MiMeDB: Showing metabocard for 2-(S-Glutathionyl)acetyl chloride (MMDBc0029968)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:48:46 UTC

Update Date

2022-08-31 17:38:07 UTC

MiMeDB ID

MMDBc0029968

Metabolite Identification

Common Name

2-(S-Glutathionyl)acetyl chloride

Description

2-(s-glutathionyl)acetyl chloride belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)

Structure

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


  Mrv0541 08131209222D          

 26 25  0  0  0  0            999 V2000
   -4.0954   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8099   -1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6204   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5243   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3349   -1.1270    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.8099   -1.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520    0.5230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520   -1.1270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    2.5855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2388   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5243    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8099   -0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  6  1  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  2  1  0  0  0  0
 10  3  1  0  0  0  0
 11  7  1  0  0  0  0
 12  6  1  0  0  0  0
 13  8  1  0  0  0  0
  6 14  1  1  0  0  0
 15  3  1  4  0  0  0
 15 11  2  0  0  0  0
  7 16  1  1  0  0  0
 16  9  2  0  0  0  0
 17  8  2  0  0  0  0
  9 18  1  4  0  0  0
 19 10  2  0  0  0  0
 20 10  1  0  0  0  0
 21 11  1  0  0  0  0
 22 12  2  0  0  0  0
 23 12  1  0  0  0  0
 24  4  1  0  0  0  0
 24  5  1  0  0  0  0
  6 25  1  1  0  0  0
  7 26  1  1  0  0  0
M  END

HMDB0060342
     RDKit          3D
2-(S-Glutathionyl)acetyl chloride
 42 41  0  0  0  0  0  0  0  0999 V2000
   -3.1387    0.9373   -0.3019 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8339   -0.2964   -0.5349 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0026   -1.4895   -0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541   -1.9328    0.2538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0087   -1.0186    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117    0.1366    1.3628 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2322   -1.2522    0.4163 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2898   -0.3578    0.8225 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6543   -0.9914    0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8759   -1.4143   -1.0914 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4868   -2.1812   -1.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5956   -3.4990   -0.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6242   -4.1155   -0.7436 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2648   -4.1888    0.2435 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2895    0.8940    0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4635    0.8613   -1.3325 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1233    2.0165    0.6206 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1234    3.2347   -0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9580    4.2878    0.4981 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5308    4.0091    1.5665 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0953    5.5444   -0.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8796   -0.5512    0.5050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5464   -1.6044    0.3952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0870    0.3471    1.5349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5210    1.1118   -1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8707    1.7055   -0.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4380   -0.1189   -1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7190   -2.3535   -0.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083   -1.3664   -1.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6579   -2.3347    1.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5880   -2.8922   -0.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9346    0.2320    2.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1758   -0.1233    1.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7919   -1.8968    1.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4344   -0.2651    0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7256   -2.2592   -2.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2476   -1.5176   -0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8490    1.2653   -2.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0834    3.6454   -0.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4750    3.0462   -1.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7110    6.3719    0.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0007    0.3739    2.0032 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  1  0
  5  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  8 15  1  0
 15 16  1  0
 15 17  2  3
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  2 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  6
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  6 32  1  0
  8 33  1  1
  9 34  1  0
  9 35  1  0
 11 36  1  0
 11 37  1  0
 16 38  1  0
 18 39  1  0
 18 40  1  0
 21 41  1  0
 24 42  1  0
M  END


  Mrv0541 08131209222D          

 26 25  0  0  0  0            999 V2000
   -4.0954   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8099   -1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6204   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5243   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3349   -1.1270    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.8099   -1.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520    0.5230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520   -1.1270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    2.5855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2388   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5243    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8099   -0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  6  1  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  2  1  0  0  0  0
 10  3  1  0  0  0  0
 11  7  1  0  0  0  0
 12  6  1  0  0  0  0
 13  8  1  0  0  0  0
  6 14  1  1  0  0  0
 15  3  1  4  0  0  0
 15 11  2  0  0  0  0
  7 16  1  1  0  0  0
 16  9  2  0  0  0  0
 17  8  2  0  0  0  0
  9 18  1  4  0  0  0
 19 10  2  0  0  0  0
 20 10  1  0  0  0  0
 21 11  1  0  0  0  0
 22 12  2  0  0  0  0
 23 12  1  0  0  0  0
 24  4  1  0  0  0  0
 24  5  1  0  0  0  0
  6 25  1  1  0  0  0
  7 26  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029968

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](N)(CCC(O)=N[C@@]([H])(CSCC(Cl)=O)C(O)=NCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H18ClN3O7S/c13-8(17)5-24-4-7(11(21)15-3-10(19)20)16-9(18)2-1-6(14)12(22)23/h6-7H,1-5,14H2,(H,15,21)(H,16,18)(H,19,20)(H,22,23)/t6-,7-/m0/s1

> <INCHI_KEY>
QUWRSBQWJGCKIV-BQBZGAKWSA-N

> <FORMULA>
C12H18ClN3O7S

> <MOLECULAR_WEIGHT>
383.805

> <EXACT_MASS>
383.055398342

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
35.87229489972073

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-[(2-chloro-2-oxoethyl)sulfanyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acid

> <ALOGPS_LOGP>
-2.05

> <JCHEM_LOGP>
-3.184619615753647

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.575438148244108

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.820554221503154

> <JCHEM_PKA_STRONGEST_BASIC>
9.53721942066391

> <JCHEM_POLAR_SURFACE_AREA>
182.87

> <JCHEM_REFRACTIVITY>
84.89999999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.96e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
C12H18clN3O7S

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060342
     RDKit          3D
2-(S-Glutathionyl)acetyl chloride
 42 41  0  0  0  0  0  0  0  0999 V2000
   -3.1387    0.9373   -0.3019 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8339   -0.2964   -0.5349 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0026   -1.4895   -0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541   -1.9328    0.2538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0087   -1.0186    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117    0.1366    1.3628 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2322   -1.2522    0.4163 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2898   -0.3578    0.8225 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6543   -0.9914    0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8759   -1.4143   -1.0914 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4868   -2.1812   -1.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5956   -3.4990   -0.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6242   -4.1155   -0.7436 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2648   -4.1888    0.2435 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2895    0.8940    0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4635    0.8613   -1.3325 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1233    2.0165    0.6206 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1234    3.2347   -0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9580    4.2878    0.4981 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5308    4.0091    1.5665 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0953    5.5444   -0.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8796   -0.5512    0.5050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5464   -1.6044    0.3952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0870    0.3471    1.5349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5210    1.1118   -1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8707    1.7055   -0.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4380   -0.1189   -1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7190   -2.3535   -0.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083   -1.3664   -1.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6579   -2.3347    1.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5880   -2.8922   -0.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9346    0.2320    2.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1758   -0.1233    1.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7919   -1.8968    1.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4344   -0.2651    0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7256   -2.2592   -2.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2476   -1.5176   -0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8490    1.2653   -2.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0834    3.6454   -0.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4750    3.0462   -1.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7110    6.3719    0.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0007    0.3739    2.0032 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  1  0
  5  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  8 15  1  0
 15 16  1  0
 15 17  2  3
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  2 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  6
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  6 32  1  0
  8 33  1  1
  9 34  1  0
  9 35  1  0
 11 36  1  0
 11 37  1  0
 16 38  1  0
 18 39  1  0
 18 40  1  0
 21 41  1  0
 24 42  1  0
M  END

HEADER    PROTEIN                                 13-AUG-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-AUG-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
HETATM   14  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   24  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM   25  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    9                                                       
CONECT    3   10   15                                                       
CONECT    4    7   24                                                       
CONECT    5    8   24                                                       
CONECT    6    1   12   14   25                                             
CONECT    7    4   11   16   26                                             
CONECT    8    5   13   17                                                  
CONECT    9    2   16   18                                                  
CONECT   10    3   19   20                                                  
CONECT   11    7   15   21                                                  
CONECT   12    6   22   23                                                  
CONECT   13    8                                                            
CONECT   14    6                                                            
CONECT   15    3   11                                                       
CONECT   16    7    9                                                       
CONECT   17    8                                                            
CONECT   18    9                                                            
CONECT   19   10                                                            
CONECT   20   10                                                            
CONECT   21   11                                                            
CONECT   22   12                                                            
CONECT   23   12                                                            
CONECT   24    4    5                                                       
CONECT   25    6                                                            
CONECT   26    7                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   50    0
END

COMPND    HMDB0060342
HETATM    1  N1  UNL     1      -3.139   0.937  -0.302  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.834  -0.296  -0.535  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.003  -1.489  -0.791  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.054  -1.933   0.254  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.009  -1.019   0.673  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.312   0.137   1.363  1.00  0.00           O  
HETATM    7  N2  UNL     1       0.232  -1.252   0.416  1.00  0.00           N  
HETATM    8  C5  UNL     1       1.290  -0.358   0.822  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.654  -0.991   0.660  1.00  0.00           C  
HETATM   10  S1  UNL     1       2.876  -1.414  -1.091  1.00  0.00           S  
HETATM   11  C7  UNL     1       4.487  -2.181  -1.330  1.00  0.00           C  
HETATM   12  C8  UNL     1       4.596  -3.499  -0.663  1.00  0.00           C  
HETATM   13  O2  UNL     1       5.624  -4.115  -0.744  1.00  0.00           O  
HETATM   14 CL1  UNL     1       3.265  -4.189   0.244  1.00  0.00          CL  
HETATM   15  C9  UNL     1       1.290   0.894   0.024  1.00  0.00           C  
HETATM   16  O3  UNL     1       1.464   0.861  -1.333  1.00  0.00           O  
HETATM   17  N3  UNL     1       1.123   2.017   0.621  1.00  0.00           N  
HETATM   18  C10 UNL     1       1.123   3.235  -0.158  1.00  0.00           C  
HETATM   19  C11 UNL     1       1.958   4.288   0.498  1.00  0.00           C  
HETATM   20  O4  UNL     1       2.531   4.009   1.566  1.00  0.00           O  
HETATM   21  O5  UNL     1       2.095   5.544  -0.062  1.00  0.00           O  
HETATM   22  C12 UNL     1      -4.880  -0.551   0.505  1.00  0.00           C  
HETATM   23  O6  UNL     1      -5.546  -1.604   0.395  1.00  0.00           O  
HETATM   24  O7  UNL     1      -5.087   0.347   1.535  1.00  0.00           O  
HETATM   25  H1  UNL     1      -2.521   1.112  -1.127  1.00  0.00           H  
HETATM   26  H2  UNL     1      -3.871   1.706  -0.348  1.00  0.00           H  
HETATM   27  H3  UNL     1      -4.438  -0.119  -1.477  1.00  0.00           H  
HETATM   28  H4  UNL     1      -3.719  -2.353  -0.954  1.00  0.00           H  
HETATM   29  H5  UNL     1      -2.508  -1.366  -1.783  1.00  0.00           H  
HETATM   30  H6  UNL     1      -2.658  -2.335   1.131  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.588  -2.892  -0.141  1.00  0.00           H  
HETATM   32  H8  UNL     1      -0.935   0.232   2.298  1.00  0.00           H  
HETATM   33  H9  UNL     1       1.176  -0.123   1.906  1.00  0.00           H  
HETATM   34  H10 UNL     1       2.792  -1.897   1.246  1.00  0.00           H  
HETATM   35  H11 UNL     1       3.434  -0.265   0.984  1.00  0.00           H  
HETATM   36  H12 UNL     1       4.726  -2.259  -2.417  1.00  0.00           H  
HETATM   37  H13 UNL     1       5.248  -1.518  -0.824  1.00  0.00           H  
HETATM   38  H14 UNL     1       0.849   1.265  -2.021  1.00  0.00           H  
HETATM   39  H15 UNL     1       0.083   3.645  -0.243  1.00  0.00           H  
HETATM   40  H16 UNL     1       1.475   3.046  -1.195  1.00  0.00           H  
HETATM   41  H17 UNL     1       1.711   6.372   0.394  1.00  0.00           H  
HETATM   42  H18 UNL     1      -6.001   0.374   2.003  1.00  0.00           H  
CONECT    1    2   25   26
CONECT    2    3   22   27
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6    7    7
CONECT    6   32
CONECT    7    8
CONECT    8    9   15   33
CONECT    9   10   34   35
CONECT   10   11
CONECT   11   12   36   37
CONECT   12   13   13   14
CONECT   15   16   17   17
CONECT   16   38
CONECT   17   18
CONECT   18   19   39   40
CONECT   19   20   20   21
CONECT   21   41
CONECT   22   23   23   24
CONECT   24   42
END

HMDB0060342
     RDKit          3D
2-(S-Glutathionyl)acetyl chloride
 42 41  0  0  0  0  0  0  0  0999 V2000
   -3.1387    0.9373   -0.3019 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8339   -0.2964   -0.5349 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0026   -1.4895   -0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541   -1.9328    0.2538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0087   -1.0186    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117    0.1366    1.3628 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2322   -1.2522    0.4163 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2898   -0.3578    0.8225 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6543   -0.9914    0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8759   -1.4143   -1.0914 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4868   -2.1812   -1.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5956   -3.4990   -0.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6242   -4.1155   -0.7436 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2648   -4.1888    0.2435 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2895    0.8940    0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4635    0.8613   -1.3325 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1233    2.0165    0.6206 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1234    3.2347   -0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9580    4.2878    0.4981 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5308    4.0091    1.5665 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0953    5.5444   -0.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8796   -0.5512    0.5050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5464   -1.6044    0.3952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0870    0.3471    1.5349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5210    1.1118   -1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8707    1.7055   -0.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4380   -0.1189   -1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7190   -2.3535   -0.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083   -1.3664   -1.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6579   -2.3347    1.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5880   -2.8922   -0.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9346    0.2320    2.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1758   -0.1233    1.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7919   -1.8968    1.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4344   -0.2651    0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7256   -2.2592   -2.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2476   -1.5176   -0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8490    1.2653   -2.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0834    3.6454   -0.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4750    3.0462   -1.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7110    6.3719    0.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0007    0.3739    2.0032 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  1  0
  5  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  8 15  1  0
 15 16  1  0
 15 17  2  3
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  2 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  6
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  6 32  1  0
  8 33  1  1
  9 34  1  0
  9 35  1  0
 11 36  1  0
 11 37  1  0
 16 38  1  0
 18 39  1  0
 18 40  1  0
 21 41  1  0
 24 42  1  0
M  END

Synonyms

Not Available

Chemical Formula

C₁₂H₁₈ClN₃O₇S

Average Molecular Weight

383.805

Monoisotopic Molecular Weight

383.055398342

IUPAC Name

(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-[(2-chloro-2-oxoethyl)sulfanyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acid

Traditional Name

C12H18clN3O7S

CAS Registry Number

Not Available

SMILES

[H][C@](N)(CCC(O)=N[C@@]([H])(CSCC(Cl)=O)C(O)=NCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C12H18ClN3O7S/c13-8(17)5-24-4-7(11(21)15-3-10(19)20)16-9(18)2-1-6(14)12(22)23/h6-7H,1-5,14H2,(H,15,21)(H,16,18)(H,19,20)(H,22,23)/t6-,7-/m0/s1

InChI Key

QUWRSBQWJGCKIV-BQBZGAKWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydrofurans

Sub Class

Furanones

Direct Parent

Butenolides

Alternative Parents

Substituents

2-furanone
Dicarboxylic acid or derivatives
Enol ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Chloroalkene
Vinyl chloride
Vinyl halide
Haloalkene
Carbonyl group
Organohalogen compound
Organochloride
Organooxygen compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

butenolide (CHEBI:81655 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.2 g/L	ALOGPS
logP	-2	ALOGPS
logP	-3.2	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	1.82	ChemAxon
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	182.87 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	84.9 m³·mol⁻¹	ChemAxon
Polarizability	35.87 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-052u-8029000000-324c56f17994090f48eb	2017-09-20	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-0a4i-4310279000-9c4fc8665e7da781e314	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_3_2) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_4_7) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS ("2-(S-Glutathionyl)acetyl chloride,2TBDMS,#3" TMS) - 70eV, Positive	Not Available	2021-10-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0g5i-2159000000-39febf94c6c5a174f114	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-9782000000-f948d78248213c9398f6	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-9530000000-8fe6fe1aea8b1b1e7c48	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-06si-1319000000-6f9b6df89090f7f53b9d	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-3923000000-90175f07c7cd3d67709e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0596-5900000000-1475da48240fd5656f33	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0039000000-d760339369cddc0464fa	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001s-2933000000-56c257ec3a56dc94ada0	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-9510000000-72c153ea79ce99841cda	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-05fr-0192000000-187c7a023576f60034e0	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0ac3-1890000000-9c8da758934152c4b3e1	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-5900000000-7731c5a92bff6f55f910	2021-10-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

#<MetaboliteProteinLink:0x000055b76dd92568>

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
	Proteobacteria	1	Human	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB		details

External Links

HMDB ID

HMDB0060342

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10128368

KEGG Compound ID

C14865

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11954073

PDB ID

Not Available

ChEBI ID

34253

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Showing metabocard for 2-(S-Glutathionyl)acetyl chloride (MMDBc0029968)

MOL for #<Metabolite:0x000055b76e0bdf30>

3D MOL for #<Metabolite:0x000055b76e0bdf30>

3D SDF for #<Metabolite:0x000055b76e0bdf30>

3D-SDF for #<Metabolite:0x000055b76e0bdf30>

PDB for #<Metabolite:0x000055b76e0bdf30>

3D PDB for #<Metabolite:0x000055b76e0bdf30>

SMILES for #<Metabolite:0x000055b76e0bdf30>

INCHI for #<Metabolite:0x000055b76e0bdf30>

Structure for #<Metabolite:0x000055b76e0bdf30>

3D Structure for #<Metabolite:0x000055b76e0bdf30>