NP-MRD: Showing NP-Card for Delphinidin 3-caffeoylglucoside (NP0045653)

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Record Information

Version

2.0

Created at

2022-03-17 19:33:27 UTC

Updated at

2022-03-17 19:33:27 UTC

NP-MRD ID

NP0045653

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Delphinidin 3-caffeoylglucoside

Description

Delphinidin 3-caffeoylglucoside is found in Perilla frutescens and Vitis cinerea.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241212192D          

 45 49  0  0  0  0            999 V2000
   -3.2411    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9555   -0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9555   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121    0.2652    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
   -1.8121   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977   -0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3832    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313    1.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3832    1.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313   -0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0457    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0457    1.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6700    0.2652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411   -2.2098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7602   -0.1473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7602    1.5027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313    2.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977   -2.6223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977   -3.4473    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3832   -3.8598    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3313   -3.4473    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3313   -2.6223    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3832   -2.2098    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3832   -1.3848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0457   -2.2098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -3.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3832   -4.6848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0458   -3.8598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411   -8.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -8.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -7.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411   -7.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9555   -7.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9555   -8.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -8.8098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411   -9.6349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411   -6.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -5.9223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -5.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411   -4.6848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -4.6848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  2 17  1  0  0  0  0
  4 18  1  0  0  0  0
  9 28  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 12 21  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
 23 30  1  1  0  0  0
 25 24  1  0  0  0  0
 24 31  1  6  0  0  0
 25 26  1  0  0  0  0
 25 32  1  1  0  0  0
 26 27  1  0  0  0  0
 26 29  1  6  0  0  0
 27 28  1  1  0  0  0
 30 45  1  0  0  0  0
 33 34  2  0  0  0  0
 33 38  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 34 39  1  0  0  0  0
 33 40  1  0  0  0  0
 36 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
M  CHG  1   7   1
M  END


  Mrv0541 02241212192D          

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   -3.2411    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9555   -0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9555   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121    0.2652    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
   -1.8121   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977   -0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3832    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313    1.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3832    1.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313   -0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0457    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0457    1.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6700    0.2652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411   -2.2098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7602   -0.1473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7602    1.5027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313    2.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977   -2.6223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0977   -3.4473    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3832   -3.8598    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3313   -3.4473    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3313   -2.6223    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3832   -2.2098    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3832   -1.3848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0457   -2.2098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -3.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3832   -4.6848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0458   -3.8598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411   -8.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -8.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -7.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411   -7.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9555   -7.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9555   -8.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -8.8098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411   -9.6349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411   -6.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -5.9223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -5.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2411   -4.6848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -4.6848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  2 17  1  0  0  0  0
  4 18  1  0  0  0  0
  9 28  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 12 21  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
 23 30  1  1  0  0  0
 25 24  1  0  0  0  0
 24 31  1  6  0  0  0
 25 26  1  0  0  0  0
 25 32  1  1  0  0  0
 26 27  1  0  0  0  0
 26 29  1  6  0  0  0
 27 28  1  1  0  0  0
 30 45  1  0  0  0  0
 33 34  2  0  0  0  0
 33 38  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 34 39  1  0  0  0  0
 33 40  1  0  0  0  0
 36 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
M  CHG  1   7   1
M  END
> <DATABASE_ID>
NP0045653

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC(O)=C(O)C=C2)O[C@@H](OC2=CC3=C(C=C(O)C=C3O)[O+]=C2C2=CC(O)=C(O)C(O)=C2)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C30H26O15/c31-14-8-17(33)15-10-22(29(43-21(15)9-14)13-6-19(35)25(38)20(36)7-13)44-30-28(41)27(40)26(39)23(45-30)11-42-24(37)4-2-12-1-3-16(32)18(34)5-12/h1-10,23,26-28,30,39-41H,11H2,(H6-,31,32,33,34,35,36,37,38)/p+1/t23-,26-,27+,28-,30-/m1/s1

> <INCHI_KEY>
CPESTIBYQUOXSA-LHRGPQAGSA-O

> <FORMULA>
C30H27O15

> <MOLECULAR_WEIGHT>
627.5264

> <EXACT_MASS>
627.134995194

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
61.07287704152896

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[(2S,3R,4S,5S,6R)-6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-1λ⁴-chromen-1-ylium

> <ALOGPS_LOGP>
2.85

> <JCHEM_LOGP>
3.231899999999999

> <ALOGPS_LOGS>
-3.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.288909534904704

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.365985583394704

> <JCHEM_PKA_STRONGEST_BASIC>
-3.95430753631397

> <JCHEM_POLAR_SURFACE_AREA>
260.2

> <JCHEM_REFRACTIVITY>
161.7679

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.61e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{[(2S,3R,4S,5S,6R)-6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-1λ⁴-chromen-1-ylium

> <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      -6.050   0.495   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.384  -0.275   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.384  -1.815   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.050  -2.585   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.716  -1.815   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.716  -0.275   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.383   0.495   0.000  0.00  0.00           O+1
HETATM    8  C   UNK     0      -3.383  -2.585   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.049  -1.815   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.049  -0.275   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.715   0.495   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.618   2.805   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.715   2.035   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.618  -0.275   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.952   0.495   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.952   2.035   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -8.717   0.495   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -6.050  -4.125   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.286  -0.275   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.286   2.805   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.618   4.345   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.049  -4.895   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.049  -6.435   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.715  -7.205   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.618  -6.435   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.618  -4.895   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.715  -4.125   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.715  -2.585   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.952  -4.125   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -3.383  -7.205   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -0.715  -8.745   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       1.952  -7.205   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -6.050 -16.445   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -4.716 -15.675   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -4.716 -14.135   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -6.050 -13.365   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -7.384 -14.135   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -7.384 -15.675   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -3.383 -16.445   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -6.050 -17.985   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -6.050 -11.825   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -4.716 -11.055   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -4.716  -9.515   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -6.050  -8.745   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -3.383  -8.745   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10   28                                                  
CONECT   10    7    9   11                                                  
CONECT   11   10   13   14                                                  
CONECT   12   13   16   21                                                  
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   12   15   20                                                  
CONECT   17    2                                                            
CONECT   18    4                                                            
CONECT   19   15                                                            
CONECT   20   16                                                            
CONECT   21   12                                                            
CONECT   22   23   27                                                       
CONECT   23   22   24   30                                                  
CONECT   24   23   25   31                                                  
CONECT   25   24   26   32                                                  
CONECT   26   25   27   29                                                  
CONECT   27   22   26   28                                                  
CONECT   28    9   27                                                       
CONECT   29   26                                                            
CONECT   30   23   45                                                       
CONECT   31   24                                                            
CONECT   32   25                                                            
CONECT   33   34   38   40                                                  
CONECT   34   33   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   33   37                                                       
CONECT   39   34                                                            
CONECT   40   33                                                            
CONECT   41   36   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   30   43                                                       
MASTER        0    0    0    0    0    0    0    0   45    0   98    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₂₇O₁₅

Average Mass

627.5264 Da

Monoisotopic Mass

627.13500 Da

IUPAC Name

3-{[(2S,3R,4S,5S,6R)-6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-1λ⁴-chromen-1-ylium

Traditional Name

3-{[(2S,3R,4S,5S,6R)-6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-1λ⁴-chromen-1-ylium

CAS Registry Number

Not Available

SMILES

O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC(O)=C(O)C=C2)O[C@@H](OC2=CC3=C(C=C(O)C=C3O)[O+]=C2C2=CC(O)=C(O)C(O)=C2)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C30H26O15/c31-14-8-17(33)15-10-22(29(43-21(15)9-14)13-6-19(35)25(38)20(36)7-13)44-30-28(41)27(40)26(39)23(45-30)11-42-24(37)4-2-12-1-3-16(32)18(34)5-12/h1-10,23,26-28,30,39-41H,11H2,(H6-,31,32,33,34,35,36,37,38)/p+1/t23-,26-,27+,28-,30-/m1/s1

InChI Key

CPESTIBYQUOXSA-LHRGPQAGSA-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
Perilla frutescens	Plant	KNApSAcK
Vitis cinerea	Plant	KNApSAcK
Vitis vinifera L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthocyanidin 3-o-6-p-coumaroyl glycosides. These are anthocyanidin 3-O-glycosides where the carbohydrate moiety is esterified at the C6 position with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Anthocyanidin 3-O-6-p-coumaroyl glycosides

Alternative Parents

Substituents

Anthocyanidin 3-o-6-p-coumaroyl-glycoside
Anthocyanidin-3-o-glycoside
Anthocyanin
Flavonoid-3-o-glycoside
Hydroxyflavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Anthocyanidin
Hydroxycinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid or derivatives
Cinnamic acid ester
Glycosyl compound
O-glycosyl compound
1-benzopyran
Benzopyran
Pyrogallol derivative
Benzenetriol
Styrene
Catechol
1-hydroxy-4-unsubstituted benzenoid
Phenol
Fatty acid ester
1-hydroxy-2-unsubstituted benzenoid
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Oxane
Monosaccharide
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Acetal
Polyol
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

anthocyanidin glycoside (CHEBI:80474 )
Anthocyanidins (C16367 )
Anthocyanidins and anthocyanins (C16367 )

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	2.85	ALOGPS
logP	3.23	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	6.37	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	260.2 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	161.77 m³·mol⁻¹	ChemAxon
Polarizability	61.07 Å³	ChemAxon
Number of Rings	5	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

FDB001589

KNApSAcK ID

C00006879

Chemspider ID

Not Available

KEGG Compound ID

C16367

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Delphinidin 3-caffeoylglucoside (NP0045653)

MOL for NP0045653 (Delphinidin 3-caffeoylglucoside)

3D MOL for NP0045653 (Delphinidin 3-caffeoylglucoside)

3D SDF for NP0045653 (Delphinidin 3-caffeoylglucoside)

3D-SDF for NP0045653 (Delphinidin 3-caffeoylglucoside)

PDB for NP0045653 (Delphinidin 3-caffeoylglucoside)

3D PDB for NP0045653 (Delphinidin 3-caffeoylglucoside)

SMILES for NP0045653 (Delphinidin 3-caffeoylglucoside)

INCHI for NP0045653 (Delphinidin 3-caffeoylglucoside)

Structure for NP0045653 (Delphinidin 3-caffeoylglucoside)

3D Structure for NP0045653 (Delphinidin 3-caffeoylglucoside)