NP-MRD: Showing NP-Card for (1s,10r,11s,13s,14s)-6-[(5s,6s,8s,8ar,10as)-1,5,8,8a-tetrahydroxy-10a-(hydroxymethyl)-6-methyl-9-oxo-5,6,7,8-tetrahydroxanthen-2-yl]-7,10,11,14-tetrahydroxy-13-methyl-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7-trien-9-one (NP0274224)

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Record Information

Version

2.0

Created at

2022-09-08 21:31:54 UTC

Updated at

2022-09-08 21:31:54 UTC

NP-MRD ID

NP0274224

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,10r,11s,13s,14s)-6-[(5s,6s,8s,8ar,10as)-1,5,8,8a-tetrahydroxy-10a-(hydroxymethyl)-6-methyl-9-oxo-5,6,7,8-tetrahydroxanthen-2-yl]-7,10,11,14-tetrahydroxy-13-methyl-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7-trien-9-one

Description

Phomoxanthone D belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring. Based on a literature review very few articles have been published on Phomoxanthone D.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082223312D          

 44 50  0  0  1  0            999 V2000
   -0.8064    0.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386    0.5863    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0225   -0.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7038   -0.7016    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5804   -1.5173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923   -0.4590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7942    0.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3822    1.0236    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1440    1.3402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7991    0.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5610    1.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2161    0.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1094   -0.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7646   -0.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6579   -1.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3130   -1.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0748   -1.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1815   -0.8502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5264   -0.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6330    0.4693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9433   -0.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0500    0.2845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5985   -1.0350    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7051   -0.2169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3603   -0.7183    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4669    0.0998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0154   -1.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9087   -2.0378    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5639   -2.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1469   -2.3545    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0403   -3.1725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4918   -1.8530    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3851   -2.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6233   -2.9878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7300   -2.1697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3476   -0.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2409   -1.2988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6925    0.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9307   -0.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8240   -1.1140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2755    0.2055    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4994    0.4853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5665    1.1470    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3238    1.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
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 27 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  1  0  0  0
 33 34  1  0  0  0  0
 32 35  1  0  0  0  0
 17 35  1  0  0  0  0
 13 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
 10 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
  4 41  1  0  0  0  0
  8 41  1  0  0  0  0
 41 42  1  6  0  0  0
  8 43  1  0  0  0  0
  2 43  1  0  0  0  0
 43 44  1  6  0  0  0
M  END

     RDKit          3D

 76 82  0  0  0  0  0  0  0  0999 V2000
    9.1901   -0.0288   -1.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1059   -0.0984   -0.3716 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6349    1.2902   -0.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2617    1.3574    0.5231 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8871    2.6690    0.6775 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1693    0.6187    1.6785 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0950   -0.7122    1.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7662   -0.8290   -0.1078 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7926   -1.7770   -0.3884 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4378   -1.5208   -0.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.4710   -1.4762    1.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0176    0.2148    2.4636 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9415    1.4830    2.9523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4301   -0.1444    2.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8567    0.0313    0.7419 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.1980   -1.3019    0.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9703    0.8006   -0.1469 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2656    0.4201   -1.4781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4947    0.6387    0.0276 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8522    1.9866   -0.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2696    2.8997    0.8549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9004   -0.1248   -1.0248 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5815    0.0006   -0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1229    1.3010   -0.2563 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9419   -0.2331   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9077    0.8324   -0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2004   -0.9904   -2.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9580   -3.5804   -0.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2201   -0.6210   -3.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7441    1.9543   -0.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
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 29 28  1  0
 28 27  1  0
 27 25  1  0
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 25 23  1  0
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 21 22  2  0
 21 18  1  0
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 19 14  1  0
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 30 31  1  0
 14 13  1  0
 13 12  2  0
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  8  9  1  1
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  6  4  1  0
  4  5  1  1
  4  3  1  0
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  2  1  1  0
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 43  8  1  0
 41  8  1  0
 29 65  1  0
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 15 56  1  0
 16 57  1  0
 33 70  1  0
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 34 72  1  0
 30 68  1  6
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 12 55  1  0
 11 54  1  0
  7 52  1  0
  7 53  1  0
  5 51  1  0
  3 49  1  0
  3 50  1  0
  2 48  1  1
  1 45  1  0
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  1 47  1  0
 43 75  1  6
 44 76  1  0
 42 74  1  0
 37 73  1  0
M  END


  Mrv1652309082223312D          

 44 50  0  0  1  0            999 V2000
   -0.8064    0.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386    0.5863    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0225   -0.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7038   -0.7016    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5804   -1.5173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923   -0.4590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7942    0.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3822    1.0236    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1440    1.3402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7991    0.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5610    1.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2161    0.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7646   -0.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6579   -1.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3130   -1.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0748   -1.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.5985   -1.0350    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7051   -0.2169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3603   -0.7183    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4669    0.0998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0154   -1.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9087   -2.0378    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5639   -2.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1469   -2.3545    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0403   -3.1725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4918   -1.8530    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3851   -2.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6233   -2.9878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7300   -2.1697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3476   -0.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2409   -1.2988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6925    0.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9307   -0.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8240   -1.1140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2755    0.2055    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4994    0.4853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5665    1.1470    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3238    1.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  1  0  0  0
 33 34  1  0  0  0  0
 32 35  1  0  0  0  0
 17 35  1  0  0  0  0
 13 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
 10 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
  4 41  1  0  0  0  0
  8 41  1  0  0  0  0
 41 42  1  6  0  0  0
  8 43  1  0  0  0  0
  2 43  1  0  0  0  0
 43 44  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0274224

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C[C@H](O)[C@]2(O)C(=O)C3=C(O)C(=CC=C3O[C@@]2(CO)[C@H]1O)C1=CC=C2O[C@@]34CO[C@@](O)(C[C@H](C)[C@@H]3O)[C@]4(O)C(=O)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C30H32O14/c1-11-7-17(32)29(40)24(37)18-15(43-26(29,9-31)22(11)35)5-3-13(20(18)33)14-4-6-16-19(21(14)34)25(38)30(41)27(44-16)10-42-28(30,39)8-12(2)23(27)36/h3-6,11-12,17,22-23,31-36,39-41H,7-10H2,1-2H3/t11-,12-,17-,22-,23-,26-,27-,28-,29-,30-/m0/s1

> <INCHI_KEY>
PABONIYDYSFJII-KCQBLUCXSA-N

> <FORMULA>
C30H32O14

> <MOLECULAR_WEIGHT>
616.572

> <EXACT_MASS>
616.17920571

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
60.77279265567629

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,10R,11S,13S,14S)-6-[(1S,3S,4S,4aS,9aR)-1,4,8,9a-tetrahydroxy-4a-(hydroxymethyl)-3-methyl-9-oxo-2,3,4,4a,9,9a-hexahydro-1H-xanthen-7-yl]-7,10,11,14-tetrahydroxy-13-methyl-2,16-dioxatetracyclo[9.3.2.0^{1,10}.0^{3,8}]hexadeca-3(8),4,6-trien-9-one

> <JCHEM_LOGP>
0.061961926000000556

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.661003263405274

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.837176586816478

> <JCHEM_PKA_STRONGEST_BASIC>
-3.365795742442356

> <JCHEM_POLAR_SURFACE_AREA>
243.89999999999995

> <JCHEM_REFRACTIVITY>
145.4214

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,10R,11S,13S,14S)-6-[(5S,6S,8S,8aR,10aS)-1,5,8,8a-tetrahydroxy-10a-(hydroxymethyl)-6-methyl-9-oxo-5,6,7,8-tetrahydroxanthen-2-yl]-7,10,11,14-tetrahydroxy-13-methyl-2,16-dioxatetracyclo[9.3.2.0^{1,10}.0^{3,8}]hexadeca-3(8),4,6-trien-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.505   1.658   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.072   1.094   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.042  -0.441   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.314  -1.310   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.083  -2.832   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       2.786  -0.857   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.349   0.576   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.580   1.911   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.002   2.502   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.225   1.566   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.647   2.157   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.870   1.221   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.671  -0.306   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.894  -1.242   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.695  -2.769   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.918  -3.705   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.340  -3.114   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.539  -1.587   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.316  -0.651   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.515   0.876   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      12.961  -0.996   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      13.160   0.531   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      14.184  -1.932   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      14.383  -0.405   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      15.606  -1.341   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      15.805   0.186   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      16.829  -2.277   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.630  -3.804   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      17.853  -4.740   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      15.208  -4.395   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      15.008  -5.922   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      13.985  -3.459   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.786  -4.986   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      12.363  -5.577   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      12.563  -4.050   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       6.249  -0.897   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       6.050  -2.424   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       5.026   0.039   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.604  -0.552   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       3.405  -2.079   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       2.381   0.384   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       0.932   0.906   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       1.057   2.141   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       0.604   3.613   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   43                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6   41                                             
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   41   43                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   38                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   36                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   35                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18   14   20                                                  
CONECT   20   19                                                            
CONECT   21   18   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25   32                                             
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   23   33   35                                             
CONECT   33   32   34                                                       
CONECT   34   33                                                            
CONECT   35   32   17                                                       
CONECT   36   13   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   10   39                                                  
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39    4    8   42                                             
CONECT   42   41                                                            
CONECT   43    8    2   44                                                  
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₃₂O₁₄

Average Mass

616.5720 Da

Monoisotopic Mass

616.17921 Da

IUPAC Name

(1S,10R,11S,13S,14S)-6-[(1S,3S,4S,4aS,9aR)-1,4,8,9a-tetrahydroxy-4a-(hydroxymethyl)-3-methyl-9-oxo-2,3,4,4a,9,9a-hexahydro-1H-xanthen-7-yl]-7,10,11,14-tetrahydroxy-13-methyl-2,16-dioxatetracyclo[9.3.2.0^{1,10}.0^{3,8}]hexadeca-3(8),4,6-trien-9-one

Traditional Name

(1S,10R,11S,13S,14S)-6-[(5S,6S,8S,8aR,10aS)-1,5,8,8a-tetrahydroxy-10a-(hydroxymethyl)-6-methyl-9-oxo-5,6,7,8-tetrahydroxanthen-2-yl]-7,10,11,14-tetrahydroxy-13-methyl-2,16-dioxatetracyclo[9.3.2.0^{1,10}.0^{3,8}]hexadeca-3(8),4,6-trien-9-one

CAS Registry Number

Not Available

SMILES

C[C@H]1C[C@H](O)[C@]2(O)C(=O)C3=C(O)C(=CC=C3O[C@@]2(CO)[C@H]1O)C1=CC=C2O[C@@]34CO[C@@](O)(C[C@H](C)[C@@H]3O)[C@]4(O)C(=O)C2=C1O

InChI Identifier

InChI=1S/C30H32O14/c1-11-7-17(32)29(40)24(37)18-15(43-26(29,9-31)22(11)35)5-3-13(20(18)33)14-4-6-16-19(21(14)34)25(38)30(41)27(44-16)10-42-28(30,39)8-12(2)23(27)36/h3-6,11-12,17,22-23,31-36,39-41H,7-10H2,1-2H3/t11-,12-,17-,22-,23-,26-,27-,28-,29-,30-/m0/s1

InChI Key

PABONIYDYSFJII-KCQBLUCXSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthones

Alternative Parents

Substituents

Xanthone
Chromone
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
Oxepane
Alkyl aryl ether
Benzenoid
Monosaccharide
Vinylogous acid
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Ketone
Hemiacetal
Oxacycle
Polyol
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	0.062	ChemAxon
pKa (Strongest Acidic)	7.84	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	243.9 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	145.42 m³·mol⁻¹	ChemAxon
Polarizability	60.77 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

71048889

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139591365

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,10r,11s,13s,14s)-6-[(5s,6s,8s,8ar,10as)-1,5,8,8a-tetrahydroxy-10a-(hydroxymethyl)-6-methyl-9-oxo-5,6,7,8-tetrahydroxanthen-2-yl]-7,10,11,14-tetrahydroxy-13-methyl-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7-trien-9-one (NP0274224)

MOL for NP0274224 ((1s,10r,11s,13s,14s)-6-[(5s,6s,8s,8ar,10as)-1,5,8,8a-tetrahydroxy-10a-(hydroxymethyl)-6-methyl-9-oxo-5,6,7,8-tetrahydroxanthen-2-yl]-7,10,11,14-tetrahydroxy-13-methyl-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7-trien-9-one)

3D MOL for NP0274224 ((1s,10r,11s,13s,14s)-6-[(5s,6s,8s,8ar,10as)-1,5,8,8a-tetrahydroxy-10a-(hydroxymethyl)-6-methyl-9-oxo-5,6,7,8-tetrahydroxanthen-2-yl]-7,10,11,14-tetrahydroxy-13-methyl-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7-trien-9-one)

3D SDF for NP0274224 ((1s,10r,11s,13s,14s)-6-[(5s,6s,8s,8ar,10as)-1,5,8,8a-tetrahydroxy-10a-(hydroxymethyl)-6-methyl-9-oxo-5,6,7,8-tetrahydroxanthen-2-yl]-7,10,11,14-tetrahydroxy-13-methyl-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7-trien-9-one)

3D-SDF for NP0274224 ((1s,10r,11s,13s,14s)-6-[(5s,6s,8s,8ar,10as)-1,5,8,8a-tetrahydroxy-10a-(hydroxymethyl)-6-methyl-9-oxo-5,6,7,8-tetrahydroxanthen-2-yl]-7,10,11,14-tetrahydroxy-13-methyl-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7-trien-9-one)

PDB for NP0274224 ((1s,10r,11s,13s,14s)-6-[(5s,6s,8s,8ar,10as)-1,5,8,8a-tetrahydroxy-10a-(hydroxymethyl)-6-methyl-9-oxo-5,6,7,8-tetrahydroxanthen-2-yl]-7,10,11,14-tetrahydroxy-13-methyl-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7-trien-9-one)

3D PDB for NP0274224 ((1s,10r,11s,13s,14s)-6-[(5s,6s,8s,8ar,10as)-1,5,8,8a-tetrahydroxy-10a-(hydroxymethyl)-6-methyl-9-oxo-5,6,7,8-tetrahydroxanthen-2-yl]-7,10,11,14-tetrahydroxy-13-methyl-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7-trien-9-one)

SMILES for NP0274224 ((1s,10r,11s,13s,14s)-6-[(5s,6s,8s,8ar,10as)-1,5,8,8a-tetrahydroxy-10a-(hydroxymethyl)-6-methyl-9-oxo-5,6,7,8-tetrahydroxanthen-2-yl]-7,10,11,14-tetrahydroxy-13-methyl-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7-trien-9-one)

INCHI for NP0274224 ((1s,10r,11s,13s,14s)-6-[(5s,6s,8s,8ar,10as)-1,5,8,8a-tetrahydroxy-10a-(hydroxymethyl)-6-methyl-9-oxo-5,6,7,8-tetrahydroxanthen-2-yl]-7,10,11,14-tetrahydroxy-13-methyl-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7-trien-9-one)

Structure for NP0274224 ((1s,10r,11s,13s,14s)-6-[(5s,6s,8s,8ar,10as)-1,5,8,8a-tetrahydroxy-10a-(hydroxymethyl)-6-methyl-9-oxo-5,6,7,8-tetrahydroxanthen-2-yl]-7,10,11,14-tetrahydroxy-13-methyl-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7-trien-9-one)

3D Structure for NP0274224 ((1s,10r,11s,13s,14s)-6-[(5s,6s,8s,8ar,10as)-1,5,8,8a-tetrahydroxy-10a-(hydroxymethyl)-6-methyl-9-oxo-5,6,7,8-tetrahydroxanthen-2-yl]-7,10,11,14-tetrahydroxy-13-methyl-2,16-dioxatetracyclo[9.3.2.0¹,¹⁰.0³,⁸]hexadeca-3,5,7-trien-9-one)