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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H29N3O6S
Molecular Weight 391.483
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HEXYLGLUTATHIONE

SMILES

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

InChI

InChIKey=HXJDWCWJDCOHDG-RYUDHWBXSA-N
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

HIDE SMILES / InChI

Molecular Formula C16H29N3O6S
Molecular Weight 391.483
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Role of gamma-glutamyl transpeptidase in redox regulation of K+ channel remodeling in postmyocardial infarction rat hearts.
2009-08
Modulating catalytic activity by unnatural amino acid residues in a GSH-binding loop of GST P1-1.
2008-02-22
Probing the mechanism of GSH activation in Schistosoma haematobium glutathione-S-transferase by site-directed mutagenesis and X-ray crystallography.
2006-07-14
Nitric oxide-mediated effect of nipradilol, an alpha- and beta-adrenergic blocker, on glutamate neurotoxicity in rat cortical cultures.
2006-03-27
Plasmodium falciparum glutathione S-transferase--structural and mechanistic studies on ligand binding and enzyme inhibition.
2006-02
Structural basis of the suppressed catalytic activity of wild-type human glutathione transferase T1-1 compared to its W234R mutant.
2006-01-06
Tertiary interactions stabilise the C-terminal region of human glutathione transferase A1-1: a crystallographic and calorimetric study.
2005-06-17
Structure of the major cytosolic glutathione S-transferase from the parasitic nematode Onchocerca volvulus.
2005-04-01
Crystallographic and thermodynamic analysis of the binding of S-octylglutathione to the Tyr 7 to Phe mutant of glutathione S-transferase from Schistosoma japonicum.
2005-02-01
Native and inhibited structure of a Mu class-related glutathione S-transferase from Plasmodium falciparum.
2004-01-09
Structure of an insect delta-class glutathione S-transferase from a DDT-resistant strain of the malaria vector Anopheles gambiae.
2003-12
Thermodynamic description of the effect of the mutation Y49F on human glutathione transferase P1-1 in binding with glutathione and the inhibitor S-hexylglutathione.
2003-11-21
The anomalous pKa of Tyr-9 in glutathione S-transferase A1-1 catalyzes product release.
2003-05-23
Characterization of the electrophile binding site and substrate binding mode of the 26-kDa glutathione S-transferase from Schistosoma japonicum.
2003-04-01
1.3-A resolution structure of human glutathione S-transferase with S-hexyl glutathione bound reveals possible extended ligandin binding site.
2002-09-01
Role of GST P1-1 in mediating the effect of etoposide on human neuroblastoma cell line Sh-Sy5y.
2002
Crystal structures of the yeast prion Ure2p functional region in complex with glutathione and related compounds.
2001-11-13
Purification and characterization of a glutathione S-transferase Omega in pig: evidence for two distinct organ-specific transcripts.
2001-08-15
Functional residues on the enzyme active site of glyoxalase I from bovine brain.
2001-08
An alternative pathway for metabolism of leukotriene D(4): effects on contractions to cysteinyl-leukotrienes in the guinea-pig trachea.
2001-08
3-Methyleneoxindole: an affinity label of glutathione S-transferase pi which targets tryptophan 38.
2001-06-26
Ligand-induced changes in the structure and dynamics of a human class Mu glutathione S-transferase.
2000-06-27
The three-dimensional structure of an avian class-mu glutathione S-transferase, cGSTM1-1 at 1.94 A resolution.
1998-04-24
Interaction of glutathione transferase P1-1 with captan and captafol.
1996-07-12
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 19:02:00 GMT 2025
Edited
by admin
on Mon Mar 31 19:02:00 GMT 2025
Record UNII
M73SNN908F
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-131114
Preferred Name English
HEXYLGLUTATHIONE
Systematic Name English
Code System Code Type Description
FDA UNII
M73SNN908F
Created by admin on Mon Mar 31 19:02:00 GMT 2025 , Edited by admin on Mon Mar 31 19:02:00 GMT 2025
PRIMARY
NSC
131114
Created by admin on Mon Mar 31 19:02:00 GMT 2025 , Edited by admin on Mon Mar 31 19:02:00 GMT 2025
PRIMARY
DRUG BANK
DB04132
Created by admin on Mon Mar 31 19:02:00 GMT 2025 , Edited by admin on Mon Mar 31 19:02:00 GMT 2025
PRIMARY
CHEBI
27704
Created by admin on Mon Mar 31 19:02:00 GMT 2025 , Edited by admin on Mon Mar 31 19:02:00 GMT 2025
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EPA CompTox
DTXSID30947297
Created by admin on Mon Mar 31 19:02:00 GMT 2025 , Edited by admin on Mon Mar 31 19:02:00 GMT 2025
PRIMARY
PUBCHEM
97536
Created by admin on Mon Mar 31 19:02:00 GMT 2025 , Edited by admin on Mon Mar 31 19:02:00 GMT 2025
PRIMARY
CAS
24425-56-7
Created by admin on Mon Mar 31 19:02:00 GMT 2025 , Edited by admin on Mon Mar 31 19:02:00 GMT 2025
PRIMARY