NP-MRD: Showing NP-Card for Cassigarol G (NP0072005)

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Record Information

Version

2.0

Created at

2022-04-28 17:23:33 UTC

Updated at

2022-04-28 17:23:33 UTC

NP-MRD ID

NP0072005

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cassigarol G

Description

Cassigarol G belongs to the class of organic compounds known as stilbenolignans. These are non-conventional lignans that derived from stilbene. They are characterized by a p-dioxin ring substituted at one carbon atom by a C3C6 (phenylpropan) group and fused to one ring of the stilbene moiety. Cassigarol G is found in Caragana tibetica, Caragana tibetica KOM., Cyperus longus and Senna garrettiana. Cassigarol G was first documented in 2021 (PMID: 34092840). Based on a literature review very few articles have been published on Cassigarol G.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282219232D          

 36 41  0  0  1  0            999 V2000
    5.3052   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -3.3098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -3.1539    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3347   -2.3743    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8748   -1.7507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -3.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -3.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -4.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -5.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -5.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -5.6484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -5.9603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657   -3.3098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -0.5034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154   -2.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6555   -1.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4656   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0057   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8158   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0859   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5458   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7356   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8158   -3.6216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3559   -0.8152    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  4 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 21 23  1  0  0  0  0
 20 24  1  0  0  0  0
 15 25  1  0  0  0  0
 13 26  1  0  0  0  0
  1 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 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
 29 34  1  0  0  0  0
 33 35  1  0  0  0  0
 31 36  1  0  0  0  0
M  END

     RDKit          3D

 56 61  0  0  0  0  0  0  0  0999 V2000
    9.8325   -0.4442    0.5044 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6094   -1.1293    0.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6160   -2.4852    0.7028 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4590   -3.2003    0.7160 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4589   -4.5695    0.9121 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2414   -2.5496    0.5289 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2214   -1.1923    0.3330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9801   -0.4223    0.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7783   -0.9316    0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5729   -0.1237   -0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5534    1.2284   -0.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3491    1.9115   -0.4874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1259    1.2705   -0.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1371   -0.0899   -0.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3255   -0.7644   -0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0937   -0.7520   -0.2945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2572    0.0349   -0.0832 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4972   -0.7033   -0.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5344   -2.0828   -0.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7579   -2.7016   -0.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7671   -4.0845   -0.4594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9359   -1.9978   -0.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1349   -2.6974   -0.3099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8958   -0.5976   -0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6911    0.0155   -0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6364    1.4945   -0.2517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7729    2.2002   -0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0304    1.7060    0.1614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6768    3.5985    0.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4677    4.2409   -0.0944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3329    5.6193   -0.0217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306    3.5026   -0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4044    2.1439   -0.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2491    1.3068   -0.8014 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0251    2.0198   -0.6861 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4194   -0.4676    0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6884   -0.9290    0.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5686   -2.9852    0.8479 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3979   -5.0379    1.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3112   -3.0893    0.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0673    0.6398   -0.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6914   -2.0149    0.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4875    1.7654   -0.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3931    2.9736   -0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3160   -1.8283    0.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2042    0.2876    1.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5858   -2.5849   -0.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6462   -4.5753   -0.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0364   -2.2509   -0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8519   -0.1540   -0.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8591    2.2171    0.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5419    4.1983    0.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1388    5.9938    0.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3561    3.9614   -0.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3123    1.0649   -1.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4225    0.6236    0.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 36  2  0
 36  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 35  1  0
 35 34  1  0
 34 17  1  0
 17 16  1  0
 16 14  1  0
 14 15  2  0
 17 18  1  0
 18 25  2  0
 25 24  1  0
 24 22  2  0
 22 23  1  0
 22 20  1  0
 20 21  1  0
 20 19  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  2  0
  7  6  2  0
  6  4  1  0
  4  5  1  0
  4  3  2  0
  3  2  1  0
 15 10  1  0
 19 18  1  0
 33 26  1  0
 14 13  1  0
 33 34  1  0
  1 37  1  0
 36 56  1  0
  8 41  1  0
  9 42  1  0
 11 43  1  0
 12 44  1  0
 34 55  1  6
 17 46  1  1
 15 45  1  0
 24 50  1  0
 23 49  1  0
 21 48  1  0
 19 47  1  0
 28 51  1  0
 29 52  1  0
 31 53  1  0
 32 54  1  0
  6 40  1  0
  5 39  1  0
  3 38  1  0
M  END


  Mrv1652304282219232D          

 36 41  0  0  1  0            999 V2000
    5.3052   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -3.3098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -3.1539    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3347   -2.3743    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8748   -1.7507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -3.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -3.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -4.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -5.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -5.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -5.6484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -5.9603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657   -3.3098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -0.5034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154   -2.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6555   -1.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4656   -1.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0057   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8158   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0859   -2.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5458   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7356   -2.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8158   -3.6216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3559   -0.8152    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  4 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
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 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  0  0  0  0
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 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
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 21 23  1  0  0  0  0
 20 24  1  0  0  0  0
 15 25  1  0  0  0  0
 13 26  1  0  0  0  0
  1 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 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
 29 34  1  0  0  0  0
 33 35  1  0  0  0  0
 31 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0072005

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC(\C=C\C2=CC=C3O[C@H]4[C@H](OC3=C2)C2=C(C=C(O)C(O)=C2)C2=C(O)C=C(O)C=C42)=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H20O8/c29-15-5-14(6-16(30)8-15)2-1-13-3-4-24-25(7-13)36-27-19-12-22(33)21(32)11-18(19)26-20(28(27)35-24)9-17(31)10-23(26)34/h1-12,27-34H/b2-1+/t27-,28-/m1/s1

> <INCHI_KEY>
DWARHOLOHNYUGA-DPBCGFEQSA-N

> <FORMULA>
C28H20O8

> <MOLECULAR_WEIGHT>
484.46

> <EXACT_MASS>
484.115817604

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
51.14147430124176

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,14R)-19-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-15,22-dioxapentacyclo[12.8.0.0^{2,7}.0^{8,13}.0^{16,21}]docosa-2(7),3,5,8,10,12,16,18,20-nonaene-4,5,9,11-tetrol

> <ALOGPS_LOGP>
4.01

> <JCHEM_LOGP>
5.247287367333334

> <ALOGPS_LOGS>
-4.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.836165635842155

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.339714465875723

> <JCHEM_PKA_STRONGEST_BASIC>
-4.661708082247937

> <JCHEM_POLAR_SURFACE_AREA>
139.84

> <JCHEM_REFRACTIVITY>
131.9994

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.98e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,14R)-19-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-15,22-dioxapentacyclo[12.8.0.0^{2,7}.0^{8,13}.0^{16,21}]docosa-2(7),3,5,8,10,12,16,18,20-nonaene-4,5,9,11-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       9.903  -4.141   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.399  -2.686   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.887  -2.395   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.879  -3.559   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.383  -5.014   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.895  -5.305   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.375  -6.178   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.862  -5.887   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.358  -4.432   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.366  -3.268   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.846  -4.141   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.342  -2.686   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.830  -2.395   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.179  -3.559   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.326  -5.014   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.838  -5.305   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.342  -6.760   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.854  -7.051   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.358  -8.507   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.350  -9.671   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.838  -9.380   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334  -7.924   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.830 -10.544   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.854 -11.126   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -0.683  -6.178   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.326  -0.940   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      11.415  -4.432   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.424  -3.268   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.936  -3.559   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.944  -2.395   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.456  -2.686   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      16.960  -4.141   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.952  -5.305   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      14.440  -5.014   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      16.456  -6.760   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      17.464  -1.522   0.000  0.00  0.00           O+0
CONECT    1    2    6   27                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   18                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9    4                                                       
CONECT   11    9   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   26                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   25                                                  
CONECT   16   15   11   17                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17    8   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21   17                                                       
CONECT   23   21                                                            
CONECT   24   20                                                            
CONECT   25   15                                                            
CONECT   26   13                                                            
CONECT   27    1   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33   29                                                       
CONECT   35   33                                                            
CONECT   36   31                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₂₀O₈

Average Mass

484.4600 Da

Monoisotopic Mass

484.11582 Da

IUPAC Name

(1R,14R)-19-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-15,22-dioxapentacyclo[12.8.0.0^{2,7}.0^{8,13}.0^{16,21}]docosa-2(7),3,5,8,10,12,16,18,20-nonaene-4,5,9,11-tetrol

Traditional Name

(1R,14R)-19-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-15,22-dioxapentacyclo[12.8.0.0^{2,7}.0^{8,13}.0^{16,21}]docosa-2(7),3,5,8,10,12,16,18,20-nonaene-4,5,9,11-tetrol

CAS Registry Number

Not Available

SMILES

OC1=CC(\C=C\C2=CC=C3O[C@H]4[C@H](OC3=C2)C2=C(C=C(O)C(O)=C2)C2=C(O)C=C(O)C=C42)=CC(O)=C1

InChI Identifier

InChI=1S/C28H20O8/c29-15-5-14(6-16(30)8-15)2-1-13-3-4-24-25(7-13)36-27-19-12-22(33)21(32)11-18(19)26-20(28(27)35-24)9-17(31)10-23(26)34/h1-12,27-34H/b2-1+/t27-,28-/m1/s1

InChI Key

DWARHOLOHNYUGA-DPBCGFEQSA-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
Caragana tibetica	LOTUS Database	35616633
Caragana tibetica KOM.	Plant	KNApSAcK
Cyperus longus	LOTUS Database	35616633
Senna garrettiana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenolignans. These are non-conventional lignans that derived from stilbene. They are characterized by a p-dioxin ring substituted at one carbon atom by a C3C6 (phenylpropan) group and fused to one ring of the stilbene moiety.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Stilbenolignans

Sub Class

Not Available

Direct Parent

Stilbenolignans

Alternative Parents

Substituents

Stilbenolignan skeleton
Phenanthrene
Stilbene
2-naphthol
1-naphthol
Naphthalene
Styrene
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Para-dioxin
Benzenoid
Organoheterocyclic compound
Oxacycle
Ether
Polyol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
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	4.01	ALOGPS
logP	5.25	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	8.34	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	139.84 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	132 m³·mol⁻¹	ChemAxon
Polarizability	51.14 Å³	ChemAxon
Number of Rings	6	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

C00031658

Chemspider ID

8181129

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10005549

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Elsbaey M, Ibrahim MAA, Bar FA, Elgazar AA: Chemical constituents from coconut waste and their in silico evaluation as potential antiviral agents against SARS-CoV-2. S Afr J Bot. 2021 Sep;141:278-289. doi: 10.1016/j.sajb.2021.05.018. Epub 2021 May 28. [PubMed:34092840 ]

Showing NP-Card for Cassigarol G (NP0072005)

MOL for NP0072005 (Cassigarol G)

3D MOL for NP0072005 (Cassigarol G)

3D SDF for NP0072005 (Cassigarol G)

3D-SDF for NP0072005 (Cassigarol G)

PDB for NP0072005 (Cassigarol G)

3D PDB for NP0072005 (Cassigarol G)

SMILES for NP0072005 (Cassigarol G)

INCHI for NP0072005 (Cassigarol G)

Structure for NP0072005 (Cassigarol G)

3D Structure for NP0072005 (Cassigarol G)