NP-MRD: Showing NP-Card for pentacyclo[7.6.6.0²,⁷.0¹⁰,¹⁵.0¹⁶,²¹]henicosa-2,4,6,10,12,14,16,18,20-nonaene-3,5,12,13,17,19-hexol (NP0309192)

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Record Information

Version

1.0

Created at

2022-09-11 03:37:14 UTC

Updated at

2022-09-11 03:37:15 UTC

NP-MRD ID

NP0309192

Secondary Accession Numbers

None

Natural Product Identification

Common Name

pentacyclo[7.6.6.0²,⁷.0¹⁰,¹⁵.0¹⁶,²¹]henicosa-2,4,6,10,12,14,16,18,20-nonaene-3,5,12,13,17,19-hexol

Description

Cassigarol B 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. pentacyclo[7.6.6.0²,⁷.0¹⁰,¹⁵.0¹⁶,²¹]henicosa-2,4,6,10,12,14,16,18,20-nonaene-3,5,12,13,17,19-hexol is found in Senna garrettiana. It was first documented in 2014 (PMID: 24044731). Based on a literature review a significant number of articles have been published on Cassigarol B (PMID: 36122165) (PMID: 36122164) (PMID: 36122163) (PMID: 35597313).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112205372D          

 27 31  0  0  0  0            999 V2000
    6.9120   -0.7555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237   -0.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9401    0.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1517    0.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9682    1.3395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7305   -0.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5189   -1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2162   -1.4753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912   -1.4753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768   -0.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884   -1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837   -0.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6953   -0.7555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673    0.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625    0.8531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4556    0.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0604   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    0.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8168   -0.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2120    0.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3956    1.0606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4237    0.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2401   -0.7912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4517   -1.0343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8448   -1.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6332   -1.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 20 27  1  0  0  0  0
 10 27  1  0  0  0  0
M  END

     RDKit          3D

 43 47  0  0  0  0  0  0  0  0999 V2000
    5.2411   -0.5706    0.8456 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9349   -0.4213    0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6592   -0.3760   -0.9256 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3670   -0.2277   -1.3967 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0744   -0.1803   -2.7618 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3439   -0.1241   -0.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5851   -0.1657    0.8489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792   -0.3139    1.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6720   -0.0774    2.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7575    0.1607    1.6066 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2071   -0.9626    0.7482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9927   -1.9529    1.2879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4510   -3.0249    0.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2444   -4.0204    1.1051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1065   -3.1049   -0.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5618   -4.1791   -1.5352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3062   -2.1001   -1.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8639   -1.0412   -0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0116    0.0332   -1.1436 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5347    1.3325   -0.5799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6579    2.4471   -1.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2960    2.3652   -2.6918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1330    3.5998   -0.8006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4954    3.6862    0.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9757    4.8665    1.0764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3631    2.5509    1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8875    1.3833    0.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6859   -1.4574    1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4534   -0.4559   -1.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559   -0.2599   -3.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1065   -0.3507    2.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0375    0.6690    2.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6871   -1.1037    2.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3614    0.2846    2.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2827   -1.9237    2.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5188   -3.9988    2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3291   -4.2703   -2.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0485   -2.1846   -2.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0374    0.0439   -2.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3769    3.1820   -3.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2406    4.5092   -1.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9617    5.0973    1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6550    2.6366    2.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6 19  1  0
 19 18  1  0
 18 17  2  0
 17 15  1  0
 15 16  1  0
 15 13  2  0
 13 14  1  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10  9  1  0
  9  7  1  0
  7  8  2  0
 10 27  1  0
 27 26  2  0
 26 24  1  0
 24 25  1  0
 24 23  2  0
 23 21  1  0
 21 22  1  0
 21 20  2  0
  8  2  1  0
 20 27  1  0
  7  6  1  0
 20 19  1  0
 11 18  1  0
  1 28  1  0
  3 29  1  0
  5 30  1  0
 19 39  1  6
 17 38  1  0
 16 37  1  0
 14 36  1  0
 12 35  1  0
 10 34  1  1
  9 32  1  0
  9 33  1  0
  8 31  1  0
 26 43  1  0
 25 42  1  0
 23 41  1  0
 22 40  1  0
M  END


  Mrv1652309112205372D          

 27 31  0  0  0  0            999 V2000
    6.9120   -0.7555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237   -0.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9401    0.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1517    0.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9682    1.3395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7305   -0.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5189   -1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2162   -1.4753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912   -1.4753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768   -0.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884   -1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837   -0.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6953   -0.7555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673    0.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625    0.8531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4556    0.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0604   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    0.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8168   -0.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2120    0.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3956    1.0606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4237    0.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2401   -0.7912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4517   -1.0343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8448   -1.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6332   -1.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 20 27  1  0  0  0  0
 10 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0309192

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC(O)=C2C3C4=CC(O)=C(O)C=C4C(CC2=C1)C1=CC(O)=CC(O)=C31

> <INCHI_IDENTIFIER>
InChI=1S/C21H16O6/c22-9-1-8-2-11-12-6-15(24)16(25)7-14(12)21(19(8)17(26)4-9)20-13(11)3-10(23)5-18(20)27/h1,3-7,11,21-27H,2H2

> <INCHI_KEY>
DTDMMBJTUPNCEV-UHFFFAOYSA-N

> <FORMULA>
C21H16O6

> <MOLECULAR_WEIGHT>
364.353

> <EXACT_MASS>
364.094688235

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
36.63280974130156

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
pentacyclo[7.6.6.0^{2,7}.0^{10,15}.0^{16,21}]henicosa-2,4,6,10,12,14,16,18,20-nonaene-3,5,12,13,17,19-hexol

> <JCHEM_LOGP>
3.6751651109999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.328793416683794

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.8503169785538

> <JCHEM_PKA_STRONGEST_BASIC>
-5.466525493852477

> <JCHEM_POLAR_SURFACE_AREA>
121.38000000000001

> <JCHEM_REFRACTIVITY>
99.18999999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
pentacyclo[7.6.6.0^{2,7}.0^{10,15}.0^{16,21}]henicosa-2,4,6,10,12,14,16,18,20-nonaene-3,5,12,13,17,19-hexol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  O   UNK     0      12.902  -1.410   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      11.431  -0.956   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.088   0.545   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.617   0.999   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       9.274   2.500   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.488  -0.048   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.830  -1.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.302  -2.004   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.870  -2.754   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.330  -2.754   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.370  -1.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.898  -2.004   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.770  -0.956   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.298  -1.410   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.112   0.545   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.983   1.593   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.584   0.999   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.713  -0.048   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.100   0.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.125  -0.569   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.996   0.478   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.338   1.980   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.524   0.025   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.181  -1.477   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.710  -1.931   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.310  -2.524   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.782  -2.070   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   19                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    2                                                       
CONECT    9    7   10                                                       
CONECT   10    9   11   27                                                  
CONECT   11   10   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   11   19                                                  
CONECT   19   18    6   20                                                  
CONECT   20   19   21   27                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   20   10                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₁₆O₆

Average Mass

364.3530 Da

Monoisotopic Mass

364.09469 Da

IUPAC Name

pentacyclo[7.6.6.0^{2,7}.0^{10,15}.0^{16,21}]henicosa-2,4,6,10,12,14,16,18,20-nonaene-3,5,12,13,17,19-hexol

Traditional Name

pentacyclo[7.6.6.0^{2,7}.0^{10,15}.0^{16,21}]henicosa-2,4,6,10,12,14,16,18,20-nonaene-3,5,12,13,17,19-hexol

CAS Registry Number

Not Available

SMILES

OC1=CC(O)=C2C3C4=CC(O)=C(O)C=C4C(CC2=C1)C1=CC(O)=CC(O)=C31

InChI Identifier

InChI=1S/C21H16O6/c22-9-1-8-2-11-12-6-15(24)16(25)7-14(12)21(19(8)17(26)4-9)20-13(11)3-10(23)5-18(20)27/h1,3-7,11,21-27H,2H2

InChI Key

DTDMMBJTUPNCEV-UHFFFAOYSA-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

Species Name	Source	Reference
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
Anthracene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
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	3.68	ChemAxon
pKa (Strongest Acidic)	8.85	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	121.38 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	99.19 m³·mol⁻¹	ChemAxon
Polarizability	36.63 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101631690

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Orrantia-Borunda E, Acuna-Aguilar LE, Ramirez-Valdespino CA: Nanomaterials for Breast Cancer. 2022 Aug 6. [PubMed:36122165 ]
Tecalco-Cruz AC, Ramirez-Jarquin JO, Zepeda-Cervantes J, Solleiro-Villavicencio H, Abraham-Juarez MJ: Ubiquitin-Specific Peptidase 18: A Multifaceted Protein Participating in Breast Cancer. 2022 Aug 6. [PubMed:36122164 ]
Berg AL, Rowson-Hodel A, Wheeler MR, Hu M, Free SR, Carraway KL III: Engaging the Lysosome and Lysosome-Dependent Cell Death in Cancer. 2022 Aug 6. [PubMed:36122163 ]
Mittas D, Spitaler U, Bertagnoll M, Oettl S, Gille E, Schwaiger S, Stuppner H: Identification and structural elucidation of bioactive compounds from Scirpoides holoschoenus. Phytochemistry. 2022 Aug;200:113241. doi: 10.1016/j.phytochem.2022.113241. Epub 2022 May 18. [PubMed:35597313 ]
Tran HH, Nguyen MC, Le HT, Nguyen TL, Pham TB, Chau VM, Nguyen HN, Nguyen TD: Inhibitors of alpha-glucosidase and alpha-amylase from Cyperus rotundus. Pharm Biol. 2014 Jan;52(1):74-7. doi: 10.3109/13880209.2013.814692. Epub 2013 Sep 18. [PubMed:24044731 ]
LOTUS database [Link]

Showing NP-Card for pentacyclo[7.6.6.0²,⁷.0¹⁰,¹⁵.0¹⁶,²¹]henicosa-2,4,6,10,12,14,16,18,20-nonaene-3,5,12,13,17,19-hexol (NP0309192)

MOL for NP0309192 (pentacyclo[7.6.6.0²,⁷.0¹⁰,¹⁵.0¹⁶,²¹]henicosa-2,4,6,10,12,14,16,18,20-nonaene-3,5,12,13,17,19-hexol)

3D MOL for NP0309192 (pentacyclo[7.6.6.0²,⁷.0¹⁰,¹⁵.0¹⁶,²¹]henicosa-2,4,6,10,12,14,16,18,20-nonaene-3,5,12,13,17,19-hexol)

3D SDF for NP0309192 (pentacyclo[7.6.6.0²,⁷.0¹⁰,¹⁵.0¹⁶,²¹]henicosa-2,4,6,10,12,14,16,18,20-nonaene-3,5,12,13,17,19-hexol)

3D-SDF for NP0309192 (pentacyclo[7.6.6.0²,⁷.0¹⁰,¹⁵.0¹⁶,²¹]henicosa-2,4,6,10,12,14,16,18,20-nonaene-3,5,12,13,17,19-hexol)

PDB for NP0309192 (pentacyclo[7.6.6.0²,⁷.0¹⁰,¹⁵.0¹⁶,²¹]henicosa-2,4,6,10,12,14,16,18,20-nonaene-3,5,12,13,17,19-hexol)

3D PDB for NP0309192 (pentacyclo[7.6.6.0²,⁷.0¹⁰,¹⁵.0¹⁶,²¹]henicosa-2,4,6,10,12,14,16,18,20-nonaene-3,5,12,13,17,19-hexol)

SMILES for NP0309192 (pentacyclo[7.6.6.0²,⁷.0¹⁰,¹⁵.0¹⁶,²¹]henicosa-2,4,6,10,12,14,16,18,20-nonaene-3,5,12,13,17,19-hexol)

INCHI for NP0309192 (pentacyclo[7.6.6.0²,⁷.0¹⁰,¹⁵.0¹⁶,²¹]henicosa-2,4,6,10,12,14,16,18,20-nonaene-3,5,12,13,17,19-hexol)

Structure for NP0309192 (pentacyclo[7.6.6.0²,⁷.0¹⁰,¹⁵.0¹⁶,²¹]henicosa-2,4,6,10,12,14,16,18,20-nonaene-3,5,12,13,17,19-hexol)

3D Structure for NP0309192 (pentacyclo[7.6.6.0²,⁷.0¹⁰,¹⁵.0¹⁶,²¹]henicosa-2,4,6,10,12,14,16,18,20-nonaene-3,5,12,13,17,19-hexol)