NP-MRD: Showing NP-Card for 2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid (NP0036068)

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Record Information

Version

2.0

Created at

2021-06-20 19:20:27 UTC

Updated at

2021-06-30 00:07:31 UTC

NP-MRD ID

NP0036068

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid

Provided By

JEOL Database JEOL Logo

Description

2-Hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. 2-Hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. 2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid is found in Scorzonera judaica. 2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid was first documented in 2011 (PMID: 21650157). Based on a literature review very few articles have been published on 2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121203D          

 32 33  0  0  0  0            999 V2000
   -0.2392   -2.5807    0.9563 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4244   -1.8294    0.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2100   -0.9209   -0.8034 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6717   -1.2297   -1.0812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6306   -0.2768   -0.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9918   -0.4939   -0.8870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4211   -1.6696   -1.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4911   -2.6292   -1.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0299   -3.7503   -2.4641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1092   -2.4278   -1.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134   -3.4382   -2.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0795   -3.2726   -2.3409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6643   -4.6482   -2.4091 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9085   -1.7836    0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7233   -0.8629   -0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1044   -0.8608   -0.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6692   -1.7723    0.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0195   -1.7293    1.0337 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8771   -2.6919    1.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4965   -2.6954    1.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179    0.1070   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3397   -0.9621   -1.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3217    0.6463   -0.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7181    0.2501   -0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4819   -1.8465   -1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3094   -4.4104   -2.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8830   -5.1970   -2.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3173   -0.1352   -0.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7394   -0.1488   -0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2731   -2.4221    1.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3072   -3.4077    2.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8778   -3.4166    1.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  2  0  0  0  0
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  2  1  2  0  0  0  0
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 18 30  1  0  0  0  0
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  7 25  1  0  0  0  0
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  5 23  1  0  0  0  0
  3 21  1  0  0  0  0
  3 22  1  0  0  0  0
 13 27  1  0  0  0  0
  9 26  1  0  0  0  0
M  END

     RDKit          3D

 32 33  0  0  0  0  0  0  0  0999 V2000
   -0.2392   -2.5807    0.9563 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4244   -1.8294    0.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2100   -0.9209   -0.8034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6717   -1.2297   -1.0812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6306   -0.2768   -0.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9918   -0.4939   -0.8870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4211   -1.6696   -1.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4911   -2.6292   -1.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0299   -3.7503   -2.4641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1092   -2.4278   -1.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134   -3.4382   -2.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0795   -3.2726   -2.3409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6643   -4.6482   -2.4091 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9085   -1.7836    0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7233   -0.8629   -0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1044   -0.8608   -0.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6692   -1.7723    0.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0195   -1.7293    1.0337 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8771   -2.6919    1.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4965   -2.6954    1.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179    0.1070   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3397   -0.9621   -1.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3217    0.6463   -0.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7181    0.2501   -0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4819   -1.8465   -1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3094   -4.4104   -2.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8830   -5.1970   -2.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3173   -0.1352   -0.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7394   -0.1488   -0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2731   -2.4221    1.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3072   -3.4077    2.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8778   -3.4166    1.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  2  0
  7  6  1  0
  6  5  2  0
 14 15  2  0
  4 10  2  0
 10  8  1  0
  4  5  1  0
 17 19  1  0
  2 14  1  0
 19 20  2  0
  4  3  1  0
  2  3  1  0
 20 14  1  0
  2  1  2  0
 17 18  1  0
 10 11  1  0
 15 16  1  0
 11 12  2  0
 11 13  1  0
  8  7  2  0
  8  9  1  0
 18 30  1  0
 15 28  1  0
 16 29  1  0
 19 31  1  0
 20 32  1  0
  7 25  1  0
  6 24  1  0
  5 23  1  0
  3 21  1  0
  3 22  1  0
 13 27  1  0
  9 26  1  0
M  END


  Mrv1652306202121203D          

 32 33  0  0  0  0            999 V2000
   -0.2392   -2.5807    0.9563 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4244   -1.8294    0.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2100   -0.9209   -0.8034 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6717   -1.2297   -1.0812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6306   -0.2768   -0.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9918   -0.4939   -0.8870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4211   -1.6696   -1.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4911   -2.6292   -1.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0299   -3.7503   -2.4641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1092   -2.4278   -1.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134   -3.4382   -2.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0795   -3.2726   -2.3409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6643   -4.6482   -2.4091 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9085   -1.7836    0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7233   -0.8629   -0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1044   -0.8608   -0.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6692   -1.7723    0.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0195   -1.7293    1.0337 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8771   -2.6919    1.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4965   -2.6954    1.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179    0.1070   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3217    0.6463   -0.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7181    0.2501   -0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4819   -1.8465   -1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3094   -4.4104   -2.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8830   -5.1970   -2.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3173   -0.1352   -0.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7394   -0.1488   -0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2731   -2.4221    1.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3072   -3.4077    2.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8778   -3.4166    1.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  2  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
 14 15  2  0  0  0  0
  4 10  2  0  0  0  0
 10  8  1  0  0  0  0
  4  5  1  0  0  0  0
 17 19  1  0  0  0  0
  2 14  1  0  0  0  0
 19 20  2  0  0  0  0
  4  3  1  0  0  0  0
  2  3  1  0  0  0  0
 20 14  1  0  0  0  0
  2  1  2  0  0  0  0
 17 18  1  0  0  0  0
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 15 16  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  8  7  2  0  0  0  0
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M  END
> <DATABASE_ID>
NP0036068

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C(C([H])=C([H])C([H])=C1O[H])C([H])([H])C(=O)C1=C([H])C([H])=C(O[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O5/c16-11-6-4-9(5-7-11)13(18)8-10-2-1-3-12(17)14(10)15(19)20/h1-7,16-17H,8H2,(H,19,20)

> <INCHI_KEY>
YIGHIFUVVSYMFG-UHFFFAOYSA-N

> <FORMULA>
C15H12O5

> <MOLECULAR_WEIGHT>
272.256

> <EXACT_MASS>
272.068473486

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
26.135996696591427

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxoethyl]benzoic acid

> <ALOGPS_LOGP>
2.68

> <JCHEM_LOGP>
3.065685419

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.762879130468185

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5714659777915236

> <JCHEM_PKA_STRONGEST_BASIC>
-6.294345677321304

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
72.4007

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.49e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxoethyl]benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 32 33  0  0  0  0  0  0  0  0999 V2000
   -0.2392   -2.5807    0.9563 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4244   -1.8294    0.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2100   -0.9209   -0.8034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6717   -1.2297   -1.0812 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9918   -0.4939   -0.8870 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4911   -2.6292   -1.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1092   -2.4278   -1.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134   -3.4382   -2.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0795   -3.2726   -2.3409 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9085   -1.7836    0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7233   -0.8629   -0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1044   -0.8608   -0.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6692   -1.7723    0.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0195   -1.7293    1.0337 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8771   -2.6919    1.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4965   -2.6954    1.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179    0.1070   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3397   -0.9621   -1.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3217    0.6463   -0.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7181    0.2501   -0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4819   -1.8465   -1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3094   -4.4104   -2.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8830   -5.1970   -2.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3173   -0.1352   -0.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7394   -0.1488   -0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2731   -2.4221    1.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3072   -3.4077    2.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8778   -3.4166    1.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  2  0
  7  6  1  0
  6  5  2  0
 14 15  2  0
  4 10  2  0
 10  8  1  0
  4  5  1  0
 17 19  1  0
  2 14  1  0
 19 20  2  0
  4  3  1  0
  2  3  1  0
 20 14  1  0
  2  1  2  0
 17 18  1  0
 10 11  1  0
 15 16  1  0
 11 12  2  0
 11 13  1  0
  8  7  2  0
  8  9  1  0
 18 30  1  0
 15 28  1  0
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 19 31  1  0
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  7 25  1  0
  6 24  1  0
  5 23  1  0
  3 21  1  0
  3 22  1  0
 13 27  1  0
  9 26  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      -0.239  -2.581   0.956  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.424  -1.829   0.241  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.210  -0.921  -0.803  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.672  -1.230  -1.081  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.631  -0.277  -0.680  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.992  -0.494  -0.887  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.421  -1.670  -1.490  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.491  -2.629  -1.887  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.030  -3.750  -2.464  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.109  -2.428  -1.700  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.113  -3.438  -2.167  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.080  -3.273  -2.341  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.664  -4.648  -2.409  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.909  -1.784   0.425  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.723  -0.863  -0.246  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.104  -0.861  -0.029  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.669  -1.772   0.856  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.019  -1.729   1.034  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.877  -2.692   1.533  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.497  -2.695   1.317  0.00  0.00           C+0
HETATM   21  H   UNK     0      -0.118   0.107  -0.430  0.00  0.00           H+0
HETATM   22  H   UNK     0       0.340  -0.962  -1.749  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.322   0.646  -0.193  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.718   0.250  -0.570  0.00  0.00           H+0
HETATM   25  H   UNK     0      -5.482  -1.847  -1.648  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.309  -4.410  -2.544  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.883  -5.197  -2.646  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.317  -0.135  -0.941  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.739  -0.149  -0.550  0.00  0.00           H+0
HETATM   30  H   UNK     0       6.273  -2.422   1.666  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.307  -3.408   2.226  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.878  -3.417   1.848  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2   14    3    1                                                  
CONECT    3    4    2   21   22                                             
CONECT    4   10    5    3                                                  
CONECT    5    6    4   23                                                  
CONECT    6    7    5   24                                                  
CONECT    7    6    8   25                                                  
CONECT    8   10    7    9                                                  
CONECT    9    8   26                                                       
CONECT   10    4    8   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   27                                                       
CONECT   14   15    2   20                                                  
CONECT   15   14   16   28                                                  
CONECT   16   17   15   29                                                  
CONECT   17   16   19   18                                                  
CONECT   18   17   30                                                       
CONECT   19   17   20   31                                                  
CONECT   20   19   14   32                                                  
CONECT   21    3                                                            
CONECT   22    3                                                            
CONECT   23    5                                                            
CONECT   24    6                                                            
CONECT   25    7                                                            
CONECT   26    9                                                            
CONECT   27   13                                                            
CONECT   28   15                                                            
CONECT   29   16                                                            
CONECT   30   18                                                            
CONECT   31   19                                                            
CONECT   32   20                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

RDKit          3D

32 33  0  0  0  0  0  0  0  0999 V2000
   -0.2392   -2.5807    0.9563 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4244   -1.8294    0.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2100   -0.9209   -0.8034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6717   -1.2297   -1.0812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6306   -0.2768   -0.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9918   -0.4939   -0.8870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4211   -1.6696   -1.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4911   -2.6292   -1.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0299   -3.7503   -2.4641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1092   -2.4278   -1.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134   -3.4382   -2.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0795   -3.2726   -2.3409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6643   -4.6482   -2.4091 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9085   -1.7836    0.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7233   -0.8629   -0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1044   -0.8608   -0.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6692   -1.7723    0.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0195   -1.7293    1.0337 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8771   -2.6919    1.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4965   -2.6954    1.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179    0.1070   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3397   -0.9621   -1.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3217    0.6463   -0.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7181    0.2501   -0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4819   -1.8465   -1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3094   -4.4104   -2.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8830   -5.1970   -2.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3173   -0.1352   -0.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7394   -0.1488   -0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2731   -2.4221    1.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3072   -3.4077    2.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8778   -3.4166    1.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  2  0
  7  6  1  0
  6  5  2  0
 14 15  2  0
  4 10  2  0
 10  8  1  0
  4  5  1  0
 17 19  1  0
  2 14  1  0
 19 20  2  0
  4  3  1  0
  2  3  1  0
 20 14  1  0
  2  1  2  0
 17 18  1  0
 10 11  1  0
 15 16  1  0
 11 12  2  0
 11 13  1  0
  8  7  2  0
  8  9  1  0
 18 30  1  0
 15 28  1  0
 16 29  1  0
 19 31  1  0
 20 32  1  0
  7 25  1  0
  6 24  1  0
  5 23  1  0
  3 21  1  0
  3 22  1  0
 13 27  1  0
  9 26  1  0
M  END

View in JSmol

Synonyms

Value	Source
2-Hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoate	Generator

Chemical Formula

C₁₅H₁₂O₅

Average Mass

272.2560 Da

Monoisotopic Mass

272.06847 Da

IUPAC Name

2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxoethyl]benzoic acid

Traditional Name

2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxoethyl]benzoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C1=C(C([H])=C([H])C([H])=C1O[H])C([H])([H])C(=O)C1=C([H])C([H])=C(O[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C15H12O5/c16-11-6-4-9(5-7-11)13(18)8-10-2-1-3-12(17)14(10)15(19)20/h1-7,16-17H,8H2,(H,19,20)

InChI Key

YIGHIFUVVSYMFG-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Scorzonera judaica	JEOL database	Bader, A., et al, J. Nat. Prod. 74, 1421 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Alkyl-phenylketone
Hydroxybenzoic acid
Salicylic acid or derivatives
Salicylic acid
Phenylketone
Benzoic acid
Benzoic acid or derivatives
Aryl alkyl ketone
Aryl ketone
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:68126 )
aromatic ketone (CHEBI:68126 )
monohydroxybenzoic acid (CHEBI:68126 )

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	2.68	ALOGPS
logP	3.07	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	2.57	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	72.4 m³·mol⁻¹	ChemAxon
Polarizability	26.14 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

26633812

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

68126

Good Scents ID

Not Available

References

General References

Bader A, De Tommasi N, Cotugno R, Braca A: Phenolic compounds from the roots of Jordanian viper's grass, Scorzonera judaica. J Nat Prod. 2011 Jun 24;74(6):1421-6. doi: 10.1021/np200143s. Epub 2011 Jun 8. [PubMed:21650157 ]
Bader, A., et al. (2011). Bader, A., et al, J. Nat. Prod. 74, 1421 (2011). J. Nat. Prod..

Showing NP-Card for 2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid (NP0036068)

MOL for NP0036068 (2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid)

3D MOL for NP0036068 (2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid)

3D SDF for NP0036068 (2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid)

3D-SDF for NP0036068 (2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid)

PDB for NP0036068 (2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid)

3D PDB for NP0036068 (2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid)

SMILES for NP0036068 (2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid)

INCHI for NP0036068 (2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid)

Structure for NP0036068 (2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid)

3D Structure for NP0036068 (2-hydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]benzoic acid)