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CALPEPTIN structure, CAS 117591-20-5

CALPEPTIN

CAS Number117591-20-5

SynonymsZ-LEU-NLE-CHO; BENZYLOXYCARBONYLLEUCYL-NORLEUCINAL; N-Benzyloxycarbonyl-L-leucylnorieucinal Z-Leu-Nle-CHO; MFCD00155623; N-CBZ-L-LEUCYL-NORLEUCINAL; N-[(benzyloxy)carbonyl]-N-[(2S)-1-oxohexan-2-yl]-L-leucinamide; Z-Leu-Nle-H; CalpeptinN-Benzyloxycarbonyl-L-leucyl-norleucinal; CALPEPTIN; Z-LEU-NLE-OH; Z-LEU-NORLEUCINAL; Carbamic acid, N-[(1S)-1-[[[(1S)-1-formylpentyl]amino]carbonyl]-3-methylbutyl]-, phenylmethyl ester; N-BENZYLOXYCARBONYL-L-LEUCYLNORLEUCINAL; BENZYLOXYCARBONYLDIPEPTIDYL ALDEHYDE; N-benzyloxycarbonyl-L-leucyl-L-norleucinal; N-[(Benzyloxy)carbonyl]-N-[(2S)-1-oxo-2-hexanyl]-L-leucinamide

Molecular FormulaC20H30N2O4

Molecular Weight362.46

Purity

Density1.1±0.1 g/cm3

Boiling Point550.7±45.0 °C at 760 mmHg

Melting Point60-75 °C

Flash Point

AppearanceWhite to off-white powder

EINECS

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Cat. No.: 2A-1191747 Purity:
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Quality Control of [ 117591-20-5 ] SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number117591-20-5
Catalog No.2A-1191747
Chinese NameCALPEPTIN
SynonymsZ-LEU-NLE-CHO; BENZYLOXYCARBONYLLEUCYL-NORLEUCINAL; N-Benzyloxycarbonyl-L-leucylnorieucinal Z-Leu-Nle-CHO; MFCD00155623; N-CBZ-L-LEUCYL-NORLEUCINAL; N-[(benzyloxy)carbonyl]-N-[(2S)-1-oxohexan-2-yl]-L-leucinamide; Z-Leu-Nle-H; CalpeptinN-Benzyloxycarbonyl-L-leucyl-norleucinal; CALPEPTIN; Z-LEU-NLE-OH; Z-LEU-NORLEUCINAL; Carbamic acid, N-[(1S)-1-[[[(1S)-1-formylpentyl]amino]carbonyl]-3-methylbutyl]-, phenylmethyl ester; N-BENZYLOXYCARBONYL-L-LEUCYLNORLEUCINAL; BENZYLOXYCARBONYLDIPEPTIDYL ALDEHYDE; N-benzyloxycarbonyl-L-leucyl-L-norleucinal; N-[(Benzyloxy)carbonyl]-N-[(2S)-1-oxo-2-hexanyl]-L-leucinamide
Molecular FormulaC20H30N2O4
Molecular Weight362.46
Density1.1±0.1 g/cm3
Boiling Point550.7±45.0 °C at 760 mmHg
Melting Point60-75 °C
AppearanceWhite to off-white powder
Storage ConditionSeal and store at -20ºC
ApplicationCalpeptin is a potent, cell-penetrating calpain inhibitor with an ID50 value of 40 nM for human platelet Calpain I. Calpeptin is also an inhibitor of cathepsin K.
PubChem ID13433
SMILESCCCCC(C=O)NC(=O)C(CC(C)C)NC(=O)OCc1ccccc1
InChIInChI=1S/C20H30N2O4/c1-4-5-11-17(13-23)21-19(24)18(12-15(2)3)22-20(25)26-14-16-9-7-6-8-10-16/h6-10,13,15,17-18H,4-5,11-12,14H2,1-3H3,(H,21,24)(H,22,25)/t17-,18-/m0/s1
InChI KeyPGGUOGKHUUUWAF-ROUUACIJSA-N
Hazard Symbolstransportation
BioactivityCalpeptin is a potent, cell penetrating calpain inhibitor, with an ID50 of 40 nM for Calpain I in human platelets[1]. Calpeptin is also an inhibitor of cathepsin K[2]. Related Catalog Research Areas >> Inflammation/Immunology Signaling Pathways >> Metabolic Enzyme/Protease >> Proteasome Signaling Pathways >> Metabolic Enzyme/Protease >> Cathepsin Target ID50: 40 nM (Calpain I in human platelets)[1]. Cthepsin K[2] In Vitro Calpeptin (0-100 nM, 24 hours) treatment suppresses the proliferation of both WI38 VA13 and IMR90 cells in a dose-dependent manner. Calpeptin (1000 pg/ml, 24 hours) inhibits IL-6-induced cell proliferation of lung fibroblasts[3]. Cell Proliferation Assay[3] Cell Line: WI38 VA13 and IMR90 cells Concentration: 0-100 nM Incubation Time: 24 hours Result: Suppressed the proliferation in a dose-dependent manner. In Vivo Calpeptin with Bleo (0.04 mg/mouse, i.p., 3 times weekly, 28 days) administration significantly inhibits the collagen deposition and increases of calpain activity in the bleomycintreatedmouse lung tissues[3]. Animal Model: C57BL/6 female mice (Eight-week-old)[3]. Dosage: 0.04 mg/mouse. Administration: Intraperitoneally three times weekly for 28 days (together with Bleo). Result: Inhibited the collagen deposition and increase of calpain activity in the bleomycintreatedmouse lung tissues. References [1]. Tsujinaka T, et al. Synthesis of a new cell penetrating calpain inhibitor (calpeptin). Biochem Biophys Res Commun. 1988 Jun 30;153(3):1201-8. [2]. Catalano JG, et al. Design of small molecule ketoamide-based inhibitors of cathepsin K. Bioorg Med Chem Lett. 2004 Feb 9;14(3):719-22. [3]. Tabata C, et al. The calpain inhibitor calpeptin prevents pulmonary fibrosis in mice. Clin Exp Immunol. 2010 Dec;162(3):560-7. Chemical & Physical Properties Density 1.1±0.1 g/cm3 Boiling Point 550.7±45.0 °C at 760 mmHg Melting Point 60-75 °C Molecular Formula C20H30N2O4 Molecular Weight 362.463 Flash Point 286.8±28.7 °C Exact Mass 362.220551 PSA 84.50000 LogP 4.37 Vapour Pressure 0.0±1.5 mmHg at 25°C Index of Refraction 1.508 InChIKey PGGUOGKHUUUWAF-ROUUACIJSA-N SMILES CCCCC(C=O)NC(=O)C(CC(C)C)NC(=O)OCc1ccccc1 Storage condition -20°C
Use ofCalpeptin is a potent, cell penetrating calpain inhibitor, with an ID50 of 40 nM for Calpain I in human platelets[1]. Calpeptin is also an inhibitor of cathepsin K[2]. Properties Articles31 Name Calpeptin,N-Benzyloxycarbonyl-L-leucylnorleucinal Synonym More Synonyms calpeptin Biological Activity Description Calpeptin is a potent, cell penetrating calpain inhibitor, with an ID50 of 40 nM for Calpain I in human platelets[1]. Calpeptin is also an inhibitor of cathepsin K[2]. Related Catalog Research Areas >> Inflammation/Immunology Signaling Pathways >> Metabolic Enzyme/Protease >> Proteasome Signaling Pathways >> Metabolic Enzyme/Protease >> Cathepsin ID50: 40 nM (Calpain I in human platelets)[1]. Cthepsin K[2] References [1]. Tsujinaka T, et al. Synthesis of a new cell penetrating calpain inhibitor (calpeptin). Biochem Biophys Res Commun. 1988 Jun 30;153(3):1201-8. [2]. Catalano JG, et al. Design of small molecule ketoamide-based inhibitors of cathepsin K. Bioorg Med Chem Lett. 2004 Feb 9;14(3):719-22. [3]. Tabata C, et al. The calpain inhibitor calpeptin prevents pulmonary fibrosis in mice. Clin Exp Immunol. 2010 Dec;162(3):560-7. Chemical & Physical Properties Molecular Formula C20H30N2O4 Exact Mass 362.220551 PSA 84.50000 Index of Refraction 1.508 InChIKey PGGUOGKHUUUWAF-ROUUACIJSA-N
Transport InfoShipping Name: UN
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available See reverse side of invoice or packing slip.
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