NP-MRD: Showing NP-Card for Cysteineglutathione disulfide (NP0000484)

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Record Information

Version

1.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2020-11-24 22:15:52 UTC

NP-MRD ID

NP0000484

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cysteineglutathione disulfide

Description

Cysteineglutathione disulfide is a molecule that is formed upon oxidative stress of glutathione, that will form mixed disulfides with protein thiol groups, causing reversible S-glutathionylation. S-glutathionylation is an important post-translational modification responsible for transducing oxidant signals. S-glutathionylation of thiols confers protection against their irreversible oxidation, like for instance the formation of sulphonic acid moieties. If the targeted cysteine is a functionally critical amino acid, S-glutathionylation will however also modify protein function. (PMID 16515838 ). S-sulfonation and S-thiolation of transthyretin Phe33Cys has been detected in a patient with familial transthyretin amyloidosis. (PMID 12876326 ). In Cystinotic human skin fibroblasts in tissue culture there is an accumulation of cystine. Stored cystine in cystinotic tissues may derive in part from glutathione-cysteine mixed disulfide via transpeptidation. (PMID 6130452 ). Cystinosis is an autosomal recessive disorder caused by an impaired transport of cystine out of lysosomes. (PMID 15042893 ).

Structure

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


  Mrv1652305271900072D          

 27 26  0  0  1  0            999 V2000
    9.1790   -3.4882    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.8937   -3.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8937   -2.2512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6085   -1.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3231   -2.2512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1790   -1.8388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6085   -1.0141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9015   -6.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9015   -5.9619    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6163   -5.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3311   -5.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0458   -5.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7550   -5.9566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4642   -5.5443    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1790   -5.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8937   -5.5443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6085   -5.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3231   -5.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1870   -5.5496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0458   -4.7249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4642   -4.7195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1790   -4.3072    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.1790   -6.7813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1849   -7.1947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6134   -7.2005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0375   -5.9568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3232   -4.7193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  1  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
  9 19  1  1  0  0  0
 12 20  2  0  0  0  0
 21 14  1  0  0  0  0
 22 21  1  0  0  0  0
 15 23  2  0  0  0  0
  1 22  1  0  0  0  0
 24  8  2  0  0  0  0
 25  8  1  0  0  0  0
 26 18  2  0  0  0  0
 27 18  1  0  0  0  0
M  END

HMDB0000656
     RDKit          3D
Cysteineglutathione disulfide
 49 48  0  0  0  0  0  0  0  0999 V2000
    5.8449    1.5462    1.8647 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2297    0.2616    1.8483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7788    0.3483    2.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8207    1.4274    1.1651 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6897    0.6000   -0.7858 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610   -0.4600   -0.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0252    0.3233   -0.8913 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1543   -0.6116   -1.0469 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1385   -0.7759   -0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0860   -0.1137    1.0465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2385   -1.7294   -0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2133   -1.8037    0.8669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2732   -2.8308    0.4607 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9146   -2.3863   -0.7501 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2547   -2.9716    1.5616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4609   -2.7164    1.3211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8747   -3.3729    2.8323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0700    1.3306   -1.9626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9434    1.1514   -2.8812 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7778    2.4419   -2.0092 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6673    3.3913   -3.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6559    4.4777   -2.9616 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4251    4.4684   -1.9679 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7727    5.5100   -3.8677 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9120   -0.6246    2.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8814   -0.1509    3.4741 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5135   -1.9450    3.0198 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3735    2.2660    2.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8730    1.4747    2.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2649   -0.2400    0.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3531   -0.6826    2.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6634    0.6325    3.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3323   -0.9884   -1.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2842   -1.2125   -0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056    0.7987    0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1932   -1.1486   -1.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8649   -2.7671   -0.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7683   -1.3953   -1.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6949   -0.8350    1.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6738   -2.1488    1.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7876   -3.8105    0.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8456   -1.3658   -0.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5448   -2.9379   -1.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9139   -3.6787    3.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4817    2.6418   -1.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3676    3.8314   -3.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8828    2.8292   -4.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0281    6.1790   -3.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6401   -2.2275    2.5952 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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
  7 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  2 25  1  0
 25 26  2  0
 25 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  1
  8 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  6
 14 42  1  0
 14 43  1  0
 17 44  1  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
 24 48  1  0
 27 49  1  0
M  END


  Mrv1652305271900072D          

 27 26  0  0  1  0            999 V2000
    9.1790   -3.4882    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.8937   -3.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8937   -2.2512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6085   -1.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3231   -2.2512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1790   -1.8388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6085   -1.0141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9015   -6.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9015   -5.9619    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6163   -5.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3311   -5.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0458   -5.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7550   -5.9566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4642   -5.5443    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1790   -5.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8937   -5.5443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6085   -5.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3231   -5.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1870   -5.5496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0458   -4.7249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4642   -4.7195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1790   -4.3072    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.1790   -6.7813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1849   -7.1947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6134   -7.2005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0375   -5.9568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3232   -4.7193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  1  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
  9 19  1  1  0  0  0
 12 20  2  0  0  0  0
 21 14  1  0  0  0  0
 22 21  1  0  0  0  0
 15 23  2  0  0  0  0
  1 22  1  0  0  0  0
 24  8  2  0  0  0  0
 25  8  1  0  0  0  0
 26 18  2  0  0  0  0
 27 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000484

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H22N4O8S2/c14-6(12(22)23)1-2-9(18)17-8(11(21)16-3-10(19)20)5-27-26-4-7(15)13(24)25/h6-8H,1-5,14-15H2,(H,16,21)(H,17,18)(H,19,20)(H,22,23)(H,24,25)/t6-,7?,8-/m0/s1

> <INCHI_KEY>
BNRXZEPOHPEEAS-PPSBICQBSA-N

> <FORMULA>
C13H22N4O8S2

> <MOLECULAR_WEIGHT>
426.466

> <EXACT_MASS>
426.08790508

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
40.45059894529982

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-{[(1R)-2-[(2-amino-2-carboxyethyl)disulfanyl]-1-[(carboxymethyl)carbamoyl]ethyl]carbamoyl}butanoic acid

> <ALOGPS_LOGP>
-3.86

> <JCHEM_LOGP>
-8.019904673393484

> <ALOGPS_LOGS>
-2.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
1.989847053227642

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3866428730225406

> <JCHEM_PKA_STRONGEST_BASIC>
9.497470079704817

> <JCHEM_POLAR_SURFACE_AREA>
222.13999999999996

> <JCHEM_REFRACTIVITY>
95.76309999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.48e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-4-{[(1R)-2-[(2-amino-2-carboxyethyl)disulfanyl]-1-(carboxymethylcarbamoyl)ethyl]carbamoyl}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000656
     RDKit          3D
Cysteineglutathione disulfide
 49 48  0  0  0  0  0  0  0  0999 V2000
    5.8449    1.5462    1.8647 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2297    0.2616    1.8483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7788    0.3483    2.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8207    1.4274    1.1651 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6897    0.6000   -0.7858 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610   -0.4600   -0.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0252    0.3233   -0.8913 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1543   -0.6116   -1.0469 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1385   -0.7759   -0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0860   -0.1137    1.0465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2385   -1.7294   -0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2133   -1.8037    0.8669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2732   -2.8308    0.4607 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9146   -2.3863   -0.7501 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2547   -2.9716    1.5616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4609   -2.7164    1.3211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8747   -3.3729    2.8323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0700    1.3306   -1.9626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9434    1.1514   -2.8812 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7778    2.4419   -2.0092 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6673    3.3913   -3.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6559    4.4777   -2.9616 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4251    4.4684   -1.9679 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7727    5.5100   -3.8677 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9120   -0.6246    2.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8814   -0.1509    3.4741 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5135   -1.9450    3.0198 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3735    2.2660    2.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8730    1.4747    2.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2649   -0.2400    0.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3531   -0.6826    2.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6634    0.6325    3.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3323   -0.9884   -1.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2842   -1.2125   -0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056    0.7987    0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1932   -1.1486   -1.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8649   -2.7671   -0.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7683   -1.3953   -1.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6949   -0.8350    1.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6738   -2.1488    1.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7876   -3.8105    0.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8456   -1.3658   -0.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5448   -2.9379   -1.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9139   -3.6787    3.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4817    2.6418   -1.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3676    3.8314   -3.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8828    2.8292   -4.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0281    6.1790   -3.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6401   -2.2275    2.5952 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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
  7 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  2 25  1  0
 25 26  2  0
 25 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  1
  8 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  6
 14 42  1  0
 14 43  1  0
 17 44  1  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
 24 48  1  0
 27 49  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  S   UNK     0      17.134  -6.511   0.000  0.00  0.00           S+0
HETATM    2  C   UNK     0      18.468  -5.742   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.468  -4.202   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      19.803  -3.432   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      21.136  -4.202   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      17.134  -3.432   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0      19.803  -1.893   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.149 -12.669   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.149 -11.129   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.484 -10.359   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.818 -11.129   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.152 -10.359   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      14.476 -11.119   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      15.800 -10.349   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.134 -11.119   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      18.468 -10.349   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      19.803 -11.119   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.136 -10.349   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       7.816 -10.359   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0      13.152  -8.820   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      15.800  -8.810   0.000  0.00  0.00           C+0
HETATM   22  S   UNK     0      17.134  -8.040   0.000  0.00  0.00           S+0
HETATM   23  O   UNK     0      17.134 -12.658   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.812 -13.430   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      10.478 -13.441   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      22.470 -11.119   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      21.137  -8.809   0.000  0.00  0.00           O+0
CONECT    1    2   22                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4                                                            
CONECT    6    3                                                            
CONECT    7    4                                                            
CONECT    8    9   24   25                                                  
CONECT    9    8   10   19                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   20                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   26   27                                                  
CONECT   19    9                                                            
CONECT   20   12                                                            
CONECT   21   14   22                                                       
CONECT   22   21    1                                                       
CONECT   23   15                                                            
CONECT   24    8                                                            
CONECT   25    8                                                            
CONECT   26   18                                                            
CONECT   27   18                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   52    0
END

COMPND    HMDB0000656
HETATM    1  N1  UNL     1       5.845   1.546   1.865  1.00  0.00           N  
HETATM    2  C1  UNL     1       5.230   0.262   1.848  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.779   0.348   2.270  1.00  0.00           C  
HETATM    4  S1  UNL     1       2.821   1.427   1.165  1.00  0.00           S  
HETATM    5  S2  UNL     1       2.690   0.600  -0.786  1.00  0.00           S  
HETATM    6  C3  UNL     1       1.261  -0.460  -0.982  1.00  0.00           C  
HETATM    7  C4  UNL     1      -0.025   0.323  -0.891  1.00  0.00           C  
HETATM    8  N2  UNL     1      -1.154  -0.612  -1.047  1.00  0.00           N  
HETATM    9  C5  UNL     1      -2.138  -0.776  -0.044  1.00  0.00           C  
HETATM   10  O1  UNL     1      -2.086  -0.114   1.046  1.00  0.00           O  
HETATM   11  C6  UNL     1      -3.239  -1.729  -0.270  1.00  0.00           C  
HETATM   12  C7  UNL     1      -4.213  -1.804   0.867  1.00  0.00           C  
HETATM   13  C8  UNL     1      -5.273  -2.831   0.461  1.00  0.00           C  
HETATM   14  N3  UNL     1      -5.915  -2.386  -0.750  1.00  0.00           N  
HETATM   15  C9  UNL     1      -6.255  -2.972   1.562  1.00  0.00           C  
HETATM   16  O2  UNL     1      -7.461  -2.716   1.321  1.00  0.00           O  
HETATM   17  O3  UNL     1      -5.875  -3.373   2.832  1.00  0.00           O  
HETATM   18  C10 UNL     1      -0.070   1.331  -1.963  1.00  0.00           C  
HETATM   19  O4  UNL     1      -0.943   1.151  -2.881  1.00  0.00           O  
HETATM   20  N4  UNL     1       0.778   2.442  -2.009  1.00  0.00           N  
HETATM   21  C11 UNL     1       0.667   3.391  -3.116  1.00  0.00           C  
HETATM   22  C12 UNL     1       1.656   4.478  -2.962  1.00  0.00           C  
HETATM   23  O5  UNL     1       2.425   4.468  -1.968  1.00  0.00           O  
HETATM   24  O6  UNL     1       1.773   5.510  -3.868  1.00  0.00           O  
HETATM   25  C13 UNL     1       5.912  -0.625   2.819  1.00  0.00           C  
HETATM   26  O7  UNL     1       6.881  -0.151   3.474  1.00  0.00           O  
HETATM   27  O8  UNL     1       5.513  -1.945   3.020  1.00  0.00           O  
HETATM   28  H1  UNL     1       5.373   2.266   2.424  1.00  0.00           H  
HETATM   29  H2  UNL     1       6.873   1.475   2.025  1.00  0.00           H  
HETATM   30  H3  UNL     1       5.265  -0.240   0.859  1.00  0.00           H  
HETATM   31  H4  UNL     1       3.353  -0.683   2.147  1.00  0.00           H  
HETATM   32  H5  UNL     1       3.663   0.633   3.321  1.00  0.00           H  
HETATM   33  H6  UNL     1       1.332  -0.988  -1.953  1.00  0.00           H  
HETATM   34  H7  UNL     1       1.284  -1.213  -0.147  1.00  0.00           H  
HETATM   35  H8  UNL     1      -0.106   0.799   0.088  1.00  0.00           H  
HETATM   36  H9  UNL     1      -1.193  -1.149  -1.933  1.00  0.00           H  
HETATM   37  H10 UNL     1      -2.865  -2.767  -0.451  1.00  0.00           H  
HETATM   38  H11 UNL     1      -3.768  -1.395  -1.193  1.00  0.00           H  
HETATM   39  H12 UNL     1      -4.695  -0.835   1.087  1.00  0.00           H  
HETATM   40  H13 UNL     1      -3.674  -2.149   1.763  1.00  0.00           H  
HETATM   41  H14 UNL     1      -4.788  -3.811   0.262  1.00  0.00           H  
HETATM   42  H15 UNL     1      -5.846  -1.366  -0.893  1.00  0.00           H  
HETATM   43  H16 UNL     1      -5.545  -2.938  -1.571  1.00  0.00           H  
HETATM   44  H17 UNL     1      -4.914  -3.679   3.002  1.00  0.00           H  
HETATM   45  H18 UNL     1       1.482   2.642  -1.285  1.00  0.00           H  
HETATM   46  H19 UNL     1      -0.368   3.831  -3.124  1.00  0.00           H  
HETATM   47  H20 UNL     1       0.883   2.829  -4.051  1.00  0.00           H  
HETATM   48  H21 UNL     1       1.028   6.179  -3.986  1.00  0.00           H  
HETATM   49  H22 UNL     1       4.640  -2.227   2.595  1.00  0.00           H  
CONECT    1    2   28   29
CONECT    2    3   25   30
CONECT    3    4   31   32
CONECT    4    5
CONECT    5    6
CONECT    6    7   33   34
CONECT    7    8   18   35
CONECT    8    9   36
CONECT    9   10   10   11
CONECT   11   12   37   38
CONECT   12   13   39   40
CONECT   13   14   15   41
CONECT   14   42   43
CONECT   15   16   16   17
CONECT   17   44
CONECT   18   19   19   20
CONECT   20   21   45
CONECT   21   22   46   47
CONECT   22   23   23   24
CONECT   24   48
CONECT   25   26   26   27
CONECT   27   49
END

HMDB0000656
     RDKit          3D
Cysteineglutathione disulfide
 49 48  0  0  0  0  0  0  0  0999 V2000
    5.8449    1.5462    1.8647 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2297    0.2616    1.8483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7788    0.3483    2.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8207    1.4274    1.1651 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6897    0.6000   -0.7858 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610   -0.4600   -0.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0252    0.3233   -0.8913 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1543   -0.6116   -1.0469 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1385   -0.7759   -0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0860   -0.1137    1.0465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2385   -1.7294   -0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2133   -1.8037    0.8669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2732   -2.8308    0.4607 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9146   -2.3863   -0.7501 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2547   -2.9716    1.5616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4609   -2.7164    1.3211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8747   -3.3729    2.8323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0700    1.3306   -1.9626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9434    1.1514   -2.8812 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7778    2.4419   -2.0092 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6673    3.3913   -3.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6559    4.4777   -2.9616 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4251    4.4684   -1.9679 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7727    5.5100   -3.8677 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9120   -0.6246    2.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8814   -0.1509    3.4741 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5135   -1.9450    3.0198 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3735    2.2660    2.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8730    1.4747    2.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2649   -0.2400    0.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3531   -0.6826    2.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6634    0.6325    3.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3323   -0.9884   -1.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2842   -1.2125   -0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056    0.7987    0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1932   -1.1486   -1.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8649   -2.7671   -0.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7683   -1.3953   -1.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6949   -0.8350    1.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6738   -2.1488    1.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7876   -3.8105    0.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8456   -1.3658   -0.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5448   -2.9379   -1.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9139   -3.6787    3.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4817    2.6418   -1.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3676    3.8314   -3.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8828    2.8292   -4.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0281    6.1790   -3.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6401   -2.2275    2.5952 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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
  7 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  2 25  1  0
 25 26  2  0
 25 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  1
  8 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  6
 14 42  1  0
 14 43  1  0
 17 44  1  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
 24 48  1  0
 27 49  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Cysteineglutathione disulphide	Generator
CYSSG	HMDB
Cysteine-glutathione disulfide	HMDB
Cysteine-glutathione mixed disulfide	HMDB
Nereithione	HMDB
(2S)-2-Amino-4-{[(1R)-2-[(2-amino-2-carboxyethyl)disulfanyl]-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl]-C-hydroxycarbonimidoyl}butanoate	HMDB
(2S)-2-Amino-4-{[(1R)-2-[(2-amino-2-carboxyethyl)disulphanyl]-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl]-C-hydroxycarbonimidoyl}butanoate	HMDB
(2S)-2-Amino-4-{[(1R)-2-[(2-amino-2-carboxyethyl)disulphanyl]-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acid	HMDB
Cysteine glutathione disulphide	HMDB

Chemical Formula

C₁₃H₂₂N₄O₈S₂

Average Mass

426.4660 Da

Monoisotopic Mass

426.08791 Da

IUPAC Name

(2S)-2-amino-4-{[(1R)-2-[(2-amino-2-carboxyethyl)disulfanyl]-1-[(carboxymethyl)carbamoyl]ethyl]carbamoyl}butanoic acid

Traditional Name

(2S)-2-amino-4-{[(1R)-2-[(2-amino-2-carboxyethyl)disulfanyl]-1-(carboxymethylcarbamoyl)ethyl]carbamoyl}butanoic acid

CAS Registry Number

13081-14-6

SMILES

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

InChI Identifier

InChI=1S/C13H22N4O8S2/c14-6(12(22)23)1-2-9(18)17-8(11(21)16-3-10(19)20)5-27-26-4-7(15)13(24)25/h6-8H,1-5,14-15H2,(H,16,21)(H,17,18)(H,19,20)(H,22,23)(H,24,25)/t6-,7?,8-/m0/s1

InChI Key

BNRXZEPOHPEEAS-PPSBICQBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
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, 25 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, 252 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	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, 75 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, 101 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, 126 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	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, 176 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, 201 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
1D NMR	¹³C NMR Spectrum (1D, 226 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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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
Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Cysteine or derivatives
Alpha-amino acid
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Tricarboxylic acid or derivatives
N-acyl-amine
Fatty amide
Fatty acyl
Carboxamide group
Amino acid
Dialkyldisulfide
Organic disulfide
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxylic acid
Sulfenyl compound
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	234 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	1.48 g/L	ALOGPS
logP	-3.9	ALOGPS
logP	-8	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	1.39	ChemAxon
pKa (Strongest Basic)	9.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	222.14 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	95.76 m³·mol⁻¹	ChemAxon
Polarizability	40.45 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0000656

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022166

KNApSAcK ID

Not Available

Chemspider ID

35013023

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5628

PubChem Compound

53477713

PDB ID

Not Available

ChEBI ID

143243

Good Scents ID

Not Available

References

General References

Lim A, Prokaeva T, McComb ME, Connors LH, Skinner M, Costello CE: Identification of S-sulfonation and S-thiolation of a novel transthyretin Phe33Cys variant from a patient diagnosed with familial transthyretin amyloidosis. Protein Sci. 2003 Aug;12(8):1775-85. [PubMed:12876326 ]
Guneral F, Bachmann C: Age-related reference values for urinary organic acids in a healthy Turkish pediatric population. Clin Chem. 1994 Jun;40(6):862-6. [PubMed:8087979 ]
Reynaert NL, Ckless K, Guala AS, Wouters EF, van der Vliet A, Janssen-Heininger YM: In situ detection of S-glutathionylated proteins following glutaredoxin-1 catalyzed cysteine derivatization. Biochim Biophys Acta. 2006 Mar;1760(3):380-7. Epub 2006 Feb 20. [PubMed:16515838 ]
Butler JD, Spielberg SP: Accumulation of cystine from glutathione-cysteine mixed disulfide in cystinotic fibroblasts; blockade by an inhibitor of gamma-glutamyl transpeptidase. Life Sci. 1982 Dec 6;31(23):2563-70. [PubMed:6130452 ]
Levtchenko EN, Wilmer M, de Graaf-Hess AC, van den Heuvel LP, Blom H, Monnens LA: [From gene to disease: cystinosis]. Ned Tijdschr Geneeskd. 2004 Mar 6;148(10):476-8. [PubMed:15042893 ]

Showing NP-Card for Cysteineglutathione disulfide (NP0000484)

MOL for NP0000484 (Cysteineglutathione disulfide)

3D MOL for NP0000484 (Cysteineglutathione disulfide)

3D SDF for NP0000484 (Cysteineglutathione disulfide)

3D-SDF for NP0000484 (Cysteineglutathione disulfide)

PDB for NP0000484 (Cysteineglutathione disulfide)

3D PDB for NP0000484 (Cysteineglutathione disulfide)

SMILES for NP0000484 (Cysteineglutathione disulfide)

INCHI for NP0000484 (Cysteineglutathione disulfide)

Structure for NP0000484 (Cysteineglutathione disulfide)

3D Structure for NP0000484 (Cysteineglutathione disulfide)