Basic information
- CAS
26289-39-4- Standard SMILES
N[C@@H](CCC(=O)N[C@@H](CSc1ccc([N+](=O)[O-])cc1[N+](=O)[O-])C(=O)NCC(=O)O)C(=O)O- InChIKey
FXEUKVKGTKDDIQ-UWVGGRQHSA-N- Molecular formula
- C16H19N5O10S
- Average molar mass
- 473.4 g/mol
- Monoisotopic mass
- 473.08526299
Overview
S-(2,4-dinitrophenyl)glutathione is a glutathione conjugate in which the thiol hydrogen of glutathione has been replaced by a 2,4-dinitrophenyl group. It is functionally related to a glutathione. It is a conjugate acid of a S-(2,4-dinitrophenyl)glutathione(1-).
Names & identifiers
- Preferred name
- S-(2,4-dinitrophenyl)glutathione
- IUPAC
- (2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-(2,4-dinitrophenyl)sulfanyl-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
- English name
- S-(2,4-Dinitrophenyl)-Glutathione
- Molecular formula
- C16H19N5O10S
- Molecular weight
- 473.41
Names & synonyms
S-(2,4-dinitrophenyl)glutathione26289-39-4dinitrophenyl-S-glutathioneDNP-S-glutathioneDNP-SGGS-DNPGSH-S-DNPHL4G8D2C8TL-gamma-glutamyl-S-(2,4-dinitrophenyl)-L-cysteinylglycineDTXSID001043700CHEBI:8927NSC-131112
Show more names
DinitrophenylglutathioneZafirlukast Impurity 1-d3γGlu-S-(2,4-Dinitrophenyl)-L-Cys-Gly-OHL-γGlu-S-(2,4-Dinitrophenyl)-L-Cys-Gly-OHL-γ-Glutamyl-S-(2,4-dinitrophenyl)-L-cysteinylglycineGlycine, L-γ-glutamyl-S-(2,4-dinitrophenyl)-L-cysteinyl-N-[L-γ-Glutamyl-S-(2,4-dinitrophenyl)-L-cysteinyl]glycine(S)-2-amino-5-(((R)-1-((carboxymethyl)amino)-3-((2,4-dinitrophenyl)thio)-1-oxopropan-2-yl)amino)-5-oxopentanoic acid
NSC-6386152,4-dinitrophenyl-S-glutathione(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-(2,4-dinitrophenyl)sulfanyl-1-oxopropan-2-yl]amino]-5-oxopentanoic acid(2S)-2-amino-5-(((2R)-1-(carboxymethylamino)-3-(2,4-dinitrophenyl)sulfanyl-1-oxopropan-2-yl)amino)-5-oxopentanoic acidRefChem:180488DTXCID201526146s-(2,4-dinitrophenyl)-glutathioneGlutathione S-(2,4 Dinitrobenzene)
Properties
Computed structural properties
- XLogP
- -2.9
- Topological polar surface area
- 276 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 12
- Rotatable bonds
- 11
- Heavy atoms
- 32
- Formal charge
- 0
- Complexity
- 740
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Melting point
- 210 · 210-212° dec.
- Boiling point
- 895.1 · 895.1±65.0 °C(Predicted)
- Density
- 1.61 · 1.61±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- Water: Slightly Soluble
- form
- A solid
- pka
- 2.21 · 2.21±0.10(Predicted)
- FDA UNII
- 4 G8D2C8T · HL4G8D2C8T
Chemistry & industry
Pharmacology
Metabolism/MetabolitesS-(2,4-dinitrophenyl)glutathione is a known human metabolite of 1-chloro-2,4-dinitrobenzene.
Applications
DescriptionS-(2,4-Dinitrophenyl)-glutathione is a substrate for glutathione-S-transferase with a kinetic dissociation constant of 7 μM. In vitro, it is transported by multidrug resistance protein 1 (MDR1) and MDR3, which are transporters that confer resistance to some chemotherapeutics.
UsesA substrate for Glutathione-S-Transferase, with a kinetically determined dissociation constant of 7uM.
Upstream & downstream products
Downstream products
Suppliers22 total
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
杭州思诺达医药科技有限责任公司0571-87213919 17306812703 · [email protected]
上海陶素生化科技有限公司021-33632979 · [email protected]
北京奥秘佳得医药科技有限公司+86-13522808617 · [email protected]
凯试（上海）科技有限公司021-50135380 · [email protected]
上海高蹈医药科技有限公司021-15001867143 15001867143 · [email protected]
Related reactions
1 records
Compound notes
Loading…