NP-MRD: Showing NP-Card for (2s,3r,4s,5s,6r)-2-{4-[(1s,2s)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0147107)

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Record Information

Version

2.0

Created at

2022-09-02 02:38:38 UTC

Updated at

2022-09-02 02:38:38 UTC

NP-MRD ID

NP0147107

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3r,4s,5s,6r)-2-{4-[(1s,2s)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Description

(1S,2S)-1-[3-Methoxy-4-(beta-D-glucopyranosyloxy)phenyl]-2-(3-methoxy-4-hydroxyphenyl)-1,3-propanediol belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton. Based on a literature review very few articles have been published on (1S,2S)-1-[3-Methoxy-4-(beta-D-glucopyranosyloxy)phenyl]-2-(3-methoxy-4-hydroxyphenyl)-1,3-propanediol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022204382D          

 34 36  0  0  1  0            999 V2000
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -8.6625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0026   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.9000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7171  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -10.3125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2881  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.9000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8592   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 16 25  1  0  0  0  0
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 14 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  2  0  0  0  0
 11 30  1  0  0  0  0
  5 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
  3 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END

     RDKit          3D

 64 66  0  0  0  0  0  0  0  0999 V2000
    6.5654    1.3839   -3.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3536    0.9646   -1.9658 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1712   -0.1875    0.9532 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4754   -1.2030    1.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8849   -1.2418    1.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6210   -0.2516    0.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9450   -0.3644    0.8243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9952    0.3585    0.3083 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8579    0.6496    1.3720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1136    1.0645    0.9426 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.9060    1.4221    2.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1949    2.4556    2.8246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8643   -0.0598    0.2506 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2999    0.4008   -0.9819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8551   -1.1858   -0.0170 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3947   -1.7108    1.1803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6904   -0.5233   -0.7209 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1803    0.2454   -1.7738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9352    0.7717    0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5435    1.7959   -0.4570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8042    2.8273   -1.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4487    0.7821    0.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5007   -1.1517    1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8740   -0.8739    1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4458   -0.1732    0.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8002    0.1110    0.2052 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1808    2.0500   -3.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2572    0.5023   -3.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6446    1.8815   -2.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7658    0.2756   -1.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9364   -0.7582   -1.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4096   -2.8019    1.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9844   -2.7334    0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6922   -4.1858   -0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0049    0.9130    0.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5256   -0.0448    2.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9682   -2.0210    2.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4297   -2.0582    1.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6755    1.2479   -0.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0714    1.9725    0.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8633    0.5591    2.8816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9399    1.7248    1.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4464    2.7839    2.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7132   -0.4350    0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1429   -0.0618   -1.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3290   -1.9775   -0.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0146   -1.5250    1.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9600   -1.2522   -1.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2854   -0.2591   -2.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4455    3.5665   -1.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
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 27 30  2  0
 33  3  1  0
 30 11  1  0
 25 16  1  0
  1 35  1  0
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  4 38  1  0
 31 62  1  0
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 34 64  1  0
  6 39  1  6
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 16 47  1  6
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 23 54  1  6
 24 55  1  0
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 26 57  1  0
 29 58  1  0
 29 59  1  0
 29 60  1  0
 30 61  1  0
M  END


  Mrv1652309022204382D          

 34 36  0  0  1  0            999 V2000
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -8.6625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0026   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.9000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7171  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -10.3125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2881  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.9000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8592   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  0  0  0  0
  6  7  1  1  0  0  0
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 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
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 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  1  0  0  0
 14 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  2  0  0  0  0
 11 30  1  0  0  0  0
  5 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
  3 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0147107

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC=C1O)[C@@H](CO)[C@H](O)C1=CC=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O11/c1-31-16-7-11(3-5-14(16)26)13(9-24)19(27)12-4-6-15(17(8-12)32-2)33-23-22(30)21(29)20(28)18(10-25)34-23/h3-8,13,18-30H,9-10H2,1-2H3/t13-,18-,19-,20-,21+,22-,23-/m1/s1

> <INCHI_KEY>
SUJSUXUCROGYLL-BIRWPJJESA-N

> <FORMULA>
C23H30O11

> <MOLECULAR_WEIGHT>
482.482

> <EXACT_MASS>
482.178811786

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
47.10852557074065

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-2-{4-[(1S,2S)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.08

> <JCHEM_LOGP>
-0.9418928903333332

> <ALOGPS_LOGS>
-2.72

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.196026597560707

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.996148477368436

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6681674071582036

> <JCHEM_POLAR_SURFACE_AREA>
178.52999999999997

> <JCHEM_REFRACTIVITY>
117.24580000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-2-{4-[(1S,2S)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      14.670 -10.010   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.003 -11.550   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      10.669 -12.320   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337 -13.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.670 -14.630   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.004 -13.860   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      17.338 -14.630   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      17.338 -16.170   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      18.672 -16.940   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      18.672 -18.480   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.005 -19.250   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      21.339 -18.480   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      17.338 -19.250   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      17.338 -20.790   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      16.004 -18.480   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      14.670 -19.250   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      16.004 -16.940   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      14.670 -16.170   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      17.338 -11.550   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.670 -11.550   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   33                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   31                                                  
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   30                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   27                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   25                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   16   26                                                  
CONECT   26   25                                                            
CONECT   27   14   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   11                                                       
CONECT   31    5   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32    3   34                                                  
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

View in JSmol

Synonyms

Value	Source
(1S,2S)-1-[3-Methoxy-4-(b-D-glucopyranosyloxy)phenyl]-2-(3-methoxy-4-hydroxyphenyl)-1,3-propanediol	Generator
(1S,2S)-1-[3-Methoxy-4-(β-D-glucopyranosyloxy)phenyl]-2-(3-methoxy-4-hydroxyphenyl)-1,3-propanediol	Generator

Chemical Formula

C₂₃H₃₀O₁₁

Average Mass

482.4820 Da

Monoisotopic Mass

482.17881 Da

IUPAC Name

(2S,3R,4S,5S,6R)-2-{4-[(1S,2S)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

(2S,3R,4S,5S,6R)-2-{4-[(1S,2S)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC=C1O)[C@@H](CO)[C@H](O)C1=CC=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(OC)=C1

InChI Identifier

InChI=1S/C23H30O11/c1-31-16-7-11(3-5-14(16)26)13(9-24)19(27)12-4-6-15(17(8-12)32-2)33-23-22(30)21(29)20(28)18(10-25)34-23/h3-8,13,18-30H,9-10H2,1-2H3/t13-,18-,19-,20-,21+,22-,23-/m1/s1

InChI Key

SUJSUXUCROGYLL-BIRWPJJESA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Stilbene glycosides

Direct Parent

Stilbene glycosides

Alternative Parents

Substituents

Stilbene glycoside
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Phenolic glycoside
Alkyl glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Oxane
Fatty acyl
Monosaccharide
Monocyclic benzene moiety
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Ether
Primary alcohol
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Aromatic alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	-0.08	ALOGPS
logP	-0.94	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	10	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	178.53 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	117.25 m³·mol⁻¹	ChemAxon
Polarizability	47.11 Å³	ChemAxon
Number of Rings	3	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

101380608

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3r,4s,5s,6r)-2-{4-[(1s,2s)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0147107)

MOL for NP0147107 ((2s,3r,4s,5s,6r)-2-{4-[(1s,2s)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0147107 ((2s,3r,4s,5s,6r)-2-{4-[(1s,2s)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0147107 ((2s,3r,4s,5s,6r)-2-{4-[(1s,2s)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0147107 ((2s,3r,4s,5s,6r)-2-{4-[(1s,2s)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0147107 ((2s,3r,4s,5s,6r)-2-{4-[(1s,2s)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0147107 ((2s,3r,4s,5s,6r)-2-{4-[(1s,2s)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0147107 ((2s,3r,4s,5s,6r)-2-{4-[(1s,2s)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0147107 ((2s,3r,4s,5s,6r)-2-{4-[(1s,2s)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0147107 ((2s,3r,4s,5s,6r)-2-{4-[(1s,2s)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0147107 ((2s,3r,4s,5s,6r)-2-{4-[(1s,2s)-1,3-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)propyl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)