Glutathione
General Information
Mainterm | Glutathione |
CAS Reg.No.(or other ID) | 70-18-8 |
Regnum |
From www.fda.gov
Computed Descriptors
Download SDF2D Structure | |
CID | 124886 |
IUPAC Name | (2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-sulfanylpropan-2-yl]amino]-5-oxopentanoic acid |
InChI | InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1 |
InChI Key | RWSXRVCMGQZWBV-WDSKDSINSA-N |
Canonical SMILES | C(CC(=O)NC(CS)C(=O)NCC(=O)O)C(C(=O)O)N |
Molecular Formula | C10H17N3O6S |
Wikipedia | glutathione |
From Pubchem
Computed Properties
Property Name | Property Value |
---|---|
Molecular Weight | 307.321 |
Hydrogen Bond Donor Count | 6 |
Hydrogen Bond Acceptor Count | 8 |
Rotatable Bond Count | 9 |
Complexity | 389.0 |
CACTVS Substructure Key Fingerprint | A A A D c e B z O A B A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A H g Q Q C A A A C C j F w A S A C A L A A g Q I A A G Q G A A A A A A A A A A A A I G I A A A C Q B I A g C A U Q A A E F g C Q A A C c F w I A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A = = |
Topological Polar Surface Area | 160.0 |
Monoisotopic Mass | 307.084 |
Exact Mass | 307.084 |
XLogP3 | None |
XLogP3-AA | -4.5 |
Compound Is Canonicalized | True |
Formal Charge | 0 |
Heavy Atom Count | 20 |
Defined Atom Stereocenter Count | 2 |
Undefined Atom Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 0 |
Undefined Bond Stereocenter Count | 0 |
Isotope Atom Count | 0 |
Covalently-Bonded Unit Count | 1 |
From Pubchem
Food Additives Biosynthesis/Degradation
ADMET Predicted Profile --- Classification
Model | Result | Probability |
---|---|---|
Absorption | ||
Blood-Brain Barrier | BBB+ | 0.6491 |
Human Intestinal Absorption | HIA- | 0.7892 |
Caco-2 Permeability | Caco2- | 0.8191 |
P-glycoprotein Substrate | Non-substrate | 0.5706 |
P-glycoprotein Inhibitor | Non-inhibitor | 0.9195 |
Non-inhibitor | 0.9900 | |
Renal Organic Cation Transporter | Non-inhibitor | 0.9445 |
Distribution | ||
Subcellular localization | Mitochondria | 0.5536 |
Metabolism | ||
CYP450 2C9 Substrate | Non-substrate | 0.8791 |
CYP450 2D6 Substrate | Non-substrate | 0.8096 |
CYP450 3A4 Substrate | Non-substrate | 0.7544 |
CYP450 1A2 Inhibitor | Non-inhibitor | 0.9437 |
CYP450 2C9 Inhibitor | Non-inhibitor | 0.9179 |
CYP450 2D6 Inhibitor | Non-inhibitor | 0.9502 |
CYP450 2C19 Inhibitor | Non-inhibitor | 0.9190 |
CYP450 3A4 Inhibitor | Non-inhibitor | 0.9390 |
CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9898 |
Excretion | ||
Toxicity | ||
Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9897 |
Non-inhibitor | 0.9476 | |
AMES Toxicity | AMES toxic | 0.9107 |
Carcinogens | Non-carcinogens | 0.9224 |
Fish Toxicity | Low FHMT | 0.8229 |
Tetrahymena Pyriformis Toxicity | Low TPT | 0.8870 |
Honey Bee Toxicity | Low HBT | 0.7512 |
Biodegradation | Not ready biodegradable | 0.5970 |
Acute Oral Toxicity | III | 0.6713 |
Carcinogenicity (Three-class) | Non-required | 0.7183 |
From admetSAR
ADMET Predicted Profile --- Regression
Model | Value | Unit |
---|---|---|
Absorption | ||
Aqueous solubility | -1.7442 | LogS |
Caco-2 Permeability | -0.4020 | LogPapp, cm/s |
Distribution | ||
Metabolism | ||
Excretion | ||
Toxicity | ||
Rat Acute Toxicity | 1.7842 | LD50, mol/kg |
Fish Toxicity | 2.4477 | pLC50, mg/L |
Tetrahymena Pyriformis Toxicity | -0.4198 | pIGC50, ug/L |
From admetSAR
Toxicity Profile
Route of Exposure | Research suggests that glutathione is not orally bioactive, and that very little of oral glutathione tablets or capsules is actually absorbed by the body. |
---|---|
Mechanism of Toxicity | Glutathione (GSH) participates in leukotriene synthesis and is a cofactor for the enzyme glutathione peroxidase. It is also important as a hydrophilic molecule that is added to lipophilic toxins and waste in the liver during biotransformation before they can become part of the bile. Glutathione is also needed for the detoxification of methylglyoxal, a toxin produced as a by-product of metabolism. This detoxification reaction is carried out by the glyoxalase system. Glyoxalase I catalyzes the conversion of methylglyoxal and reduced glutathione to S-D-Lactoyl-glutathione. Glyoxalase II catalyzes the conversion of S-D-Lactoyl Glutathione to Reduced Glutathione and D-lactate. GSH is known as a cofactor in both conjugation reactions and reduction reactions, catalyzed by glutathione S-transferase enzymes in cytosol, microsomes, and mitochondria. However, it is capable of participating in non-enzymatic conjugation with some chemicals, as it is hypothesized to do to a significant extent with n-acetyl-p-benzoquinone imine (NAPQI), the reactive cytochrome P450 reactive metabolite formed by toxic overdose of acetaminophen. Glutathione in this capacity binds to NAPQI as a suicide substrate and in the process detoxifies it, taking the place of cellular protein sulfhydryl groups which would otherwise be toxically adducted. The preferred medical treatment to an overdose of this nature, whose efficacy has been consistently supported in literature, is the administration (usually in atomized form) of N-acetylcysteine, which is used by cells to replace spent GSSG and allow a usable GSH pool. |
Metabolism | |
Toxicity Values | ORL-MUS LD<sub>50</sub> 5000 mg/kg, IPR-MUS LD<sub>50</sub> 4020 mg/kg, SCU-MUS LD<sub>50</sub> 5000 mg/kg, IVN-RBT LD<sub>50</sub> > 2000 mg/kg, IMS-MUS LD<sub>50</sub> 4000 mg/kg |
Lethal Dose | |
Carcinogenicity (IARC Classification) | No indication of carcinogenicity to humans (not listed by IARC). |
Minimum Risk Level | |
Health Effects | |
Treatment | |
Reference |
|
From T3DB
Taxonomic Classification
Kingdom | Organic compounds |
---|---|
Superclass | Organic acids and derivatives |
Class | Carboxylic acids and derivatives |
Subclass | Amino acids, peptides, and analogues |
Intermediate Tree Nodes | Not available |
Direct Parent | Peptides |
Alternative Parents |
|
Molecular Framework | Aliphatic acyclic compounds |
Substituents | Alpha peptide - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - Alpha-amino acid - Alpha-amino acid or derivatives - L-alpha-amino acid - Dicarboxylic acid or derivatives - Fatty acid - Amino acid or derivatives - Amino acid - Alkylthiol - Carboximidic acid - Carboximidic acid derivative - Carboxylic acid - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Hydrocarbon derivative - Primary aliphatic amine - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Amine - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Organopnictogen compound - Primary amine - Aliphatic acyclic compound |
Description | This compound belongs to the class of organic compounds known as 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. |
From ClassyFire
Targets
- General Function:
- Glutathione transferase activity
- Specific Function:
- Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. Catalyzes isomerization reactions that contribute to the biosynthesis of steroid hormones. Efficiently catalyze obligatory double-bond isomerizations of delta(5)-androstene-3,17-dione and delta(5)-pregnene-3,20-dione, precursors to testosterone and progesterone, respectively.
- Gene Name:
- GSTA3
- Uniprot ID:
- Q16772
- Molecular Weight:
- 25301.355 Da
References
- McDonagh PD, Judah DJ, Hayes JD, Lian LY, Neal GE, Wolf CR, Roberts GC: Determinants of specificity for aflatoxin B1-8,9-epoxide in alpha-class glutathione S-transferases. Biochem J. 1999 Apr 1;339 ( Pt 1):95-101. [10085232 ]
- General Function:
- Protein homodimerization activity
- Specific Function:
- Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
- Gene Name:
- GSTM1
- Uniprot ID:
- P09488
- Molecular Weight:
- 25711.555 Da
References
- Wang CH, Wu HT, Cheng HM, Yen TJ, Lu IH, Chang HC, Jao SC, Shing TK, Li WS: Inhibition of glutathione S-transferase M1 by new gabosine analogues is essential for overcoming cisplatin resistance in lung cancer cells. J Med Chem. 2011 Dec 22;54(24):8574-81. doi: 10.1021/jm201131n. Epub 2011 Nov 23. [22085405 ]
- General Function:
- Protein homodimerization activity
- Specific Function:
- Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. Active on 1-chloro-2,4-dinitrobenzene.
- Gene Name:
- GSTM4
- Uniprot ID:
- Q03013
- Molecular Weight:
- 25561.095 Da
References
- Efferth T, Volm M: Glutathione-related enzymes contribute to resistance of tumor cells and low toxicity in normal organs to artesunate. In Vivo. 2005 Jan-Feb;19(1):225-32. [15796179 ]
- General Function:
- Glutathione hydrolase activity
- Specific Function:
- Cleaves the gamma-glutamyl bond of extracellular glutathione (gamma-Glu-Cys-Gly), glutathione conjugates, and other gamma-glutamyl compounds. The metabolism of glutathione releases free glutamate and the dipeptide, cysteinyl-glycine, which is hydrolyzed to cysteine and glycine by dipeptidases. In the presence of high concentrations of dipeptides and some amino acids, can also catalyze a transpeptidation reaction, transferring the gamma-glutamyl moiety to an acceptor amino acid to form a new gamma-glutamyl compound. Initiates extracellular glutathione (GSH) breakdown, provides cells with a local cysteine supply and contributes to maintain intracellular GSH level. It is part of the cell antioxidant defense mechanism. Isoform 3 seems to be inactive.
- Gene Name:
- GGT1
- Uniprot ID:
- P19440
- Molecular Weight:
- 61409.67 Da
References
- Zhu Y, Carvey PM, Ling Z: Altered glutathione homeostasis in animals prenatally exposed to lipopolysaccharide. Neurochem Int. 2007 Mar;50(4):671-80. Epub 2007 Jan 13. [17291629 ]
- General Function:
- Protein n-terminus binding
- Specific Function:
- Has a glutathione-disulfide oxidoreductase activity in the presence of NADPH and glutathione reductase. Reduces low molecular weight disulfides and proteins.
- Gene Name:
- GLRX
- Uniprot ID:
- P35754
- Molecular Weight:
- 11775.665 Da
References
- Wang J, Pan S, Berk BC: Glutaredoxin mediates Akt and eNOS activation by flow in a glutathione reductase-dependent manner. Arterioscler Thromb Vasc Biol. 2007 Jun;27(6):1283-8. Epub 2007 Apr 12. [17431186 ]
- General Function:
- Glutathione transferase activity
- Specific Function:
- Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
- Gene Name:
- GSTA2
- Uniprot ID:
- P09210
- Molecular Weight:
- 25663.675 Da
References
- Gupta S, Sarotra P, Aggarwal R, Dutta N, Agnihotri N: Role of oxidative stress in celecoxib-induced renal damage in wistar rats. Dig Dis Sci. 2007 Nov;52(11):3092-8. Epub 2007 Mar 31. [17401685 ]
- General Function:
- Glutathione transferase activity
- Gene Name:
- GSTA5
- Uniprot ID:
- Q7RTV2
- Molecular Weight:
- 25721.725 Da
References
- Kazi S, Ellis EM: Expression of rat liver glutathione-S-transferase GSTA5 in cell lines provides increased resistance to alkylating agents and toxic aldehydes. Chem Biol Interact. 2002 May 20;140(2):121-35. [12076520 ]
- General Function:
- Receptor binding
- Specific Function:
- Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
- Gene Name:
- GSTM2
- Uniprot ID:
- P28161
- Molecular Weight:
- 25744.395 Da
References
- Roh JY, Jung IH, Lee JY, Choi J: Toxic effects of di(2-ethylhexyl)phthalate on mortality, growth, reproduction and stress-related gene expression in the soil nematode Caenorhabditis elegans. Toxicology. 2007 Jul 31;237(1-3):126-33. Epub 2007 May 18. [17604895 ]
- General Function:
- Receptor binding
- Specific Function:
- Significant glutathione conjugating activity is found only with the model substrate, 1-chloro-2,4-dinitrobenzene (CDNB).
- Gene Name:
- GSTK1
- Uniprot ID:
- Q9Y2Q3
- Molecular Weight:
- 25496.625 Da
References
- Klotz P, Slaoui-Hasnaoui A, Baneres JL, Duckert JF, Rossi JC, Kerbal A: Synthesis and glutathione S-transferase structure-affinity relationships of nonpeptide and peptidase-stable glutathione analogues. J Med Chem. 1998 Jun 18;41(13):2278-88. [9632361 ]
- General Function:
- Oxidoreductase activity
- Specific Function:
- Exhibits glutathione-dependent thiol transferase activity. Has high dehydroascorbate reductase activity and may contribute to the recycling of ascorbic acid. Participates in the biotransformation of inorganic arsenic and reduces monomethylarsonic acid (MMA).
- Gene Name:
- GSTO2
- Uniprot ID:
- Q9H4Y5
- Molecular Weight:
- 28253.52 Da
References
- Whitbread AK, Tetlow N, Eyre HJ, Sutherland GR, Board PG: Characterization of the human Omega class glutathione transferase genes and associated polymorphisms. Pharmacogenetics. 2003 Mar;13(3):131-44. [12618591 ]
- General Function:
- Glutathione transferase activity
- Specific Function:
- Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. Acts on 1,2-epoxy-3-(4-nitrophenoxy)propane, phenethylisothiocyanate 4-nitrobenzyl chloride and 4-nitrophenethyl bromide. Displays glutathione peroxidase activity with cumene hydroperoxide.
- Gene Name:
- GSTT1
- Uniprot ID:
- P30711
- Molecular Weight:
- 27334.755 Da
References
- Jonsson LS, Broberg K, Bergendorf U, Axmon A, Littorin M, Jonsson BA: Levels of 2-thiothiazolidine-4-carboxylic acid (TTCA) and effect modification of polymorphisms of glutathione-related genes in vulcanization workers in the southern Sweden rubber industries. Int Arch Occup Environ Health. 2007 Jul;80(7):589-98. Epub 2007 Feb 28. [17333241 ]
- General Function:
- Glutathione peroxidase activity
- Gene Name:
- GPX1
- Uniprot ID:
- Q6NSD4
- Molecular Weight:
- 16179.36 Da
References
- Sordillo LM, O'Boyle N, Gandy JC, Corl CM, Hamilton E: Shifts in thioredoxin reductase activity and oxidant status in mononuclear cells obtained from transition dairy cattle. J Dairy Sci. 2007 Mar;90(3):1186-92. [17297093 ]
- General Function:
- Sh3 domain binding
- Specific Function:
- Protects the hemoglobin in erythrocytes from oxidative breakdown.
- Gene Name:
- GPX1
- Uniprot ID:
- P07203
- Molecular Weight:
- 22087.94 Da
References
- Ursini F, Maiorino M: Native specific activity of glutathione peroxidase (GPx-1), phospholipid hydroperoxide glutathione peroxidase (PHGPx) and glutathione reductase (GR) does not differ between normo- and hypomotile human sperm samples. Int J Androl. 2005 Feb;28(1):61-2; author reply 63-4. [15679624 ]
- General Function:
- Glutathione peroxidase activity
- Gene Name:
- GPX6
- Uniprot ID:
- P59796
- Molecular Weight:
- 24970.46 Da
References
- Giovannini C, Scazzocchio B, Matarrese P, Vari R, D'Archivio M, Di Benedetto R, Casciani S, Dessi MR, Straface E, Malorni W, Masella R: Apoptosis induced by oxidized lipids is associated with up-regulation of p66Shc in intestinal Caco-2 cells: protective effects of phenolic compounds. J Nutr Biochem. 2008 Feb;19(2):118-28. Epub 2007 Jun 27. [17588737 ]
- General Function:
- Nadp binding
- Specific Function:
- Maintains high levels of reduced glutathione in the cytosol.
- Gene Name:
- GSR
- Uniprot ID:
- P00390
- Molecular Weight:
- 56256.565 Da
References
- Maity S, Roy S, Chaudhury S, Bhattacharya S: Antioxidant responses of the earthworm Lampito mauritii exposed to Pb and Zn contaminated soil. Environ Pollut. 2008 Jan;151(1):1-7. Epub 2007 May 23. [17512104 ]
- General Function:
- Protein homodimerization activity
- Gene Name:
- GSS
- Uniprot ID:
- P48637
- Molecular Weight:
- 52384.325 Da
References
- Bridges CC, Battle JR, Zalups RK: Transport of thiol-conjugates of inorganic mercury in human retinal pigment epithelial cells. Toxicol Appl Pharmacol. 2007 Jun 1;221(2):251-60. Epub 2007 Mar 23. [17467761 ]
- General Function:
- Metal ion binding
- Specific Function:
- Thiolesterase that catalyzes the hydrolysis of S-D-lactoyl-glutathione to form glutathione and D-lactic acid.
- Gene Name:
- HAGH
- Uniprot ID:
- Q16775
- Molecular Weight:
- 33805.645 Da
References
- Al-Timari A, Douglas KT: Inhibition by glutathione derivatives of bovine liver glyoxalase II (hydroxyacylglutathione hydrolase) as a probe of the N- and S-sites for substrate binding. Biochim Biophys Acta. 1986 Mar 28;870(2):219-25. [3955057 ]
- General Function:
- Protein homodimerization activity
- Specific Function:
- Bifunctional enzyme showing minimal glutathione-conjugating activity with ethacrynic acid and 7-chloro-4-nitrobenz-2-oxa-1,3-diazole and maleylacetoacetate isomerase activity. Has also low glutathione peroxidase activity with T-butyl and cumene hydroperoxides. Is able to catalyze the glutathione dependent oxygenation of dichloroacetic acid to glyoxylic acid.
- Gene Name:
- GSTZ1
- Uniprot ID:
- O43708
- Molecular Weight:
- 24212.005 Da
References
- Lim CE, Matthaei KI, Blackburn AC, Davis RP, Dahlstrom JE, Koina ME, Anders MW, Board PG: Mice deficient in glutathione transferase zeta/maleylacetoacetate isomerase exhibit a range of pathological changes and elevated expression of alpha, mu, and pi class glutathione transferases. Am J Pathol. 2004 Aug;165(2):679-93. [15277241 ]
- General Function:
- Phospholipid-hydroperoxide glutathione peroxidase activity
- Specific Function:
- Protects cells against membrane lipid peroxidation and cell death. Required for normal sperm development and male fertility. Could play a major role in protecting mammals from the toxicity of ingested lipid hydroperoxides. Essential for embryonic development. Protects from radiation and oxidative damage.
- Gene Name:
- GPX4
- Uniprot ID:
- P36969
- Molecular Weight:
- 22174.52 Da
References
- Nam SY, Baek IJ, Lee BJ, In CH, Jung EY, Yon JM, Ahn B, Kang JK, Yu WJ, Yun YW: Effects of 17beta-estradiol and tamoxifen on the selenoprotein phospholipid hydroperoxide glutathione peroxidase (PHGPx) mRNA expression in male reproductive organs of rats. J Reprod Dev. 2003 Oct;49(5):389-96. [14967915 ]
- General Function:
- S-formylglutathione hydrolase activity
- Specific Function:
- Serine hydrolase involved in the detoxification of formaldehyde.
- Gene Name:
- ESD
- Uniprot ID:
- P10768
- Molecular Weight:
- 31462.545 Da
References
- Sabatier L, Hoffschir F, al Achkar WA, Turleau C, de Grouchy J, Dutrillaux B: The decrease of catalase or esterase D activity in patients with microdeletions of 11p or 13q does not increase their radiosensitivity. Ann Genet. 1989;32(3):144-8. [2554783 ]
- General Function:
- Glutathione transferase activity
- Specific Function:
- Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
- Gene Name:
- GSTA1
- Uniprot ID:
- P08263
- Molecular Weight:
- 25630.785 Da
References
- Soderdahl T, Kuppers-Munther B, Heins N, Edsbagge J, Bjorquist P, Cotgreave I, Jernstrom B: Glutathione transferases in hepatocyte-like cells derived from human embryonic stem cells. Toxicol In Vitro. 2007 Aug;21(5):929-37. Epub 2007 Feb 2. [17346923 ]
- General Function:
- Glutathione transferase activity
- Specific Function:
- Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
- Gene Name:
- GSTM5
- Uniprot ID:
- P46439
- Molecular Weight:
- 25674.455 Da
References
- Rao AV, Shaha C: Multiple glutathione S-transferase isoforms are present on male germ cell plasma membrane. FEBS Lett. 2001 Oct 26;507(2):174-80. [11684093 ]
- General Function:
- Protein disulfide oxidoreductase activity
- Specific Function:
- Glutathione-dependent oxidoreductase that facilitates the maintenance of mitochondrial redox homeostasis upon induction of apoptosis by oxidative stress. Involved in response to hydrogen peroxide and regulation of apoptosis caused by oxidative stress. Acts as a very efficient catalyst of monothiol reactions because of its high affinity for protein glutathione-mixed disulfides. Can receive electrons not only from glutathione (GSH), but also from thioredoxin reductase supporting both monothiol and dithiol reactions. Efficiently catalyzes both glutathionylation and deglutathionylation of mitochondrial complex I, which in turn regulates the superoxide production by the complex. Overexpression decreases the susceptibility to apoptosis and prevents loss of cardiolipin and cytochrome c release.
- Gene Name:
- GLRX2
- Uniprot ID:
- Q9NS18
- Molecular Weight:
- 18051.515 Da
References
- Sheng J, Ye J, Rosen BP: Crystallization and preliminary X-ray crystallographic analysis of Escherichia coliglutaredoxin 2 in complex with glutathione and of a cysteine-less variant without glutathione. Acta Crystallogr Sect F Struct Biol Cryst Commun. 2007 Apr 1;63(Pt 4):280-2. Epub 2007 Mar 12. [17401194 ]
- General Function:
- Thyroid-stimulating hormone receptor activity
- Specific Function:
- Receptor for thyrothropin. Plays a central role in controlling thyroid cell metabolism. The activity of this receptor is mediated by G proteins which activate adenylate cyclase. Also acts as a receptor for thyrostimulin (GPA2+GPB5).
- Gene Name:
- TSHR
- Uniprot ID:
- P16473
- Molecular Weight:
- 86828.965 Da
References
- Board PG, Baker RT, Chelvanayagam G, Jermiin LS: Zeta, a novel class of glutathione transferases in a range of species from plants to humans. Biochem J. 1997 Dec 15;328 ( Pt 3):929-35. [9396740 ]
- General Function:
- Protein homodimerization activity
- Specific Function:
- Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. May govern uptake and detoxification of both endogenous compounds and xenobiotics at the testis and brain blood barriers.
- Gene Name:
- GSTM3
- Uniprot ID:
- P21266
- Molecular Weight:
- 26559.32 Da
References
- Moore LE, Brennan P, Karami S, Hung RJ, Hsu C, Boffetta P, Toro J, Zaridze D, Janout V, Bencko V, Navratilova M, Szeszenia-Dabrowska N, Mates D, Mukeria A, Holcatova I, Welch R, Chanock S, Rothman N, Chow WH: Glutathione S-transferase polymorphisms, cruciferous vegetable intake and cancer risk in the Central and Eastern European Kidney Cancer Study. Carcinogenesis. 2007 Sep;28(9):1960-4. Epub 2007 Jul 7. [17617661 ]
- General Function:
- Oxidoreductase activity
- Specific Function:
- Exhibits glutathione-dependent thiol transferase and dehydroascorbate reductase activities. Has S-(phenacyl)glutathione reductase activity. Has also glutathione S-transferase activity. Participates in the biotransformation of inorganic arsenic and reduces monomethylarsonic acid (MMA) and dimethylarsonic acid.
- Gene Name:
- GSTO1
- Uniprot ID:
- P78417
- Molecular Weight:
- 27565.6 Da
References
- Harju TH, Peltoniemi MJ, Rytila PH, Soini Y, Salmenkivi KM, Board PG, Ruddock LW, Kinnula VL: Glutathione S-transferase omega in the lung and sputum supernatants of COPD patients. Respir Res. 2007 Jul 6;8:48. [17617905 ]
- General Function:
- Transcription factor binding
- Specific Function:
- Protects cells and enzymes from oxidative damage, by catalyzing the reduction of hydrogen peroxide, lipid peroxides and organic hydroperoxide, by glutathione.
- Gene Name:
- GPX3
- Uniprot ID:
- P22352
- Molecular Weight:
- 25552.185 Da
References
- Carmeli E, Bachar A, Barchad S: Biochemical assessments of total antioxidant status in active and nonactive female adults with intellectual disability. Res Sports Med. 2007 Apr-Jun;15(2):93-101. [17578749 ]
- General Function:
- Zinc ion binding
- Specific Function:
- Catalyzes the conversion of hemimercaptal, formed from methylglyoxal and glutathione, to S-lactoylglutathione. Involved in the regulation of TNF-induced transcriptional activity of NF-kappa-B. Required for normal osteoclastogenesis.
- Gene Name:
- GLO1
- Uniprot ID:
- Q04760
- Molecular Weight:
- 20777.515 Da
References
- Deponte M, Sturm N, Mittler S, Harner M, Mack H, Becker K: Allosteric coupling of two different functional active sites in monomeric Plasmodium falciparum glyoxalase I. J Biol Chem. 2007 Sep 28;282(39):28419-30. Epub 2007 Jul 30. [17664277 ]
- General Function:
- Lipid binding
- Specific Function:
- Catalyzes the conjugation of leukotriene A4 with reduced glutathione to form leukotriene C4.
- Gene Name:
- LTC4S
- Uniprot ID:
- Q16873
- Molecular Weight:
- 16566.465 Da
References
- Ago H, Kanaoka Y, Irikura D, Lam BK, Shimamura T, Austen KF, Miyano M: Crystal structure of a human membrane protein involved in cysteinyl leukotriene biosynthesis. Nature. 2007 Aug 2;448(7153):609-12. Epub 2007 Jul 15. [17632548 ]
- General Function:
- Glutathione transferase activity
- Specific Function:
- Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. Has a wide substrate specificity.
- Gene Name:
- MGST1
- Uniprot ID:
- P10620
- Molecular Weight:
- 17598.45 Da
References
- Busenlehner LS, Alander J, Jegerscohld C, Holm PJ, Bhakat P, Hebert H, Morgenstern R, Armstrong RN: Location of substrate binding sites within the integral membrane protein microsomal glutathione transferase-1. Biochemistry. 2007 Mar 13;46(10):2812-22. Epub 2007 Feb 13. [17297922 ]
- General Function:
- Protein-disulfide reductase (glutathione) activity
- Specific Function:
- Possesses significant protein thiol-disulfide oxidase activity.
- Gene Name:
- TXNDC12
- Uniprot ID:
- O95881
- Molecular Weight:
- 19205.615 Da
References
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [17016423 ]
- General Function:
- Glutathione peroxidase activity
- Specific Function:
- Protects cells and enzymes from oxidative damage, by catalyzing the reduction of hydrogen peroxide, lipid peroxides and organic hydroperoxide, by glutathione. May constitute a glutathione peroxidase-like protective system against peroxide damage in sperm membrane lipids.
- Gene Name:
- GPX5
- Uniprot ID:
- O75715
- Molecular Weight:
- 25202.14 Da
References
- Koh CS, Didierjean C, Navrot N, Panjikar S, Mulliert G, Rouhier N, Jacquot JP, Aubry A, Shawkataly O, Corbier C: Crystal structures of a poplar thioredoxin peroxidase that exhibits the structure of glutathione peroxidases: insights into redox-driven conformational changes. J Mol Biol. 2007 Jul 13;370(3):512-29. Epub 2007 Apr 19. [17531267 ]
- General Function:
- Protein homodimerization activity
- Specific Function:
- Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. This isozyme has a high catalytic efficiency with 4-hydroxyalkenals such as 4-hydroxynonenal (4-HNE).
- Gene Name:
- GSTA4
- Uniprot ID:
- O15217
- Molecular Weight:
- 25703.905 Da
References
- Gallagher EP, Huisden CM, Gardner JL: Transfection of HepG2 cells with hGSTA4 provides protection against 4-hydroxynonenal-mediated oxidative injury. Toxicol In Vitro. 2007 Dec;21(8):1365-72. Epub 2007 Apr 27. [17553661 ]
- General Function:
- Glutathione peroxidase activity
- Specific Function:
- Could play a major role in protecting mammals from the toxicity of ingested organic hydroperoxides. Tert-butyl hydroperoxide, cumene hydroperoxide and linoleic acid hydroperoxide but not phosphatidycholine hydroperoxide, can act as acceptors.
- Gene Name:
- GPX2
- Uniprot ID:
- P18283
- Molecular Weight:
- 21953.835 Da
References
- Walshe J, Serewko-Auret MM, Teakle N, Cameron S, Minto K, Smith L, Burcham PC, Russell T, Strutton G, Griffin A, Chu FF, Esworthy S, Reeve V, Saunders NA: Inactivation of glutathione peroxidase activity contributes to UV-induced squamous cell carcinoma formation. Cancer Res. 2007 May 15;67(10):4751-8. [17510403 ]
- General Function:
- Peroxidase activity
- Specific Function:
- It protects esophageal epithelia from hydrogen peroxide-induced oxidative stress. It suppresses acidic bile acid-induced reactive oxigen species (ROS) and protects against oxidative DNA damage and double-strand breaks.
- Gene Name:
- GPX7
- Uniprot ID:
- Q96SL4
- Molecular Weight:
- 20995.88 Da
References
- Giovannini C, Scazzocchio B, Matarrese P, Vari R, D'Archivio M, Di Benedetto R, Casciani S, Dessi MR, Straface E, Malorni W, Masella R: Apoptosis induced by oxidized lipids is associated with up-regulation of p66Shc in intestinal Caco-2 cells: protective effects of phenolic compounds. J Nutr Biochem. 2008 Feb;19(2):118-28. Epub 2007 Jun 27. [17588737 ]
- General Function:
- Leukotriene-c4 synthase activity
- Specific Function:
- Can catalyze the production of LTC4 from LTA4 and reduced glutathione. Can catalyze the conjugation of 1-chloro-2,4-dinitrobenzene with reduced glutathione.
- Gene Name:
- MGST2
- Uniprot ID:
- Q99735
- Molecular Weight:
- 16620.4 Da
References
- Ago H, Kanaoka Y, Irikura D, Lam BK, Shimamura T, Austen KF, Miyano M: Crystal structure of a human membrane protein involved in cysteinyl leukotriene biosynthesis. Nature. 2007 Aug 2;448(7153):609-12. Epub 2007 Jul 15. [17632548 ]
- General Function:
- Peroxidase activity
- Specific Function:
- Also functions as a glutathione peroxidase.
- Gene Name:
- MGST3
- Uniprot ID:
- O14880
- Molecular Weight:
- 16516.185 Da
References
- Ago H, Kanaoka Y, Irikura D, Lam BK, Shimamura T, Austen KF, Miyano M: Crystal structure of a human membrane protein involved in cysteinyl leukotriene biosynthesis. Nature. 2007 Aug 2;448(7153):609-12. Epub 2007 Jul 15. [17632548 ]
- General Function:
- Protein homodimerization activity
- Specific Function:
- Bifunctional enzyme which catalyzes both the conversion of PGH2 to PGD2, a prostaglandin involved in smooth muscle contraction/relaxation and a potent inhibitor of platelet aggregation, and the conjugation of glutathione with a wide range of aryl halides and organic isothiocyanates. Also exhibits low glutathione-peroxidase activity towards cumene hydroperoxide.
- Gene Name:
- HPGDS
- Uniprot ID:
- O60760
- Molecular Weight:
- 23343.65 Da
References
- Urade Y, Kitahama K, Ohishi H, Kaneko T, Mizuno N, Hayaishi O: Dominant expression of mRNA for prostaglandin D synthase in leptomeninges, choroid plexus, and oligodendrocytes of the adult rat brain. Proc Natl Acad Sci U S A. 1993 Oct 1;90(19):9070-4. [8415655 ]
- General Function:
- S-nitrosoglutathione binding
- Specific Function:
- Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. Regulates negatively CDK5 activity via p25/p35 translocation to prevent neurodegeneration.
- Gene Name:
- GSTP1
- Uniprot ID:
- P09211
- Molecular Weight:
- 23355.625 Da
References
- Kadokawa Y, Ohba K, Omagari K, Akazawa S, Hayashida K, Ohnita K, Takeshima F, Mizuta Y, Kohno S: Intracellular balance of oxidative stress and cytoprotective molecules in damaged interlobular bile ducts in autoimmune hepatitis and primary biliary cirrhosis: In situ detection of 8-hydroxydeoxyguanosine and glutathione-S-transferase-pi. Hepatol Res. 2007 Aug;37(8):620-7. Epub 2007 May 22. [17517071 ]
- General Function:
- Vitamin d3 25-hydroxylase activity
- Specific Function:
- Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide (PubMed:11159812). Catalyzes 4-beta-hydroxylation of cholesterol. May catalyze 25-hydroxylation of cholesterol in vitro (PubMed:21576599).
- Gene Name:
- CYP3A4
- Uniprot ID:
- P08684
- Molecular Weight:
- 57342.67 Da
References
- Davydov DR, Davydova NY, Tsalkova TN, Halpert JR: Effect of glutathione on homo- and heterotropic cooperativity in cytochrome P450 3A4. Arch Biochem Biophys. 2008 Mar 15;471(2):134-45. doi: 10.1016/j.abb.2008.01.001. Epub 2008 Jan 11. [18206979 ]
- General Function:
- Zinc ion binding
- Specific Function:
- May play an essential role in local proteolysis of the extracellular matrix and in leukocyte migration. Could play a role in bone osteoclastic resorption. Cleaves KiSS1 at a Gly-|-Leu bond. Cleaves type IV and type V collagen into large C-terminal three quarter fragments and shorter N-terminal one quarter fragments. Degrades fibronectin but not laminin or Pz-peptide.
- Gene Name:
- MMP9
- Uniprot ID:
- P14780
- Molecular Weight:
- 78457.51 Da
References
- Pei P, Horan MP, Hille R, Hemann CF, Schwendeman SP, Mallery SR: Reduced nonprotein thiols inhibit activation and function of MMP-9: implications for chemoprevention. Free Radic Biol Med. 2006 Oct 15;41(8):1315-24. Epub 2006 Jul 15. [17015178 ]
- General Function:
- Glyceraldehyde oxidoreductase activity
- Specific Function:
- Catalyzes the NADPH-dependent reduction of a wide variety of carbonyl-containing compounds to their corresponding alcohols with a broad range of catalytic efficiencies.
- Gene Name:
- AKR1B1
- Uniprot ID:
- P15121
- Molecular Weight:
- 35853.125 Da
From T3DB