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E-64c - 10mM in DMSO, high purity , CAS No.76684-89-4
E-64 ( ab141418 ) derivative. Irreversible cysteine protease inhibitor.
Basic Description
Synonyms
76684-89-4 | e-64c | Loxistatin acid | E 64c | EP 475 | E-64-c | NSC 694279 | MLS000028693 | (2S,3S)-3-[[(2S)-4-methyl-1-(3-methylbutylamino)-1-oxopentan-2-yl]carbamoyl]oxirane-2-carboxylic acid | SMR000058872 | N-(N-(3-carboxyoxirane-2-carbonyl)leucyl)isoamylamine | (2S,3S)-t
Specifications & Purity
10mM in DMSO
Biochemical and Physiological Mechanisms
Synthetic analog of E-64 , a potent, irreversible cysteine protease inhibitor isolated from Aspergillus japonicus . Effective calpain inhibitor, which also inhibits cathepsin B, cathepsin H, and cathepsin L. Inhibits calpain activity in intact
Storage Temp
Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
Cysteine protease inhibitor; membrane-impermeable calpain inhibitor. Significantly reduces calpain-mediated depletion of microtubule-associated protein (MAP2) in an animal model of an ischemic brain.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Subclass
Amino acids, peptides, and analogues
Intermediate Tree Nodes
Amino acids and derivatives - Alpha amino acids and derivatives
Direct Parent
Leucine and derivatives
Alternative Parents
N-acyl-alpha amino acids and derivatives Alpha amino acid amides Oxirane carboxylic acids N-acyl amines Secondary carboxylic acid amides Oxacyclic compounds Monocarboxylic acids and derivatives Dialkyl ethers Carboxylic acids Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
Molecular Framework
Aliphatic heteromonocyclic compounds
Substituents
Leucine or derivatives - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - Fatty amide - N-acyl-amine - Oxirane carboxylic acid - Fatty acyl - Oxirane carboxylic acid or derivatives - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid - Dialkyl ether - Oxirane - Ether - Monocarboxylic acid or derivatives - Oxacycle - Organoheterocyclic compound - Organopnictogen compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Organic nitrogen compound - Carbonyl group - Aliphatic heteromonocyclic compound
Description
This compound belongs to the class of organic compounds known as leucine and derivatives. These are compounds containing leucine or a derivative thereof resulting from reaction of leucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
External Descriptors
Not available
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
(2S,3S)-3-[[(2S)-4-methyl-1-(3-methylbutylamino)-1-oxopentan-2-yl]carbamoyl]oxirane-2-carboxylic acid
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
CC(C)CCNC(=O)C(CC(C)C)NC(=O)C1C(O1)C(=O)O
Isomeric SMILES
CC(C)CCNC(=O)[C@H](CC(C)C)NC(=O)[C@@H]1[C@H](O1)C(=O)O
WGK Germany
3
RTECS
RR0404200
Molecular Weight
314.38
Reaxy-Rn
25759176
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25759176&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Molecular Weight
314.380 g/mol
XLogP3
1.600
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
9
Exact Mass
314.184 Da
Monoisotopic Mass
314.184 Da
Topological Polar Surface Area
108.000 Ų
Heavy Atom Count
22
Formal Charge
0
Complexity
422.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
3
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
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