Pepstatin

HCID 5478883

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Grundinformationen

CAS: 26305-03-3
Standard-SMILES: CC(C)CC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CC(C)C)[C@@H](O)CC(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)[C@@H](O)CC(=O)O)C(C)C)C(C)C
InChIKey: FAXGPCHRFPCXOO-LXTPJMTPSA-N
Summenformel: C34H63N5O9
Durchschnittliche Molmasse: 685,9 g/mol
Monoisotopische Masse: 685,4625786

Überblick

Pepstatin A is a pentapeptide isolated from Streptomyces testaceus. It is a potent inhibitor of aspartyl proteases. It has a role as an EC 3.4.23.* (aspartic endopeptidase) inhibitor and a bacterial metabolite. It is a secondary carboxamide and a pentapeptide. It is a conjugate acid of a pepstatin A(1-).

Namen und Bezeichner

Bevorzugter Name: Pepstatin
IUPAC: (3S,4S)-3-hydroxy-4-[[(2S)-2-[[(3S,4S)-3-hydroxy-6-methyl-4-[[(2S)-3-methyl-2-[[(2S)-3-methyl-2-(3-methylbutanoylamino)butanoyl]amino]butanoyl]amino]heptanoyl]amino]propanoyl]amino]-6-methylheptanoic acid
Englischer Name: pepstatin
Summenformel: C34H63N5O9
Molmasse: 685.89212

Namen und Synonyme

pepstatinPepstatin A26305-03-3PepstatinePepstatinaAhpatinin CPepstatinumProcidin S 735APepsin inhibitor S 735ADTXSID7046095V6Y2T27Q1UNSC-272671

Weitere Namen anzeigen

Ccris 3603Pepstatin (van)

CHEBI:7989(3S,4S)-3-hydroxy-4-[[(2S)-2-[[(3S,4S)-3-hydroxy-6-methyl-4-[[(2S)-3-methyl-2-[[(2S)-3-methyl-2-(3-methylbutanoylamino)butanoyl]amino]butanoyl]amino]heptanoyl]amino]propanoyl]amino]-6-methylheptanoic acidDTXCID5026095N-Isovaleryl-L-valyl-L-valyl-3-hydroxy-6-methyl-gamma-aminoheptanoyl-L-alanyl-3-hydroxy-6-methyl-gamma-aminoheptanoic acidNSC272671(3S,4S)-3-hydroxy-4-(((2S)-2-(((3S,4S)-3-hydroxy-6-methyl-4-(((2S)-3-methyl-2-(((2S)-3-methyl-2-(3-methylbutanoylamino)butanoyl)amino)butanoyl)amino)heptanoyl)amino)propanoyl)amino)-6-methylheptanoic acidRefChem:860129247-600-0

Datenbank-Bezeichner

CAS: 26305-03-3、39324-30-6
PubChem CID: 5478883
DTXSID: DTXSID7046095
ChEMBL: CHEMBL296588
ChEBI: CHEBI:7989
UNII: V6Y2T27Q1U
EC Number: 247-600-0
Nikkaji: J17.063A

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 3
Polarare Oberfläche (TPSA): 223 Å²
H-Brücken-Donoren: 8
H-Brücken-Akzeptoren: 9
Frei drehbare Bindungen: 22
Schwere Atome: 48
Formalladung: 0
Komplexität: 1.060

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 66.7% (2 of 3) of all reports.

Danger

H300 (33.3%): Fatal if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory Information · 1 Eintrag

L-Alaninamide, N-(3-methyl-1-oxobutyl)-L-valyl-L-valyl-(3S,4S)-4-amino-3-hydroxy-6-methylheptanoyl-N-(1S)-1-(1S)-2-carboxy-1-hydroxyethyl-3-methylbutyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAcute Tox. 2 (33.3%)

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 2 Einträge

Agents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585)

Compounds which inhibit or antagonize biosynthesis or actions of proteases (ENDOPEPTIDASES).