Np mrd loader

Showing NP-Card for Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside (NP0046758)

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Record Information
Version2.0
Created at2022-03-17 20:29:04 UTC
Updated at2022-03-17 20:29:04 UTC
NP-MRD IDNP0046758
Secondary Accession NumbersNone
Natural Product Identification
Common NameCyanidin 3-(caffeoyl-sophoroside) 5-glucoside
DescriptionNot Available
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0046758 (Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside)


  Mrv0541 02241220402D          

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M  CHG  1   7   1
M  END
Download

3D MOL for NP0046758 (Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside)

Download
3D SDF for NP0046758 (Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside)

  Mrv0541 02241220402D          

 66 72  0  0  0  0            999 V2000
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M  CHG  1   7   1
M  END
> <DATABASE_ID>
NP0046758

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](OC2=CC(O)=CC3=C2C=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@H](COC(=O)\C=C\C4=CC=C(O)C(O)=C4)[C@@H](O)[C@H](O)[C@H]2O)C(=[O+]3)C2=CC(O)=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C42H46O24/c43-12-26-30(51)33(54)36(57)40(63-26)61-24-10-17(45)9-23-18(24)11-25(38(60-23)16-3-5-20(47)22(49)8-16)62-42-39(35(56)31(52)27(13-44)64-42)66-41-37(58)34(55)32(53)28(65-41)14-59-29(50)6-2-15-1-4-19(46)21(48)7-15/h1-11,26-28,30-37,39-44,51-58H,12-14H2,(H4-,45,46,47,48,49,50)/p+1/t26-,27-,28-,30-,31-,32-,33+,34+,35+,36-,37-,39-,40-,41+,42-/m1/s1

> <INCHI_KEY>
YZJPIJNLTTVHHD-GXKMNUNHSA-O

> <FORMULA>
C42H47O24

> <MOLECULAR_WEIGHT>
935.8082

> <EXACT_MASS>
935.245727432

> <JCHEM_ACCEPTOR_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
88.83048570422143

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
15

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
1.21

> <JCHEM_LOGP>
-1.263700000000004

> <ALOGPS_LOGS>
-3.05

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.96714112066707

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.646997658345155

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6858411923595105

> <JCHEM_POLAR_SURFACE_AREA>
398.2700000000001

> <JCHEM_REFRACTIVITY>
224.34470000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.59e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0046758 (Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside)
Download
PDB for NP0046758 (Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside)
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     -10.396   0.415   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -11.730  -0.355   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -11.730  -1.895   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.396  -2.665   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.062  -1.895   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.062  -0.355   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -7.729   0.415   0.000  0.00  0.00           O+1
HETATM    8  C   UNK     0      -7.729  -2.665   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.395  -1.895   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.395  -0.355   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.061   0.415   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.728   2.725   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.061   1.955   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.728  -0.355   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.394   0.415   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.394   1.955   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.060   2.725   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0     -13.063   0.415   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -3.728   4.265   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0     -13.063  -4.205   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0     -14.397  -4.975   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -14.397  -6.515   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -13.063  -7.285   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -11.730  -6.515   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -11.730  -4.975   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0     -10.396  -4.205   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0     -10.396  -7.285   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0     -13.063  -8.825   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0     -15.731  -7.285   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0     -15.731  -4.205   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0     -17.065  -4.975   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -1.060  -6.515   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       0.273  -7.284   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.607  -6.514   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.607  -4.974   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.273  -4.204   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.060  -4.975   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -2.394  -4.205   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       0.273  -2.664   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       2.941  -4.204   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       2.941  -7.284   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       0.273  -8.824   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -6.395  -4.975   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -6.395  -6.515   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -5.061  -7.285   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -3.728  -6.515   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -3.728  -4.975   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -5.061  -4.205   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      -5.061  -2.665   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      -2.394  -7.285   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -5.061  -8.825   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      -7.729  -7.285   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      -7.729  -8.825   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0       4.275 -14.214   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       5.608 -14.984   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       5.608 -16.524   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       4.275 -17.294   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       2.941 -16.524   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       2.941 -14.984   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       4.275 -12.674   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       2.941 -11.904   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0       2.941 -10.364   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0       1.607  -9.594   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0       4.275  -9.594   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0       4.275 -18.834   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0       1.607 -17.294   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   26                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10   49                                                  
CONECT   10    7    9   11                                                  
CONECT   11   10   13   14                                                  
CONECT   12   13   16   19                                                  
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   12   15   17                                                  
CONECT   17   16                                                            
CONECT   18    2                                                            
CONECT   19   12                                                            
CONECT   20   21   25                                                       
CONECT   21   20   22   30                                                  
CONECT   22   21   23   29                                                  
CONECT   23   22   24   28                                                  
CONECT   24   23   25   27                                                  
CONECT   25   20   24   26                                                  
CONECT   26    4   25                                                       
CONECT   27   24                                                            
CONECT   28   23                                                            
CONECT   29   22                                                            
CONECT   30   21   31                                                       
CONECT   31   30                                                            
CONECT   32   33   37                                                       
CONECT   33   32   34   42                                                  
CONECT   34   33   35   41                                                  
CONECT   35   34   36   40                                                  
CONECT   36   35   37   39                                                  
CONECT   37   32   36   38                                                  
CONECT   38   37   47                                                       
CONECT   39   36                                                            
CONECT   40   35                                                            
CONECT   41   34                                                            
CONECT   42   33   63                                                       
CONECT   43   44   48                                                       
CONECT   44   43   45   52                                                  
CONECT   45   44   46   51                                                  
CONECT   46   45   47   50                                                  
CONECT   47   46   48   38                                                  
CONECT   48   43   47   49                                                  
CONECT   49    9   48                                                       
CONECT   50   46                                                            
CONECT   51   45                                                            
CONECT   52   44   53                                                       
CONECT   53   52                                                            
CONECT   54   55   59   60                                                  
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58   65                                                  
CONECT   58   57   59   66                                                  
CONECT   59   58   54                                                       
CONECT   60   54   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63   64                                                  
CONECT   63   42   62                                                       
CONECT   64   62                                                            
CONECT   65   57                                                            
CONECT   66   58                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  144    0
END

Download
3D PDB for NP0046758 (Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside)
Download
SMILES for NP0046758 (Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside)
OC[C@H]1O[C@@H](OC2=CC(O)=CC3=C2C=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@H](COC(=O)\C=C\C4=CC=C(O)C(O)=C4)[C@@H](O)[C@H](O)[C@H]2O)C(=[O+]3)C2=CC(O)=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O
Download
INCHI for NP0046758 (Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside)
InChI=1S/C42H46O24/c43-12-26-30(51)33(54)36(57)40(63-26)61-24-10-17(45)9-23-18(24)11-25(38(60-23)16-3-5-20(47)22(49)8-16)62-42-39(35(56)31(52)27(13-44)64-42)66-41-37(58)34(55)32(53)28(65-41)14-59-29(50)6-2-15-1-4-19(46)21(48)7-15/h1-11,26-28,30-37,39-44,51-58H,12-14H2,(H4-,45,46,47,48,49,50)/p+1/t26-,27-,28-,30-,31-,32-,33+,34+,35+,36-,37-,39-,40-,41+,42-/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC42H47O24
Average Mass935.8082 Da
Monoisotopic Mass935.24573 Da
IUPAC Name2-(3,4-dihydroxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3-{[(2S,3R,4S,5S,6R)-6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-hydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium
Traditional Name2-(3,4-dihydroxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3-{[(2S,3R,4S,5S,6R)-6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7-hydroxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium
CAS Registry NumberNot Available
SMILES
OC[C@H]1O[C@@H](OC2=CC(O)=CC3=C2C=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@H](COC(=O)\C=C\C4=CC=C(O)C(O)=C4)[C@@H](O)[C@H](O)[C@H]2O)C(=[O+]3)C2=CC(O)=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C42H46O24/c43-12-26-30(51)33(54)36(57)40(63-26)61-24-10-17(45)9-23-18(24)11-25(38(60-23)16-3-5-20(47)22(49)8-16)62-42-39(35(56)31(52)27(13-44)64-42)66-41-37(58)34(55)32(53)28(65-41)14-59-29(50)6-2-15-1-4-19(46)21(48)7-15/h1-11,26-28,30-37,39-44,51-58H,12-14H2,(H4-,45,46,47,48,49,50)/p+1/t26-,27-,28-,30-,31-,32-,33+,34+,35+,36-,37-,39-,40-,41+,42-/m1/s1
InChI KeyYZJPIJNLTTVHHD-GXKMNUNHSA-O
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Ipomoea batatasFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as anthocyanidin-5-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C5-position.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassFlavonoids  
Sub ClassFlavonoid glycosides  
Direct ParentAnthocyanidin-5-O-glycosides  
Alternative Parents
Substituents
  • Anthocyanidin-3-o-glycoside
    • 

  • Anthocyanidin-5-o-glycoside
    • 

  • Flavonoid-3-o-glycoside
    • 

  • 3'-hydroxyflavonoid
    • 

  • 4'-hydroxyflavonoid
    • 

  • 7-hydroxyflavonoid
    • 

  • Hydroxyflavonoid
    • 

  • Anthocyanidin
    • 

  • Phenolic glycoside
    • 

  • Cinnamic acid or derivatives
    • 

  • Coumaric acid or derivatives
    • 

  • Hydroxycinnamic acid or derivatives
    • 

  • Cinnamic acid ester
    • 

  • Disaccharide
    • 

  • Glycosyl compound
    • 

  • O-glycosyl compound
    • 

  • Benzopyran
    • 

  • 1-benzopyran
    • 

  • Catechol
    • 

  • Styrene
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Fatty acid ester
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • Oxane
    • 

  • Benzenoid
    • 

  • Fatty acyl
    • 

  • Enoate ester
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Heteroaromatic compound
    • 

  • Secondary alcohol
    • 

  • Carboxylic acid ester
    • 

  • Acetal
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Polyol
    • 

  • Carboxylic acid derivative
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • Alcohol
    • 

  • Organooxygen compound
    • 

  • Organic oxide
    • 

  • Organic cation
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.21ALOGPS
logP-1.3ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)6.65ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count22ChemAxon
Hydrogen Donor Count15ChemAxon
Polar Surface Area398.27 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity224.34 m³·mol⁻¹ChemAxon
Polarizability88.83 ųChemAxon
Number of Rings7ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB005809  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound101165271  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available