NP-MRD: Showing NP-Card for Casuarinin (NP0045965)

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Record Information

Version

2.0

Created at

2022-03-17 19:46:09 UTC

Updated at

2022-03-17 19:46:09 UTC

NP-MRD ID

NP0045965

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Casuarinin

Description

Casuarinin belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. Casuarinin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, casuarinin has been detected, but not quantified in, guava. This could make casuarinin a potential biomarker for the consumption of these foods. After conversion of casuarictin to pedunculagin, the pyranose ring of the glucose opens and the family of compounds including casuariin, casuarinin, castalagin, and castlin, vescalagin and vescalin forms. In some plants including oak and chestnut, the ellagitannins are formed from 1,2,3,4,6-pentagalloyl-glucose and further elaborated via oxidative dehydrogenation (tellimagrandin II and casuarictin formations). It is also found in Casuarina and Stachyurus species and in Alnus sieboldiana. It is a highly active carbonic anhydrase inhibitor. Casuarinin is an ellagitannin. Casuarinin is found in Casuarina sticta, Casuarina stricta, Corylus heterophylla , Cowania mexicana , Eucalyptus viminalis , Kunzea ambigua, Liquidambar formosana , Osbeckia chinensis , Stachyurus praecox, Terminalia chebula and Tibouchina multiflora. Casuarinin was first documented in 2005 (PMID: 15770544). It is an isomer of casuarictin (PMID: 21621513).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241215032D          

 67 74  0  0  0  0            999 V2000
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M  END


  Mrv0541 02241215032D          

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 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 52 61  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  2  0  0  0  0
 62 63  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045965

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1C2OC(=O)C3=C1C(O)=C(O)C(O)=C3C1=C(O)C(O)=C(O)C=C1C(=O)OC2C1OC(=O)C2=CC(O)=C(O)C(O)=C2C2=C(O)C(O)=C(O)C(=C2)C(=O)OCC1OC(=O)C1=CC(O)=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C41H28O26/c42-12-1-7(2-13(43)24(12)48)37(58)64-16-6-63-38(59)11-3-8(22(46)32(56)23(11)47)17-9(4-14(44)25(49)27(17)51)39(60)65-34(16)36-35-31(55)21-20(41(62)66-35)19(29(53)33(57)30(21)54)18-10(40(61)67-36)5-15(45)26(50)28(18)52/h1-5,16,31,34-36,42-57H,6H2

> <INCHI_KEY>
PQTNAAUWLBNDQZ-UHFFFAOYSA-N

> <FORMULA>
C41H28O26

> <MOLECULAR_WEIGHT>
936.6454

> <EXACT_MASS>
936.086881068

> <JCHEM_ACCEPTOR_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
83.4890618918932

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
16

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-{2,3,4,7,8,9,19-heptahydroxy-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.0⁵,¹⁸.0⁶,¹¹]nonadeca-1(18),2,4,6,8,10-hexaen-14-yl}-3,4,5,16,17,18-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.3.1.0²,⁷]nonadeca-1(18),2,4,6,15(19),16-hexaen-11-yl 3,4,5-trihydroxybenzoate

> <ALOGPS_LOGP>
2.91

> <JCHEM_LOGP>
3.2019540329999994

> <ALOGPS_LOGS>
-2.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.7734838953812

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.310103443511281

> <JCHEM_PKA_STRONGEST_BASIC>
-4.345726594880738

> <JCHEM_POLAR_SURFACE_AREA>
455.1800000000001

> <JCHEM_REFRACTIVITY>
213.60830000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.21e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-{2,3,4,7,8,9,19-heptahydroxy-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.0⁵,¹⁸.0⁶,¹¹]nonadeca-1(18),2,4,6,8,10-hexaen-14-yl}-3,4,5,16,17,18-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.3.1.0²,⁷]nonadeca-1(18),2,4,6,15(19),16-hexaen-11-yl 3,4,5-trihydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       4.560  -5.089   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.957  -3.502   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.410  -3.106   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.468  -4.296   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       9.054  -3.899   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -1.122  -1.917   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.519  -4.428   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.197  -3.502   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -2.444  -1.917   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.312   0.197   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.990  -0.462   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.199   0.594   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.462   2.048   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.197   3.370   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.783   3.634   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -7.996  -4.824   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -6.806  -3.766   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.352  -3.766   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.295  -4.957   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.709  -5.221   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.180  -6.674   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.973  -7.865   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.312  -9.318   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.732   4.031   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.278   4.427   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.089   3.370   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.634   3.766   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.238   5.352   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.652   5.484   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.330   4.823   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.990   5.616   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.122   7.071   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -2.444   7.863   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.577  -2.973   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       3.898  -2.445   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       1.388  -1.652   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       1.652  -0.199   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.841   0.858   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       4.296   0.726   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       5.353   1.783   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       6.806   1.387   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       8.129  -6.806   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       7.071  -5.750   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       5.617  -6.146   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       5.221  -7.600   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       6.938   6.938   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       5.881   5.881   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       4.428   6.278   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       4.560   7.863   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      -4.559   1.651   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      -3.898   0.197   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -4.956  -0.859   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      -4.956  -2.313   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -3.634  -2.841   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      -2.577  -4.032   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       2.577   8.260   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0       1.652   7.071   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       0.330   7.863   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0       0.330   9.318   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      -6.938   0.726   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      -6.410  -0.727   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      -7.467  -2.313   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      -9.054  -2.313   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0      -5.484  -8.922   0.000  0.00  0.00           O+0
HETATM   65  C   UNK     0      -4.427  -7.732   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      -5.088  -6.278   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0      -6.542  -6.410   0.000  0.00  0.00           O+0
CONECT    1    2   44                                                       
CONECT    2    1    3   35                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   43                                                  
CONECT    5    4                                                            
CONECT    6    7   11                                                       
CONECT    7    6    8   20                                                  
CONECT    8    7                                                            
CONECT    9   10   54                                                       
CONECT   10    9   11   51                                                  
CONECT   11    6   10   12                                                  
CONECT   12   11   13   37                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   30                                                  
CONECT   15   14                                                            
CONECT   16   17                                                            
CONECT   17   16   18   62                                                  
CONECT   18   17   19   53                                                  
CONECT   19   18   20   66                                                  
CONECT   20    7   19   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   65                                                  
CONECT   23   22                                                            
CONECT   24   25                                                            
CONECT   25   24   26   47                                                  
CONECT   26   25   27   40                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   48                                                  
CONECT   29   28   30   57                                                  
CONECT   30   14   29   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   58                                                  
CONECT   33   32                                                            
CONECT   34   35                                                            
CONECT   35    2   34   36                                                  
CONECT   36   35   37                                                       
CONECT   37   12   36   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   26   39   41                                                  
CONECT   41   40                                                            
CONECT   42   43                                                            
CONECT   43    4   42   44                                                  
CONECT   44    1   43   45                                                  
CONECT   45   44                                                            
CONECT   46   47                                                            
CONECT   47   25   46   48                                                  
CONECT   48   28   47   49                                                  
CONECT   49   48                                                            
CONECT   50   51                                                            
CONECT   51   10   50   52                                                  
CONECT   52   51   53   61                                                  
CONECT   53   18   52   54                                                  
CONECT   54    9   53   55                                                  
CONECT   55   54                                                            
CONECT   56   57                                                            
CONECT   57   29   56   58                                                  
CONECT   58   32   57   59                                                  
CONECT   59   58                                                            
CONECT   60   61                                                            
CONECT   61   52   60   62                                                  
CONECT   62   17   61   63                                                  
CONECT   63   62                                                            
CONECT   64   65                                                            
CONECT   65   22   64   66                                                  
CONECT   66   19   65   67                                                  
CONECT   67   66                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  148    0
END

View in JSmol

Synonyms

Value	Source
10-{2,3,4,7,8,9,19-heptahydroxy-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.0⁵,¹⁸.0⁶,¹¹]nonadeca-1,3,5(18),6,8,10-hexaen-14-yl}-3,4,5,16,17,18-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.3.1.0²,⁷]nonadeca-1(19),2,4,6,15,17-hexaen-11-yl 3,4,5-trihydroxybenzoic acid	Generator

Chemical Formula

C₄₁H₂₈O₂₆

Average Mass

936.6454 Da

Monoisotopic Mass

936.08688 Da

IUPAC Name

10-{2,3,4,7,8,9,19-heptahydroxy-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.0⁵,¹⁸.0⁶,¹¹]nonadeca-1(18),2,4,6,8,10-hexaen-14-yl}-3,4,5,16,17,18-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.3.1.0²,⁷]nonadeca-1(18),2,4,6,15(19),16-hexaen-11-yl 3,4,5-trihydroxybenzoate

Traditional Name

CAS Registry Number

79786-01-9

SMILES

OC1C2OC(=O)C3=C1C(O)=C(O)C(O)=C3C1=C(O)C(O)=C(O)C=C1C(=O)OC2C1OC(=O)C2=CC(O)=C(O)C(O)=C2C2=C(O)C(O)=C(O)C(=C2)C(=O)OCC1OC(=O)C1=CC(O)=C(O)C(O)=C1

InChI Identifier

InChI=1S/C41H28O26/c42-12-1-7(2-13(43)24(12)48)37(58)64-16-6-63-38(59)11-3-8(22(46)32(56)23(11)47)17-9(4-14(44)25(49)27(17)51)39(60)65-34(16)36-35-31(55)21-20(41(62)66-35)19(29(53)33(57)30(21)54)18-10(40(61)67-36)5-15(45)26(50)28(18)52/h1-5,16,31,34-36,42-57H,6H2

InChI Key

PQTNAAUWLBNDQZ-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, 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
Casuarina sticta	Plant	KNApSAcK
Casuarina stricta	Plant	KNApSAcK
Corylus heterophylla	Plant	KNApSAcK
Cowania mexicana	Plant	KNApSAcK
Eucalyptus viminalis	Plant	KNApSAcK
Feijoa sellowiana	FooDB	KNAPSACK
Kunzea ambigua	Plant	KNApSAcK
Liquidambar formosana	Plant	KNApSAcK
Osbeckia chinensis	Plant	KNApSAcK
Psidium guajava	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Punica granatum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Stachyurus praecox	Plant	KNApSAcK
Syzygium jambos	FooDB	KNAPSACK
Terminalia chebula	Plant	KNApSAcK
Tibouchina multiflora	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Pentacarboxylic acid or derivatives
Macrolide
Galloyl ester
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
Benzoate ester
Benzopyran
Isochromane
2-benzopyran
Benzenetriol
Benzoic acid or derivatives
Pyrogallol derivative
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Lactone
Carboxylic acid ester
Secondary alcohol
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Polyol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen 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	2.91	ALOGPS
logP	3.2	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	7.31	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	21	ChemAxon
Hydrogen Donor Count	16	ChemAxon
Polar Surface Area	455.18 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	213.61 m³·mol⁻¹	ChemAxon
Polarizability	83.49 Å³	ChemAxon
Number of Rings	8	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

HMDB0030632

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002534

KNApSAcK ID

C00002910

Chemspider ID

Not Available

KEGG Compound ID

C10213

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Casuarinin

METLIN ID

Not Available

PubChem Compound

131751061

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kwon DJ, Bae YS, Ju SM, Goh AR, Choi SY, Park J: Casuarinin suppresses TNF-alpha-induced ICAM-1 expression via blockade of NF-kappaB activation in HaCaT cells. Biochem Biophys Res Commun. 2011 Jun 17;409(4):780-5. doi: 10.1016/j.bbrc.2011.05.088. Epub 2011 May 20. [PubMed:21621513 ]
Kuo PL, Hsu YL, Lin TC, Lin LT, Chang JK, Lin CC: Casuarinin from the bark of Terminalia arjuna induces apoptosis and cell cycle arrest in human breast adenocarcinoma MCF-7 cells. Planta Med. 2005 Mar;71(3):237-43. doi: 10.1055/s-2005-837823. [PubMed:15770544 ]

Showing NP-Card for Casuarinin (NP0045965)

MOL for NP0045965 (Casuarinin)

3D MOL for NP0045965 (Casuarinin)

3D SDF for NP0045965 (Casuarinin)

3D-SDF for NP0045965 (Casuarinin)

PDB for NP0045965 (Casuarinin)

3D PDB for NP0045965 (Casuarinin)

SMILES for NP0045965 (Casuarinin)

INCHI for NP0045965 (Casuarinin)

Structure for NP0045965 (Casuarinin)

3D Structure for NP0045965 (Casuarinin)