2-(S-Glutathionyl)hydroquinone

Base Information

• Chemical Name: 2-(S-Glutathionyl)hydroquinone
• CAS No.: 76726-99-3
• Molecular Formula: C16H21 N3 O8 S
• Molecular Weight: 415.424
• DSSTox Substance ID: DTXSID20227550
• Nikkaji Number: J555.892A
• Wikidata: Q76010139
• Mol file: 76726-99-3.mol

Synonyms:2-(S-glutathionyl)hydroquinone;2-S-glutathionyl-1,4-benzosemiquinone;Glut-BSQ conjugate;HQ-SG

Chemical Property of 2-(S-Glutathionyl)hydroquinone

Chemical Property:

• Vapor Pressure: 8.28E-34mmHg at 25°C
• Boiling Point: 887.8°C at 760 mmHg
• Flash Point: 490.7°C
• PSA: 231.56000
• Density: 1.57g/cm³
• LogP: 1.44850
• XLogP3: -3.3
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 11
• Exact Mass: 415.10493581
• Heavy Atom Count: 28
• Complexity: 576

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1O)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)O
• Isomeric SMILES: C1=CC(=C(C=C1O)SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)O

Technology Process of 2-(S-Glutathionyl)hydroquinone

There total 3 articles about 2-(S-Glutathionyl)hydroquinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

GLUTATHIONE (70-18-8) + p-benzoquinone (106-51-4) → 2-(Glutathio-S-yl)-1,4-hydroquinone (76726-99-3) + 2,5-di(L-glutathion-S-yl)hydroquinone + 2,6-di(L-glutathion-S-yl)hydroquinone + 2,3-di(L-glutathion-S-yl)hydroquinone

Guidance literature:

In methanol; water; Further byproducts given;

DOI:10.1021/tx000037x

Reference yield:

L-Cysteine (52-90-4) + GLUTATHIONE (70-18-8) + p-benzoquinone (106-51-4) → S-L-cysteinyl-p-hydroquinone (1083154-86-2) + 2-(Glutathio-S-yl)-1,4-hydroquinone (76726-99-3)

Guidance literature:

In methanol; water; pH=3.5; Citrate buffer;

DOI:10.1021/jf904047u

Reference yield:

2-(Glutathio-S-yl)-1,4-benzoquinone (125409-88-3) → 2,3-(Glutathion-N,S-yl)-1,4-benzoquinone + 2,6-(Glutathion-N,S-yl)-1,4-benzoquinone + 2-(Glutathio-S-yl)-1,4-hydroquinone (76726-99-3)

Guidance literature:

In phosphate buffer; at 37 ℃; for 2h; pH=7.4; Kinetics;

DOI:10.1021/tx9800699

upstream raw materials:

2-(Glutathio-S-yl)-1,4-benzoquinone

GLUTATHIONE

p-benzoquinone

L-Cysteine

Downstream raw materials:

Oxidized glutathione

hydroquinone

2-(Glutathio-S-yl)-1,4-benzoquinone

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