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ChemicalBook--->CAS DataBase List--->147859-80-1

147859-80-1

147859-80-1 Structure

147859-80-1 Structure
IdentificationBack Directory
[Name]

CA-074 ME
[CAS]

147859-80-1
[Synonyms]

CA-074 ME
CA-074(OME)
CA-074 methyl ester
CATHEPSIN B INHIBITOR IV
CA-074 methyl ester (CA-074 Me)
L-trans-Epoxysuccinyl(propylamide)-Ile-P
(L-3-Trans-(propylcarbamoyl)oxirane-2-carbony
L-TRANS-EPOXYSUCCINYL-ILE-PRO-OME PROPYLAMIDE
L-TRANS-EPOXYSUCCINYL (PROPYLAMIDE)-ILE-PRO-OME
L-trans-Epoxysuccinic Ile-Pro-OMe Propylamide
L-trans-Epoxysuccinyl-isoleucyl-proline methyl ester propylamide
N-((L-3-TRANS-(PROPYLAMINO)CARBONYL)-OXIRANE-2-CARBONYL)-ILE-PRO-OME
[L-3-TRANS-(POLYCARBAMOYL)OXIRANE-2-CARBONYL]-L-ISOLEUCYL-L-PROLINE METHYL ESTER
(L-3-trans-(Propylcarbamyl)oxirane-2-carbonyl)-L-isoleucyl-L-proline methyl ester
(L-3-TRANS-(PROPYLCARBAMOYL)OXIRANE-2-CARBONYL)-L-ISOLEUCYL-L-PROLINE METHYL ESTER
[L-3-TRANS-(PROPYLCARBAMOYL)OXYRANE-2-CARBONYL]-L-ISOLEUCYL-L-PROLINE METHYL ESTER
N-(L-3-TRANS-PROPYLCARBONYL-OXIRANE-2-CARBONYL)-L-ISOLEUCYL-L-PROLINE METHYL ESTER
(S)-Methyl 1-((2S,3S)-3-methyl-2-((2S,3S)-3-(propylcarbamoyl)oxirane-2-carboxamido)pentanoyl)p
L-Proline, N-[[(2S,3S)-3-[(propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-, methyl ester
(S)-Methyl 1-((2S,3S)-3-methyl-2-((2S,3S)-3-(propylcarbamoyl)oxirane-2-carboxamido)pentanoyl)pyrrolidine-2-carboxylate
L-trans-Epoxysuccinyl(propylaMide)-Ile-Pro-OMe, CA-074Me, N-(L-3-trans-(PropylaMino)carbonyl)-oxirane-2-carbonyl)-Ile-Pro-OMe
[Molecular Formula]

C19H31N3O6
[MDL Number]

MFCD00797532
[MOL File]

147859-80-1.mol
[Molecular Weight]

397.47
Chemical PropertiesBack Directory
[Melting point ]

153-155°C
[Boiling point ]

666.3±55.0 °C(Predicted)
[density ]

1.212±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

Soluble in DMSO
[form ]

Solid
[pka]

13.38±0.40(Predicted)
[color ]

White to Off-White
[biological source]

synthetic (organic)
[InChIKey]

XGWSRLSPWIEMLQ-YTFOTSKYSA-N
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

CA-074 methyl ester has been used as cathepsin B inhibitor in cardiomyocytes, HeLa cells and human pancreatic cancer PANC-1 cells.
[Uses]

CA-074 methyl ester is a cell-permeable cathepsin B inhibitor.
[Biological Activity]

ca-074 me is a membrane-permeable and selective inhibitor of cathepsin b with ic50 value of 36.3 nm [1, 2].ca-074 me is a methyl ester derivative of ca-074. in cultured human gingival fibroblasts, ca-074 me exerted a 95% inhibition of cathepsin b and partial inhibition (54%) of the combined activities of cathepsins b and l. ca-074 me was also found to inhibit cathespin l under reducing conditions. it inhibited the activity of purified human cathepsin l by more than 90% when the enzyme had been pre-incubated with 1.4 mm dtt or 4.2 mm gsh for 2 hours. besides that, ca-074 me completely inhibited cathepsin b in the presence of 1.4 mm dtt [2, 3].
[Biochem/physiol Actions]

CA-074 methyl ester is a cell-permeable analog of CA-074. It is an inhibitor of cathepsin B especially the intracellular type. and undergoes intracellular transition into active CA-074 by the action of esterases. CA-074 methyl ester also inhibits cathepsin L.
[target]

cathepsin B
[storage]

Store at -20°C
[References]

[1] wu x, zhang l, gurley e, et al. prevention of free fatty acid–induced hepatic lipotoxicity by 18β-glycyrrhetinic acid through lysosomal and mitochondrial pathways. hepatology, 2008, 47(6): 1905-1915.
[2] steverding d. the cathepsin b-selective inhibitors ca-074 and ca-074me inactivate cathepsin l under reducing conditions. open enzyme inhibition journal, 2011, 4: 11-16.
[3] buttle d j, murata m, knight c g, et al. ca074 methyl ester: a proinhibitor for intracellular cathepsin b. archives of biochemistry and biophysics, 1992, 299(2): 377-380.
Spectrum DetailBack Directory
[Spectrum Detail]

CA-074 ME(147859-80-1)MS
CA-074 ME(147859-80-1)1HNMR
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