Ac-Yvad-cho

Base Information

• Chemical Name: Ac-Yvad-cho
• CAS No.: 143313-51-3
• Molecular Formula: C23H32 N4 O8
• Molecular Weight: 492.5222
• UNII: NVF6UYC3CM
• ChEMBL ID: CHEMBL37630
• Mol file: 143313-51-3.mol

Synonyms:Ac-Tyr-Val-Ala-Asp-CHO;Ac-YVAD-cho;acetyl-Tyr-Val-Ala-Asp-CHO;acetyl-tyrosyl-valyl-alanyl-aspartinal;L 709,049;L 709049;L-709,049;L-709049;N-acetyltyrosyl-valyl-alanyl-aspartyl aldehyde;YCAD-CHO

Chemical Property of Ac-Yvad-cho

Chemical Property:

• Vapor Pressure: 4.2E-30mmHg at 25°C
• Boiling Point: 841.9 °C at 760 mmHg
• PKA: 4.20±0.10(Predicted)
• Flash Point: 463 °C
• PSA: 191.00000
• Density: 1.276 g/cm³
• LogP: 0.80690
• Storage Temp.: −20°C
• Sensitive.: Moisture Sensitive
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 13
• Exact Mass: 492.22201399
• Heavy Atom Count: 35
• Complexity: 780

Purity/Quality:

99% ^*data from raw suppliers

Caspase-1 Inhibitor I ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)NC(C)C(=O)NC(CC(=O)O)C=O)NC(=O)C(CC1=CC=C(C=C1)O)NC(=O)C
• Isomeric SMILES: C[C@@H](C(=O)N[C@@H](CC(=O)O)C=O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC1=CC=C(C=C1)O)NC(=O)C
• Description: Ac-YVAD-CHO is an inhibitor of caspase-1/interleukin-1β converting enzyme (ICE; Ki = 0.76 nM) and an acetylated form of the caspase-1 inhibitor YVAD-CHO . It is selective for caspase-1 over caspase-4, -5, -8, -9, and -10 (Kis = 163-970 nM), as well as over caspase-2, -3, -6, and -7 (Kis = >10,000 nM for all). It inhibits activation of caspase-1 and IL-1β in a cell-free assay using LPS-treated THP-1 cell homogenates when used at a concentration of 5 μM. Ac-YVAD-CHO (12.5 μmol/kg) reduces pancreatic levels of IL-18 and serum levels of IL-1β, as well as reduces pyroptosis of pancreatic cells, in a mouse model of cerulein-induced acute pancreatitis but does not decrease pancreatic expression of NOD-like receptor protein 3 (NLRP3). It increases susceptibility to lethal E. coli infection but prevents LPS-induced death in C3H/HeN mice when administered at doses of 5 and 10 mg/kg, respectively.
• Uses: A potent, specific, and reversible inhibitor of caspases-1, -4 and -5