NP-MRD: Showing NP-Card for cassiatannin a (NP0330189)

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Record Information

Version

2.0

Created at

2022-09-12 15:17:53 UTC

Updated at

2022-09-12 15:17:53 UTC

NP-MRD ID

NP0330189

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cassiatannin a

Description

Cassiatannin A belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''. Cassiatannin A is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. cassiatannin a is found in Cinnamomum aromaticum. cassiatannin a was first documented in 2011 (PMID: 21875098). Based on a literature review very few articles have been published on cassiatannin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122217172D          

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M  END

     RDKit          3D

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M  END


  Mrv1652309122217172D          

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 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 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
 22 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  2  0  0  0  0
 31 38  1  0  0  0  0
 30 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  2  0  0  0  0
 40 47  1  0  0  0  0
 48 47  1  1  0  0  0
 27 48  1  0  0  0  0
 48 49  1  0  0  0  0
 30 49  1  0  0  0  0
 49 50  1  6  0  0  0
 26 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  1  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 56 57  1  0  0  0  0
 56 58  1  0  0  0  0
 58 59  1  0  0  0  0
 58 60  2  0  0  0  0
 53 60  1  0  0  0  0
 52 61  1  0  0  0  0
 61 62  1  1  0  0  0
 61 63  1  0  0  0  0
 25 63  1  0  0  0  0
 63 64  1  6  0  0  0
 64 65  2  0  0  0  0
 65 66  1  0  0  0  0
 65 67  1  0  0  0  0
 67 68  2  0  0  0  0
 68 69  1  0  0  0  0
 68 70  1  0  0  0  0
 70 71  2  0  0  0  0
 64 71  1  0  0  0  0
 71 72  1  0  0  0  0
 72 73  1  0  0  0  0
 73 74  1  1  0  0  0
 74 75  2  0  0  0  0
 75 76  1  0  0  0  0
 76 77  2  0  0  0  0
 77 78  1  0  0  0  0
 77 79  1  0  0  0  0
 79 80  1  0  0  0  0
 79 81  2  0  0  0  0
 74 81  1  0  0  0  0
 73 82  1  0  0  0  0
 82 83  1  6  0  0  0
 82 84  1  0  0  0  0
 70 84  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0330189

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@H]1CC2=C(O[C@@H]1C1=CC=C(O)C(O)=C1)C([C@@H]1[C@@H](O)[C@H](OC3=C1C(O)=C([C@@H]1[C@@H](O)[C@H](OC4=CC(O)=CC(O)=C14)C1=CC=C(O)C(O)=C1)C1=C3[C@@H]3[C@@H](O)[C@@](OC4=CC(O)=CC(O)=C34)(O1)C1=CC=C(O)C(O)=C1)C1=CC=C(O)C(O)=C1)=C(O)C=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C60H48O24/c61-23-13-35(72)41-39(15-23)80-54(20-2-6-27(64)32(69)10-20)51(77)44(41)48-50(76)47-45(43-37(74)18-30(67)25-17-38(75)53(81-56(25)43)19-1-5-26(63)31(68)9-19)52(78)55(21-3-7-28(65)33(70)11-21)82-57(47)49-46-42-36(73)14-24(62)16-40(42)83-60(59(46)79,84-58(48)49)22-4-8-29(66)34(71)12-22/h1-16,18,38,44-46,51-55,59,61-79H,17H2/t38-,44+,45-,46+,51+,52+,53+,54+,55+,59+,60-/m0/s1

> <INCHI_KEY>
MIKRORKCMXNOCX-IATHEQPCSA-N

> <FORMULA>
C60H48O24

> <MOLECULAR_WEIGHT>
1153.02

> <EXACT_MASS>
1152.253552426

> <JCHEM_ACCEPTOR_COUNT>
24

> <JCHEM_ATOM_COUNT>
132

> <JCHEM_AVERAGE_POLARIZABILITY>
110.28230544904717

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
19

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,5R,6R,7S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-10-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-7-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-4,12,14-trioxapentacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{15,20}]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol

> <JCHEM_LOGP>
6.231808093333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
13

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.986185605353697

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.600382657672638

> <JCHEM_PKA_STRONGEST_BASIC>
-5.040944334397143

> <JCHEM_POLAR_SURFACE_AREA>
430.5200000000001

> <JCHEM_REFRACTIVITY>
289.2129

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,5R,6R,7S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-10-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-7-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-4,12,14-trioxapentacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{15,20}]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  O   UNK     0      -9.506  -2.180   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -9.506  -3.720   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.172  -4.490   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.172  -6.030   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -7.165  -7.366   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -9.506  -6.800   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -10.839  -6.030   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -10.839  -4.490   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0     -12.173  -6.800   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0     -12.173  -8.340   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -13.507  -9.110   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -14.840  -8.340   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -16.174  -9.110   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -16.174 -10.650   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0     -17.387 -11.599   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0     -14.731 -11.231   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0     -14.855 -12.766   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0     -13.507 -10.650   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -10.839  -9.110   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0     -10.839 -10.650   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -9.506  -8.340   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.172  -9.110   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.838  -8.340   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.272  -7.126   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -5.504  -9.110   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.504 -10.650   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.838 -11.420   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -8.172 -10.650   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -9.659 -11.048   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0     -10.429 -12.382   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -11.956 -12.181   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -12.894 -13.403   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -14.421 -13.202   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -15.010 -11.779   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0     -16.537 -11.578   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0     -14.072 -10.557   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0     -14.662  -9.134   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0     -12.546 -10.758   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0     -10.031 -13.870   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -8.697 -14.640   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -9.096 -16.127   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -8.007 -17.216   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -8.405 -18.704   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -6.519 -16.817   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -6.121 -15.330   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -4.633 -14.931   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -7.210 -14.241   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -6.440 -12.907   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -8.369 -12.146   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -7.309 -11.029   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -4.171 -11.420   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      -2.837 -10.650   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      -1.503 -11.420   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -0.170 -10.650   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       1.164 -11.420   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       1.164 -12.960   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0       2.498 -13.730   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      -0.170 -13.730   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      -0.170 -15.270   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      -1.503 -12.960   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      -2.837  -9.110   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0      -1.503  -8.340   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0      -4.171  -8.340   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      -4.171  -6.800   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      -5.504  -6.030   0.000  0.00  0.00           C+0
HETATM   66  O   UNK     0      -6.838  -6.800   0.000  0.00  0.00           O+0
HETATM   67  C   UNK     0      -5.504  -4.490   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      -4.171  -3.720   0.000  0.00  0.00           C+0
HETATM   69  O   UNK     0      -4.171  -2.180   0.000  0.00  0.00           O+0
HETATM   70  C   UNK     0      -2.837  -4.490   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      -2.837  -6.030   0.000  0.00  0.00           C+0
HETATM   72  O   UNK     0      -1.503  -6.800   0.000  0.00  0.00           O+0
HETATM   73  C   UNK     0      -0.170  -6.030   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0       1.164  -6.800   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0       2.498  -6.030   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0       3.831  -6.800   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0       3.831  -8.340   0.000  0.00  0.00           C+0
HETATM   78  O   UNK     0       5.165  -9.110   0.000  0.00  0.00           O+0
HETATM   79  C   UNK     0       2.498  -9.110   0.000  0.00  0.00           C+0
HETATM   80  O   UNK     0       2.498 -10.650   0.000  0.00  0.00           O+0
HETATM   81  C   UNK     0       1.164  -8.340   0.000  0.00  0.00           C+0
HETATM   82  C   UNK     0      -0.170  -4.490   0.000  0.00  0.00           C+0
HETATM   83  O   UNK     0       1.164  -3.720   0.000  0.00  0.00           O+0
HETATM   84  C   UNK     0      -1.503  -3.720   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   21                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    2                                                       
CONECT    9    7   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   11                                                       
CONECT   19   10   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    6   22                                                  
CONECT   22   21   23   28                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   63                                                  
CONECT   26   25   27   51                                                  
CONECT   27   26   28   48                                                  
CONECT   28   27   22   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   39   49                                             
CONECT   31   30   32   38                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   31                                                       
CONECT   39   30   40                                                       
CONECT   40   39   41   47                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   40   48                                                  
CONECT   48   47   27   49                                                  
CONECT   49   48   30   50                                                  
CONECT   50   49                                                            
CONECT   51   26   52                                                       
CONECT   52   51   53   61                                                  
CONECT   53   52   54   60                                                  
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57   58                                                  
CONECT   57   56                                                            
CONECT   58   56   59   60                                                  
CONECT   59   58                                                            
CONECT   60   58   53                                                       
CONECT   61   52   62   63                                                  
CONECT   62   61                                                            
CONECT   63   61   25   64                                                  
CONECT   64   63   65   71                                                  
CONECT   65   64   66   67                                                  
CONECT   66   65                                                            
CONECT   67   65   68                                                       
CONECT   68   67   69   70                                                  
CONECT   69   68                                                            
CONECT   70   68   71   84                                                  
CONECT   71   70   64   72                                                  
CONECT   72   71   73                                                       
CONECT   73   72   74   82                                                  
CONECT   74   73   75   81                                                  
CONECT   75   74   76                                                       
CONECT   76   75   77                                                       
CONECT   77   76   78   79                                                  
CONECT   78   77                                                            
CONECT   79   77   80   81                                                  
CONECT   80   79                                                            
CONECT   81   79   74                                                       
CONECT   82   73   83   84                                                  
CONECT   83   82                                                            
CONECT   84   82   70                                                       
MASTER        0    0    0    0    0    0    0    0   84    0  192    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₆₀H₄₈O₂₄

Average Mass

1153.0200 Da

Monoisotopic Mass

1152.25355 Da

IUPAC Name

(1R,5R,6R,7S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-10-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-7-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-4,12,14-trioxapentacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{15,20}]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol

Traditional Name

CAS Registry Number

Not Available

SMILES

O[C@H]1CC2=C(O[C@@H]1C1=CC=C(O)C(O)=C1)C([C@@H]1[C@@H](O)[C@H](OC3=C1C(O)=C([C@@H]1[C@@H](O)[C@H](OC4=CC(O)=CC(O)=C14)C1=CC=C(O)C(O)=C1)C1=C3[C@@H]3[C@@H](O)[C@@](OC4=CC(O)=CC(O)=C34)(O1)C1=CC=C(O)C(O)=C1)C1=CC=C(O)C(O)=C1)=C(O)C=C2O

InChI Identifier

InChI=1S/C60H48O24/c61-23-13-35(72)41-39(15-23)80-54(20-2-6-27(64)32(69)10-20)51(77)44(41)48-50(76)47-45(43-37(74)18-30(67)25-17-38(75)53(81-56(25)43)19-1-5-26(63)31(68)9-19)52(78)55(21-3-7-28(65)33(70)11-21)82-57(47)49-46-42-36(73)14-24(62)16-40(42)83-60(59(46)79,84-58(48)49)22-4-8-29(66)34(71)12-22/h1-16,18,38,44-46,51-55,59,61-79H,17H2/t38-,44+,45-,46+,51+,52+,53+,54+,55+,59+,60-/m0/s1

InChI Key

MIKRORKCMXNOCX-IATHEQPCSA-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
Cinnamomum aromaticum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Biflavonoids and polyflavonoids

Direct Parent

Biflavonoids and polyflavonoids

Alternative Parents

Substituents

B-type proanthocyanidin
A-type proanthocyanidin
Bi- and polyflavonoid skeleton
Proanthocyanidin
Catechin
Pyranoflavonoid
3'-hydroxyflavonoid
Flavan-3-ol
3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Flavan
Pyranochromene
1-benzopyran
Benzopyran
Chromane
Catechol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Ketal
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Ether
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

proanthocyanidin (CHEBI:69307 )

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	6.23	ChemAxon
pKa (Strongest Acidic)	8.6	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	24	ChemAxon
Hydrogen Donor Count	19	ChemAxon
Polar Surface Area	430.52 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	289.21 m³·mol⁻¹	ChemAxon
Polarizability	110.28 Å³	ChemAxon
Number of Rings	13	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

26618726

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44610605

PDB ID

Not Available

ChEBI ID

69307

Good Scents ID

Not Available

References

General References

Killday KB, Davey MH, Glinski JA, Duan P, Veluri R, Proni G, Daugherty FJ, Tempesta MS: Bioactive A-type proanthocyanidins from Cinnamomum cassia. J Nat Prod. 2011 Sep 23;74(9):1833-41. doi: 10.1021/np1007944. Epub 2011 Aug 29. [PubMed:21875098 ]
LOTUS database [Link]

Showing NP-Card for cassiatannin a (NP0330189)

MOL for NP0330189 (cassiatannin a)

3D MOL for NP0330189 (cassiatannin a)

3D SDF for NP0330189 (cassiatannin a)

3D-SDF for NP0330189 (cassiatannin a)

PDB for NP0330189 (cassiatannin a)

3D PDB for NP0330189 (cassiatannin a)

SMILES for NP0330189 (cassiatannin a)

INCHI for NP0330189 (cassiatannin a)

Structure for NP0330189 (cassiatannin a)

3D Structure for NP0330189 (cassiatannin a)