NP-MRD: Showing NP-Card for (2r,3s)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid (NP0163476)

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Record Information

Version

2.0

Created at

2022-09-02 22:07:43 UTC

Updated at

2022-09-02 22:07:43 UTC

NP-MRD ID

NP0163476

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3s)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid

Description

Cimicifugic acid C, also known as cimicifugate C, belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid. (2r,3s)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid is found in Actaea dahurica, Actaea japonica and Actaea simplex. Based on a literature review very few articles have been published on Cimicifugic acid C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032200072D          

 30 31  0  0  1  0            999 V2000
    2.4842   -2.5645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4077   -3.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5839   -3.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1338   -4.6386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5075   -5.3741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0573   -6.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2335   -6.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2166   -6.7127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1402   -5.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3100   -4.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6817   -3.3441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0554   -4.0797    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6052   -4.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9789   -5.5066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814   -4.7269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8792   -4.1238    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8350   -4.9476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7030   -4.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0767   -4.9035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9005   -4.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2742   -5.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8240   -6.3745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1977   -7.1101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0002   -6.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5501   -7.0218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6265   -5.5949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9233   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2320   -2.8499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6589   -2.9263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 11  1  0  0  0  0
  2 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 20 27  1  0  0  0  0
 17 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
M  END

     RDKit          3D

 48 49  0  0  0  0  0  0  0  0999 V2000
    0.7926    2.4081   -1.2414 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3057    1.4540   -0.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7657    1.3511   -0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2986    0.3556    0.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7299    0.1941    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1688   -0.9144    1.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5088   -1.1208    1.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4531   -0.2388    0.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8181   -0.4427    1.1788 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9902    0.8416    0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6547    1.0923   -0.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4622    0.4992   -0.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9884    0.6344   -0.2724 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4817    0.7453    1.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6824    0.8523    1.3788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6068    0.7324    2.1988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4444   -0.6290   -0.9626 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4834   -0.7142   -2.0677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7292   -0.5247   -1.7186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9442   -0.1355   -1.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3717    1.1948   -1.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5197    1.6007   -0.4963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3003    0.7107    0.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4733    1.1687    0.8597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8896   -0.5993    0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6594   -1.4909    1.0395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7410   -1.0134   -0.3060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2625   -1.8494   -0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9143   -2.1157    0.8721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3313   -2.8464   -0.5320 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3857    2.1148   -0.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6273   -0.4021    0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4775   -1.6337    1.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8257   -1.9941    1.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3662   -0.9830    0.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7037    1.5555   -0.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3565    1.9664   -0.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1763    1.5371   -0.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4995    1.4827    2.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3297   -1.0304   -1.5833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5404    0.2590   -2.5262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8483   -1.5072   -2.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7634    1.9115   -1.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8383    2.6478   -0.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0123    0.4957    1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4464   -2.4630    1.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4098   -2.0626   -0.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3375   -3.0945    0.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 14  1  0
 14 15  2  0
 14 13  1  0
 13 12  1  0
 12  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 13 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
 17 28  1  0
 28 30  1  0
 28 29  2  0
 11  5  1  0
 27 20  1  0
 16 39  1  0
 13 38  1  6
  3 31  1  0
  4 32  1  0
  6 33  1  0
  7 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 21 43  1  0
 22 44  1  0
 24 45  1  0
 26 46  1  0
 27 47  1  0
 30 48  1  0
M  END


  Mrv1652309032200072D          

 30 31  0  0  1  0            999 V2000
    2.4842   -2.5645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4077   -3.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5839   -3.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1338   -4.6386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5075   -5.3741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0573   -6.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2335   -6.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2166   -6.7127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1402   -5.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3100   -4.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6817   -3.3441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0554   -4.0797    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6052   -4.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9789   -5.5066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814   -4.7269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8792   -4.1238    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8350   -4.9476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7030   -4.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0767   -4.9035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9005   -4.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2742   -5.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8240   -6.3745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1977   -7.1101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0002   -6.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5501   -7.0218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6265   -5.5949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9233   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2320   -2.8499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6589   -2.9263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 11  1  0  0  0  0
  2 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 20 27  1  0  0  0  0
 17 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0163476

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)[C@@H](OC(=O)\C=C\C1=CC=C(O)C=C1)[C@](O)(CC1=CC=C(O)C(O)=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O10/c21-13-5-1-11(2-6-13)4-8-16(24)30-17(18(25)26)20(29,19(27)28)10-12-3-7-14(22)15(23)9-12/h1-9,17,21-23,29H,10H2,(H,25,26)(H,27,28)/b8-4+/t17-,20-/m1/s1

> <INCHI_KEY>
NIDSBIYSGNHVDL-ZUVWSUMTSA-N

> <FORMULA>
C20H18O10

> <MOLECULAR_WEIGHT>
418.354

> <EXACT_MASS>
418.08999678

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
39.158163896463364

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
2.3834871179999997

> <ALOGPS_LOGS>
-3.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.563784288896397

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0815078051302387

> <JCHEM_PKA_STRONGEST_BASIC>
-4.510960343020973

> <JCHEM_POLAR_SURFACE_AREA>
181.82

> <JCHEM_REFRACTIVITY>
101.05609999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.81e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  O   UNK     0       4.637  -4.787   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.494  -7.451   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.957  -7.368   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.116  -8.659   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.814 -10.032   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.974 -11.322   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.436 -11.240   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.404 -12.530   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.262  -9.867   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.579  -8.576   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.873  -6.242   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       7.570  -7.615   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.730  -8.906   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.427 -10.279   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.192  -8.824   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.108  -7.698   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.025  -9.236   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      10.646  -7.780   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.343  -9.153   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.881  -9.236   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.578 -10.609   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.738 -11.899   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      13.436 -13.272   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      11.200 -11.817   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      10.360 -13.107   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      10.503 -10.444   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.190  -6.160   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       7.900  -5.320   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      10.563  -5.462   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10    5                                                       
CONECT   12    2   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   13   18   19   28                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   27                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   20                                                       
CONECT   28   17   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Value	Source
Cimicifugate C	Generator
Cimicifugic acid	MeSH
Cimicifugic acid a	MeSH
Cimicifugic acid b	MeSH
Cimicifugic aicd e	MeSH
Cimicifugic acid D	MeSH
Cimicifugic acid GST	MeSH

Chemical Formula

C₂₀H₁₈O₁₀

Average Mass

418.3540 Da

Monoisotopic Mass

418.09000 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

OC(=O)[C@@H](OC(=O)\C=C\C1=CC=C(O)C=C1)[C@](O)(CC1=CC=C(O)C(O)=C1)C(O)=O

InChI Identifier

InChI=1S/C20H18O10/c21-13-5-1-11(2-6-13)4-8-16(24)30-17(18(25)26)20(29,19(27)28)10-12-3-7-14(22)15(23)9-12/h1-9,17,21-23,29H,10H2,(H,25,26)(H,27,28)/b8-4+/t17-,20-/m1/s1

InChI Key

NIDSBIYSGNHVDL-ZUVWSUMTSA-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
Actaea japonica	LOTUS Database	35616633
Actaea simplex	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acid esters

Alternative Parents

Substituents

Coumaric acid ester
Cinnamic acid ester
Coumaric acid or derivatives
3-phenylpropanoic-acid
Tricarboxylic acid or derivatives
Styrene
Catechol
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Sugar acid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Hydroxy acid
Monocyclic benzene moiety
Alpha-hydroxy acid
Monosaccharide
Benzenoid
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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

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

4952796

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6450178

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-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid (NP0163476)

MOL for NP0163476 ((2r,3s)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid)

3D MOL for NP0163476 ((2r,3s)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid)

3D SDF for NP0163476 ((2r,3s)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid)

3D-SDF for NP0163476 ((2r,3s)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid)

PDB for NP0163476 ((2r,3s)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid)

3D PDB for NP0163476 ((2r,3s)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid)

SMILES for NP0163476 ((2r,3s)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid)

INCHI for NP0163476 ((2r,3s)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid)

Structure for NP0163476 ((2r,3s)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid)

3D Structure for NP0163476 ((2r,3s)-2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid)