ChemicalBook > CAS DataBase List > E-64C

E-64C

Product Name: E-64C
CAS No.: 76684-89-4
Chemical Name: E-64C
Synonyms: E-64C;NSC 694279;E-64c, EP 475;Loxistatin acid;anecarboxylicacid;E 64c, 10 mM in DMSO;ep475(enzymeinhibitor);Loxistatin Acid (E-64C);Inhibitorforthiolprotease;NSC 694279 Loxistatin Acid
CBNumber: CB4425580
Molecular Formula: C15H26N2O5
Formula Weight: 314.38
MOL File: 76684-89-4.mol

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E-64C Property

storage temp.: Sealed in dry,Store in freezer, under -20°C
solubility: ≥31.4 mg/mL in DMSO; insoluble in H2O; ≥111.8 mg/mL in EtOH
form: White to off-white solid
color: White to off-white
biological source: synthetic (organic)
InChI: InChI=1S/C15H26N2O5/c1-8(2)5-6-16-13(18)10(7-9(3)4)17-14(19)11-12(22-11)15(20)21/h8-12H,5-7H2,1-4H3,(H,16,18)(H,17,19)(H,20,21)/t10-,11-,12-/m0/s1
InChIKey: SCMSYZJDIQPSDI-SRVKXCTJSA-N
SMILES: O1[C@H](C(N[C@H](C(NCCC(C)C)=O)CC(C)C)=O)[C@H]1C(O)=O

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Safety

WGK Germany: 3
RTECS: RR0404200
HS Code: 29241990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 10007964
Product name: E-64c
Purity: ≥98%
Packaging: 1mg
Price: $62
Updated: 2024/03/01

Cayman Chemical

Product number: 10007964
Product name: E-64c
Purity: ≥98%
Packaging: 5mg
Price: $270
Updated: 2024/03/01

Cayman Chemical

Product number: 10007964
Product name: E-64c
Purity: ≥98%
Packaging: 10mg
Price: $477
Updated: 2024/03/01

Cayman Chemical

Product number: 10007964
Product name: E-64c
Purity: ≥98%
Packaging: 25mg
Price: $1041
Updated: 2024/03/01

TRC

Product number: E100495
Product name: E-64c
Packaging: 25mg
Price: $875
Updated: 2021/12/16

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E-64C Chemical Properties,Usage,Production

Description

E-64c is an active metabolite of the protease inhibitor E-64d . E-64c inhibits the cysteine proteases cathepsin B, cathepsin H, and papain but not the serine proteases trypsin, chymotrypsin, or elastase. It reduces the autocatalytic activity of the foot-and-mouth-disease virus (FMDV) leader protease when used at concentrations ranging from 0.1 to 1 mg/ml. E-64c reduces infection of HEK293T cells by an HIV-based virus system pseudotyped with severe acute respiratory syndrome coronavirus (SARS-CoV) surface glycoprotein, also known as the spike glycoprotein, in a concentration-dependent manner.

Uses

E-64c is a cysteine protease inhibitor used for detecting autophagy in plants.

Definition

ChEBI: E-64c is a leucine derivative.

in vivo

The t-1/2 of plasma E-64c is 0.48 hours. The hemodynamic effects of E-64c are absent at this dose. Using two way analysis of variance, the effects of reperfusion (p=0.0016) or E-64c (p=0.0226) per se on infarct size are significant. In comparing Group A with Group B and Group C with Group D, the depletion of CPK in the E-64c treated groups (Groups A and C) is slightly less than in the vehicle-injected groups (Groups B and D). The insufficient effect of E-64c alone may be explained by the early administration and relatively short t-1/2. Since the effectiveness of NCO-700 has been established,6),7) our findings might indicate a small but beneficial effect of E-64c on infarct size and CPK content^[2].

target

cathepsins B

IC 50

Cathepsin C

References

[1] Y SHOJI-KASAI. Thiol protease-specific inhibitor E-64 arrests human epidermoid carcinoma A431 cells at mitotic metaphase.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1988, 85 1: 146-150. DOI: 10.1073/pnas.85.1.146
[2] WILLIAM R ROUSH . Design, Synthesis and Evaluation of d-Homophenylalanyl Epoxysuccinate Inhibitors of the Trypanosomal Cysteine Protease Cruzain[J]. Tetrahedron, 2000, 56 50: Pages 9747-9762. DOI: 10.1016/s0040-4020(00)00882-6
[3] L G KLEINA M J G. Antiviral effects of a thiol protease inhibitor on foot-and-mouth disease virus.[J]. Journal of Virology, 1992, 66 12: 7168-7175. DOI: 10.1128/jvi.66.12.7168-7175.1992
[4] GRAHAM SIMMONS. Inhibitors of cathepsin L prevent severe acute respiratory syndrome coronavirus entry.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2005: 11876-11881. DOI: 10.1073/pnas.0505577102
[5] A J BARRETT. L-trans-Epoxysuccinyl-leucylamido(4-guanidino)butane (E-64) and its analogues as inhibitors of cysteine proteinases including cathepsins B, H and L.[J]. Biochemical Journal, 1982, 201 1: 189-198. DOI: 10.1042/bj2010189
[6] M TAMAI. In vitro and in vivo inhibition of cysteine proteinases by EST, a new analog of E-64.[J]. Journal of pharmacobio-dynamics, 1986, 9 8: 672-677. DOI: 10.1248/bpb1978.9.672

E-64C Preparation Products And Raw materials

Raw materials

Preparation Products

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E-64C Suppliers

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View Lastest Price from E-64C manufacturers

Career Henan Chemical Co

Product: E-64C;NSC 694279 Loxistatin Acid 76684-89-4
Price: US $0.01/KG
Min. Order: 1KG
Purity: 98%; 99%
Supply Ability: 1kg；10kg; 25kg
Release date: 2020-01-07

76684-89-4, E-64CRelated Search:

2-Hydroxy-4-amino butanoic acid (S)-(+)-4-AMINO-3-HYDROXYBUTANOIC ACID BUTTPARK 37\11-64 GLYCIDAMIDE EST BUTTPARK 45\03-64 BUTTPARK 44\01-64 BUTTPARK 36\08-64 BUTTPARK 45\03-64 BUTTPARK 43\57-64 (2-amino-2-oxoethoxy)acetic acid E-64C (2-AMINO-ETHOXY)-ACETIC ACID 2(2-HYDROXYETHOXY)ACETAMIDE BUTTPARK 62\07-64 BUTTPARK 51\09-64 BUTTPARK 64\41-01 BUTTPARK 46\18-64

(2S,3S)-TRANS-EPOXYSUCCINYL-L-LEUCYLAMIDO-3-METHYLBUTANE

(2S,3S)-L-TRANS-EPOXYSUCCINYL-L-LEUCYLAMIDO-3-METHYLBUTANE

(2S,3S)-3-(((S)-1-(isopentylaMino)-4-Methyl-1-oxopentan-2-yl)carbaMoyl)oxirane-2-carboxylic acid

2-Oxiranecarboxylicacid,3-[[[(1S)-3-methyl-1-[[(3-methylbutyl)amino]carbonyl]butyl]amino]carbonyl]-,(2S,3S)-

Loxistatin Acid (E-64C)

NSC 694279

E-64c, EP 475

(1S,2S)-2-(((S)-1-(Isopentylamino)-4-methyl-1-oxopentan-2-yl)carbamoyl)cyclopropanecarboxylic

(L-3-TRANS-CARBOXYOXIRANE-2-CARBONYL)-L-LEUCINE (3-METHYLBUTYL)AMIDE

E-64C

L-TRANS-EPOXYSUCCINYL-LEU-3-METHYLBUTYLAMIDE

E-64-c Loxistatin acid NSC 694279

(+)-(2s,3s)-3-((s)-3-methyl-1-(3-methylbutylcarbamoyl)butylcarbamoyl)-2-oxir

(2s-(2-alpha,3-beta(r*)))-mino)carbonyl)

anecarboxylicacid

ep475(enzymeinhibitor)

oxiranecarboxylicacid,3-(((3-methyl-1-(((3-methylbutyl)amino)carbonyl)butyl)a

(2S,3S)-TRANS-EPOXYSUCCINYL-L-*LEUCYLAMI DO-3-METHYL

Inhibitorforthiolprotease

(2S)-3β-[[[(S)-3-Methyl-1-[[(3-methylbutyl)amino]carbonyl]butyl]amino]carbonyl]-2α-oxiranecarboxylic acid

(2S,3S)-3-[[(1S)-1-(3-Methylbutylcarbamoyl)-3-methylbutyl]carbamoyl]oxirane-2-carboxylic acid

Loxistatin acid

NSC 694279 Loxistatin Acid

NSC 694279 LOXISTATIN ACID; EP 475;E64C;E 64C

E 64c, 10 mM in DMSO

76684-89-4

BioChemical

Calpain

A to C

Enzymes, Inhibitors, and Substrates

Enzyme Inhibitors by Enzyme

Enzyme Inhibitors

Biochemicals and Reagents

Pepetides

Inhibitors

peptides