Np mrd loader

Showing NP-Card for Chrysoeriol 7-[feruloyl-(->2)-glucuronyl-(1->2)-glucuronide] (NP0049526)

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Record Information
Version2.0
Created at2022-03-17 21:13:55 UTC
Updated at2022-03-17 21:13:55 UTC
NP-MRD IDNP0049526
Secondary Accession NumbersNone
Natural Product Identification
Common NameChrysoeriol 7-[feruloyl-(->2)-glucuronyl-(1->2)-glucuronide]
DescriptionChrysoeriol 7-[feruloyl-(->2)-glucuronyl-(1->2)-glucuronide] belongs to the class of organic compounds known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position. Chrysoeriol 7-[feruloyl-(->2)-glucuronyl-(1->2)-glucuronide] is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Chrysoeriol 7-[feruloyl-(->2)-glucuronyl-(1->2)-glucuronide] has been detected, but not quantified in, alfalfa and pulses. This could make chrysoeriol 7-[feruloyl-(->2)-glucuronyl-(1->2)-glucuronide] a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0049526 (Chrysoeriol 7-[feruloyl-(->2)-glucuronyl-(1->2)-glucuronide])


  Mrv0541 05061311302D          

 59 64  0  0  0  0            999 V2000
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M  END
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3D MOL for NP0049526 (Chrysoeriol 7-[feruloyl-(->2)-glucuronyl-(1->2)-glucuronide])

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3D SDF for NP0049526 (Chrysoeriol 7-[feruloyl-(->2)-glucuronyl-(1->2)-glucuronide])

  Mrv0541 05061311302D          

 59 64  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0049526

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(\C=C\C(=O)OC2C(OC3C(OC4=CC(O)=C5C(=O)C=C(OC5=C4)C4=CC(OC)=C(O)C=C4)OC(C(O)C3O)C(O)=O)OC(C(O)C2O)C(O)=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C38H36O21/c1-52-22-9-14(3-6-17(22)39)4-8-25(43)56-33-29(46)27(44)32(36(50)51)58-38(33)59-34-30(47)28(45)31(35(48)49)57-37(34)54-16-11-19(41)26-20(42)13-21(55-24(26)12-16)15-5-7-18(40)23(10-15)53-2/h3-13,27-34,37-41,44-47H,1-2H3,(H,48,49)(H,50,51)/b8-4+

> <INCHI_KEY>
CQSOKHCNRZFEOH-XBXARRHUSA-N

> <FORMULA>
C38H36O21

> <MOLECULAR_WEIGHT>
828.6798

> <EXACT_MASS>
828.174908214

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
79.42414714834801

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-[(6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-3-yl)oxy]-3,4-dihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid

> <ALOGPS_LOGP>
2.37

> <JCHEM_LOGP>
1.723317335666666

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.2377551668002593

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.60487025213742

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7327106078170127

> <JCHEM_POLAR_SURFACE_AREA>
324.19000000000005

> <JCHEM_REFRACTIVITY>
191.6814000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.07e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[(6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-3-yl)oxy]-3,4-dihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0049526 (Chrysoeriol 7-[feruloyl-(->2)-glucuronyl-(1->2)-glucuronide])
Download
PDB for NP0049526 (Chrysoeriol 7-[feruloyl-(->2)-glucuronyl-(1->2)-glucuronide])
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.671  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       5.335 -12.320   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      13.337   0.000   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
CONECT    1   52                                                            
CONECT    2   53                                                            
CONECT    3    6   14                                                       
CONECT    4    8   14                                                       
CONECT    5    7   15                                                       
CONECT    6    3   17                                                       
CONECT    7    5   18                                                       
CONECT    8    4   25                                                       
CONECT    9   14   22                                                       
CONECT   10   15   23                                                       
CONECT   11   16   19                                                       
CONECT   12   16   24                                                       
CONECT   13   20   21                                                       
CONECT   14    3    4    9                                                  
CONECT   15    5   10   21                                                  
CONECT   16   11   12   54                                                  
CONECT   17    6   22   39                                                  
CONECT   18    7   23   40                                                  
CONECT   19   11   26   41                                                  
CONECT   20   13   26   42                                                  
CONECT   21   13   15   55                                                  
CONECT   22    9   17   52                                                  
CONECT   23   10   18   53                                                  
CONECT   24   12   26   55                                                  
CONECT   25    8   43   56                                                  
CONECT   26   19   20   24                                                  
CONECT   27   29   32   44                                                  
CONECT   28   30   31   45                                                  
CONECT   29   27   33   46                                                  
CONECT   30   28   34   47                                                  
CONECT   31   28   35   57                                                  
CONECT   32   27   36   58                                                  
CONECT   33   29   38   56                                                  
CONECT   34   30   37   59                                                  
CONECT   35   31   48   49                                                  
CONECT   36   32   50   51                                                  
CONECT   37   34   54   57                                                  
CONECT   38   33   58   59                                                  
CONECT   39   17                                                            
CONECT   40   18                                                            
CONECT   41   19                                                            
CONECT   42   20                                                            
CONECT   43   25                                                            
CONECT   44   27                                                            
CONECT   45   28                                                            
CONECT   46   29                                                            
CONECT   47   30                                                            
CONECT   48   35                                                            
CONECT   49   35                                                            
CONECT   50   36                                                            
CONECT   51   36                                                            
CONECT   52    1   22                                                       
CONECT   53    2   23                                                       
CONECT   54   16   37                                                       
CONECT   55   21   24                                                       
CONECT   56   25   33                                                       
CONECT   57   31   37                                                       
CONECT   58   32   38                                                       
CONECT   59   34   38                                                       
MASTER        0    0    0    0    0    0    0    0   59    0  128    0
END

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3D PDB for NP0049526 (Chrysoeriol 7-[feruloyl-(->2)-glucuronyl-(1->2)-glucuronide])
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SMILES for NP0049526 (Chrysoeriol 7-[feruloyl-(->2)-glucuronyl-(1->2)-glucuronide])
COC1=C(O)C=CC(\C=C\C(=O)OC2C(OC3C(OC4=CC(O)=C5C(=O)C=C(OC5=C4)C4=CC(OC)=C(O)C=C4)OC(C(O)C3O)C(O)=O)OC(C(O)C2O)C(O)=O)=C1
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INCHI for NP0049526 (Chrysoeriol 7-[feruloyl-(->2)-glucuronyl-(1->2)-glucuronide])
InChI=1S/C38H36O21/c1-52-22-9-14(3-6-17(22)39)4-8-25(43)56-33-29(46)27(44)32(36(50)51)58-38(33)59-34-30(47)28(45)31(35(48)49)57-37(34)54-16-11-19(41)26-20(42)13-21(55-24(26)12-16)15-5-7-18(40)23(10-15)53-2/h3-13,27-34,37-41,44-47H,1-2H3,(H,48,49)(H,50,51)/b8-4+
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View in JSmol
Synonyms
ValueSource
5-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 2-O-[2-O-[(2E)-3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propenyl]-beta-D-glucopyranuronosyl]-beta-D-glucopyranosiduronic acidHMDB
Chrysoeriol 7-(2'''-feruloylglucuronosyl)-(1->2)-glucuronideHMDB
6-[(6-Carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-3-yl)oxy]-3,4-dihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylateGenerator
Chemical FormulaC38H36O21
Average Mass828.6798 Da
Monoisotopic Mass828.17491 Da
IUPAC Name6-[(6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-3-yl)oxy]-3,4-dihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid
Traditional Name6-[(6-carboxy-4,5-dihydroxy-2-{[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy}oxan-3-yl)oxy]-3,4-dihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid
CAS Registry Number380468-53-1
SMILES
COC1=C(O)C=CC(\C=C\C(=O)OC2C(OC3C(OC4=CC(O)=C5C(=O)C=C(OC5=C4)C4=CC(OC)=C(O)C=C4)OC(C(O)C3O)C(O)=O)OC(C(O)C2O)C(O)=O)=C1
InChI Identifier
InChI=1S/C38H36O21/c1-52-22-9-14(3-6-17(22)39)4-8-25(43)56-33-29(46)27(44)32(36(50)51)58-38(33)59-34-30(47)28(45)31(35(48)49)57-37(34)54-16-11-19(41)26-20(42)13-21(55-24(26)12-16)15-5-7-18(40)23(10-15)53-2/h3-13,27-34,37-41,44-47H,1-2H3,(H,48,49)(H,50,51)/b8-4+
InChI KeyCQSOKHCNRZFEOH-XBXARRHUSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Medicago sativaFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassFlavonoids  
Sub ClassFlavonoid glycosides  
Direct ParentFlavonoid-7-O-glucuronides  
Alternative Parents
Substituents
  • Flavonoid-7-o-glucuronide
    • 

  • Flavonoid-7-o-glycoside
    • 

  • 3p-methoxyflavonoid-skeleton
    • 

  • 4'-hydroxyflavonoid
    • 

  • 5-hydroxyflavonoid
    • 

  • Flavone
    • 

  • Hydroxyflavonoid
    • 

  • Phenolic glycoside
    • 

  • 1-o-glucuronide
    • 

  • O-glucuronide
    • 

  • Glucuronic acid or derivatives
    • 

  • Cinnamic acid or derivatives
    • 

  • Coumaric acid or derivatives
    • 

  • Hydroxycinnamic acid or derivatives
    • 

  • Cinnamic acid ester
    • 

  • Chromone
    • 

  • Disaccharide
    • 

  • Glycosyl compound
    • 

  • O-glycosyl compound
    • 

  • 1-benzopyran
    • 

  • Benzopyran
    • 

  • Methoxyphenol
    • 

  • Tricarboxylic acid or derivatives
    • 

  • Styrene
    • 

  • Anisole
    • 

  • Phenoxy compound
    • 

  • Methoxybenzene
    • 

  • Phenol ether
    • 

  • Alkyl aryl ether
    • 

  • Beta-hydroxy acid
    • 

  • Pyranone
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • Fatty acid ester
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Hydroxy acid
    • 

  • Fatty acyl
    • 

  • Oxane
    • 

  • Monocyclic benzene moiety
    • 

  • Pyran
    • 

  • Benzenoid
    • 

  • Enoate ester
    • 

  • Heteroaromatic compound
    • 

  • Vinylogous acid
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Secondary alcohol
    • 

  • Carboxylic acid ester
    • 

  • Acetal
    • 

  • Organoheterocyclic compound
    • 

  • Ether
    • 

  • Oxacycle
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • Carbonyl group
    • 

  • Organooxygen compound
    • 

  • 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
logP2.37ALOGPS
logP1.72ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)2.6ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count20ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area324.19 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity191.68 m³·mol⁻¹ChemAxon
Polarizability79.42 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDHMDB0039932  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB019594  
KNApSAcK IDC00013680  
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131752760  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available