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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-22 16:34:24 UTC

Update Date

2021-09-22 16:34:24 UTC

HMDB ID

HMDB0301713

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-S-Glutathionyl caftaric acid

Description

2-s-glutathionyl caftaric acid is a member of the class of compounds known as oligopeptides. Oligopeptides are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. 2-s-glutathionyl caftaric acid is practically insoluble (in water) and a moderately acidic compound (based on its pKa). 2-s-glutathionyl caftaric acid can be found in common grape, grape wine, and vinegar, which makes 2-s-glutathionyl caftaric acid a potential biomarker for the consumption of these food products.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02241212082D          

 42 42  0  0  0  0            999 V2000
    0.2947   -1.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1178   -0.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9429   -0.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3554   -1.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9429   -1.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1178   -1.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2946    0.2504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1197   -1.1786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3554    0.2504    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1804   -1.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5929   -1.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4179   -1.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8304   -2.6075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6554   -2.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8304   -1.1786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0679   -3.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8929   -3.3220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6554   -4.0365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0679   -1.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6554   -1.1786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8929   -1.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3054   -1.1786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3054   -2.6075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1804    0.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5929    0.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4179    0.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8304    1.6793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6554    1.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0678    2.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8304    0.2504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8928    2.3938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6553    3.1083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1804    1.6793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3554    1.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1178    2.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2947    3.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1197    3.1082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9429    0.9648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1178    3.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9428    3.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2947    4.5372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  2  7  1  0  0  0  0
  1  8  1  0  0  0  0
  3  9  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
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 14 19  1  0  0  0  0
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 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  9 24  1  0  0  0  0
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 29 31  2  0  0  0  0
 29 32  1  0  0  0  0
 25 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 34 39  2  0  0  0  0
 37 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
M  END

HMDB0301713
     RDKit          3D
2-S-Glutathionyl caftaric acid
 69 69  0  0  0  0  0  0  0  0999 V2000
   -6.6928    4.1015   -2.4807 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4045    4.1526   -1.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0843    2.7270   -1.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7779    2.5774   -0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5493    1.1489   -0.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3964    0.3070   -0.8091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4626    0.7347    0.4253 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1717   -0.6181    0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7472   -0.9830    0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2884   -0.9134   -1.2478 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5589   -2.4389   -1.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9158   -2.5555   -1.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8061   -1.4714   -1.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5540   -0.1880   -1.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6158    0.7871   -0.9467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4103    2.0220   -0.9763 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4465   -3.8310   -1.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7082   -4.9095   -2.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3228   -4.7602   -2.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4799   -5.8142   -2.7031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2258   -3.5044   -2.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4308   -0.8823    2.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8014    0.0336    3.0103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2446   -2.1933    2.7420 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4855   -2.4626    4.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2440   -3.8883    4.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8916   -4.6578    3.5437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3911   -4.4077    5.7375 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6747    4.5880   -2.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9159    2.3784   -0.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8417   -1.7343   -0.9930 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0905    2.3901    2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4702    3.7189    3.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5343   -3.9546   -1.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416   -5.8782   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0470   -6.7068   -2.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0536   -2.4736   -2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9389   -2.9636    2.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6894   -1.9013    4.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4314   -5.4193    5.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2931    6.1092   -0.9145 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
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 36 66  1  0
 36 67  1  0
 39 68  1  0
 42 69  1  0
M  END


  Mrv0541 02241212082D          

 42 42  0  0  0  0            999 V2000
    0.2947   -1.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1178   -0.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9429   -0.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3554   -1.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1197   -1.1786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3554    0.2504    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9428    3.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2947    4.5372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  2  7  1  0  0  0  0
  1  8  1  0  0  0  0
  3  9  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  9 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 26 30  2  0  0  0  0
 29 31  2  0  0  0  0
 29 32  1  0  0  0  0
 25 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 34 39  2  0  0  0  0
 37 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301713

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CCC(=O)NC(CSC1=C(\C=C\C(=O)OC(C(O)C(O)=O)C(O)=O)C=CC(O)=C1O)C(=O)NCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H27N3O15S/c24-10(21(35)36)3-5-13(28)26-11(20(34)25-7-14(29)30)8-42-19-9(1-4-12(27)16(19)32)2-6-15(31)41-18(23(39)40)17(33)22(37)38/h1-2,4,6,10-11,17-18,27,32-33H,3,5,7-8,24H2,(H,25,34)(H,26,28)(H,29,30)(H,35,36)(H,37,38)(H,39,40)/b6-2+

> <INCHI_KEY>
FRUUTAANUZUTPG-QHHAFSJGSA-N

> <FORMULA>
C23H27N3O15S

> <MOLECULAR_WEIGHT>
617.537

> <EXACT_MASS>
617.116287899

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
56.59944700933338

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[(2E)-3-(2-{[2-(4-amino-4-carboxybutanamido)-2-[(carboxymethyl)carbamoyl]ethyl]sulfanyl}-3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-hydroxybutanedioic acid

> <ALOGPS_LOGP>
-1.13

> <JCHEM_LOGP>
-4.588113278089005

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.7061900423891254

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6684928784401194

> <JCHEM_PKA_STRONGEST_BASIC>
8.919995650342186

> <JCHEM_POLAR_SURFACE_AREA>
320.40999999999997

> <JCHEM_REFRACTIVITY>
137.376

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.91e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(2E)-3-(2-{[2-(4-amino-4-carboxybutanamido)-2-(carboxymethylcarbamoyl)ethyl]sulfanyl}-3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-hydroxybutanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301713
     RDKit          3D
2-S-Glutathionyl caftaric acid
 69 69  0  0  0  0  0  0  0  0999 V2000
   -6.6928    4.1015   -2.4807 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4045    4.1526   -1.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0843    2.7270   -1.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7779    2.5774   -0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5493    1.1489   -0.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3964    0.3070   -0.8091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4626    0.7347    0.4253 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1717   -0.6181    0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7472   -0.9830    0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2884   -0.9134   -1.2478 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5589   -2.4389   -1.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9158   -2.5555   -1.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8061   -1.4714   -1.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5540   -0.1880   -1.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6158    0.7871   -0.9467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4103    2.0220   -0.9763 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8841    0.3901   -0.5702 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9324    1.3179   -0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0910    1.0914   -1.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0974    0.0906   -1.9056 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1874    1.9173   -1.1054 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2910    1.1993    1.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1162    1.4509    1.9773 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2322    2.2619    1.6068 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4469    2.2819    1.2943 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8156    3.3546    2.3841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4465   -3.8310   -1.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7082   -4.9095   -2.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3228   -4.7602   -2.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4799   -5.8142   -2.7031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2258   -3.5044   -2.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6099   -3.3541   -2.1881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4308   -0.8823    2.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8014    0.0336    3.0103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2446   -2.1933    2.7420 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4855   -2.4626    4.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2440   -3.8883    4.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8916   -4.6578    3.5437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3911   -4.4077    5.7375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5700    5.0195   -0.6052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5906    5.3420    0.1343 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8145    5.5163   -0.2615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4641    4.1115   -1.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8252    3.1641   -2.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6747    4.5880   -2.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9159    2.3784   -0.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0209    2.1191   -2.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9685    2.9096   -1.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7385    3.2110    0.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7840    1.4660    0.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8334   -1.3559    0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262   -2.0548    0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0253   -0.3568    1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8417   -1.7343   -0.9930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6151    0.2015   -1.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5338    2.3262   -0.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8009    2.0773   -1.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7187    0.2352    1.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0905    2.3901    2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4702    3.7189    3.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5343   -3.9546   -1.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416   -5.8782   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0470   -6.7068   -2.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0536   -2.4736   -2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9389   -2.9636    2.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4946   -2.1987    4.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6894   -1.9013    4.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4314   -5.4193    5.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2931    6.1092   -0.9145 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 24 26  1  0
 12 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
  8 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
  2 40  1  0
 40 41  2  0
 40 42  1  0
 31 11  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  3 46  1  0
  3 47  1  0
  4 48  1  0
  4 49  1  0
  7 50  1  0
  8 51  1  0
  9 52  1  0
  9 53  1  0
 13 54  1  0
 14 55  1  0
 18 56  1  0
 21 57  1  0
 22 58  1  0
 23 59  1  0
 26 60  1  0
 27 61  1  0
 28 62  1  0
 30 63  1  0
 32 64  1  0
 35 65  1  0
 36 66  1  0
 36 67  1  0
 39 68  1  0
 42 69  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       0.550  -2.200   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.220  -0.866   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.760  -0.866   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.530  -2.200   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.760  -3.534   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.220  -3.534   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.550   0.467   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       2.090  -2.200   0.000  0.00  0.00           O+0
HETATM    9  S   UNK     0      -2.530   0.467   0.000  0.00  0.00           S+0
HETATM   10  C   UNK     0      -4.070  -2.200   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.840  -3.534   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.380  -3.534   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -7.150  -4.867   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -8.690  -4.867   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -7.150  -2.200   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -9.460  -6.201   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0     -11.000  -6.201   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -8.690  -7.535   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -9.460  -3.534   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -8.690  -2.200   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0     -11.000  -3.534   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0     -11.770  -2.200   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0     -11.770  -4.867   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -4.070   0.467   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.840   1.801   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.380   1.801   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      -7.150   3.135   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0      -8.690   3.135   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -9.460   4.468   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -7.150   0.467   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0     -11.000   4.468   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -8.690   5.802   0.000  0.00  0.00           O+0
HETATM   33  N   UNK     0      -4.070   3.135   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      -2.530   3.135   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.760   4.468   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.220   4.468   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.550   5.802   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0       2.090   5.802   0.000  0.00  0.00           N+0
HETATM   39  O   UNK     0      -1.760   1.801   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -0.220   7.136   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -1.760   7.136   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       0.550   8.469   0.000  0.00  0.00           O+0
CONECT    1    2    6    8                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5                                                       
CONECT    7    2                                                            
CONECT    8    1                                                            
CONECT    9    3   24                                                       
CONECT   10    4   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13   16   19                                                  
CONECT   15   12                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   14   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24    9   25                                                       
CONECT   25   24   26   33                                                  
CONECT   26   25   27   30                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   31   32                                                  
CONECT   30   26                                                            
CONECT   31   29                                                            
CONECT   32   29                                                            
CONECT   33   25   34                                                       
CONECT   34   33   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   40                                                  
CONECT   38   37                                                            
CONECT   39   34                                                            
CONECT   40   37   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   84    0
END

COMPND    HMDB0301713
HETATM    1  N1  UNL     1      -6.693   4.102  -2.481  1.00  0.00           N  
HETATM    2  C1  UNL     1      -5.405   4.153  -1.786  1.00  0.00           C  
HETATM    3  C2  UNL     1      -5.084   2.727  -1.409  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.778   2.577  -0.675  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.549   1.149  -0.349  1.00  0.00           C  
HETATM    6  O1  UNL     1      -4.396   0.307  -0.809  1.00  0.00           O  
HETATM    7  N2  UNL     1      -2.463   0.735   0.425  1.00  0.00           N  
HETATM    8  C5  UNL     1      -2.172  -0.618   0.790  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.747  -0.983   0.487  1.00  0.00           C  
HETATM   10  S1  UNL     1      -0.288  -0.913  -1.248  1.00  0.00           S  
HETATM   11  C7  UNL     1       0.559  -2.439  -1.699  1.00  0.00           C  
HETATM   12  C8  UNL     1       1.916  -2.556  -1.578  1.00  0.00           C  
HETATM   13  C9  UNL     1       2.806  -1.471  -1.279  1.00  0.00           C  
HETATM   14  C10 UNL     1       2.554  -0.188  -1.295  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.616   0.787  -0.947  1.00  0.00           C  
HETATM   16  O2  UNL     1       3.410   2.022  -0.976  1.00  0.00           O  
HETATM   17  O3  UNL     1       4.884   0.390  -0.570  1.00  0.00           O  
HETATM   18  C12 UNL     1       5.932   1.318  -0.241  1.00  0.00           C  
HETATM   19  C13 UNL     1       7.091   1.091  -1.107  1.00  0.00           C  
HETATM   20  O4  UNL     1       7.097   0.091  -1.906  1.00  0.00           O  
HETATM   21  O5  UNL     1       8.187   1.917  -1.105  1.00  0.00           O  
HETATM   22  C14 UNL     1       6.291   1.199   1.212  1.00  0.00           C  
HETATM   23  O6  UNL     1       5.116   1.451   1.977  1.00  0.00           O  
HETATM   24  C15 UNL     1       7.232   2.262   1.607  1.00  0.00           C  
HETATM   25  O7  UNL     1       8.447   2.282   1.294  1.00  0.00           O  
HETATM   26  O8  UNL     1       6.816   3.355   2.384  1.00  0.00           O  
HETATM   27  C16 UNL     1       2.446  -3.831  -1.850  1.00  0.00           C  
HETATM   28  C17 UNL     1       1.708  -4.910  -2.216  1.00  0.00           C  
HETATM   29  C18 UNL     1       0.323  -4.760  -2.336  1.00  0.00           C  
HETATM   30  O9  UNL     1      -0.480  -5.814  -2.703  1.00  0.00           O  
HETATM   31  C19 UNL     1      -0.226  -3.504  -2.069  1.00  0.00           C  
HETATM   32  O10 UNL     1      -1.610  -3.354  -2.188  1.00  0.00           O  
HETATM   33  C20 UNL     1      -2.431  -0.882   2.253  1.00  0.00           C  
HETATM   34  O11 UNL     1      -2.801   0.034   3.010  1.00  0.00           O  
HETATM   35  N3  UNL     1      -2.245  -2.193   2.742  1.00  0.00           N  
HETATM   36  C21 UNL     1      -2.485  -2.463   4.147  1.00  0.00           C  
HETATM   37  C22 UNL     1      -2.244  -3.888   4.462  1.00  0.00           C  
HETATM   38  O12 UNL     1      -1.892  -4.658   3.544  1.00  0.00           O  
HETATM   39  O13 UNL     1      -2.391  -4.408   5.737  1.00  0.00           O  
HETATM   40  C23 UNL     1      -5.570   5.020  -0.605  1.00  0.00           C  
HETATM   41  O14 UNL     1      -4.591   5.342   0.134  1.00  0.00           O  
HETATM   42  O15 UNL     1      -6.814   5.516  -0.261  1.00  0.00           O  
HETATM   43  H1  UNL     1      -7.464   4.111  -1.752  1.00  0.00           H  
HETATM   44  H2  UNL     1      -6.825   3.164  -2.947  1.00  0.00           H  
HETATM   45  H3  UNL     1      -4.675   4.588  -2.487  1.00  0.00           H  
HETATM   46  H4  UNL     1      -5.916   2.378  -0.753  1.00  0.00           H  
HETATM   47  H5  UNL     1      -5.021   2.119  -2.343  1.00  0.00           H  
HETATM   48  H6  UNL     1      -2.969   2.910  -1.366  1.00  0.00           H  
HETATM   49  H7  UNL     1      -3.739   3.211   0.248  1.00  0.00           H  
HETATM   50  H8  UNL     1      -1.784   1.466   0.780  1.00  0.00           H  
HETATM   51  H9  UNL     1      -2.833  -1.356   0.261  1.00  0.00           H  
HETATM   52  H10 UNL     1      -0.626  -2.055   0.840  1.00  0.00           H  
HETATM   53  H11 UNL     1      -0.025  -0.357   1.052  1.00  0.00           H  
HETATM   54  H12 UNL     1       3.842  -1.734  -0.993  1.00  0.00           H  
HETATM   55  H13 UNL     1       1.615   0.202  -1.577  1.00  0.00           H  
HETATM   56  H14 UNL     1       5.534   2.326  -0.400  1.00  0.00           H  
HETATM   57  H15 UNL     1       8.801   2.077  -1.904  1.00  0.00           H  
HETATM   58  H16 UNL     1       6.719   0.235   1.517  1.00  0.00           H  
HETATM   59  H17 UNL     1       5.091   2.390   2.231  1.00  0.00           H  
HETATM   60  H18 UNL     1       7.470   3.719   3.090  1.00  0.00           H  
HETATM   61  H19 UNL     1       3.534  -3.955  -1.762  1.00  0.00           H  
HETATM   62  H20 UNL     1       2.142  -5.878  -2.416  1.00  0.00           H  
HETATM   63  H21 UNL     1      -0.047  -6.707  -2.884  1.00  0.00           H  
HETATM   64  H22 UNL     1      -2.054  -2.474  -2.001  1.00  0.00           H  
HETATM   65  H23 UNL     1      -1.939  -2.964   2.096  1.00  0.00           H  
HETATM   66  H24 UNL     1      -3.495  -2.199   4.484  1.00  0.00           H  
HETATM   67  H25 UNL     1      -1.689  -1.901   4.730  1.00  0.00           H  
HETATM   68  H26 UNL     1      -2.431  -5.419   5.883  1.00  0.00           H  
HETATM   69  H27 UNL     1      -7.293   6.109  -0.914  1.00  0.00           H  
CONECT    1    2   43   44
CONECT    2    3   40   45
CONECT    3    4   46   47
CONECT    4    5   48   49
CONECT    5    6    6    7
CONECT    7    8   50
CONECT    8    9   33   51
CONECT    9   10   52   53
CONECT   10   11
CONECT   11   12   12   31
CONECT   12   13   27
CONECT   13   14   14   54
CONECT   14   15   55
CONECT   15   16   16   17
CONECT   17   18
CONECT   18   19   22   56
CONECT   19   20   20   21
CONECT   21   57
CONECT   22   23   24   58
CONECT   23   59
CONECT   24   25   25   26
CONECT   26   60
CONECT   27   28   28   61
CONECT   28   29   62
CONECT   29   30   31   31
CONECT   30   63
CONECT   31   32
CONECT   32   64
CONECT   33   34   34   35
CONECT   35   36   65
CONECT   36   37   66   67
CONECT   37   38   38   39
CONECT   39   68
CONECT   40   41   41   42
CONECT   42   69
END

HMDB0301713
     RDKit          3D
2-S-Glutathionyl caftaric acid
 69 69  0  0  0  0  0  0  0  0999 V2000
   -6.6928    4.1015   -2.4807 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4045    4.1526   -1.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0843    2.7270   -1.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7779    2.5774   -0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5493    1.1489   -0.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3964    0.3070   -0.8091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4626    0.7347    0.4253 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1717   -0.6181    0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7472   -0.9830    0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2884   -0.9134   -1.2478 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5589   -2.4389   -1.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9158   -2.5555   -1.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8061   -1.4714   -1.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5540   -0.1880   -1.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6158    0.7871   -0.9467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4103    2.0220   -0.9763 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8841    0.3901   -0.5702 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9324    1.3179   -0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0910    1.0914   -1.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0974    0.0906   -1.9056 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1874    1.9173   -1.1054 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2910    1.1993    1.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1162    1.4509    1.9773 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2322    2.2619    1.6068 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4469    2.2819    1.2943 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8156    3.3546    2.3841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4465   -3.8310   -1.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7082   -4.9095   -2.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3228   -4.7602   -2.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4799   -5.8142   -2.7031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2258   -3.5044   -2.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6099   -3.3541   -2.1881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4308   -0.8823    2.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8014    0.0336    3.0103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2446   -2.1933    2.7420 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4855   -2.4626    4.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2440   -3.8883    4.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8916   -4.6578    3.5437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3911   -4.4077    5.7375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5700    5.0195   -0.6052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5906    5.3420    0.1343 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8145    5.5163   -0.2615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4641    4.1115   -1.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8252    3.1641   -2.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6747    4.5880   -2.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9159    2.3784   -0.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0209    2.1191   -2.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9685    2.9096   -1.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7385    3.2110    0.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7840    1.4660    0.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8334   -1.3559    0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262   -2.0548    0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0253   -0.3568    1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8417   -1.7343   -0.9930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6151    0.2015   -1.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5338    2.3262   -0.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8009    2.0773   -1.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7187    0.2352    1.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0905    2.3901    2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4702    3.7189    3.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5343   -3.9546   -1.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416   -5.8782   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0470   -6.7068   -2.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0536   -2.4736   -2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9389   -2.9636    2.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4946   -2.1987    4.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6894   -1.9013    4.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4314   -5.4193    5.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2931    6.1092   -0.9145 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 24 26  1  0
 12 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
  8 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
  2 40  1  0
 40 41  2  0
 40 42  1  0
 31 11  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  3 46  1  0
  3 47  1  0
  4 48  1  0
  4 49  1  0
  7 50  1  0
  8 51  1  0
  9 52  1  0
  9 53  1  0
 13 54  1  0
 14 55  1  0
 18 56  1  0
 21 57  1  0
 22 58  1  0
 23 59  1  0
 26 60  1  0
 27 61  1  0
 28 62  1  0
 30 63  1  0
 32 64  1  0
 35 65  1  0
 36 66  1  0
 36 67  1  0
 39 68  1  0
 42 69  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-{[(2E)-3-[2-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulfanyl)-3,4-dihydroxyphenyl]prop-2-enoyl]oxy}-3-hydroxybutanedioate	Generator
2-{[(2E)-3-[2-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulphanyl)-3,4-dihydroxyphenyl]prop-2-enoyl]oxy}-3-hydroxybutanedioate	Generator
2-{[(2E)-3-[2-({2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}sulphanyl)-3,4-dihydroxyphenyl]prop-2-enoyl]oxy}-3-hydroxybutanedioic acid	Generator
2-S-Glutathionyl caftarate	Generator

Chemical Formula

C₂₃H₂₇N₃O₁₅S

Average Molecular Weight

617.537

Monoisotopic Molecular Weight

617.116287899

IUPAC Name

2-{[(2E)-3-(2-{[2-(4-amino-4-carboxybutanamido)-2-[(carboxymethyl)carbamoyl]ethyl]sulfanyl}-3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-hydroxybutanedioic acid

Traditional Name

2-{[(2E)-3-(2-{[2-(4-amino-4-carboxybutanamido)-2-(carboxymethylcarbamoyl)ethyl]sulfanyl}-3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-hydroxybutanedioic acid

CAS Registry Number

Not Available

SMILES

NC(CCC(=O)NC(CSC1=C(\C=C\C(=O)OC(C(O)C(O)=O)C(O)=O)C=CC(O)=C1O)C(=O)NCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C23H27N3O15S/c24-10(21(35)36)3-5-13(28)26-11(20(34)25-7-14(29)30)8-42-19-9(1-4-12(27)16(19)32)2-6-15(31)41-18(23(39)40)17(33)22(37)38/h1-2,4,6,10-11,17-18,27,32-33H,3,5,7-8,24H2,(H,25,34)(H,26,28)(H,29,30)(H,35,36)(H,37,38)(H,39,40)/b6-2+

InChI Key

FRUUTAANUZUTPG-QHHAFSJGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Gamma-glutamyl alpha peptide
Pentacarboxylic acid or derivatives
Glutamine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
Cinnamic acid ester
Cinnamic acid or derivatives
Hydroxycinnamic acid or derivatives
Cysteine or derivatives
Coumaric acid or derivatives
Alpha-amino acid
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Aryl thioether
Thiophenol ether
Catechol
Styrene
Phenol
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Sugar acid
1-hydroxy-4-unsubstituted benzenoid
Alkylarylthioether
Fatty acid ester
Alpha-hydroxy acid
Fatty amide
Fatty acyl
Hydroxy acid
Benzenoid
Monosaccharide
N-acyl-amine
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Amino acid or derivatives
Amino acid
Carboxylic acid ester
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Sulfenyl compound
Thioether
Carboxylic acid
Organooxygen compound
Organosulfur compound
Carbonyl group
Primary amine
Organic nitrogen compound
Alcohol
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Primary aliphatic amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0301713)

Food

Baking good

Seasoning

Vinegar (FooDB: FOOD00628)

Beverage

Fermented beverage

Grape wine (FooDB: FOOD00612)

Fruit

Berry

Common grape (FooDB: FOOD00204)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.1	ALOGPS
logP	-4.6	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	1.67	ChemAxon
pKa (Strongest Basic)	8.92	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	320.41 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	137.38 m³·mol⁻¹	ChemAxon
Polarizability	56.6 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	226.198	32859911
AllCCS	[M+H-H2O]+	225.364	32859911
AllCCS	[M+Na]+	227.133	32859911
AllCCS	[M+NH4]+	226.931	32859911
AllCCS	[M-H]-	224.427	32859911
AllCCS	[M+Na-2H]-	226.472	32859911
AllCCS	[M+HCOO]-	228.849	32859911
DeepCCS	[M+H]+	222.523	30932474
DeepCCS	[M-H]-	220.397	30932474
DeepCCS	[M-2H]-	253.637	30932474
DeepCCS	[M+Na]+	228.425	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-S-Glutathionyl caftaric acid 10V, Positive-QTOF	splash10-0fk9-4411696000-7d36b29438beacf2bed7	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-S-Glutathionyl caftaric acid 20V, Positive-QTOF	splash10-00di-9202330000-8ee1a43a6e86ea0dbe4d	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-S-Glutathionyl caftaric acid 40V, Positive-QTOF	splash10-00di-9221000000-c4480624c637a8c55984	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-S-Glutathionyl caftaric acid 10V, Negative-QTOF	splash10-00yi-2312291000-ef2b1fca5415640378a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-S-Glutathionyl caftaric acid 20V, Negative-QTOF	splash10-0015-4596450000-7e7e4c9f0f9d29d1da9d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-S-Glutathionyl caftaric acid 40V, Negative-QTOF	splash10-00di-4592100000-bae959e051ff91c3be08	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-S-Glutathionyl caftaric acid 10V, Positive-QTOF	splash10-0udi-0012292000-fa830efb487f1acd754e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-S-Glutathionyl caftaric acid 20V, Positive-QTOF	splash10-0abc-0207930000-971ebbf052777c6ea77d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-S-Glutathionyl caftaric acid 40V, Positive-QTOF	splash10-001i-9410100000-42c9a1c38fb677959e64	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-S-Glutathionyl caftaric acid 10V, Negative-QTOF	splash10-0uk9-3010291000-ec024181e3a0741bbfa5	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-S-Glutathionyl caftaric acid 20V, Negative-QTOF	splash10-0udr-6900340000-b4172e1385a3fc697f0a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-S-Glutathionyl caftaric acid 40V, Negative-QTOF	splash10-0006-6900000000-3ad23761b647ff689673	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000246

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

117842555

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 2-S-Glutathionyl caftaric acid (HMDB0301713)

MOL for HMDB0301713 (2-S-Glutathionyl caftaric acid)

3D MOL for HMDB0301713 (2-S-Glutathionyl caftaric acid)

3D SDF for HMDB0301713 (2-S-Glutathionyl caftaric acid)

3D-SDF for HMDB0301713 (2-S-Glutathionyl caftaric acid)

PDB for HMDB0301713 (2-S-Glutathionyl caftaric acid)

3D PDB for HMDB0301713 (2-S-Glutathionyl caftaric acid)

SMILES for HMDB0301713 (2-S-Glutathionyl caftaric acid)

INCHI for HMDB0301713 (2-S-Glutathionyl caftaric acid)

Structure for HMDB0301713 (2-S-Glutathionyl caftaric acid)

3D Structure for HMDB0301713 (2-S-Glutathionyl caftaric acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra