NP-MRD: Showing NP-Card for [(3s,4r,5r)-3,4-dihydroxy-5-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate (NP0185138)

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Record Information

Version

2.0

Created at

2022-09-04 00:27:11 UTC

Updated at

2022-09-04 00:27:11 UTC

NP-MRD ID

NP0185138

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(3s,4r,5r)-3,4-dihydroxy-5-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Description

3-Methoxy-4-[6-O-[5-O-[(E)-3-methoxy-4-hydroxycinnamoyl]-D-apio-beta-D-furanosyl]-beta-D-glucopyranosyloxy]benzyl alcohol belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. [(3s,4r,5r)-3,4-dihydroxy-5-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate is found in Strychnos axillaris. Based on a literature review very few articles have been published on 3-Methoxy-4-[6-O-[5-O-[(E)-3-methoxy-4-hydroxycinnamoyl]-D-apio-beta-D-furanosyl]-beta-D-glucopyranosyloxy]benzyl alcohol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042202272D          

 44 47  0  0  1  0            999 V2000
    0.0565    2.0386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3115    1.2540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2406    0.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0144   -0.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5377   -0.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2827   -1.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8348   -2.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5798   -2.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2272   -3.1107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1318   -3.5523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4289   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -0.7615   -5.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -6.2195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -6.2195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -3.1468   -6.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6318   -7.4682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4522   -7.3820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9372   -8.0494    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7577   -7.9632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2426   -8.6306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9070   -9.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4757   -8.3081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0964   -5.4349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8810   -5.1800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446   -0.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5996    0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3025    1.5970    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  2  0  0  0  0
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 33 34  1  1  0  0  0
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 35 37  1  0  0  0  0
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 37 38  1  1  0  0  0
 16 39  1  0  0  0  0
 12 39  1  0  0  0  0
 39 40  1  6  0  0  0
  5 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
  3 43  1  0  0  0  0
 43 44  1  0  0  0  0
M  END

     RDKit          3D

 80 83  0  0  0  0  0  0  0  0999 V2000
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   11.5087   -3.1573   -0.2987 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6271   -2.4528    0.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6168   -1.6779    0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7466   -0.9816    0.8585 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6779   -0.1717    0.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8139    0.5414    0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7616    1.3323    0.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.7990   -4.1186    2.1442 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.2915   -0.2490    0.5698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5849    1.0744    0.8243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8364    1.4301    1.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9233    0.7129   -2.1246 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6846   -0.4041   -2.9188 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309042202272D          

 44 47  0  0  1  0            999 V2000
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   -1.0164   -6.2195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -6.2195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3264   -6.8870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1468   -6.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6318   -7.4682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4522   -7.3820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9372   -8.0494    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7577   -7.9632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2426   -8.6306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9070   -9.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3919  -10.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2124   -9.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6973  -10.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3618  -11.3866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5480   -9.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0631   -8.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3986   -7.7907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9137   -7.1232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6016   -8.8031    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0865   -9.4705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7811   -8.8893    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4456   -9.6430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2962   -8.2219    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4757   -8.3081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0964   -5.4349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8810   -5.1800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446   -0.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5996    0.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0475    0.8124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3025    1.5970    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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  2  0  0  0  0
 23 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 21 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 19 37  1  0  0  0  0
 37 38  1  1  0  0  0
 16 39  1  0  0  0  0
 12 39  1  0  0  0  0
 39 40  1  6  0  0  0
  5 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
  3 43  1  0  0  0  0
 43 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0185138

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C\C(=O)OC[C@@]2(O)CO[C@@H](OC[C@H]3O[C@@H](OC4=CC=C(CO)C=C4OC)[C@H](O)[C@@H](O)[C@@H]3O)[C@@H]2O)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C29H36O15/c1-38-19-9-15(3-6-17(19)31)5-8-22(32)41-13-29(37)14-42-28(26(29)36)40-12-21-23(33)24(34)25(35)27(44-21)43-18-7-4-16(11-30)10-20(18)39-2/h3-10,21,23-28,30-31,33-37H,11-14H2,1-2H3/b8-5+/t21-,23-,24+,25-,26+,27-,28-,29-/m1/s1

> <INCHI_KEY>
ZZIUHYJXYFZBKH-CHKIQGBVSA-N

> <FORMULA>
C29H36O15

> <MOLECULAR_WEIGHT>
624.592

> <EXACT_MASS>
624.205420459

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
61.13832915524365

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(3S,4R,5R)-3,4-dihydroxy-5-{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

> <JCHEM_LOGP>
-0.22725356133333355

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.69493807885182

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.861297360946999

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8257256421166046

> <JCHEM_POLAR_SURFACE_AREA>
223.29

> <JCHEM_REFRACTIVITY>
148.14440000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(3S,4R,5R)-3,4-dihydroxy-5-{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       0.106   3.805   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.581   2.341   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.449   1.196   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.027  -0.268   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.004  -1.413   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.528  -2.877   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.558  -4.022   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.082  -5.486   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.424  -5.807   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -2.113  -6.631   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.637  -8.096   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.698  -8.096   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.421 -10.145   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.897 -11.610   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.437 -11.610   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.343 -12.856   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -5.874 -12.695   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.779 -13.941   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -8.311 -13.780   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -9.216 -15.026   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0     -10.748 -14.865   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0     -11.653 -16.110   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -11.026 -17.517   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -11.932 -18.763   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -13.463 -18.602   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -14.368 -19.848   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0     -13.742 -21.255   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0     -14.090 -17.195   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -13.184 -15.949   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0     -13.811 -14.543   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0     -12.906 -13.297   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -8.590 -16.432   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -9.495 -17.678   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -7.058 -16.593   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -6.432 -18.000   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -6.153 -15.347   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -4.621 -15.508   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -3.913 -10.145   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -5.378  -9.669   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -2.510  -1.093   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -2.986   0.372   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -1.955   1.516   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -2.431   2.981   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   43                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   41                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   39                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   39                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   37                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   33                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   30                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   30                                                       
CONECT   30   29   23   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33   21   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   19   38                                                  
CONECT   38   37                                                            
CONECT   39   16   12   40                                                  
CONECT   40   39                                                            
CONECT   41    5   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42    3   44                                                  
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

View in JSmol

Synonyms

Value	Source
3-Methoxy-4-[6-O-[5-O-[(e)-3-methoxy-4-hydroxycinnamoyl]-D-apio-b-D-furanosyl]-b-D-glucopyranosyloxy]benzyl alcohol	Generator
3-Methoxy-4-[6-O-[5-O-[(e)-3-methoxy-4-hydroxycinnamoyl]-D-apio-β-D-furanosyl]-β-D-glucopyranosyloxy]benzyl alcohol	Generator

Chemical Formula

C₂₉H₃₆O₁₅

Average Mass

624.5920 Da

Monoisotopic Mass

624.20542 Da

IUPAC Name

[(3S,4R,5R)-3,4-dihydroxy-5-{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Traditional Name

[(3S,4R,5R)-3,4-dihydroxy-5-{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\C(=O)OC[C@@]2(O)CO[C@@H](OC[C@H]3O[C@@H](OC4=CC=C(CO)C=C4OC)[C@H](O)[C@@H](O)[C@@H]3O)[C@@H]2O)=CC=C1O

InChI Identifier

InChI=1S/C29H36O15/c1-38-19-9-15(3-6-17(19)31)5-8-22(32)41-13-29(37)14-42-28(26(29)36)40-12-21-23(33)24(34)25(35)27(44-21)43-18-7-4-16(11-30)10-20(18)39-2/h3-10,21,23-28,30-31,33-37H,11-14H2,1-2H3/b8-5+/t21-,23-,24+,25-,26+,27-,28-,29-/m1/s1

InChI Key

ZZIUHYJXYFZBKH-CHKIQGBVSA-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
Strychnos axillaris	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Disaccharide
O-glycosyl compound
Methoxyphenol
Anisole
Benzyl alcohol
Phenoxy compound
Methoxybenzene
Phenol ether
Styrene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Fatty acyl
Monocyclic benzene moiety
Benzenoid
Oxane
Tertiary alcohol
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Oxolane
Carboxylic acid ester
Secondary alcohol
Polyol
Ether
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Acetal
Primary alcohol
Alcohol
Aromatic alcohol
Carbonyl group
Organic oxide
Hydrocarbon derivative
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	-0.23	ChemAxon
pKa (Strongest Acidic)	9.86	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	223.29 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	148.14 m³·mol⁻¹	ChemAxon
Polarizability	61.14 Å³	ChemAxon
Number of Rings	4	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

101844697

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(3s,4r,5r)-3,4-dihydroxy-5-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate (NP0185138)

MOL for NP0185138 ([(3s,4r,5r)-3,4-dihydroxy-5-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D MOL for NP0185138 ([(3s,4r,5r)-3,4-dihydroxy-5-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D SDF for NP0185138 ([(3s,4r,5r)-3,4-dihydroxy-5-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D-SDF for NP0185138 ([(3s,4r,5r)-3,4-dihydroxy-5-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

PDB for NP0185138 ([(3s,4r,5r)-3,4-dihydroxy-5-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D PDB for NP0185138 ([(3s,4r,5r)-3,4-dihydroxy-5-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

SMILES for NP0185138 ([(3s,4r,5r)-3,4-dihydroxy-5-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

INCHI for NP0185138 ([(3s,4r,5r)-3,4-dihydroxy-5-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

Structure for NP0185138 ([(3s,4r,5r)-3,4-dihydroxy-5-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D Structure for NP0185138 ([(3s,4r,5r)-3,4-dihydroxy-5-{[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[4-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methoxy}oxolan-3-yl]methyl (2e)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)