NP-MRD: Showing NP-Card for Cassigerol A (NP0061277)

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Record Information

Version

2.0

Created at

2022-04-28 06:07:52 UTC

Updated at

2022-04-28 06:07:52 UTC

NP-MRD ID

NP0061277

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cassigerol A

Description

SCHEMBL5065710 belongs to the class of organic compounds known as dibenzocycloheptenes. Dibenzocycloheptenes are compounds containing a dibenzocycloheptene moiety, which consists of two benzene rings connected by a cycloheptene ring. Cassigerol A is found in Cassia garrettiana and Senna garrettiana. Based on a literature review very few articles have been published on SCHEMBL5065710.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282208072D          

 36 40  0  0  1  0            999 V2000
    3.6647    2.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811    1.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378    1.3430    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9945    1.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8109    2.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253    3.1503    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1503    3.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9673    3.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4321    4.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0741    5.3185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2514    5.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7867    4.6986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1447    3.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8935    6.1235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5389    6.0002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0226    2.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178    2.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6014    1.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897    1.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0034    0.8219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3705    2.4305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378    0.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0233    0.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0233   -0.7195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3089   -1.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5944   -0.7195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5944    0.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3089    0.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1201    0.5180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3089   -1.9570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859    1.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8742    1.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0578    2.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530    2.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8461    2.4305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023    0.3355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  6  8  1  6  0  0  0
  8  9  2  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
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
 10 15  1  0  0  0  0
  5 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
  4 19  1  0  0  0  0
 18 20  1  0  0  0  0
 17 21  1  0  0  0  0
  3 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 27 29  1  0  0  0  0
 25 30  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
  1 34  1  0  0  0  0
 33 35  1  0  0  0  0
 31 36  1  0  0  0  0
M  END

     RDKit          3D

 60 64  0  0  0  0  0  0  0  0999 V2000
    6.4079   -1.4225    0.9474 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1121   -1.4919    0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5807   -2.7309    0.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3135   -2.8784   -0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7655   -4.1324   -0.6776 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0909   -0.4604   -0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2544    0.7118   -0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3817    1.1383    0.5664 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4449    0.0980    0.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1235   -0.7943    1.8156 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5040   -1.8977    2.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2385   -2.7564    3.1906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8325   -2.0969    2.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4806   -3.1908    2.6522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5231   -1.1993    1.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9050   -0.1002    0.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8541    0.6711   -0.0851 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0291   -0.1139   -0.4703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2617    0.0193    0.1824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3670   -0.7132   -0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3090   -1.6148   -1.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4355   -2.3602   -1.6123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1046   -1.7586   -1.8850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0320   -2.6579   -2.9279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9981   -1.0275   -1.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2417    1.4037   -1.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4368    2.5076   -0.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8963    3.7559   -1.0012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2815    4.9074   -0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7524    6.1710   -0.8800 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8353    4.7923    0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3037    3.5270    0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4500    3.3704    1.3401 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6818    2.3761    0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3624   -0.3621    0.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2241   -1.3502    0.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1377   -3.6626    0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9286   -4.4850   -1.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5923   -1.8630   -1.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7007    0.5971   -1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9595    1.5785   -0.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0688    1.4581    1.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1750   -0.6560    2.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7454   -3.5495    3.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4576   -3.3203    2.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5666   -1.4323    1.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2343    1.4985    0.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3027    0.7353    1.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3142   -0.6033    0.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3318   -3.0070   -2.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1615   -2.7986   -3.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0436   -1.1409   -2.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1057    1.8713   -1.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6626    0.7519   -1.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7893    3.9003   -1.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3013    7.0146   -0.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3451    5.6658    0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8931    4.2157    1.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7922    0.6107    0.4165 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 36  2  0
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  7  8  1  0
  8  9  1  0
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 16 14  1  0
 14 15  1  0
 14 12  2  0
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 12 11  1  0
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 27 28  1  0
 28 35  2  0
 35 33  1  0
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 33 32  2  0
 32 30  1  0
 30 31  1  0
 30 29  2  0
 18 19  1  0
 19 26  2  0
 26 24  1  0
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 22 23  1  0
 22 21  1  0
 21 20  2  0
  7  6  2  0
  6  4  1  0
  4  5  1  0
  4  3  2  0
  3  2  1  0
 35  9  1  0
 20 19  1  0
 11 10  2  0
 29 28  1  0
  1 37  1  0
 36 60  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  1
 16 47  1  0
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 13 45  1  0
 11 44  1  0
 18 48  1  1
 27 54  1  0
 27 55  1  0
 34 59  1  0
 32 58  1  0
 31 57  1  0
 29 56  1  0
 26 53  1  0
 25 52  1  0
 23 51  1  0
 21 50  1  0
 20 49  1  0
  6 40  1  0
  5 39  1  0
  3 38  1  0
M  END


  Mrv1652304282208072D          

 36 40  0  0  1  0            999 V2000
    3.6647    2.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811    1.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378    1.3430    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9945    1.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8109    2.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253    3.1503    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1503    3.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9673    3.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4321    4.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0741    5.3185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2514    5.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7867    4.6986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1447    3.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8935    6.1235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4178    2.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6014    1.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897    1.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0034    0.8219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3705    2.4305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378    0.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0233    0.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3089   -1.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5944   -0.7195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5944    0.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3089    0.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1201    0.5180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3089   -1.9570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859    1.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8742    1.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0578    2.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530    2.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8461    2.4305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023    0.3355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  6  8  1  6  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
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 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
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 10 15  1  0  0  0  0
  5 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
  4 19  1  0  0  0  0
 18 20  1  0  0  0  0
 17 21  1  0  0  0  0
  3 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 27 29  1  0  0  0  0
 25 30  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
  1 34  1  0  0  0  0
 33 35  1  0  0  0  0
 31 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0061277

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC(C[C@@H]2C3=C(C=C(O)C(O)=C3)[C@@H](CC3=C2C(O)=CC(O)=C3)C2=CC(O)=C(O)C=C2)=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H24O8/c29-16-3-13(4-17(30)9-16)5-22-21-12-26(35)25(34)11-20(21)19(14-1-2-23(32)24(33)8-14)7-15-6-18(31)10-27(36)28(15)22/h1-4,6,8-12,19,22,29-36H,5,7H2/t19-,22+/m0/s1

> <INCHI_KEY>
SJCXTMZZGQRDQF-SIKLNZKXSA-N

> <FORMULA>
C28H24O8

> <MOLECULAR_WEIGHT>
488.492

> <EXACT_MASS>
488.147117733

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
49.82530308703415

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,10S)-10-(3,4-dihydroxyphenyl)-2-[(3,5-dihydroxyphenyl)methyl]tricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaene-4,6,13,14-tetrol

> <ALOGPS_LOGP>
3.03

> <JCHEM_LOGP>
5.485848948666666

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.234735266880008

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.80928717279376

> <JCHEM_PKA_STRONGEST_BASIC>
-5.446851735093799

> <JCHEM_POLAR_SURFACE_AREA>
161.84

> <JCHEM_REFRACTIVITY>
133.81080000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.03e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,10S)-10-(3,4-dihydroxyphenyl)-2-[(3,5-dihydroxyphenyl)methyl]tricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaene-4,6,13,14-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.841   4.677   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.498   3.175   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.111   2.507   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.723   3.175   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.380   4.677   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.341   5.881   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.881   5.881   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.672   7.268   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.540   8.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.872   9.928   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.336  10.043   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.469   8.771   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.137   7.383   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.668  11.431   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       4.739  11.200   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.909   5.130   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.780   4.083   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.123   2.582   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.594   2.128   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.006   1.534   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -0.692   4.537   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.111   0.967   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.777   0.197   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.777  -1.343   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.443  -2.113   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.110  -1.343   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.110   0.197   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.443   0.967   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.224   0.967   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.443  -3.653   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       7.627   2.128   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.099   2.582   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.441   4.083   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.312   5.130   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      10.913   4.537   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       7.284   0.626   0.000  0.00  0.00           O+0
CONECT    1    2    7   34                                                  
CONECT    2    1    3   31                                                  
CONECT    3    2    4   22                                                  
CONECT    4    3    5   19                                                  
CONECT    5    4    6   16                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    1                                                       
CONECT    8    6    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   11                                                            
CONECT   15   10                                                            
CONECT   16    5   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18    4                                                       
CONECT   20   18                                                            
CONECT   21   17                                                            
CONECT   22    3   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27   23                                                       
CONECT   29   27                                                            
CONECT   30   25                                                            
CONECT   31    2   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33    1                                                       
CONECT   35   33                                                            
CONECT   36   31                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₂₄O₈

Average Mass

488.4920 Da

Monoisotopic Mass

488.14712 Da

IUPAC Name

(2R,10S)-10-(3,4-dihydroxyphenyl)-2-[(3,5-dihydroxyphenyl)methyl]tricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaene-4,6,13,14-tetrol

Traditional Name

(2R,10S)-10-(3,4-dihydroxyphenyl)-2-[(3,5-dihydroxyphenyl)methyl]tricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaene-4,6,13,14-tetrol

CAS Registry Number

Not Available

SMILES

OC1=CC(C[C@@H]2C3=C(C=C(O)C(O)=C3)[C@@H](CC3=C2C(O)=CC(O)=C3)C2=CC(O)=C(O)C=C2)=CC(O)=C1

InChI Identifier

InChI=1S/C28H24O8/c29-16-3-13(4-17(30)9-16)5-22-21-12-26(35)25(34)11-20(21)19(14-1-2-23(32)24(33)8-14)7-15-6-18(31)10-27(36)28(15)22/h1-4,6,8-12,19,22,29-36H,5,7H2/t19-,22+/m0/s1

InChI Key

SJCXTMZZGQRDQF-SIKLNZKXSA-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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cassia garrettiana	Plant	KNApSAcK
Senna garrettiana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzocycloheptenes. Dibenzocycloheptenes are compounds containing a dibenzocycloheptene moiety, which consists of two benzene rings connected by a cycloheptene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Dibenzocycloheptenes

Sub Class

Not Available

Direct Parent

Dibenzocycloheptenes

Alternative Parents

Substituents

Dibenzocycloheptene
Resorcinol
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	3.03	ALOGPS
logP	5.49	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	8.81	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	161.84 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	133.81 m³·mol⁻¹	ChemAxon
Polarizability	49.83 Å³	ChemAxon
Number of Rings	5	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

10270399

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21636145

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Cassigerol A (NP0061277)

MOL for NP0061277 (Cassigerol A)

3D MOL for NP0061277 (Cassigerol A)

3D SDF for NP0061277 (Cassigerol A)

3D-SDF for NP0061277 (Cassigerol A)

PDB for NP0061277 (Cassigerol A)

3D PDB for NP0061277 (Cassigerol A)

SMILES for NP0061277 (Cassigerol A)

INCHI for NP0061277 (Cassigerol A)

Structure for NP0061277 (Cassigerol A)

3D Structure for NP0061277 (Cassigerol A)