NP-MRD: Showing NP-Card for Malvidin 3-O-[6-O-(4-O-(4-O-(6-O-(trans-caffeoyl)-beta-D-glucopyranosyl)-trans-p-coumaroyl)-alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside] (NP0060965)

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Record Information

Version

2.0

Created at

2022-04-28 05:54:50 UTC

Updated at

2022-04-28 05:54:50 UTC

NP-MRD ID

NP0060965

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Malvidin 3-O-[6-O-(4-O-(4-O-(6-O-(trans-caffeoyl)-beta-D-glucopyranosyl)-trans-p-coumaroyl)-alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside]

Description

3-{[(2S,3R,4S,5R,6R)-6-({[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-{[(2E)-3-(4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-({[1-hydroxy-3-(3-hydroxy-4-oxocyclohexa-2,5-dien-1-ylidene)prop-1-en-1-yl]oxy}methyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-1λ⁴-chromen-1-ylium belongs to the class of organic compounds known as anthocyanidin-3-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position. Malvidin 3-O-[6-O-(4-O-(4-O-(6-O-(trans-caffeoyl)-beta-D-glucopyranosyl)-trans-p-coumaroyl)-alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside] is found in Petunia integrifolia subsp. inflata. Based on a literature review very few articles have been published on 3-{[(2S,3R,4S,5R,6R)-6-({[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-{[(2E)-3-(4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-({[1-hydroxy-3-(3-hydroxy-4-oxocyclohexa-2,5-dien-1-ylidene)prop-1-en-1-yl]oxy}methyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-1λ⁴-chromen-1-ylium.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282207542D          

 79 86  0  0  1  0            999 V2000
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  1  2  2  0  0  0  0
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 42 59  1  1  0  0  0
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 22 62  1  6  0  0  0
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 15 64  1  1  0  0  0
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  8 67  1  0  0  0  0
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 76 77  1  0  0  0  0
  3 78  1  0  0  0  0
  1 79  1  0  0  0  0
M  CHG  1   7   1
M  END

     RDKit          3D

136143  0  0  0  0  0  0  0  0999 V2000
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M  CHG  1   7   1
M  END


  Mrv1652304282207542D          

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 16 18  1  1  0  0  0
 18 19  1  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 24 26  1  6  0  0  0
 23 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 32 37  1  0  0  0  0
 35 38  1  0  0  0  0
 39 38  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 39 44  1  0  0  0  0
 43 45  1  1  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 51 56  1  0  0  0  0
 54 57  1  0  0  0  0
 53 58  1  0  0  0  0
 42 59  1  1  0  0  0
 41 60  1  1  0  0  0
 40 61  1  6  0  0  0
 22 62  1  6  0  0  0
 21 63  1  1  0  0  0
 15 64  1  1  0  0  0
 14 65  1  1  0  0  0
 13 66  1  6  0  0  0
  8 67  1  0  0  0  0
 67 68  2  0  0  0  0
 68 69  1  0  0  0  0
 69 70  2  0  0  0  0
 70 71  1  0  0  0  0
 71 72  2  0  0  0  0
 67 72  1  0  0  0  0
 71 73  1  0  0  0  0
 73 74  1  0  0  0  0
 70 75  1  0  0  0  0
 69 76  1  0  0  0  0
 76 77  1  0  0  0  0
  3 78  1  0  0  0  0
  1 79  1  0  0  0  0
M  CHG  1   7   1
M  END
> <DATABASE_ID>
NP0060965

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1O)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@H](OC(=O)\C=C\C3=CC=C(O[C@@H]4O[C@H](COC(=O)\C=C\C5=CC(O)=C(O)C=C5)[C@H](O)[C@H](O)[C@H]4O)C=C3)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C53H56O26/c1-22-49(79-39(59)13-7-23-4-9-27(10-5-23)74-52-46(66)43(63)41(61)36(77-52)20-71-38(58)12-8-24-6-11-29(55)31(57)14-24)45(65)48(68)51(73-22)72-21-37-42(62)44(64)47(67)53(78-37)76-35-19-28-30(56)17-26(54)18-32(28)75-50(35)25-15-33(69-2)40(60)34(16-25)70-3/h4-19,22,36-37,41-49,51-53,61-68H,20-21H2,1-3H3,(H4-,54,55,56,57,58,60)/p+1/b13-7+/t22-,36+,37+,41-,42-,43-,44-,45-,46+,47+,48-,49-,51+,52+,53+/m0/s1

> <INCHI_KEY>
QEXIJXCCZOALAC-PCSKWXQJSA-O

> <FORMULA>
C53H57O26

> <MOLECULAR_WEIGHT>
1110.012

> <EXACT_MASS>
1109.313258376

> <JCHEM_ACCEPTOR_COUNT>
24

> <JCHEM_ATOM_COUNT>
136

> <JCHEM_AVERAGE_POLARIZABILITY>
108.94550068561279

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[(2S,3R,4S,5R,6R)-6-({[(2R,3S,4S,5R,6S)-5-{[(2E)-3-(4-{[(2S,3R,4S,5R,6R)-6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}-3,4-dihydroxy-6-methyloxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-1lambda4-chromen-1-ylium

> <ALOGPS_LOGP>
3.23

> <JCHEM_LOGP>
3.014599999999997

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.414874850028942

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.382279033161312

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9479275433045986

> <JCHEM_POLAR_SURFACE_AREA>
402.5700000000001

> <JCHEM_REFRACTIVITY>
275.2951

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{[(2S,3R,4S,5R,6R)-6-({[(2R,3S,4S,5R,6S)-5-{[(2E)-3-(4-{[(2S,3R,4S,5R,6R)-6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}-3,4-dihydroxy-6-methyloxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-1lambda4-chromen-1-ylium

> <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      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+1
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.000 -12.320   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.667 -12.320   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -1.334 -14.630   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.001 -16.170   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.335 -16.940   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -5.335 -18.480   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -6.668 -19.250   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -8.002 -18.480   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -8.002 -16.940   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -6.668 -16.170   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -9.336 -19.250   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0     -10.669 -18.480   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -12.003 -19.250   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -13.337 -18.480   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -13.337 -16.940   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -12.003 -16.170   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0     -10.669 -16.940   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0     -12.003 -14.630   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0     -13.337 -13.860   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0     -13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0     -12.003 -11.550   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0     -14.670 -11.550   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -18.672 -12.320   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0     -20.005 -11.550   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0     -20.005 -10.010   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0     -18.672  -9.240   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0     -17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0     -21.339  -9.240   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0     -21.339 -12.320   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0     -14.670 -16.170   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0     -14.670 -19.250   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0     -12.003 -20.790   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      -0.000 -13.860   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0       2.667 -12.320   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   67  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   73  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   74  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM   75  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   76  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   77  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   78  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   79  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    6   79                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   78                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   67                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9    4                                                       
CONECT   11    9   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   66                                                  
CONECT   14   13   15   65                                                  
CONECT   15   14   16   64                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   12                                                       
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22   63                                                  
CONECT   22   21   23   62                                                  
CONECT   23   22   24   27                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24   20                                                       
CONECT   26   24                                                            
CONECT   27   23   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   38                                                  
CONECT   36   35   37                                                       
CONECT   37   36   32                                                       
CONECT   38   35   39                                                       
CONECT   39   38   40   44                                                  
CONECT   40   39   41   61                                                  
CONECT   41   40   42   60                                                  
CONECT   42   41   43   59                                                  
CONECT   43   42   44   45                                                  
CONECT   44   43   39                                                       
CONECT   45   43   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52   56                                                  
CONECT   52   51   53                                                       
CONECT   53   52   54   58                                                  
CONECT   54   53   55   57                                                  
CONECT   55   54   56                                                       
CONECT   56   55   51                                                       
CONECT   57   54                                                            
CONECT   58   53                                                            
CONECT   59   42                                                            
CONECT   60   41                                                            
CONECT   61   40                                                            
CONECT   62   22                                                            
CONECT   63   21                                                            
CONECT   64   15                                                            
CONECT   65   14                                                            
CONECT   66   13                                                            
CONECT   67    8   68   72                                                  
CONECT   68   67   69                                                       
CONECT   69   68   70   76                                                  
CONECT   70   69   71   75                                                  
CONECT   71   70   72   73                                                  
CONECT   72   71   67                                                       
CONECT   73   71   74                                                       
CONECT   74   73                                                            
CONECT   75   70                                                            
CONECT   76   69   77                                                       
CONECT   77   76                                                            
CONECT   78    3                                                            
CONECT   79    1                                                            
MASTER        0    0    0    0    0    0    0    0   79    0  172    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₃H₅₇O₂₆

Average Mass

1110.0120 Da

Monoisotopic Mass

1109.31326 Da

IUPAC Name

3-{[(2S,3R,4S,5R,6R)-6-({[(2R,3S,4S,5R,6S)-5-{[(2E)-3-(4-{[(2S,3R,4S,5R,6R)-6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}-3,4-dihydroxy-6-methyloxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-1lambda4-chromen-1-ylium

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1O)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O[C@@H]1O[C@H](CO[C@@H]2O[C@@H](C)[C@H](OC(=O)\C=C\C3=CC=C(O[C@@H]4O[C@H](COC(=O)\C=C\C5=CC(O)=C(O)C=C5)[C@H](O)[C@H](O)[C@H]4O)C=C3)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C53H56O26/c1-22-49(79-39(59)13-7-23-4-9-27(10-5-23)74-52-46(66)43(63)41(61)36(77-52)20-71-38(58)12-8-24-6-11-29(55)31(57)14-24)45(65)48(68)51(73-22)72-21-37-42(62)44(64)47(67)53(78-37)76-35-19-28-30(56)17-26(54)18-32(28)75-50(35)25-15-33(69-2)40(60)34(16-25)70-3/h4-19,22,36-37,41-49,51-53,61-68H,20-21H2,1-3H3,(H4-,54,55,56,57,58,60)/p+1/b13-7+/t22-,36+,37+,41-,42-,43-,44-,45-,46+,47+,48-,49-,51+,52+,53+/m0/s1

InChI Key

QEXIJXCCZOALAC-PCSKWXQJSA-O

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
Petunia integrifolia subsp. inflata	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthocyanidin-3-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Anthocyanidin-3-O-glycosides

Alternative Parents

Substituents

Anthocyanidin-3-o-glycoside
Flavonoid-3-o-glycoside
3p-methoxyflavonoid-skeleton
Hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
Anthocyanidin
Phenolic glycoside
Cinnamic acid ester
Hydroxycinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid or derivatives
O-glycosyl compound
Glycosyl compound
Disaccharide
M-dimethoxybenzene
Dimethoxybenzene
1-benzopyran
Methoxyphenol
Benzopyran
Phenoxy compound
Methoxybenzene
Styrene
Phenol ether
Catechol
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Alkyl aryl ether
Fatty acyl
Benzenoid
Oxane
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Organic cation
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	3.23	ALOGPS
logP	3.01	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	6.38	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	24	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	402.57 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	275.3 m³·mol⁻¹	ChemAxon
Polarizability	108.95 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	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

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

163185852

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Malvidin 3-O-[6-O-(4-O-(4-O-(6-O-(trans-caffeoyl)-beta-D-glucopyranosyl)-trans-p-coumaroyl)-alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside] (NP0060965)

MOL for NP0060965 (Malvidin 3-O-[6-O-(4-O-(4-O-(6-O-(trans-caffeoyl)-beta-D-glucopyranosyl)-trans-p-coumaroyl)-alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside])

3D MOL for NP0060965 (Malvidin 3-O-[6-O-(4-O-(4-O-(6-O-(trans-caffeoyl)-beta-D-glucopyranosyl)-trans-p-coumaroyl)-alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside])

3D SDF for NP0060965 (Malvidin 3-O-[6-O-(4-O-(4-O-(6-O-(trans-caffeoyl)-beta-D-glucopyranosyl)-trans-p-coumaroyl)-alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside])

3D-SDF for NP0060965 (Malvidin 3-O-[6-O-(4-O-(4-O-(6-O-(trans-caffeoyl)-beta-D-glucopyranosyl)-trans-p-coumaroyl)-alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside])

PDB for NP0060965 (Malvidin 3-O-[6-O-(4-O-(4-O-(6-O-(trans-caffeoyl)-beta-D-glucopyranosyl)-trans-p-coumaroyl)-alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside])

3D PDB for NP0060965 (Malvidin 3-O-[6-O-(4-O-(4-O-(6-O-(trans-caffeoyl)-beta-D-glucopyranosyl)-trans-p-coumaroyl)-alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside])

SMILES for NP0060965 (Malvidin 3-O-[6-O-(4-O-(4-O-(6-O-(trans-caffeoyl)-beta-D-glucopyranosyl)-trans-p-coumaroyl)-alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside])

INCHI for NP0060965 (Malvidin 3-O-[6-O-(4-O-(4-O-(6-O-(trans-caffeoyl)-beta-D-glucopyranosyl)-trans-p-coumaroyl)-alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside])

Structure for NP0060965 (Malvidin 3-O-[6-O-(4-O-(4-O-(6-O-(trans-caffeoyl)-beta-D-glucopyranosyl)-trans-p-coumaroyl)-alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside])

3D Structure for NP0060965 (Malvidin 3-O-[6-O-(4-O-(4-O-(6-O-(trans-caffeoyl)-beta-D-glucopyranosyl)-trans-p-coumaroyl)-alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside])