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Ezatiostat hydrochloride

CAT: 0931-T22776-01Size: 2 mgDry Ice: NoHazardous: No
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CAT#:0931-T22776-01Size:2 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
286942-97-0
Target
Glutathione Peroxidase, Apoptosis, GST
Related Pathways
Oxidation-Reduction, Apoptosis, Metabolism
Bioactivity
Ezatiostat hydrochloride (TLK199 HCl) is an effective inhibitor of glutathione S-transferase. Ezatiostat hydrochloride is a novel glutathione analog and the potential treatment of cytopenias. In addition, Ezatiostat hydrochloride has been revealed to selectively bind to and thus inhibit GSTP1-1.
Smiles
O=C(OCC)[C@H](C1=CC=CC=C1)NC([C@H](CSCC2=CC=CC=C2)NC(CC[C@@H](C(OCC)=O)N)=O)=O.[H]Cl
Molecular Formula
C27H36ClN3O6S
Molecular Weight
566.11
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Ezatiostat Hydrochloride

Ezatiostat Hydrochloride is a liposomal small-molecule glutathione analog inhibitor of glutathione S-transferase (GST) P1-1 with hematopoiesis-stimulating activity. After intracellular de-esterification, the active form of TLK199 (TLK117) binds to and inhibits GST P1-1, thereby restoring Jun kinase and MAPK pathway activities and promoting MAPK-mediated cellular proliferation and differentiation pathways. This agent promotes the proliferation and maturation of hematopoietic precursor cells, granulocytes, monocytes, erythrocytes and platelets.

CAS Number286942-97-0
PubChem CID25063260
IUPAC Nameethyl (2S)-2-amino-5-[[(2R)-3-benzylsulfanyl-1-[[(1R)-2-ethoxy-2-oxo-1-phenylethyl]amino]-1-oxopropan-2-yl]amino]-5-oxopentanoate;hydrochloride
Molecular FormulaC27H36ClN3O6S
Molecular Weight566.1
Topological Polar Surface Area162
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count17
Heavy Atom Count38
Formal Charge0
Complexity725
SMILES
CCOC(=O)[C@H](CCC(=O)N[C@@H](CSCC1=CC=CC=C1)C(=O)N[C@H](C2=CC=CC=C2)C(=O)OCC)N.Cl
InChI
InChI=1S/C27H35N3O6S.ClH/c1-3-35-26(33)21(28)15-16-23(31)29-22(18-37-17-19-11-7-5-8-12-19)25(32)30-24(27(34)36-4-2)20-13-9-6-10-14-20;/h5-14,21-22,24H,3-4,15-18,28H2,1-2H3,(H,29,31)(H,30,32);1H/t21-,22-,24+;/m0./s1
InChIKey
XJDYQYNYISTAMO-GFDYFVENSA-N
Chemical Structure
2D Structure
2D structure of Ezatiostat Hydrochloride
CAS: 286942-97-0
CID: 25063260
Formula: C27H36ClN3O6S
MW: 566.1
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight566.1
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count17
Exact Mass565.2013347
Monoisotopic Mass565.2013347
Topological Polar Surface Area162 Ų
Heavy Atom Count38
Formal Charge0
Complexity725
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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