NP-MRD: Showing NP-Card for Pelargonidin 3-O-[b-D-Glucopyranosyl-(1->2)-[4-hydroxy-3-methoxy-(E)-cinnamoyl-(->6)]-b-D-glucopyranoside] 5-O-(6-O-malonyl-b-D-glucopyranoside) (NP0335653)

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Record Information

Version

2.0

Created at

2024-09-11 02:36:08 UTC

Updated at

2024-09-11 02:36:09 UTC

NP-MRD ID

NP0335653

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pelargonidin 3-O-[b-D-Glucopyranosyl-(1->2)-[4-hydroxy-3-methoxy-(E)-cinnamoyl-(->6)]-b-D-glucopyranoside] 5-O-(6-O-malonyl-b-D-glucopyranoside)

Description

Based on a literature review very few articles have been published on Pelargonidin 3-O-[b-D-Glucopyranosyl-(1->2)-[4-hydroxy-3-methoxy-(E)-cinnamoyl-(->6)]-b-D-glucopyranoside] 5-O-(6-O-malonyl-b-D-glucopyranoside).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262305082D          

 72 78  0  0  0  0            999 V2000
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 71 72  1  0  0  0  0
M  CHG  1  12   1
M  END


  Mrv2104 05262305082D          

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 32 65  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 41  1  0  0  0  0
 35 36  1  0  0  0  0
 35 40  1  0  0  0  0
 36 37  1  0  0  0  0
 36 39  1  0  0  0  0
 37 38  1  0  0  0  0
 38 54  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
 43 45  2  0  0  0  0
 44 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 52  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 50 53  1  0  0  0  0
 51 52  2  0  0  0  0
 51 71  1  0  0  0  0
 54 55  1  0  0  0  0
 54 59  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 63  1  0  0  0  0
 57 58  1  0  0  0  0
 57 62  1  0  0  0  0
 58 59  1  0  0  0  0
 58 61  1  0  0  0  0
 59 60  1  0  0  0  0
 63 64  1  0  0  0  0
 65 66  2  0  0  0  0
 65 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  2  0  0  0  0
 68 70  1  0  0  0  0
 71 72  1  0  0  0  0
M  CHG  1  12   1
M  END
> <DATABASE_ID>
NP0335653

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C\C(=O)OCC2OC(OC3=CC4=C(OC5OC(COC(=O)CC(O)=O)C(O)C(O)C5O)C=C(O)C=C4[O+]=C3C3=CC=C(O)C=C3)C(OC3OC(CO)C(O)C(O)C3O)C(O)C2O)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1/C46H50O26/c1-63-26-10-18(2-8-23(26)50)3-9-32(53)64-16-30-36(57)39(60)43(72-45-41(62)37(58)34(55)28(15-47)69-45)46(71-30)68-27-13-22-24(66-42(27)19-4-6-20(48)7-5-19)11-21(49)12-25(22)67-44-40(61)38(59)35(56)29(70-44)17-65-33(54)14-31(51)52/h2-13,28-30,34-41,43-47,55-62H,14-17H2,1H3,(H3-,48,49,50,51,52,53)/p+1

> <INCHI_KEY>
XGPCPGROCKPKCA-UHFFFAOYNA-O

> <FORMULA>
C46H51O26

> <MOLECULAR_WEIGHT>
1019.887

> <EXACT_MASS>
1019.266308182

> <JCHEM_ACCEPTOR_COUNT>
24

> <JCHEM_ATOM_COUNT>
123

> <JCHEM_AVERAGE_POLARIZABILITY>
97.33910977071992

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[(6-{[(2-carboxyacetyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl)oxy]-3-{[4,5-dihydroxy-6-({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}methyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7-hydroxy-2-(4-hydroxyphenyl)-1lambda4-chromen-1-ylium

> <JCHEM_LOGP>
-0.6591000000000027

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.659928422169025

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3242250173354897

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6789660047085033

> <JCHEM_POLAR_SURFACE_AREA>
410.4100000000001

> <JCHEM_REFRACTIVITY>
242.3417000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
5-[(6-{[(2-carboxyacetyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl)oxy]-3-{[4,5-dihydroxy-6-({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}methyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7-hydroxy-2-(4-hydroxyphenyl)-1lambda4-chromen-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  O   UNK     0       4.000  -5.004   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.665  -5.776   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.333  -5.006   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.001  -5.774   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.001  -7.314   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.333  -8.084   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.333  -3.464   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.333  -5.004   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.668  -5.774   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.668  -7.314   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.003  -8.084   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       1.333  -8.084   0.000  0.00  0.00           O+1
HETATM   13  C   UNK     0       2.665  -7.314   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.000  -8.084   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -7.314   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.667  -8.084   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.000  -9.624   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335 -10.394   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.667  -9.624   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.002 -10.394   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.000  -3.466   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.668  -2.694   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.003  -3.464   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -5.335  -2.694   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.335  -1.154   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.003  -0.384   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.668  -1.154   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.333  -0.384   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -4.003   1.156   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -6.670  -0.384   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -6.670  -3.464   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -8.002  -2.694   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       2.665  -2.696   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       2.665  -1.156   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.000  -0.386   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.335  -1.156   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.335  -2.696   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       6.667  -3.466   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       6.667  -0.384   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       4.000   1.154   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       1.333  -0.386   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       1.333   1.154   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -0.001   1.924   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -0.001   3.464   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -1.333   1.154   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       1.333   4.234   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       1.333   5.774   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -0.001   6.544   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -0.001   8.086   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       1.333   8.857   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       2.668   8.086   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       2.665   6.544   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0       1.333  10.394   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0       8.002  -2.696   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0       8.002  -1.156   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0       9.337  -0.386   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      10.669  -1.154   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      10.669  -2.694   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       9.337  -3.466   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0       9.337  -5.006   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0      12.003  -3.464   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      12.003  -0.384   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0       9.337   1.156   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0      10.669   1.926   0.000  0.00  0.00           O+0
HETATM   65  C   UNK     0      -9.336  -3.464   0.000  0.00  0.00           C+0
HETATM   66  O   UNK     0     -10.671  -2.694   0.000  0.00  0.00           O+0
HETATM   67  C   UNK     0      -9.336  -5.004   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0     -10.671  -5.774   0.000  0.00  0.00           C+0
HETATM   69  O   UNK     0     -10.671  -7.314   0.000  0.00  0.00           O+0
HETATM   70  O   UNK     0     -12.003  -5.004   0.000  0.00  0.00           O+0
HETATM   71  O   UNK     0       4.000   8.854   0.000  0.00  0.00           O+0
HETATM   72  C   UNK     0       4.000  10.394   0.000  0.00  0.00           C+0
CONECT    1    2   21                                                       
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6   12                                                  
CONECT    6    5   10                                                       
CONECT    7    8   22                                                       
CONECT    8    4    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    6    9   11                                                  
CONECT   11   10                                                            
CONECT   12    5   13                                                       
CONECT   13    2   12   14                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   19                                                       
CONECT   17   14   18                                                       
CONECT   18   17   19                                                       
CONECT   19   16   18   20                                                  
CONECT   20   19                                                            
CONECT   21    1   33   37                                                  
CONECT   22    7   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   31                                                  
CONECT   25   24   26   30                                                  
CONECT   26   25   27   29                                                  
CONECT   27   22   26   28                                                  
CONECT   28   27                                                            
CONECT   29   26                                                            
CONECT   30   25                                                            
CONECT   31   24   32                                                       
CONECT   32   31   65                                                       
CONECT   33   21   34                                                       
CONECT   34   33   35   41                                                  
CONECT   35   34   36   40                                                  
CONECT   36   35   37   39                                                  
CONECT   37   21   36   38                                                  
CONECT   38   37   54                                                       
CONECT   39   36                                                            
CONECT   40   35                                                            
CONECT   41   34   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43   46                                                       
CONECT   45   43                                                            
CONECT   46   44   47                                                       
CONECT   47   46   48   52                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51   53                                                  
CONECT   51   50   52   71                                                  
CONECT   52   47   51                                                       
CONECT   53   50                                                            
CONECT   54   38   55   59                                                  
CONECT   55   54   56                                                       
CONECT   56   55   57   63                                                  
CONECT   57   56   58   62                                                  
CONECT   58   57   59   61                                                  
CONECT   59   54   58   60                                                  
CONECT   60   59                                                            
CONECT   61   58                                                            
CONECT   62   57                                                            
CONECT   63   56   64                                                       
CONECT   64   63                                                            
CONECT   65   32   66   67                                                  
CONECT   66   65                                                            
CONECT   67   65   68                                                       
CONECT   68   67   69   70                                                  
CONECT   69   68                                                            
CONECT   70   68                                                            
CONECT   71   51   72                                                       
CONECT   72   71                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  156    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₆H₅₁O₂₆

Average Mass

1019.8870 Da

Monoisotopic Mass

1019.26631 Da

IUPAC Name

5-[(6-{[(2-carboxyacetyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl)oxy]-3-{[4,5-dihydroxy-6-({[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}methyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-7-hydroxy-2-(4-hydroxyphenyl)-1lambda4-chromen-1-ylium

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\C(=O)OCC2OC(OC3=CC4=C(OC5OC(COC(=O)CC(O)=O)C(O)C(O)C5O)C=C(O)C=C4[O+]=C3C3=CC=C(O)C=C3)C(OC3OC(CO)C(O)C(O)C3O)C(O)C2O)=CC=C1O

InChI Identifier

InChI=1/C46H50O26/c1-63-26-10-18(2-8-23(26)50)3-9-32(53)64-16-30-36(57)39(60)43(72-45-41(62)37(58)34(55)28(15-47)69-45)46(71-30)68-27-13-22-24(66-42(27)19-4-6-20(48)7-5-19)11-21(49)12-25(22)67-44-40(61)38(59)35(56)29(70-44)17-65-33(54)14-31(51)52/h2-13,28-30,34-41,43-47,55-62H,14-17H2,1H3,(H3-,48,49,50,51,52,53)/p+1

InChI Key

XGPCPGROCKPKCA-UHFFFAOYNA-O

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	-0.66	ChemAxon
pKa (Strongest Acidic)	3.32	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	24	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	410.41 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	242.34 m³·mol⁻¹	ChemAxon
Polarizability	97.34 Å³	ChemAxon
Number of Rings	7	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Pelargonidin 3-O-[b-D-Glucopyranosyl-(1->2)-[4-hydroxy-3-methoxy-(E)-cinnamoyl-(->6)]-b-D-glucopyranoside] 5-O-(6-O-malonyl-b-D-glucopyranoside) (NP0335653)

MOL for NP0335653 (Pelargonidin 3-O-[b-D-Glucopyranosyl-(1->2)-[4-hydroxy-3-methoxy-(E)-cinnamoyl-(->6)]-b-D-glucopyranoside] 5-O-(6-O-malonyl-b-D-glucopyranoside))

3D MOL for NP0335653 (Pelargonidin 3-O-[b-D-Glucopyranosyl-(1->2)-[4-hydroxy-3-methoxy-(E)-cinnamoyl-(->6)]-b-D-glucopyranoside] 5-O-(6-O-malonyl-b-D-glucopyranoside))

3D SDF for NP0335653 (Pelargonidin 3-O-[b-D-Glucopyranosyl-(1->2)-[4-hydroxy-3-methoxy-(E)-cinnamoyl-(->6)]-b-D-glucopyranoside] 5-O-(6-O-malonyl-b-D-glucopyranoside))

3D-SDF for NP0335653 (Pelargonidin 3-O-[b-D-Glucopyranosyl-(1->2)-[4-hydroxy-3-methoxy-(E)-cinnamoyl-(->6)]-b-D-glucopyranoside] 5-O-(6-O-malonyl-b-D-glucopyranoside))

PDB for NP0335653 (Pelargonidin 3-O-[b-D-Glucopyranosyl-(1->2)-[4-hydroxy-3-methoxy-(E)-cinnamoyl-(->6)]-b-D-glucopyranoside] 5-O-(6-O-malonyl-b-D-glucopyranoside))

3D PDB for NP0335653 (Pelargonidin 3-O-[b-D-Glucopyranosyl-(1->2)-[4-hydroxy-3-methoxy-(E)-cinnamoyl-(->6)]-b-D-glucopyranoside] 5-O-(6-O-malonyl-b-D-glucopyranoside))

SMILES for NP0335653 (Pelargonidin 3-O-[b-D-Glucopyranosyl-(1->2)-[4-hydroxy-3-methoxy-(E)-cinnamoyl-(->6)]-b-D-glucopyranoside] 5-O-(6-O-malonyl-b-D-glucopyranoside))

INCHI for NP0335653 (Pelargonidin 3-O-[b-D-Glucopyranosyl-(1->2)-[4-hydroxy-3-methoxy-(E)-cinnamoyl-(->6)]-b-D-glucopyranoside] 5-O-(6-O-malonyl-b-D-glucopyranoside))

Structure for NP0335653 (Pelargonidin 3-O-[b-D-Glucopyranosyl-(1->2)-[4-hydroxy-3-methoxy-(E)-cinnamoyl-(->6)]-b-D-glucopyranoside] 5-O-(6-O-malonyl-b-D-glucopyranoside))

3D Structure for NP0335653 (Pelargonidin 3-O-[b-D-Glucopyranosyl-(1->2)-[4-hydroxy-3-methoxy-(E)-cinnamoyl-(->6)]-b-D-glucopyranoside] 5-O-(6-O-malonyl-b-D-glucopyranoside))