NP-MRD: Showing NP-Card for 2-acetamido-3-(2,3-dihydroxybenzoylthio)propanoic acid (NP0008890)

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Record Information

Version

2.0

Created at

2020-12-09 06:22:58 UTC

Updated at

2021-07-15 17:01:43 UTC

NP-MRD ID

NP0008890

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-acetamido-3-(2,3-dihydroxybenzoylthio)propanoic acid

Provided By

NPAtlas

Description

2-acetamido-3-(2,3-dihydroxybenzoylthio)propanoic acid is found in bacterium. 2-acetamido-3-(2,3-dihydroxybenzoylthio)propanoic acid was first documented in 2009 (PMID: 19966460). Based on a literature review very few articles have been published on 3-(2,3-dihydroxybenzoylsulfanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106313D          

 33 33  0  0  0  0            999 V2000
   -5.9886    1.2724   -0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6808    1.2840    0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9117    2.0410    1.4995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5909    0.6461    0.1251 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4053   -0.0456   -0.2313 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3151    0.9322   -0.5363 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2781    0.3533   -0.9770 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097   -0.0097    0.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7571    0.0088    1.5698 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7312   -0.3059    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4262   -0.3582    1.5388 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8062   -0.4878    1.6059 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4755   -0.5731    0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8195   -0.5295   -0.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5284   -0.6186   -1.9474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4077   -0.3954   -0.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960   -0.3721   -2.0812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1573   -1.3036    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0176   -1.8082    1.2760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0360   -2.1095    0.2275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1438    2.3319   -0.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8246    1.0304    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9065    0.5704   -1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9201    1.1197    1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6582   -0.4586   -1.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1847    1.6170    0.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6751    1.6811   -1.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9504   -0.2885    2.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3520   -0.5160    2.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5674   -0.6724    0.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1616   -0.5997   -2.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0038   -0.3088   -2.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0544   -3.1269    0.2338 H   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  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 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
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 16 10  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  4 24  1  0  0  0  0
  5 25  1  6  0  0  0
  6 26  1  0  0  0  0
  6 27  1  0  0  0  0
 11 28  1  0  0  0  0
 12 29  1  0  0  0  0
 13 30  1  0  0  0  0
 15 31  1  0  0  0  0
 17 32  1  0  0  0  0
 20 33  1  0  0  0  0
M  END

     RDKit          3D

 33 33  0  0  0  0  0  0  0  0999 V2000
   -5.9886    1.2724   -0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6808    1.2840    0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9117    2.0410    1.4995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5909    0.6461    0.1251 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4053   -0.0456   -0.2313 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3151    0.9322   -0.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2781    0.3533   -0.9770 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097   -0.0097    0.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7571    0.0088    1.5698 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7312   -0.3059    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4262   -0.3582    1.5388 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8062   -0.4878    1.6059 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4755   -0.5731    0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8195   -0.5295   -0.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5284   -0.6186   -1.9474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4077   -0.3954   -0.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960   -0.3721   -2.0812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1573   -1.3036    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0176   -1.8082    1.2760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0360   -2.1095    0.2275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1438    2.3319   -0.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8246    1.0304    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9065    0.5704   -1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9201    1.1197    1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6582   -0.4586   -1.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1847    1.6170    0.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6751    1.6811   -1.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9504   -0.2885    2.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3520   -0.5160    2.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5674   -0.6724    0.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1616   -0.5997   -2.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0038   -0.3088   -2.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0544   -3.1269    0.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 16 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  6
  6 26  1  0
  6 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 15 31  1  0
 17 32  1  0
 20 33  1  0
M  END


  Mrv1652306242106313D          

 33 33  0  0  0  0            999 V2000
   -5.9886    1.2724   -0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6808    1.2840    0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9117    2.0410    1.4995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5909    0.6461    0.1251 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4053   -0.0456   -0.2313 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3151    0.9322   -0.5363 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2781    0.3533   -0.9770 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097   -0.0097    0.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7571    0.0088    1.5698 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7312   -0.3059    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4262   -0.3582    1.5388 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8062   -0.4878    1.6059 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4755   -0.5731    0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8195   -0.5295   -0.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5284   -0.6186   -1.9474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4077   -0.3954   -0.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960   -0.3721   -2.0812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1573   -1.3036    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0176   -1.8082    1.2760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0360   -2.1095    0.2275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1438    2.3319   -0.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8246    1.0304    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9065    0.5704   -1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9201    1.1197    1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6582   -0.4586   -1.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1847    1.6170    0.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6751    1.6811   -1.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9504   -0.2885    2.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3520   -0.5160    2.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5674   -0.6724    0.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1616   -0.5997   -2.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0038   -0.3088   -2.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0544   -3.1269    0.2338 H   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  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 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
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 16 10  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  4 24  1  0  0  0  0
  5 25  1  6  0  0  0
  6 26  1  0  0  0  0
  6 27  1  0  0  0  0
 11 28  1  0  0  0  0
 12 29  1  0  0  0  0
 13 30  1  0  0  0  0
 15 31  1  0  0  0  0
 17 32  1  0  0  0  0
 20 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008890

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H13NO6S/c1-6(14)13-8(11(17)18)5-20-12(19)7-3-2-4-9(15)10(7)16/h2-4,8,15-16H,5H2,1H3,(H,13,14)(H,17,18)/t8-/m0/s1

> <INCHI_KEY>
AEHHBTDSMVLNMH-UHFFFAOYSA-N

> <FORMULA>
C12H13NO6S

> <MOLECULAR_WEIGHT>
299.3

> <EXACT_MASS>
299.046358317

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
29.159354392743943

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2,3-dihydroxybenzoylsulfanyl)-2-acetamidopropanoic acid

> <ALOGPS_LOGP>
0.99

> <JCHEM_LOGP>
1.2263386096666666

> <ALOGPS_LOGS>
-2.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.448808293984396

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0308987938041434

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9967394667065301

> <JCHEM_POLAR_SURFACE_AREA>
123.93000000000002

> <JCHEM_REFRACTIVITY>
71.76750000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.46e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2,3-dihydroxybenzoylsulfanyl)-2-acetamidopropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 33  0  0  0  0  0  0  0  0999 V2000
   -5.9886    1.2724   -0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6808    1.2840    0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9117    2.0410    1.4995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5909    0.6461    0.1251 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4053   -0.0456   -0.2313 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3151    0.9322   -0.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2781    0.3533   -0.9770 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097   -0.0097    0.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7571    0.0088    1.5698 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7312   -0.3059    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4262   -0.3582    1.5388 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8062   -0.4878    1.6059 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4755   -0.5731    0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8195   -0.5295   -0.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5284   -0.6186   -1.9474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4077   -0.3954   -0.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960   -0.3721   -2.0812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1573   -1.3036    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0176   -1.8082    1.2760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0360   -2.1095    0.2275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1438    2.3319   -0.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8246    1.0304    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9065    0.5704   -1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9201    1.1197    1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6582   -0.4586   -1.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1847    1.6170    0.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6751    1.6811   -1.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9504   -0.2885    2.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3520   -0.5160    2.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5674   -0.6724    0.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1616   -0.5997   -2.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0038   -0.3088   -2.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0544   -3.1269    0.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 16 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  6
  6 26  1  0
  6 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 15 31  1  0
 17 32  1  0
 20 33  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.989   1.272  -0.373  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.681   1.284   0.456  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.912   2.041   1.500  0.00  0.00           O+0
HETATM    4  N   UNK     0      -3.591   0.646   0.125  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.405  -0.046  -0.231  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.315   0.932  -0.536  0.00  0.00           C+0
HETATM    7  S   UNK     0       0.278   0.353  -0.977  0.00  0.00           S+0
HETATM    8  C   UNK     0       1.310  -0.010   0.420  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.757   0.009   1.570  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.731  -0.306   0.371  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.426  -0.358   1.539  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.806  -0.488   1.606  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.476  -0.573   0.415  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.819  -0.530  -0.778  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.528  -0.619  -1.947  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.408  -0.395  -0.828  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.896  -0.372  -2.081  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.157  -1.304   0.415  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.018  -1.808   1.276  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.036  -2.110   0.228  0.00  0.00           O+0
HETATM   21  H   UNK     0      -6.144   2.332  -0.657  0.00  0.00           H+0
HETATM   22  H   UNK     0      -6.825   1.030   0.323  0.00  0.00           H+0
HETATM   23  H   UNK     0      -5.907   0.570  -1.209  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.920   1.120   1.216  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.658  -0.459  -1.372  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.185   1.617   0.376  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.675   1.681  -1.305  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.950  -0.289   2.534  0.00  0.00           H+0
HETATM   29  H   UNK     0       5.352  -0.516   2.550  0.00  0.00           H+0
HETATM   30  H   UNK     0       6.567  -0.672   0.426  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.162  -0.600  -2.894  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.004  -0.309  -2.388  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.054  -3.127   0.234  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   24                                                  
CONECT    5    4    6   18   25                                             
CONECT    6    5    7   26   27                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   16                                                  
CONECT   11   10   12   28                                                  
CONECT   12   11   13   29                                                  
CONECT   13   12   14   30                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   31                                                       
CONECT   16   14   17   10                                                  
CONECT   17   16   32                                                       
CONECT   18    5   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   33                                                       
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    4                                                            
CONECT   25    5                                                            
CONECT   26    6                                                            
CONECT   27    6                                                            
CONECT   28   11                                                            
CONECT   29   12                                                            
CONECT   30   13                                                            
CONECT   31   15                                                            
CONECT   32   17                                                            
CONECT   33   20                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   66    0
END

RDKit          3D

33 33  0  0  0  0  0  0  0  0999 V2000
   -5.9886    1.2724   -0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6808    1.2840    0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9117    2.0410    1.4995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5909    0.6461    0.1251 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4053   -0.0456   -0.2313 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3151    0.9322   -0.5363 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2781    0.3533   -0.9770 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3097   -0.0097    0.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7571    0.0088    1.5698 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7312   -0.3059    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4262   -0.3582    1.5388 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8062   -0.4878    1.6059 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4755   -0.5731    0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8195   -0.5295   -0.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5284   -0.6186   -1.9474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4077   -0.3954   -0.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960   -0.3721   -2.0812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1573   -1.3036    0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0176   -1.8082    1.2760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0360   -2.1095    0.2275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1438    2.3319   -0.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8246    1.0304    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9065    0.5704   -1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9201    1.1197    1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6582   -0.4586   -1.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1847    1.6170    0.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6751    1.6811   -1.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9504   -0.2885    2.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3520   -0.5160    2.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5674   -0.6724    0.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1616   -0.5997   -2.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0038   -0.3088   -2.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0544   -3.1269    0.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 16 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  6
  6 26  1  0
  6 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 15 31  1  0
 17 32  1  0
 20 33  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
3-(2,3-Dihydroxybenzoylsulfanyl)-2-[(1-hydroxyethylidene)amino]propanoate	Generator
3-(2,3-Dihydroxybenzoylsulphanyl)-2-[(1-hydroxyethylidene)amino]propanoate	Generator
3-(2,3-Dihydroxybenzoylsulphanyl)-2-[(1-hydroxyethylidene)amino]propanoic acid	Generator
2-Acetamido-3-(2,3-dihydroxybenzoylthio)propanoate	Generator

Chemical Formula

C₁₂H₁₃NO₆S

Average Mass

299.3000 Da

Monoisotopic Mass

299.04636 Da

IUPAC Name

3-(2,3-dihydroxybenzoylsulfanyl)-2-acetamidopropanoic acid

Traditional Name

3-(2,3-dihydroxybenzoylsulfanyl)-2-acetamidopropanoic acid

CAS Registry Number

Not Available

SMILES

CC(=O)NC(CSC(=O)C1=C(O)C(O)=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C12H13NO6S/c1-6(14)13-8(11(17)18)5-20-12(19)7-3-2-4-9(15)10(7)16/h2-4,8,15-16H,5H2,1H3,(H,13,14)(H,17,18)

InChI Key

AEHHBTDSMVLNMH-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Bacterium; sewage; soil	NPAtlas	19966460

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-L-alpha-amino acids

Alternative Parents

Substituents

N-acyl-l-alpha-amino acid
Cysteine or derivatives
Salicylic acid or derivatives
Benzoic acid or derivatives
Thiobenzoic acid or derivatives
Benzoyl
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Acetamide
Vinylogous acid
Thiocarboxylic acid ester
Secondary carboxylic acid amide
Carbothioic s-ester
Carboxamide group
Thiocarboxylic acid or derivatives
Sulfenyl compound
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organosulfur compound
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	0.99	ALOGPS
logP	1.23	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	3.03	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	123.93 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	71.77 m³·mol⁻¹	ChemAxon
Polarizability	29.16 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

NPAtlas ID

NPA005465

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78434722

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91159773

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Sugiyama Y, Hirota A: New potent DPPH radical scavengers from a marine-derived actinomycete strain USF-TC31. Biosci Biotechnol Biochem. 2009 Dec;73(12):2731-4. doi: 10.1271/bbb.90636. Epub 2009 Dec 7. [PubMed:19966460 ]

Showing NP-Card for 2-acetamido-3-(2,3-dihydroxybenzoylthio)propanoic acid (NP0008890)

MOL for NP0008890 (2-acetamido-3-(2,3-dihydroxybenzoylthio)propanoic acid)

3D MOL for NP0008890 (2-acetamido-3-(2,3-dihydroxybenzoylthio)propanoic acid)

3D SDF for NP0008890 (2-acetamido-3-(2,3-dihydroxybenzoylthio)propanoic acid)

3D-SDF for NP0008890 (2-acetamido-3-(2,3-dihydroxybenzoylthio)propanoic acid)

PDB for NP0008890 (2-acetamido-3-(2,3-dihydroxybenzoylthio)propanoic acid)

3D PDB for NP0008890 (2-acetamido-3-(2,3-dihydroxybenzoylthio)propanoic acid)

SMILES for NP0008890 (2-acetamido-3-(2,3-dihydroxybenzoylthio)propanoic acid)

INCHI for NP0008890 (2-acetamido-3-(2,3-dihydroxybenzoylthio)propanoic acid)

Structure for NP0008890 (2-acetamido-3-(2,3-dihydroxybenzoylthio)propanoic acid)

3D Structure for NP0008890 (2-acetamido-3-(2,3-dihydroxybenzoylthio)propanoic acid)