NP-MRD: Showing NP-Card for eucomic acid (NP0035835)

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Record Information

Version

2.0

Created at

2021-06-20 19:10:16 UTC

Updated at

2021-06-30 00:07:05 UTC

NP-MRD ID

NP0035835

Secondary Accession Numbers

None

Natural Product Identification

Common Name

eucomic acid

Provided By

JEOL Database JEOL Logo

Description

(S)-2-Hydroxy-2-(4-hydroxybenzyl)succinic acid belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. eucomic acid is found in Vanda teres and Vicia faba . eucomic acid was first documented in 2011 (Simmler, C., et al.). Based on a literature review very few articles have been published on (S)-2-Hydroxy-2-(4-hydroxybenzyl)succinic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122463D          

 29 29  0  0  0  0            999 V2000
    1.1904   -0.8391    3.9446 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8154   -1.6110    3.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7837   -2.3854    3.7717 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6372   -1.8815    1.7698 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7236   -0.8606    1.0789 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4019    0.4035    1.0888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5109   -1.2919   -0.3917 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4207   -0.3998   -1.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7642   -0.7582   -1.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6244    0.0735   -2.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1457    1.2621   -2.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211    2.0444   -3.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8169    1.6357   -2.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0439    0.8038   -1.7370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6412   -0.8255    1.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3449   -1.7838    2.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0305    0.4389    2.0725 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8019   -2.1286    4.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2296   -2.8949    1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6325   -1.8508    1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7043    1.0648    1.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1265   -2.3202   -0.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4772   -1.3106   -0.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1535   -1.6854   -0.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6646   -0.2058   -2.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5455    2.8268   -3.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4343    2.5625   -2.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0830    1.1006   -1.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8837    0.3269    2.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
 14 13  2  0  0  0  0
  5  4  1  0  0  0  0
  9  8  2  0  0  0  0
  4  2  1  0  0  0  0
 13 11  1  0  0  0  0
  2  3  1  0  0  0  0
 11 10  2  0  0  0  0
  2  1  2  0  0  0  0
 10  9  1  0  0  0  0
  5  6  1  0  0  0  0
 11 12  1  0  0  0  0
  5 15  1  0  0  0  0
  8 14  1  0  0  0  0
 15 16  2  0  0  0  0
  8  7  1  0  0  0  0
 15 17  1  0  0  0  0
 10 25  1  0  0  0  0
  9 24  1  0  0  0  0
 14 28  1  0  0  0  0
 13 27  1  0  0  0  0
 12 26  1  0  0  0  0
  7 22  1  0  0  0  0
  7 23  1  0  0  0  0
  4 19  1  0  0  0  0
  4 20  1  0  0  0  0
  3 18  1  0  0  0  0
  6 21  1  0  0  0  0
 17 29  1  0  0  0  0
M  END

     RDKit          3D

 29 29  0  0  0  0  0  0  0  0999 V2000
    1.1904   -0.8391    3.9446 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8154   -1.6110    3.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7837   -2.3854    3.7717 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6372   -1.8815    1.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7236   -0.8606    1.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4019    0.4035    1.0888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5109   -1.2919   -0.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207   -0.3998   -1.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7642   -0.7582   -1.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6244    0.0735   -2.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1457    1.2621   -2.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211    2.0444   -3.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8169    1.6357   -2.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0439    0.8038   -1.7370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6412   -0.8255    1.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3449   -1.7838    2.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0305    0.4389    2.0725 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8019   -2.1286    4.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2296   -2.8949    1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6325   -1.8508    1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7043    1.0648    1.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1265   -2.3202   -0.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4772   -1.3106   -0.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1535   -1.6854   -0.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6646   -0.2058   -2.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5455    2.8268   -3.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4343    2.5625   -2.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0830    1.1006   -1.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8837    0.3269    2.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0
 14 13  2  0
  5  4  1  0
  9  8  2  0
  4  2  1  0
 13 11  1  0
  2  3  1  0
 11 10  2  0
  2  1  2  0
 10  9  1  0
  5  6  1  0
 11 12  1  0
  5 15  1  0
  8 14  1  0
 15 16  2  0
  8  7  1  0
 15 17  1  0
 10 25  1  0
  9 24  1  0
 14 28  1  0
 13 27  1  0
 12 26  1  0
  7 22  1  0
  7 23  1  0
  4 19  1  0
  4 20  1  0
  3 18  1  0
  6 21  1  0
 17 29  1  0
M  END


  Mrv1652306202122463D          

 29 29  0  0  0  0            999 V2000
    1.1904   -0.8391    3.9446 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8154   -1.6110    3.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7837   -2.3854    3.7717 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6372   -1.8815    1.7698 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7236   -0.8606    1.0789 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4019    0.4035    1.0888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5109   -1.2919   -0.3917 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4207   -0.3998   -1.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7642   -0.7582   -1.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6244    0.0735   -2.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1457    1.2621   -2.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211    2.0444   -3.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8169    1.6357   -2.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0439    0.8038   -1.7370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6412   -0.8255    1.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3449   -1.7838    2.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0305    0.4389    2.0725 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8019   -2.1286    4.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2296   -2.8949    1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6325   -1.8508    1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7043    1.0648    1.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1265   -2.3202   -0.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4772   -1.3106   -0.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1535   -1.6854   -0.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6646   -0.2058   -2.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5455    2.8268   -3.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4343    2.5625   -2.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0830    1.1006   -1.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8837    0.3269    2.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
 14 13  2  0  0  0  0
  5  4  1  0  0  0  0
  9  8  2  0  0  0  0
  4  2  1  0  0  0  0
 13 11  1  0  0  0  0
  2  3  1  0  0  0  0
 11 10  2  0  0  0  0
  2  1  2  0  0  0  0
 10  9  1  0  0  0  0
  5  6  1  0  0  0  0
 11 12  1  0  0  0  0
  5 15  1  0  0  0  0
  8 14  1  0  0  0  0
 15 16  2  0  0  0  0
  8  7  1  0  0  0  0
 15 17  1  0  0  0  0
 10 25  1  0  0  0  0
  9 24  1  0  0  0  0
 14 28  1  0  0  0  0
 13 27  1  0  0  0  0
 12 26  1  0  0  0  0
  7 22  1  0  0  0  0
  7 23  1  0  0  0  0
  4 19  1  0  0  0  0
  4 20  1  0  0  0  0
  3 18  1  0  0  0  0
  6 21  1  0  0  0  0
 17 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035835

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H12O6/c12-8-3-1-7(2-4-8)5-11(17,10(15)16)6-9(13)14/h1-4,12,17H,5-6H2,(H,13,14)(H,15,16)/t11-/m0/s1

> <INCHI_KEY>
XLGKDRSWPCQYAB-NSHDSACASA-N

> <FORMULA>
C11H12O6

> <MOLECULAR_WEIGHT>
240.211

> <EXACT_MASS>
240.063388106

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
22.342878678412077

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]butanedioic acid

> <ALOGPS_LOGP>
0.05

> <JCHEM_LOGP>
0.671885504

> <ALOGPS_LOGS>
-1.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.2466996506254455

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.353941380062546

> <JCHEM_PKA_STRONGEST_BASIC>
-4.103071730863957

> <JCHEM_POLAR_SURFACE_AREA>
115.06000000000002

> <JCHEM_REFRACTIVITY>
56.1884

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.50e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]butanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 29 29  0  0  0  0  0  0  0  0999 V2000
    1.1904   -0.8391    3.9446 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8154   -1.6110    3.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7837   -2.3854    3.7717 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6372   -1.8815    1.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7236   -0.8606    1.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4019    0.4035    1.0888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5109   -1.2919   -0.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207   -0.3998   -1.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7642   -0.7582   -1.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6244    0.0735   -2.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1457    1.2621   -2.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211    2.0444   -3.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8169    1.6357   -2.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0439    0.8038   -1.7370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6412   -0.8255    1.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3449   -1.7838    2.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0305    0.4389    2.0725 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8019   -2.1286    4.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2296   -2.8949    1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6325   -1.8508    1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7043    1.0648    1.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1265   -2.3202   -0.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4772   -1.3106   -0.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1535   -1.6854   -0.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6646   -0.2058   -2.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5455    2.8268   -3.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4343    2.5625   -2.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0830    1.1006   -1.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8837    0.3269    2.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0
 14 13  2  0
  5  4  1  0
  9  8  2  0
  4  2  1  0
 13 11  1  0
  2  3  1  0
 11 10  2  0
  2  1  2  0
 10  9  1  0
  5  6  1  0
 11 12  1  0
  5 15  1  0
  8 14  1  0
 15 16  2  0
  8  7  1  0
 15 17  1  0
 10 25  1  0
  9 24  1  0
 14 28  1  0
 13 27  1  0
 12 26  1  0
  7 22  1  0
  7 23  1  0
  4 19  1  0
  4 20  1  0
  3 18  1  0
  6 21  1  0
 17 29  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  O   UNK     0       1.190  -0.839   3.945  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.815  -1.611   3.239  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.784  -2.385   3.772  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.637  -1.882   1.770  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.724  -0.861   1.079  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.402   0.404   1.089  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.511  -1.292  -0.392  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.421  -0.400  -1.187  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.764  -0.758  -1.370  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.624   0.074  -2.088  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.146   1.262  -2.625  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.021   2.044  -3.318  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.817   1.636  -2.456  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.044   0.804  -1.737  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.641  -0.826   1.787  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.345  -1.784   2.062  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.030   0.439   2.072  0.00  0.00           O+0
HETATM   18  H   UNK     0       2.802  -2.129   4.718  0.00  0.00           H+0
HETATM   19  H   UNK     0       1.230  -2.895   1.674  0.00  0.00           H+0
HETATM   20  H   UNK     0       2.632  -1.851   1.309  0.00  0.00           H+0
HETATM   21  H   UNK     0       0.704   1.065   1.285  0.00  0.00           H+0
HETATM   22  H   UNK     0       0.127  -2.320  -0.432  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.477  -1.311  -0.914  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.154  -1.685  -0.954  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.665  -0.206  -2.229  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.546   2.827  -3.642  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.434   2.563  -2.871  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.083   1.101  -1.604  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.884   0.327   2.543  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    4    3    1                                                  
CONECT    3    2   18                                                       
CONECT    4    5    2   19   20                                             
CONECT    5    7    4    6   15                                             
CONECT    6    5   21                                                       
CONECT    7    5    8   22   23                                             
CONECT    8    9   14    7                                                  
CONECT    9    8   10   24                                                  
CONECT   10   11    9   25                                                  
CONECT   11   13   10   12                                                  
CONECT   12   11   26                                                       
CONECT   13   14   11   27                                                  
CONECT   14   13    8   28                                                  
CONECT   15    5   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   29                                                       
CONECT   18    3                                                            
CONECT   19    4                                                            
CONECT   20    4                                                            
CONECT   21    6                                                            
CONECT   22    7                                                            
CONECT   23    7                                                            
CONECT   24    9                                                            
CONECT   25   10                                                            
CONECT   26   12                                                            
CONECT   27   13                                                            
CONECT   28   14                                                            
CONECT   29   17                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   58    0
END

RDKit          3D

29 29  0  0  0  0  0  0  0  0999 V2000
    1.1904   -0.8391    3.9446 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8154   -1.6110    3.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7837   -2.3854    3.7717 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6372   -1.8815    1.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7236   -0.8606    1.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4019    0.4035    1.0888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5109   -1.2919   -0.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207   -0.3998   -1.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7642   -0.7582   -1.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6244    0.0735   -2.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1457    1.2621   -2.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211    2.0444   -3.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8169    1.6357   -2.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0439    0.8038   -1.7370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6412   -0.8255    1.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3449   -1.7838    2.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0305    0.4389    2.0725 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8019   -2.1286    4.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2296   -2.8949    1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6325   -1.8508    1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7043    1.0648    1.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1265   -2.3202   -0.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4772   -1.3106   -0.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1535   -1.6854   -0.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6646   -0.2058   -2.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5455    2.8268   -3.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4343    2.5625   -2.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0830    1.1006   -1.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8837    0.3269    2.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0
 14 13  2  0
  5  4  1  0
  9  8  2  0
  4  2  1  0
 13 11  1  0
  2  3  1  0
 11 10  2  0
  2  1  2  0
 10  9  1  0
  5  6  1  0
 11 12  1  0
  5 15  1  0
  8 14  1  0
 15 16  2  0
  8  7  1  0
 15 17  1  0
 10 25  1  0
  9 24  1  0
 14 28  1  0
 13 27  1  0
 12 26  1  0
  7 22  1  0
  7 23  1  0
  4 19  1  0
  4 20  1  0
  3 18  1  0
  6 21  1  0
 17 29  1  0
M  END

View in JSmol

Synonyms

Value	Source
(S)-2-Hydroxy-2-(4-hydroxybenzyl)succinate	Generator

Chemical Formula

C₁₁H₁₂O₆

Average Mass

240.2110 Da

Monoisotopic Mass

240.06339 Da

IUPAC Name

(2S)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]butanedioic acid

Traditional Name

(2S)-2-hydroxy-2-[(4-hydroxyphenyl)methyl]butanedioic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C([H])([H])[C@](O[H])(C(=O)O[H])C([H])([H])C1=C([H])C([H])=C(O[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C11H12O6/c12-8-3-1-7(2-4-8)5-11(17,10(15)16)6-9(13)14/h1-4,12,17H,5-6H2,(H,13,14)(H,15,16)/t11-/m0/s1

InChI Key

XLGKDRSWPCQYAB-NSHDSACASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Papilionanthe teres	JEOL database	Simmler, C., et al, J. Nat. Prod. 74, 949 (2011)
Vicia faba	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Phenylpropanoic acids

Sub Class

Not Available

Direct Parent

Phenylpropanoic acids

Alternative Parents

Substituents

3-phenylpropanoic-acid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alpha-hydroxy acid
Monocyclic benzene moiety
Benzenoid
Hydroxy acid
Dicarboxylic acid or derivatives
Tertiary alcohol
Carboxylic acid derivative
Carboxylic acid
Alcohol
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen 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	0.05	ALOGPS
logP	0.67	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	3.35	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	115.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	56.19 m³·mol⁻¹	ChemAxon
Polarizability	22.34 Å³	ChemAxon
Number of Rings	1	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

25243507

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Simmler, C., et al. (2011). Simmler, C., et al, J. Nat. Prod. 74, 949 (2011). J. Nat. Prod..

Showing NP-Card for eucomic acid (NP0035835)

MOL for NP0035835 (eucomic acid)

3D MOL for NP0035835 (eucomic acid)

3D SDF for NP0035835 (eucomic acid)

3D-SDF for NP0035835 (eucomic acid)

PDB for NP0035835 (eucomic acid)

3D PDB for NP0035835 (eucomic acid)

SMILES for NP0035835 (eucomic acid)

INCHI for NP0035835 (eucomic acid)

Structure for NP0035835 (eucomic acid)

3D Structure for NP0035835 (eucomic acid)