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E-64

CAT: 0804-HY-15282-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-15282-01Size:5 mg
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Description
E-64 (Proteinase inhibitor E 64) is a potent irreversible inhibitor against general cysteine proteases with IC50 of 9 nM for papain.
CAS Number
66701-25-5
Product Name Alternative
Proteinase inhibitor E 64
UNSPSC
12352005
Hazard Statement
H372
Target
Autophagy; Bacterial; Cathepsin
Type
Reference compound
Related Pathways
Anti-infection; Autophagy; Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology; Cancer
Assay Protocol
https://www.medchemexpress.com/E-64.html
Purity
99.96
Solubility
DMSO : 62.5 mg/mL (ultrasonic) |H2O : 5 mg/mL (ultrasonic)
Smiles
O=C([C@H]1O[C@@H]1C(N[C@H](C(NCCCCNC(N)=N)=O)CC(C)C)=O)O
Molecular Formula
C15H27N5O5
Molecular Weight
357.41
Precautions
H372
References & Citations
[1]Matsumoto K, et al. Structural basis of inhibition of cysteine proteases by E-64 and its derivatives. Biopolymers. 1999;51 (1) :99-107.|[2]Wadhawan M, et al. Inhibition of cathepsin B by E-64 induces oxidative stress and apoptosis in filarial parasite. PLoS One. 2014 Mar 25;9 (3) :e93161.|[3]Baldzizhar R, et al. Anti-serpin antibody-mediated regulation of proteases in autoimmune diabetes. J Biol Chem. 2013 Jan 18;288 (3) :1612-9.|[4]Blass G, et al. Chronic cathepsin inhibition by E-64 in Dahl salt-sensitive rats. Physiol Rep. 2016 Sep;4 (17) . pii: e12950.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
Cathepsin K; Cathepsin L

Chemical Information

trans-Epoxysuccinyl-L-leucylamido-(4-guanidino)butane

E64 is an epoxy monocarboxylic acid, a member of guanidines, a L-leucine derivative and a dicarboxylic acid monoamide. It has a role as an antiparasitic agent, a protease inhibitor and an antimalarial. It is a tautomer of an E64 zwitterion.

CAS Number66701-25-5
PubChem CID123985
IUPAC Name(2S,3S)-3-[[(2S)-1-[4-(diaminomethylideneamino)butylamino]-4-methyl-1-oxopentan-2-yl]carbamoyl]oxirane-2-carboxylic acid
Molecular FormulaC15H27N5O5
Molecular Weight357.41
XLogP-0.9
Topological Polar Surface Area172
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count11
Heavy Atom Count25
Formal Charge0
Complexity518
SMILES
CC(C)C[C@@H](C(=O)NCCCCN=C(N)N)NC(=O)[C@@H]1[C@H](O1)C(=O)O
InChI
InChI=1S/C15H27N5O5/c1-8(2)7-9(20-13(22)10-11(25-10)14(23)24)12(21)18-5-3-4-6-19-15(16)17/h8-11H,3-7H2,1-2H3,(H,18,21)(H,20,22)(H,23,24)(H4,16,17,19)/t9-,10-,11-/m0/s1
InChIKey
LTLYEAJONXGNFG-DCAQKATOSA-N
Chemical Structure
2D Structure
2D structure of trans-Epoxysuccinyl-L-leucylamido-(4-guanidino)butane
CAS: 66701-25-5
CID: 123985
Formula: C15H27N5O5
MW: 357.41
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight357.41
XLogP3-0.9
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count11
Exact Mass357.20121898
Monoisotopic Mass357.20121898
Topological Polar Surface Area172 Ų
Heavy Atom Count25
Formal Charge0
Complexity518
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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