(4S)-4-{[(1S,2R)-1-{[(2S)-1-carboxy-3-oxopropan-2-yl]carbamoyl}-2-hydroxypropyl]carbamoyl}-4-[(2S,3S)-2-acetamido-3-methylpentanamido]butanoic acid

• ChemBase ID: 106374
• Molecular Formular: C21H34N4O10
• Molecular Mass: 502.51546
• Monoisotopic Mass: 502.22749331
• SMILES: CC[C@H](C)[C@H](NC(=O)C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(=O)O)C=O
• Canonical SMILES: O=C[C@@H](NC(=O)[C@H]([C@H](O)C)NC(=O)[C@@H](NC(=O)[C@H]([C@H](CC)C)NC(=O)C)CCC(=O)O)CC(=O)O
• InChI: InChI=1S/C21H34N4O10/c1-5-10(2)17(22-12(4)28)20(34)24-14(6-7-15(29)30)19(33)25-18(11(3)27)21(35)23-13(9-26)8-16(31)32/h9-11,13-14,17-18,27H,5-8H2,1-4H3,(H,22,28)(H,23,35)(H,24,34)(H,25,33)(H,29,30)(H,31,32)/t10-,11+,13-,14-,17-,18-/m0/s1
• InChIKey: AXTKTZHLZLOIIO-PBEPODTISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{[(1S,2R)-1-{[(2S)-1-carboxy-3-oxopropan-2-yl]carbamoyl}-2-hydroxypropyl]carbamoyl}-4-[(2S,3S)-2-acetamido-3-methylpentanamido]butanoic acid
• IUPAC Traditional name: (4S)-4-{[(1S,2R)-1-{[(2S)-1-carboxy-3-oxopropan-2-yl]carbamoyl}-2-hydroxypropyl]carbamoyl}-4-[(2S,3S)-2-acetamido-3-methylpentanamido]butanoic acid
• Synonyms: N-Acetyl-Ile-Glu-Thr-Asp-al; Ac-Ile-Glu-Thr-Asp-CHO; Ac-IETD-CHO; Ac-Ile-Glu-Thr-Asp-Aldehyde; N-乙酰基-异亮氨酰-谷氨酰-苏氨酰-天冬氨醛

Database IDs

• MDL Number: MFCD01318858
• PubChem SID: 162087684
• PubChem CID: 11466200

CALCULATED PROPERTIES

• Acid pKa: 3.6623447
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -5.896734
• LogD (pH = 7.4): -9.168878
• Log P: -2.8212717
• Molar Refractivity: 117.2928 cm^3
• Polarizability: 46.355717 Å^3
• Polar Surface Area: 228.3 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble1 mg/mL
• Apperance: white powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ~99% (TLC)
• Compostion: Peptide content, ~70%

DETAILS

MP Biomedicals - 03AL012

A potent, reversible inhibitor of granzyme B and caspase-8 (Ki = 1 nM). Also inhibits caspase-1 (<6 nM), caspase-6 (5.6 nM), and caspase-10 (27 nM).

Sigma Aldrich - A6464

Other Notes
CASP8C 试剂盒的组分

Sigma Aldrich - A1216

Biochem/physiol Actions
Caspase 8 inhibitor; blocks the cleavage of the 32 kDa caspase 3 precursor into the p12 and p20 subunits, thus blocking the formation of active caspase 3.

REFERENCES

• Thornberry, N.A. et al., Science, 281:1312 (1998).
• Gao, C.F., et al. 2001. Exp. Cell. Res. 265, 145.
• Garcia-Calvo, M., et al. 1998. J. Biol. Chem. 273, 32608.
• Han, Z., et al. 1997. J. Biol. Chem. 272, 13422.