NP-MRD: Showing NP-Card for (2r,3s)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-3-{[(2e)-3-(3-methoxy-4-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}butanedioic acid (NP0221659)

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Record Information

Version

2.0

Created at

2022-09-05 23:17:37 UTC

Updated at

2022-09-05 23:17:37 UTC

NP-MRD ID

NP0221659

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3s)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-3-{[(2e)-3-(3-methoxy-4-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}butanedioic acid

Description

Shomaside B 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. (2r,3s)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-3-{[(2e)-3-(3-methoxy-4-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}butanedioic acid is found in Actaea dahurica. Based on a literature review very few articles have been published on Shomaside B.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062201172D          

 42 44  0  0  1  0            999 V2000
   -7.7328   -1.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8296   -2.3845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1684   -2.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4105   -2.5522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7494   -3.0457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9914   -2.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3303   -3.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4756   -2.0682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9112   -3.3810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1533   -3.0552    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0565   -2.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7176   -1.7424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2986   -1.9100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4921   -3.5486    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9856   -4.2098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8310   -4.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9278   -4.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2667   -5.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3635   -6.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1214   -6.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2182   -7.3193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7825   -6.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6857   -5.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9987   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8168   -2.0828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1794   -2.9843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8462   -3.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6041   -4.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2652   -3.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0232   -4.0231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1200   -4.8424    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4588   -5.3359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5556   -6.1552    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8945   -6.6487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9913   -7.4680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3136   -6.4810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.4104   -7.3003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9747   -5.9876    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.7326   -6.3134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8779   -5.1683    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.5390   -4.6748    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
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 18 24  1  0  0  0  0
 15 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  5 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
  3 30  1  0  0  0  0
 30 31  1  0  0  0  0
 32 31  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 39 40  1  6  0  0  0
 39 41  1  0  0  0  0
 32 41  1  0  0  0  0
 41 42  1  1  0  0  0
M  END


  Mrv1652309062201172D          

 42 44  0  0  1  0            999 V2000
   -7.7328   -1.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8296   -2.3845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1684   -2.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4105   -2.5522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7494   -3.0457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9914   -2.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3303   -3.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4756   -2.0682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9112   -3.3810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1533   -3.0552    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0565   -2.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7176   -1.7424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2986   -1.9100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4921   -3.5486    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9856   -4.2098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8310   -4.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9278   -4.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2667   -5.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3635   -6.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1214   -6.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2182   -7.3193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7825   -6.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6857   -5.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9987   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8168   -2.0828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1794   -2.9843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8462   -3.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6041   -4.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2652   -3.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0232   -4.0231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1200   -4.8424    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4588   -5.3359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5556   -6.1552    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8945   -6.6487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9913   -7.4680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3136   -6.4810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.4104   -7.3003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9747   -5.9876    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.7326   -6.3134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8779   -5.1683    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.5390   -4.6748    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
 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 18 24  1  0  0  0  0
 15 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  5 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
  3 30  1  0  0  0  0
 30 31  1  0  0  0  0
 32 31  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 39 40  1  6  0  0  0
 39 41  1  0  0  0  0
 32 41  1  0  0  0  0
 41 42  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0221659

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C\C(=O)O[C@H](C(O)=O)[C@](O)(CC2=CC=C(O)C=C2)C(O)=O)=CC=C1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C27H30O15/c1-39-17-10-13(4-8-16(17)40-25-22(33)21(32)20(31)18(12-28)41-25)5-9-19(30)42-23(24(34)35)27(38,26(36)37)11-14-2-6-15(29)7-3-14/h2-10,18,20-23,25,28-29,31-33,38H,11-12H2,1H3,(H,34,35)(H,36,37)/b9-5+/t18-,20+,21+,22-,23-,25-,27-/m1/s1

> <INCHI_KEY>
UEFRIVIHMWFPPY-SAZVBQAKSA-N

> <FORMULA>
C27H30O15

> <MOLECULAR_WEIGHT>
594.522

> <EXACT_MASS>
594.158470266

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
56.81422330898822

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-3-{[(2E)-3-(3-methoxy-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}butanedioic acid

> <JCHEM_LOGP>
0.26131308066666686

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.549993861806793

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1007500958683503

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6483953658794537

> <JCHEM_POLAR_SURFACE_AREA>
249.96999999999994

> <JCHEM_REFRACTIVITY>
137.68280000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-3-{[(2E)-3-(3-methoxy-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}butanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0     -14.435  -2.922   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0     -14.615  -4.451   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0     -13.381  -5.372   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -11.966  -4.764   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.732  -5.685   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.317  -5.077   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.083  -5.998   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -6.488  -3.861   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -5.434  -6.311   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -4.019  -5.703   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.839  -4.174   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -5.073  -3.252   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -2.424  -3.565   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.785  -6.624   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.706  -7.858   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.551  -7.545   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.732  -9.075   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.498  -9.996   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.678 -11.525   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.093 -12.133   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.274 -13.663   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -3.327 -11.212   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.147  -9.683   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.864  -5.390   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.525  -3.888   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.335  -5.571   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0     -10.913  -7.215   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -12.328  -7.823   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -13.562  -6.902   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0     -14.977  -7.510   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0     -15.157  -9.039   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0     -13.923  -9.960   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0     -14.104 -11.490   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -12.870 -12.411   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0     -13.050 -13.940   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0     -15.519 -12.098   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0     -15.699 -13.627   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0     -16.753 -11.177   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0     -18.168 -11.785   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0     -16.572  -9.647   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0     -17.806  -8.726   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   30                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   28                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   11   16   17   25                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   18                                                       
CONECT   25   15   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28    5   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29    3   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   41                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   37                                                  
CONECT   35   34   36                                                       
CONECT   36   35                                                            
CONECT   37   34   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   32   42                                                  
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₀O₁₅

Average Mass

594.5220 Da

Monoisotopic Mass

594.15847 Da

IUPAC Name

(2R,3S)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-3-{[(2E)-3-(3-methoxy-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}butanedioic acid

Traditional Name

(2R,3S)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-3-{[(2E)-3-(3-methoxy-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}butanedioic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\C(=O)O[C@H](C(O)=O)[C@](O)(CC2=CC=C(O)C=C2)C(O)=O)=CC=C1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C27H30O15/c1-39-17-10-13(4-8-16(17)40-25-22(33)21(32)20(31)18(12-28)41-25)5-9-19(30)42-23(24(34)35)27(38,26(36)37)11-14-2-6-15(29)7-3-14/h2-10,18,20-23,25,28-29,31-33,38H,11-12H2,1H3,(H,34,35)(H,36,37)/b9-5+/t18-,20+,21+,22-,23-,25-,27-/m1/s1

InChI Key

UEFRIVIHMWFPPY-SAZVBQAKSA-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
Actaea dahurica	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 ester
Coumaric acid or derivatives
Cinnamic acid or derivatives
3-phenylpropanoic-acid
O-glycosyl compound
Tricarboxylic acid or derivatives
Phenol ether
Phenoxy compound
Styrene
Anisole
Methoxybenzene
Alkyl aryl ether
Fatty acid ester
Sugar acid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alpha-hydroxy acid
Hydroxy acid
Monosaccharide
Oxane
Benzenoid
Monocyclic benzene moiety
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Ether
Acetal
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Polyol
Organic oxide
Alcohol
Carbonyl group
Hydrocarbon derivative
Primary 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	0.26	ChemAxon
pKa (Strongest Acidic)	3.1	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	249.97 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	137.68 m³·mol⁻¹	ChemAxon
Polarizability	56.81 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

24671906

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46209784

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3s)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-3-{[(2e)-3-(3-methoxy-4-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}butanedioic acid (NP0221659)

MOL for NP0221659 ((2r,3s)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-3-{[(2e)-3-(3-methoxy-4-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}butanedioic acid)

3D MOL for NP0221659 ((2r,3s)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-3-{[(2e)-3-(3-methoxy-4-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}butanedioic acid)

3D SDF for NP0221659 ((2r,3s)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-3-{[(2e)-3-(3-methoxy-4-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}butanedioic acid)

3D-SDF for NP0221659 ((2r,3s)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-3-{[(2e)-3-(3-methoxy-4-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}butanedioic acid)

PDB for NP0221659 ((2r,3s)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-3-{[(2e)-3-(3-methoxy-4-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}butanedioic acid)

3D PDB for NP0221659 ((2r,3s)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-3-{[(2e)-3-(3-methoxy-4-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}butanedioic acid)

SMILES for NP0221659 ((2r,3s)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-3-{[(2e)-3-(3-methoxy-4-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}butanedioic acid)

INCHI for NP0221659 ((2r,3s)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-3-{[(2e)-3-(3-methoxy-4-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}butanedioic acid)

Structure for NP0221659 ((2r,3s)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-3-{[(2e)-3-(3-methoxy-4-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}butanedioic acid)

3D Structure for NP0221659 ((2r,3s)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]-3-{[(2e)-3-(3-methoxy-4-{[(2s,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}butanedioic acid)