MedKoo Cat#: 540197 | Name: Hexylglutathione
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Hexylglutathione is a glutathione-S-transferase inhibitor used to study the effects of phase II enzymes and glutathione.

Chemical Structure

Hexylglutathione
Hexylglutathione
CAS#24425-56-7

Theoretical Analysis

MedKoo Cat#: 540197

Name: Hexylglutathione

CAS#: 24425-56-7

Chemical Formula: C16H29N3O6S

Exact Mass: 391.1777

Molecular Weight: 391.48

Elemental Analysis: C, 49.09; H, 7.47; N, 10.73; O, 24.52; S, 8.19

Price and Availability

Size Price Availability Quantity
100mg USD 350.00 2 Weeks
250mg USD 650.00 2 Weeks
500mg USD 950.00 2 Weeks
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Related CAS #
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Synonym
s-hexylglutathione; S-Hexyl-glutathione; Hexylglutathione; S-Hexyl-L-glutathione; NSC 131114; NSC131114; NSC-131114;
IUPAC/Chemical Name
N5-((R)-1-((carboxymethyl)amino)-3-(hexylthio)-1-oxopropan-2-yl)-L-glutamine
InChi Key
HXJDWCWJDCOHDG-RYUDHWBXSA-N
InChi Code
InChI=1S/C16H29N3O6S/c1-2-3-4-5-8-26-10-12(15(23)18-9-14(21)22)19-13(20)7-6-11(17)16(24)25/h11-12H,2-10,17H2,1H3,(H,18,23)(H,19,20)(H,21,22)(H,24,25)/t11-,12-/m0/s1
SMILES Code
O=C(O)CNC([C@H](CSCCCCCC)NC(CC[C@@H](C(O)=O)N)=O)=O
Appearance
Solid powder
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 391.48 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Swope MD, Sun HW, Klockow B, Blake P, Lolis E. Macrophage migration inhibitory factor interactions with glutathione and S-hexylglutathione. J Biol Chem. 1998 Jun 12;273(24):14877-84. PubMed PMID: 9614090. 2: Ortiz-Salmerón E, Nuccetelli M, Oakley AJ, Parker MW, Lo Bello M, García-Fuentes L. Thermodynamic description of the effect of the mutation Y49F on human glutathione transferase P1-1 in binding with glutathione and the inhibitor S-hexylglutathione. J Biol Chem. 2003 Nov 21;278(47):46938-48. Epub 2003 Aug 23. PubMed PMID: 12937169. 3: Reinemer P, Dirr HW, Ladenstein R, Huber R, Lo Bello M, Federici G, Parker MW. Three-dimensional structure of class pi glutathione S-transferase from human placenta in complex with S-hexylglutathione at 2.8 A resolution. J Mol Biol. 1992 Sep 5;227(1):214-26. PubMed PMID: 1522586. 4: Kajihara-Kano H, Hayakari M, Satoh K, Tomioka Y, Mizugaki M, Tsuchida S. Characterization of S-hexylglutathione-binding proteins of human hepatocellular carcinoma: separation of enoyl-CoA isomerase from an Alpha class glutathione transferase form. Biochem J. 1997 Dec 1;328 ( Pt 2):473-8. PubMed PMID: 9371703; PubMed Central PMCID: PMC1218943. 5: Hayes JD. Purification and physical characterization of glutathione S-transferase K. Differential use of S-hexylglutathione and glutathione affinity matrices to isolate a novel glutathione S-transferase from rat liver. Biochem J. 1986 Feb 1;233(3):789-98. PubMed PMID: 3707526; PubMed Central PMCID: PMC1153100. 6: Erhardt J, Dirr H. Effect of glutathione, glutathione sulphonate and S-hexylglutathione on the conformational stability of class pi glutathione S-transferase. FEBS Lett. 1996 Aug 12;391(3):313-6. PubMed PMID: 8764997. 7: Takahashi Y, Hirata Y, Burstein Y, Listowsky I. Delta 3, delta 2-enoyl-CoA isomerase is the protein that copurifies with human glutathione S-transferases from S-hexylglutathione affinity matrices. Biochem J. 1994 Dec 15;304 ( Pt 3):849-52. PubMed PMID: 7818490; PubMed Central PMCID: PMC1137411. 8: Yonetomi Y, Sekioka T, Kadode M, Kitamine T, Kamiya A, Matsumura N, Fujita M, Kawabata K. Leukotriene C4 induces bronchoconstriction and airway vascular hyperpermeability via the cysteinyl leukotriene receptor 2 in S-hexyl glutathione-treated guinea pigs. Eur J Pharmacol. 2015 May 5;754:98-104. doi: 10.1016/j.ejphar.2015.02.014. Epub 2015 Feb 20. PubMed PMID: 25704617. 9: Yang XQ, Zhang YL. Characterization of glutathione S-transferases from Sus scrofa, Cydia pomonella and Triticum aestivum: their responses to cantharidin. Enzyme Microb Technol. 2015 Feb;69:1-9. doi: 10.1016/j.enzmictec.2014.11.003. Epub 2014 Nov 24. PubMed PMID: 25640718. 10: Tshabalala TN, Tomescu MS, Prior A, Balakrishnan V, Sayed Y, Dirr HW, Achilonu I. Energetics of Glutathione Binding to Human Eukaryotic Elongation Factor 1 Gamma: Isothermal Titration Calorimetry and Molecular Dynamics Studies. Protein J. 2016 Dec;35(6):448-458. PubMed PMID: 27844275. 11: Hayes JD. Selective elution of rodent glutathione S-transferases and glyoxalase I from the S-hexyglutathione-Sepharose affinity matrix. Biochem J. 1988 Nov 1;255(3):913-22. PubMed PMID: 3214431; PubMed Central PMCID: PMC1135328. 12: Yu J, Li C, Shen S, Liu X, Peng Y, Zheng J. Mass spectrometry based detection of glutathione with sensitivity for single-cell analysis. Rapid Commun Mass Spectrom. 2015 Apr 15;29(7):681-9. doi: 10.1002/rcm.7148. PubMed PMID: 26212287. 13: Kim JG, Ahn CS, Kim SH, Bae YA, Kwon NY, Kang I, Yang HJ, Sohn WM, Kong Y. Clonorchis sinensis omega-class glutathione transferases play major roles in the protection of the reproductive system during maturation and the response to oxidative stress. Parasit Vectors. 2016 Jun 13;9(1):337. doi: 10.1186/s13071-016-1622-2. PubMed PMID: 27296469; PubMed Central PMCID: PMC4906895. 14: Allen RE, Lo TW, Thornalley PJ. A simplified method for the purification of human red blood cell glyoxalase. I. Characteristics, immunoblotting, and inhibitor studies. J Protein Chem. 1993 Apr;12(2):111-9. PubMed PMID: 8489699. 15: Kuhnert DC, Sayed Y, Mosebi S, Sayed M, Sewell T, Dirr HW. Tertiary interactions stabilise the C-terminal region of human glutathione transferase A1-1: a crystallographic and calorimetric study. J Mol Biol. 2005 Jun 17;349(4):825-38. PubMed PMID: 15893769. 16: Thévenin AF, Zony CL, Bahnson BJ, Colman RF. GST pi modulates JNK activity through a direct interaction with JNK substrate, ATF2. Protein Sci. 2011 May;20(5):834-48. doi: 10.1002/pro.609. Epub 2011 Mar 23. PubMed PMID: 21384452; PubMed Central PMCID: PMC3125868. 17: Mosialou E, Morgenstern R. Inhibition studies on rat liver microsomal glutathione transferase. Chem Biol Interact. 1990;74(3):275-80. PubMed PMID: 2347005. 18: Mannervik B, Guthenberg C. Glutathione transferase (human placenta). Methods Enzymol. 1981;77:231-5. PubMed PMID: 7329301. 19: Katusz RM, Colman RF. S-(4-Bromo-2,3-dioxobutyl)glutathione: a new affinity label for the 4-4 isoenzyme of rat liver glutathione S-transferase. Biochemistry. 1991 Nov 26;30(47):11230-8. PubMed PMID: 1958660. 20: Andersson C, Morgenstern R. Chemical modification of rat liver microsomal glutathione transferase defines residues of importance for catalytic function. Biochem J. 1990 Dec 1;272(2):479-84. PubMed PMID: 2268274; PubMed Central PMCID: PMC1149725.