NP-MRD: Showing NP-Card for 2-benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid (NP0210316)

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Record Information

Version

2.0

Created at

2022-09-05 08:04:09 UTC

Updated at

2022-09-05 08:04:09 UTC

NP-MRD ID

NP0210316

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid

Description

2-Benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. 2-benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid is found in Actaea japonica. 2-Benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191513272D          

 29 30  0  0  0  0            999 V2000
    1.1330   -3.0729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3465   -2.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7632   -1.6927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3569   -1.2656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736   -0.6822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9767   -0.8958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9871    0.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    0.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6173    1.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339    2.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2474    2.8751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0443    3.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2578    3.8856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6277    2.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4246    2.7188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4142    1.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7268   -2.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3101   -3.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0966   -4.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6800   -4.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4665   -5.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6696   -5.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0862   -5.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2997   -4.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3101   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0966   -1.2656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1070   -2.2760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  8  6  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 10 17  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  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
 21 26  1  0  0  0  0
 18 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END

     RDKit          3D

 47 48  0  0  0  0  0  0  0  0999 V2000
    0.6593   -2.6601   -1.7912 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1035   -1.7966   -0.9989 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4221   -1.2012   -1.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8618   -0.2948   -0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1656    0.3107   -0.4278 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0759    0.0296   -1.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3287    0.6509   -1.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6822    1.5844   -0.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9347    2.2264   -0.5871 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7798    1.8801    0.4567 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1710    2.8339    1.4003 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5545    1.2655    0.5188 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3160   -1.3924    0.0576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9997   -1.9277    0.2830 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9434   -2.5835    1.5959 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0981   -2.5457    2.2839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0356   -3.2544    2.0945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9342   -0.7099    0.2560 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5481    0.1147    1.2851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3360   -1.1850    0.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3368   -0.0909    0.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8212    0.3403   -0.9338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7623    1.3707   -1.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2072    1.9598    0.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7181    1.5246    1.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7935    0.5110    1.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6443   -0.0450   -1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8556   -0.5880   -2.1702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1171    1.2330   -1.0366 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0047   -1.5454   -1.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2070   -0.0015    0.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8017   -0.7106   -2.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9976    0.3804   -2.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5915    2.0211   -1.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5315    3.0744    2.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8632    1.5151    1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2751   -2.6711   -0.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3104   -4.1935    1.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8953   -0.2634    2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5163   -1.8578    1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4979   -1.7966   -0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5112   -0.0877   -1.8736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1071    1.6675   -1.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9383    2.7598    0.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0770    1.9976    2.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3921    0.1484    2.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5767    2.0028   -0.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 15  1  0
 15 16  2  0
 15 14  1  0
 14 13  1  0
 13  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  1  0
 10 12  2  0
 14 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 18 27  1  0
 27 29  1  0
 27 28  2  0
 12  5  1  0
 26 21  1  0
 17 38  1  0
 14 37  1  6
  3 30  1  0
  4 31  1  0
  6 32  1  0
  7 33  1  0
  9 34  1  0
 11 35  1  0
 12 36  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 22 42  1  0
 23 43  1  0
 24 44  1  0
 25 45  1  0
 26 46  1  0
 29 47  1  0
M  END


  Mrv1533004191513272D          

 29 30  0  0  0  0            999 V2000
    1.1330   -3.0729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3465   -2.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7632   -1.6927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3569   -1.2656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736   -0.6822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9767   -0.8958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9871    0.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    0.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6173    1.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339    2.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2474    2.8751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0443    3.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2578    3.8856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6277    2.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4246    2.7188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4142    1.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7268   -2.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3101   -3.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0966   -4.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6800   -4.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4665   -5.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6696   -5.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0862   -5.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2997   -4.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3101   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0966   -1.2656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1070   -2.2760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  8  6  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 10 17  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  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
 21 26  1  0  0  0  0
 18 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0210316

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C(OC(=O)C=CC1=CC=C(O)C(O)=C1)C(O)(CC1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O9/c21-14-8-6-12(10-15(14)22)7-9-16(23)29-17(18(24)25)20(28,19(26)27)11-13-4-2-1-3-5-13/h1-10,17,21-22,28H,11H2,(H,24,25)(H,26,27)

> <INCHI_KEY>
RHQXHDXIEARXSC-UHFFFAOYSA-N

> <FORMULA>
C20H18O9

> <MOLECULAR_WEIGHT>
402.355

> <EXACT_MASS>
402.09508216

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
38.5999905069872

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid

> <ALOGPS_LOGP>
2.83

> <JCHEM_LOGP>
2.6870524396666657

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.743800714037318

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.276171069762705

> <JCHEM_PKA_STRONGEST_BASIC>
-4.512471872083844

> <JCHEM_POLAR_SURFACE_AREA>
161.59

> <JCHEM_REFRACTIVITY>
99.07520000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.31e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  O   UNK     0       2.115  -5.736   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.514  -4.249   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.425  -3.160   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.400  -2.362   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.311  -1.274   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.823  -1.672   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.709   0.214   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.620   1.303   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.019   2.790   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.930   3.879   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.329   5.367   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.816   5.766   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.215   7.253   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.905   4.677   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.393   5.075   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.506   3.189   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.090  -4.939   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.001  -6.028   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.179  -6.028   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.780  -7.515   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.869  -8.604   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.471 -10.092   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.983 -10.490   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.894  -9.402   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.293  -7.914   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.179  -3.850   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.780  -2.362   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       7.666  -4.249   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   18                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   10                                                       
CONECT   18    4   19   20   27                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   18   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

View in JSmol

Synonyms

Value	Source
2-Benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioate	Generator

Chemical Formula

C₂₀H₁₈O₉

Average Mass

402.3550 Da

Monoisotopic Mass

402.09508 Da

IUPAC Name

2-benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid

Traditional Name

2-benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C(OC(=O)C=CC1=CC=C(O)C(O)=C1)C(O)(CC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C20H18O9/c21-14-8-6-12(10-15(14)22)7-9-16(23)29-17(18(24)25)20(28,19(26)27)11-13-4-2-1-3-5-13/h1-10,17,21-22,28H,11H2,(H,24,25)(H,26,27)

InChI Key

RHQXHDXIEARXSC-UHFFFAOYSA-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 japonica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acids and derivatives

Alternative Parents

Substituents

Cinnamic acid ester
Coumaric acid or derivatives
3-phenylpropanoic-acid
Tricarboxylic acid or derivatives
Styrene
Catechol
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Sugar acid
Fatty acid ester
Hydroxy acid
Alpha-hydroxy acid
Monocyclic benzene moiety
Monosaccharide
Fatty acyl
Benzenoid
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
logP	2.83	ALOGPS
logP	2.69	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	3.28	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	161.59 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	99.08 m³·mol⁻¹	ChemAxon
Polarizability	38.6 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

75149538

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid (NP0210316)

MOL for NP0210316 (2-benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid)

3D MOL for NP0210316 (2-benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid)

3D SDF for NP0210316 (2-benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid)

3D-SDF for NP0210316 (2-benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid)

PDB for NP0210316 (2-benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid)

3D PDB for NP0210316 (2-benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid)

SMILES for NP0210316 (2-benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid)

INCHI for NP0210316 (2-benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid)

Structure for NP0210316 (2-benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid)

3D Structure for NP0210316 (2-benzyl-3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-2-hydroxybutanedioic acid)