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Chemistry

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Also known as: Glutathione disulfide, 27025-41-8, Gssg, Oxidized glutathione, Glutathione oxidized, Glutathione disulphide

Molecular Formula

C₂₀H₃₂N₆O₁₂S₂

Molecular Weight

612.6 g/mol

InChI Key

YPZRWBKMTBYPTK-BJDJZHNGSA-N

FDA UNII

ULW86O013H

A GLUTATHIONE dimer formed by a disulfide bond between the cysteine sulfhydryl side chains during the course of being oxidized.

1 2D Structure

103239-24-3

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S)-2-amino-5-[[(2R)-3-[[(2R)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]disulfanyl]-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid

2.1.2 InChI

InChI=1S/C20H32N6O12S2/c21-9(19(35)36)1-3-13(27)25-11(17(33)23-5-15(29)30)7-39-40-8-12(18(34)24-6-16(31)32)26-14(28)4-2-10(22)20(37)38/h9-12H,1-8,21-22H2,(H,23,33)(H,24,34)(H,25,27)(H,26,28)(H,29,30)(H,31,32)(H,35,36)(H,37,38)/t9-,10-,11-,12-/m0/s1

2.1.3 InChI Key

YPZRWBKMTBYPTK-BJDJZHNGSA-N

2.1.4 Canonical SMILES

C(CC(=O)NC(CSSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)C(=O)NCC(=O)O)C(C(=O)O)N

2.1.5 Isomeric SMILES

C(CC(=O)N[C@@H](CSSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)C(=O)NCC(=O)O)[C@@H](C(=O)O)N

2.2 Other Identifiers

2.2.1 UNII

ULW86O013H

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Disulfide, Glutathione

2. Glutathione Disulfide

3. Glutathione Disulfide, Ion(1-)

4. Glutathione, Oxidized

5. Gssg

6. Oxidized Glutathione

2.3.2 Depositor-Supplied Synonyms

1. Glutathione Disulfide

2. 27025-41-8

3. Gssg

4. Oxidized Glutathione

5. Glutathione Oxidized

6. Glutathione Disulphide

7. L-glutathione Oxidized

8. Glutathione-ssg

9. Glutathione, Oxidized

10. Glutathone Disulfide

11. Oxigluthione

12. Bi(glutathion-s-yl)

13. L(-)-glutathione

14. Oxiglutatione [inn]

15. L-oxidized Glutathione

16. Oxidized L-glutathione

17. S,s'-ethylenebis(glutathione)

18. Oxiglutationum [inn-latin]

19. Oxiglutationa [inn-spanish]

20. Ccris 780

21. Oxidized Glutathione Disulfide

22. Glutathione-s-s-glutathione

23. Bis(gamma-glutamyl-l-cysteinylglycine) Disulfide

24. Glutamine, N,n'-(dithiobis(1-((carboxymethyl)carbamoyl)ethylene))di-, L-

25. N-(n-gamma-glutamyl-cysteinyl)glycine-(2,2)-disulfide

26. Ulw86o013h

27. Glycine, L-gamma-glutamyl-l-cysteinyl-, (2,2')-disulfide

28. Chebi:17858

29. Glutathione Ox

30. Glutathiol

31. N,n'-(dithiobis((r)-1-((carboxymethyl)carbamoyl)ethylene))di-l-glutamine

32. Oxiglutationa

33. Oxiglutationum

34. Mfcd00063106

35. (2s,2's)-5,5'-(((2r,2'r)-disulfanediylbis(1-((carboxymethyl)amino)-1-oxopropane-3,2-diyl))bis(azanediyl))bis(2-amino-5-oxopentanoic Acid)

36. Gds

37. Einecs 248-170-7

38. Unii-ulw86o013h

39. Navstel

40. Ox. Glutathione

41. Glutathione (tn)

42. Ncgc00164484-02

43. Oxidised Glutathione

44. Glutathione,oxidized

45. Sleep-promoting Factor B

46. (gam.-glu-cys-gly)2

47. Oxiglutatione (jan/inn)

48. Bmse000170

49. Bmse000806

50. Bmse000906

51. Oxiglutatione [jan]

52. Chembl1372

53. Dsstox_cid_28898

54. Dsstox_rid_83166

55. Dsstox_gsid_48972

56. L(-)-glutathione(oxidized)

57. Glutathione, Disulfide

58. Schembl138746

59. Oxiglutatione [who-dd]

60. Gtpl6835

61. Glutathione (1s, 2r)-isomer

62. Dtxsid5048972

63. Bdbm225231

64. Glutathione Disulfide [mi]

65. (-)-glutathione, Oxidized, 98%

66. Oxiglutatione [orange Book]

67. (2s)-2-amino-5-[[(2r)-3-[[(2r)-2-[[(4s)-4-amino-4-carboxybutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]disulfanyl]-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoic Acid

68. Hy-d0844

69. N,n'-[dithiobis[1-[(carboxymethyl)carbamoyl]ethylene]]diglutamine

70. Zinc3870129

71. Tox21_113423

72. S3743

73. Akos015902226

74. Bcp9000564

75. Ccg-270238

76. Cs-8140

77. Db03310

78. Ncgc00142600-01

79. Ncgc00142600-03

80. (2s,2's)-5,5'-(2r,2'r)-3,3'-disulfanediylbis(1-(carboxymethylamino)-1-oxopropane-3,2-diyl)bis(azanediyl)bis(2-amino-5-oxopentanoic Acid)

81. 4-{n-[(1r)-2-({(2r)-2-((4s)-4-amino-4-carboxybutanoylamino)-2-[n-(carboxymethy L)carbamoyl]ethyl}disulfanyl)-1-[n-(carboxymethyl)carbamoyl]ethyl]carbamoyl}(2 S)-2-aminobutanoic Acid

82. As-14770

83. L-glutathione Oxidized, >=98% (hplc)

84. L-glutathione Oxidized, Bioxtra, >=98%

85. Glutathione Disulfide [orange Book]

86. Sbi-0207031.p001

87. Cas-27025-41-8

88. L-gamma-glutamyl-l-cysteinyl-glycine Disulfide

89. C00127

90. D00031

91. F20504

92. 025g418

93. A877046

94. L-glutathione Oxidized, ~98%, Lyophilized Powder

95. L-glutathione Oxidized, >=98%, Lyophilized Powder

96. Q3324838

97. L-glutathione Oxidized, Vetec(tm) Reagent Grade, >=98%

98. L-glutathione Oxidized, >=99.0% (sum Of Enantiomers, Hplc)

99. (gamma-glu-cys-gly) (gamma-glu-cys-gly) [disulfide Bridge: 2a-2b]

100. Glycine, L-.gamma.-glutamyl-l-cysteinyl-, Bimol. (2->2')-disulfide

101. Glycine, L-g-glutamyl-l-cysteinyl-, Bimol. (2~2')-disulfide (9ci)

102. Glycine, L-gamma-glutamyl-l-cysteinyl-, Bimol. (2.fwdarw.2')-disulfide

103. Glutamine, N,n'-[dithiobis[1-[(carboxymethyl)carbamoyl]ethylene]]di- (7ci)

104. Glutamine, N,n'-[dithiobis[1-[(carboxymethyl)carbamoyl]ethylene]]di-, L- (8ci)

105. L-glutathione, Oxidized (h-l-gglu-l-cys(1)-gly-oh.h-l-gglu-l-cys(1)-gly-oh)

106. (2s)-2-amino-4-{[(1r)-2-{[(2r)-2-[(4s)-4-amino-4-carboxybutanamido]-2-[(carboxymethyl)carbamoyl]ethyl]disulfanyl}-1-[(carboxymethyl)carbamoyl]ethyl]carbamoyl}butanoic Acid

107. (2s)-2-amino-5-[[(1r)-1-[[[(2r)-2-[[(4s)-4-amino-4-carboxy-butanoyl]amino]-3-(carboxymethylamino)-3-keto-propyl]disulfanyl]methyl]-2-(carboxymethylamino)-2-keto-ethyl]amino]-5-keto-valeric Acid

108. (2s)-2-azaniumyl-4-{[(1r)-2-{[(2r)-2-[(4s)-4-azaniumyl-4-carboxylatobutanamido]-2-[(carboxylatomethyl)carbamoyl]ethyl]disulfanyl}-1-[(carboxylatomethyl)carbamoyl]ethyl]carbamoyl}butanoate

109. (2s)-2-azanyl-5-[[(2r)-3-[[(2r)-2-[[(4s)-4-azanyl-5-oxidanyl-5-oxidanylidene-pentanoyl]amino]-3-(2-hydroxy-2-oxoethylamino)-3-oxidanylidene-propyl]disulfanyl]-1-(2-hydroxy-2-oxoethylamino)-1-oxidanylidene-propan-2-yl]amino]-5-oxidanylidene-pentanoic Acid

110. (2s,2's)-5,5'-(((2r,2'r)-disulfanediylbis(1-((carboxymethyl)amino)-1-oxopropane-3,2-diyl))bis(azanediyl))bis(2-amino-5-oxopentanoicacid)

111. (2s,2's)-5,5'-[disulfanediylbis({(2r)-3-[(carboxymethyl)amino]-3-oxopropane-1,2-diyl}imino)]bis(2-amino-5-oxopentanoic Acid)

112. (2s,2's)-5,5'-[disulfanediylbis({(2r)-3-[(carboxymethyl)amino]-3-oxopropane-1,2-diyl}imino)]bis(2-amino-5-oxopentanoic Acid) (non-preferred Name)

113. 2-amino-5-((1-((carboxymethyl)amino)-3-mercapto-1-oxopropan-2-yl)amino)-5-oxopentanoic Acid

114. 4-{n-[(1r)-2-({(2r)-2-((4s)-4-amino-4-carboxybutanoylamino)-2-[n-(carboxymethyl)carbamoyl]ethyl}disulfanyl)-1-[n-(carboxymethyl)carbamoyl]ethyl]carbamoyl}(2s)-2-aminobutanoic Acid

115. L-glutathione Oxidized, Pharmagrade, Manufactured Under Appropriate Controls For Use As A Raw Material In Pharma Or Biopharmaceutical Production.

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₃₂N₆O₁₂S₂
Molecular Weight	612.6 g/mol
XLogP3	-9.1
Hydrogen Bond Donor Count	10
Hydrogen Bond Acceptor Count	16
Rotatable Bond Count	21
Exact Mass	612.15196282 g/mol
Monoisotopic Mass	612.15196282 g/mol
Topological Polar Surface Area	368 Å²
Heavy Atom Count	40
Formal Charge	0
Complexity	879
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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