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S-(2,4-dinitrophenyl)glutathione

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Data Packages
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Identification

Generic Name
S-(2,4-dinitrophenyl)glutathione
DrugBank Accession Number
DB02458
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 473.415
Monoisotopic: 473.085262543
Chemical Formula
C16H19N5O10S
Synonyms
  • dinitrophenyl-S-glutathione
  • DNP-S-glutathione
  • DNP-SGc
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGlutathione S-transferase Mu 1Not AvailableHumans
UGlutathione S-transferase Mu 2Not AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Oligopeptides
Alternative Parents
Gamma-glutamyl peptides / Glutamine and derivatives / N-acyl-alpha amino acids / Alpha amino acid amides / Cysteine and derivatives / L-alpha-amino acids / Nitrobenzenes / Thiophenol ethers / Nitroaromatic compounds / Alkylarylthioethers
show 14 more
Substituents
Alkylarylthioether / Allyl-type 1,3-dipolar organic compound / Alpha-amino acid / Alpha-amino acid amide / Alpha-amino acid or derivatives / Alpha-oligopeptide / Amine / Amino acid / Amino acid or derivatives / Aromatic homomonocyclic compound
show 39 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
glutathione conjugate (CHEBI:8927)
Affected organisms
Not Available

Chemical Identifiers

UNII
HL4G8D2C8T
CAS number
26289-39-4
InChI Key
FXEUKVKGTKDDIQ-UWVGGRQHSA-N
InChI
InChI=1S/C16H19N5O10S/c17-9(16(26)27)2-4-13(22)19-10(15(25)18-6-14(23)24)7-32-12-3-1-8(20(28)29)5-11(12)21(30)31/h1,3,5,9-10H,2,4,6-7,17H2,(H,18,25)(H,19,22)(H,23,24)(H,26,27)/t9-,10-/m0/s1
IUPAC Name
(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-[(2,4-dinitrophenyl)sulfanyl]ethyl]carbamoyl}butanoic acid
SMILES
[H][C@](N)(CCC(=O)N[C@@]([H])(CSC1=C(C=C(C=C1)N(=O)=O)N(=O)=O)C(=O)NCC(O)=O)C(O)=O

References

General References
Not Available
Human Metabolome Database
HMDB0062528
KEGG Compound
C11175
PubChem Compound
97535
PubChem Substance
46504887
ChemSpider
88032
BindingDB
50391004
ChEBI
8927
ChEMBL
CHEMBL1232997
ZINC
ZINC000003870210
PDBe Ligand
GDN
PDB Entries
18gs / 1gsq / 1hna / 1hnb / 1hnc / 1vf3 / 1xwk / 4zbb / 5gst / 6f4f

Clinical Trials

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Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0319 mg/mLALOGPS
logP-1.3ALOGPS
logP-3.3Chemaxon
logS-4.2ALOGPS
pKa (Strongest Acidic)1.59Chemaxon
pKa (Strongest Basic)9.31Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count11Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area250.46 Å2Chemaxon
Rotatable Bond Count13Chemaxon
Refractivity108.34 m3·mol-1Chemaxon
Polarizability42.88 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.7737
Blood Brain Barrier+0.5
Caco-2 permeable-0.6153
P-glycoprotein substrateNon-substrate0.5799
P-glycoprotein inhibitor INon-inhibitor0.888
P-glycoprotein inhibitor IINon-inhibitor0.9669
Renal organic cation transporterNon-inhibitor0.9232
CYP450 2C9 substrateNon-substrate0.8022
CYP450 2D6 substrateNon-substrate0.8161
CYP450 3A4 substrateNon-substrate0.6395
CYP450 1A2 substrateNon-inhibitor0.85
CYP450 2C9 inhibitorNon-inhibitor0.6909
CYP450 2D6 inhibitorNon-inhibitor0.8401
CYP450 2C19 inhibitorNon-inhibitor0.6535
CYP450 3A4 inhibitorNon-inhibitor0.9109
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8905
Ames testAMES toxic0.9106
CarcinogenicityNon-carcinogens0.8071
BiodegradationNot ready biodegradable0.8855
Rat acute toxicity2.5332 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9746
hERG inhibition (predictor II)Non-inhibitor0.7858
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-054p-8107900000-0997ff1ef27c83468a35
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-215.4154086
predicted
DarkChem Lite v0.1.0
[M-H]-202.39407
predicted
DeepCCS 1.0 (2019)
[M+H]+214.1540086
predicted
DarkChem Lite v0.1.0
[M+H]+204.59706
predicted
DeepCCS 1.0 (2019)
[M+Na]+214.0669086
predicted
DarkChem Lite v0.1.0
[M+Na]+211.36887
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Glutathione S-transferase Mu 1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. Involved in the formation of glutathione conjugates of both prostaglandin A2 (PGA2) and prostaglandin J2 (PGJ2) (PubMed:9084911). Participates in the formation of novel hepoxilin regioisomers (PubMed:21046276)
Specific Function
Enzyme binding
Gene Name
GSTM1
Uniprot ID
P09488
Uniprot Name
Glutathione S-transferase Mu 1
Molecular Weight
25711.555 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. 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. [Article]
Details2. Glutathione S-transferase Mu 2
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. Participates in the formation of novel hepoxilin regioisomers (PubMed:21046276)
Specific Function
Enzyme binding
Gene Name
GSTM2
Uniprot ID
P28161
Uniprot Name
Glutathione S-transferase Mu 2
Molecular Weight
25744.395 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. 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. [Article]

Drug created at June 13, 2005 13:24 / Updated at July 02, 2020 13:17