6R,7R,7aR,7bR)-2,6-dihydroxy-7,7a-dimethyl-1aH,2H,6H,7H,7aH,7bH-naphtho[1,2-b]oxiren-1a-yl]prop-2-en-1-yl acetate

Traditional Name

2-[(1aS,2R,6R,7R,7aR,7bR)-2,6-dihydroxy-7,7a-dimethyl-2H,6H,7H,7bH-naphtho[1,2-b]oxiren-1a-yl]prop-2-en-1-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@H]1[C@H](O)C=CC2=C[C@@H](O)[C@@]3(O[C@@H]3[C@]12C)C(=C)COC(C)=O

InChI Identifier

InChI=1S/C17H22O5/c1-9(8-21-11(3)18)17-14(20)7-12-5-6-13(19)10(2)16(12,4)15(17)22-17/h5-7,10,13-15,19-20H,1,8H2,2-4H3/t10-,13+,14+,15+,16+,17-/m0/s1

InChI Key

YSHGMEBFNCQBIY-GPJUBECRSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
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
Phoma sp. NRRL 25697	NPAtlas	11908990

Species Where Detected

Species Name	Source	Reference
Phoma sp. NRRL25697	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Alcohol
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
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	1.58	ALOGPS
logP	0.33	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	13.4	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	79.29 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.37 m³·mol⁻¹	ChemAxon
Polarizability	31.93 Å³	ChemAxon
Number of Rings	3	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

NPAtlas ID

NPA000142

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8170898

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9995317

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Che Y, Gloer JB, Wicklow DT: Phomadecalins A-D and phomapentenone A: new bioactive metabolites from Phoma sp. NRRL 25697, a fungal colonist of Hypoxylon stromata. J Nat Prod. 2002 Mar;65(3):399-402. doi: 10.1021/np010519o. [PubMed:11908990 ]

Showing NP-Card for Phomadecalin B (NP0004092)

MOL for NP0004092 (Phomadecalin B)

3D MOL for NP0004092 (Phomadecalin B)

3D SDF for NP0004092 (Phomadecalin B)

3D-SDF for NP0004092 (Phomadecalin B)

PDB for NP0004092 (Phomadecalin B)

3D PDB for NP0004092 (Phomadecalin B)

SMILES for NP0004092 (Phomadecalin B)

INCHI for NP0004092 (Phomadecalin B)

Structure for NP0004092 (Phomadecalin B)

3D Structure for NP0004092 (Phomadecalin B)