NP-MRD: Showing NP-Card for 3-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one (NP0261602)

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Record Information

Version

2.0

Created at

2022-09-08 04:05:14 UTC

Updated at

2022-09-08 04:05:15 UTC

NP-MRD ID

NP0261602

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

Description

4''-O-beta-D-Galactopyranosylquercitrin belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. 3-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one is found in Aesculus hippocastanum. 4''-O-beta-D-Galactopyranosylquercitrin is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1652309262023102D          

 43 47  0  0  1  0            999 V2000
    9.9087   -6.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9087   -7.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6235   -8.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3380   -7.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3380   -6.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6235   -6.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0528   -8.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.0528   -6.4546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0528   -8.9285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4713   -6.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4713   -5.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1860   -5.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.9008   -6.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1860   -6.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4712   -8.1038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4712   -8.9285    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1860   -9.3409    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   10.6235   -8.9284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1939   -6.4545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6152   -6.8669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6152   -5.2175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4712  -11.3970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0528  -10.5721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9008   -8.9285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9008  -10.5721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   15.6152  -11.8093    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.9008  -11.3970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   16.3301  -13.0464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3301  -11.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9008  -13.8710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0448  -11.8095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
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 36 40  1  6  0  0  0
 37 41  1  6  0  0  0
 35 42  1  6  0  0  0
 41 43  1  0  0  0  0
M  END

     RDKit          3D

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M  END

  Mrv1652309262023102D          

 43 47  0  0  1  0            999 V2000
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   15.6152   -5.2175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4712  -11.3970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0528  -10.5721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9008   -8.9285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9008  -10.5721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1860  -11.8093    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1860  -12.6340    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.9008  -13.0464    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.6152  -12.6340    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.6152  -11.8093    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.9008  -11.3970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4712  -13.0464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3301  -13.0464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3301  -11.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9008  -13.8710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0448  -11.8095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  7 11  2  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
  8 18  1  0  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  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
 19 24  1  0  0  0  0
  3 25  1  0  0  0  0
  1 26  1  0  0  0  0
 16 27  1  0  0  0  0
 15 28  1  0  0  0  0
 22 29  1  1  0  0  0
 23 30  1  6  0  0  0
 20 31  1  6  0  0  0
 21 32  1  6  0  0  0
 33 29  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 33 38  1  0  0  0  0
 34 39  1  1  0  0  0
 36 40  1  6  0  0  0
 37 41  1  6  0  0  0
 35 42  1  6  0  0  0
 41 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0261602

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC=C(O)C(O)=C2)[C@H](O)[C@H](O)[C@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C27H30O16/c1-8-23(42-27-21(37)19(35)17(33)15(7-28)41-27)20(36)22(38)26(39-8)43-25-18(34)16-13(32)5-10(29)6-14(16)40-24(25)9-2-3-11(30)12(31)4-9/h2-6,8,15,17,19-23,26-33,35-38H,7H2,1H3/t8-,15+,17-,19-,20-,21+,22+,23-,26-,27-/m0/s1

> <INCHI_KEY>
CAENGMLSMONNBU-WNKGIIDLSA-N

> <FORMULA>
C27H30O16

> <MOLECULAR_WEIGHT>
610.521

> <EXACT_MASS>
610.153384886

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
57.66461771051155

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

> <ALOGPS_LOGP>
0.18

> <JCHEM_LOGP>
-0.8687609749999999

> <ALOGPS_LOGS>
-2.21

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.872507285893825

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.372405269010914

> <JCHEM_PKA_STRONGEST_BASIC>
-3.678621615791992

> <JCHEM_POLAR_SURFACE_AREA>
265.52

> <JCHEM_REFRACTIVITY>
140.1451

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.80e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-SEP-20         0                                  
HETATM    1  C   UNK     0      18.496 -12.818   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.496 -14.357   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.831 -15.127   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.164 -14.357   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.164 -12.818   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.831 -12.049   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.498 -15.127   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.833 -14.357   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.833 -12.818   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      22.498 -12.049   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      22.498 -16.666   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      25.146 -12.049   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.146 -10.509   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.481  -9.739   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.815 -10.509   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.815 -12.049   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      26.481 -12.818   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      25.146 -15.127   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      25.146 -16.666   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      26.481 -17.436   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      26.481 -18.965   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      25.146 -19.735   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      23.833 -18.965   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      23.833 -17.436   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      19.831 -16.666   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      17.162 -12.048   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      29.148 -12.818   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      29.148  -9.739   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      25.146 -21.274   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      22.498 -19.735   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      27.815 -16.666   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      27.815 -19.735   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      26.481 -22.044   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      26.481 -23.583   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      27.815 -24.353   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      29.148 -23.583   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      29.148 -22.044   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      27.815 -21.274   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      25.146 -24.353   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      30.483 -24.353   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      30.483 -21.274   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      27.815 -25.892   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      31.817 -22.044   0.000  0.00  0.00           O+0
CONECT    1    2    6   26                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    1                                                       
CONECT    7    4    8   11                                                  
CONECT    8    7    9   18                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9    5                                                       
CONECT   11    7                                                            
CONECT   12    9   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   28                                                  
CONECT   16   15   17   27                                                  
CONECT   17   16   12                                                       
CONECT   18    8   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   31                                                  
CONECT   21   20   22   32                                                  
CONECT   22   21   23   29                                                  
CONECT   23   22   24   30                                                  
CONECT   24   23   19                                                       
CONECT   25    3                                                            
CONECT   26    1                                                            
CONECT   27   16                                                            
CONECT   28   15                                                            
CONECT   29   22   33                                                       
CONECT   30   23                                                            
CONECT   31   20                                                            
CONECT   32   21                                                            
CONECT   33   29   34   38                                                  
CONECT   34   33   35   39                                                  
CONECT   35   34   36   42                                                  
CONECT   36   35   37   40                                                  
CONECT   37   36   38   41                                                  
CONECT   38   37   33                                                       
CONECT   39   34                                                            
CONECT   40   36                                                            
CONECT   41   37   43                                                       
CONECT   42   35                                                            
CONECT   43   41                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

View in JSmol

Synonyms

Value	Source
4''-O-b-D-Galactopyranosylquercitrin	Generator
4''-O-Β-D-galactopyranosylquercitrin	Generator
3-[(6-Deoxy-4-O-beta-D-galactopyranosyl-alpha-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one	PhytoBank
3-[(6-Deoxy-4-O-β-D-galactopyranosyl-α-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one	PhytoBank
4''-O-beta-D-Galactopyranoside-quercitrin	PhytoBank
4"-O-beta-D-Galactopyranoside-quercitrin	PhytoBank
Quercetin 3-O-beta-D-galactopyranosyl(1->4)-alpha-L-rhamnoside	PhytoBank
Quercetin 3-O-β-D-galactopyranosyl(1→4)-α-L-rhamnoside	PhytoBank
Quercetin-3-beta-D-galactopyranosyl(1->4)-O-alpha-L-rhamnopyranoside	PhytoBank
Quercetin-3-beta-D-galactopyranosyl-(1->4)-alpha-L-rhamnopyranoside	PhytoBank
Quercetin-3-β-D-galactopyranosyl(1->4)-O-α-L-rhamnopyranoside	PhytoBank
Quercetin-3-β-D-galactopyranosyl-(1→4)-α-L-rhamnopyranoside	PhytoBank
4″-O-β-D-Galactopyranoside-quercitrin	PhytoBank
Quercetin 3-O-beta-D-glucopyranosyl(1->4)-alpha-L-rhamnoside	PhytoBank
Quercetin 3-O-β-D-glucopyranosyl(1→4)-α-L-rhamnoside	PhytoBank
Quercetin-3-beta-D-glucopyranosyl-(1->4)-alpha-L-rhamnopyranoside	PhytoBank
Quercetin-3-β-D-glucopyranosyl-(1→4)-α-L-rhamnopyranoside	PhytoBank
Quercetin-3-O-beta-glucopyranosyl-(1->4)-alpha-rhamnopyranoside	PhytoBank
Quercetin-3-O-β-glucopyranosyl-(1→4)-α-rhamnopyranoside	PhytoBank
Quercetin 3-O-beta-D-glucopyranosyl(1→4)-alpha-L-rhamnoside	PhytoBank
Quercetin-3-beta-D-glucopyranosyl-(1→4)-alpha-L-rhamnopyranoside	PhytoBank
Quercetin-3-O-beta-glucopyranosyl-(1→4)-alpha-rhamnopyranoside	PhytoBank

Chemical Formula

C₂₇H₃₀O₁₆

Average Mass

610.5210 Da

Monoisotopic Mass

610.15338 Da

IUPAC Name

3-{[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

Traditional Name

3-{[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC=C(O)C(O)=C2)[C@H](O)[C@H](O)[C@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C27H30O16/c1-8-23(42-27-21(37)19(35)17(33)15(7-28)41-27)20(36)22(38)26(39-8)43-25-18(34)16-13(32)5-10(29)6-14(16)40-24(25)9-2-3-11(30)12(31)4-9/h2-6,8,15,17,19-23,26-33,35-38H,7H2,1H3/t8-,15+,17-,19-,20-,21+,22+,23-,26-,27-/m0/s1

InChI Key

CAENGMLSMONNBU-WNKGIIDLSA-N

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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Aesculus hippocastanum	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-3-O-glycosides

Alternative Parents

Substituents

Flavonoid-3-o-glycoside
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Disaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Oxane
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Polyol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Organic oxygen compound
Primary alcohol
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	0.18	ALOGPS
logP	-0.87	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	6.37	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	265.52 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	140.15 m³·mol⁻¹	ChemAxon
Polarizability	57.66 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

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

102148646

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one (NP0261602)

MOL for NP0261602 (3-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)

3D MOL for NP0261602 (3-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)

3D SDF for NP0261602 (3-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)

3D-SDF for NP0261602 (3-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)

PDB for NP0261602 (3-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)

3D PDB for NP0261602 (3-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)

SMILES for NP0261602 (3-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)

INCHI for NP0261602 (3-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)

Structure for NP0261602 (3-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)

3D Structure for NP0261602 (3-{[(2s,3r,4s,5r,6s)-3,4-dihydroxy-6-methyl-5-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one)