NP-MRD: Showing NP-Card for 4-(5-hydroxy-4-oxo-7-{[(2s,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-({[(2s,3s,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-3-yl)phenyl acetate (NP0316406)

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Record Information

Version

2.0

Created at

2022-09-11 15:34:55 UTC

Updated at

2022-09-11 15:34:55 UTC

NP-MRD ID

NP0316406

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-(5-hydroxy-4-oxo-7-{[(2s,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-({[(2s,3s,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-3-yl)phenyl acetate

Description

Sphaerobioside acetate belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one. 4-(5-hydroxy-4-oxo-7-{[(2s,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-({[(2s,3s,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-3-yl)phenyl acetate is found in Garcinia dulcis. 4-(5-hydroxy-4-oxo-7-{[(2s,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-({[(2s,3s,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-3-yl)phenyl acetate was first documented in 2005 (PMID: 16111726). Based on a literature review very few articles have been published on Sphaerobioside acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112217342D          

 62 66  0  0  1  0            999 V2000
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 30 35  1  0  0  0  0
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  9 59  1  0  0  0  0
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  8 61  1  0  0  0  0
 61 62  2  0  0  0  0
  5 62  1  0  0  0  0
M  END

     RDKit          3D

106110  0  0  0  0  0  0  0  0999 V2000
   14.2392    4.2313    0.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7489    2.4017   -0.2401 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6868    1.9756    0.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.1170    3.1286    1.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1948    5.2975   -0.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309112217342D          

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M  END
> <DATABASE_ID>
NP0316406

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1O[C@H](OC[C@H]2O[C@@H](OC3=CC(O)=C4C(OC=C(C4=O)C4=CC=C(OC(C)=O)C=C4)=C3)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]2OC(C)=O)[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C41H44O21/c1-17-34(55-19(3)43)36(57-21(5)45)38(59-23(7)47)40(53-17)52-16-31-35(56-20(4)44)37(58-22(6)46)39(60-24(8)48)41(62-31)61-27-13-29(49)32-30(14-27)51-15-28(33(32)50)25-9-11-26(12-10-25)54-18(2)42/h9-15,17,31,34-41,49H,16H2,1-8H3/t17-,31-,34-,35-,36+,37+,38+,39-,40+,41-/m1/s1

> <INCHI_KEY>
YZCUKNHEZJTCLY-CYPMYLNHSA-N

> <FORMULA>
C41H44O21

> <MOLECULAR_WEIGHT>
872.782

> <EXACT_MASS>
872.237508437

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
106

> <JCHEM_AVERAGE_POLARIZABILITY>
85.6821959524138

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(5-hydroxy-4-oxo-7-{[(2S,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-({[(2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-4H-chromen-3-yl)phenyl acetate

> <JCHEM_LOGP>
2.642457375333335

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.281960076256137

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8523353217605023

> <JCHEM_POLAR_SURFACE_AREA>
267.54999999999995

> <JCHEM_REFRACTIVITY>
198.75740000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
4-(5-hydroxy-4-oxo-7-{[(2S,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-({[(2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-3-yl)phenyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -6.668  -5.390   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.336 -11.550   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.003 -11.550   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      10.669 -13.860   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.668 -10.010   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       5.335 -12.320   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      14.670  -5.390   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      13.337  -0.000   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      16.004  -0.000   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      12.003   3.850   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   62                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   61                                                  
CONECT    9    8   10   59                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   58                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   55                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   50                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   40                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   35                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   25   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   30   21   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   18   41   45                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45   40   46   50                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47                                                            
CONECT   50   45   16   51                                                  
CONECT   51   50   52                                                       
CONECT   52   51   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52                                                            
CONECT   55   14   56                                                       
CONECT   56   55   57   58                                                  
CONECT   57   56                                                            
CONECT   58   56   12   59                                                  
CONECT   59   58    9   60                                                  
CONECT   60   59                                                            
CONECT   61    8   62                                                       
CONECT   62   61    5                                                       
MASTER        0    0    0    0    0    0    0    0   62    0  132    0
END

View in JSmol

Synonyms

Value	Source
Sphaerobioside acetic acid	Generator

Chemical Formula

C₄₁H₄₄O₂₁

Average Mass

872.7820 Da

Monoisotopic Mass

872.23751 Da

IUPAC Name

4-(5-hydroxy-4-oxo-7-{[(2S,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-({[(2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-4H-chromen-3-yl)phenyl acetate

Traditional Name

4-(5-hydroxy-4-oxo-7-{[(2S,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-({[(2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-3-yl)phenyl acetate

CAS Registry Number

Not Available

SMILES

C[C@H]1O[C@H](OC[C@H]2O[C@@H](OC3=CC(O)=C4C(OC=C(C4=O)C4=CC=C(OC(C)=O)C=C4)=C3)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]2OC(C)=O)[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

InChI Identifier

InChI=1S/C41H44O21/c1-17-34(55-19(3)43)36(57-21(5)45)38(59-23(7)47)40(53-17)52-16-31-35(56-20(4)44)37(58-22(6)46)39(60-24(8)48)41(62-31)61-27-13-29(49)32-30(14-27)51-15-28(33(32)50)25-9-11-26(12-10-25)54-18(2)42/h9-15,17,31,34-41,49H,16H2,1-8H3/t17-,31-,34-,35-,36+,37+,38+,39-,40+,41-/m1/s1

InChI Key

YZCUKNHEZJTCLY-CYPMYLNHSA-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
Garcinia dulcis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflavonoid O-glycosides

Direct Parent

Isoflavonoid O-glycosides

Alternative Parents

Substituents

Isoflavonoid-7-o-glycoside
Isoflavonoid o-glycoside
Hydroxyisoflavonoid
Isoflavone
Phenolic glycoside
O-glycosyl compound
Glycosyl compound
Disaccharide
Chromone
1-benzopyran
Phenol ester
Benzopyran
Phenoxy compound
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Benzenoid
Pyran
Oxane
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous acid
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	2.64	ChemAxon
pKa (Strongest Acidic)	7.28	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	267.55 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	198.76 m³·mol⁻¹	ChemAxon
Polarizability	85.68 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

101773877

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Deachathai S, Mahabusarakam W, Phongpaichit S, Taylor WC: Phenolic compounds from the fruit of Garcinia dulcis. Phytochemistry. 2005 Oct;66(19):2368-75. doi: 10.1016/j.phytochem.2005.06.025. [PubMed:16111726 ]
LOTUS database [Link]

Showing NP-Card for 4-(5-hydroxy-4-oxo-7-{[(2s,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-({[(2s,3s,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-3-yl)phenyl acetate (NP0316406)

MOL for NP0316406 (4-(5-hydroxy-4-oxo-7-{[(2s,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-({[(2s,3s,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-3-yl)phenyl acetate)

3D MOL for NP0316406 (4-(5-hydroxy-4-oxo-7-{[(2s,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-({[(2s,3s,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-3-yl)phenyl acetate)

3D SDF for NP0316406 (4-(5-hydroxy-4-oxo-7-{[(2s,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-({[(2s,3s,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-3-yl)phenyl acetate)

3D-SDF for NP0316406 (4-(5-hydroxy-4-oxo-7-{[(2s,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-({[(2s,3s,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-3-yl)phenyl acetate)

PDB for NP0316406 (4-(5-hydroxy-4-oxo-7-{[(2s,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-({[(2s,3s,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-3-yl)phenyl acetate)

3D PDB for NP0316406 (4-(5-hydroxy-4-oxo-7-{[(2s,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-({[(2s,3s,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-3-yl)phenyl acetate)

SMILES for NP0316406 (4-(5-hydroxy-4-oxo-7-{[(2s,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-({[(2s,3s,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-3-yl)phenyl acetate)

INCHI for NP0316406 (4-(5-hydroxy-4-oxo-7-{[(2s,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-({[(2s,3s,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-3-yl)phenyl acetate)

Structure for NP0316406 (4-(5-hydroxy-4-oxo-7-{[(2s,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-({[(2s,3s,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-3-yl)phenyl acetate)

3D Structure for NP0316406 (4-(5-hydroxy-4-oxo-7-{[(2s,3r,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-({[(2s,3s,4s,5r,6r)-3,4,5-tris(acetyloxy)-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}chromen-3-yl)phenyl acetate)