3-[(1-{[2-(4-hydroxyphenyl)-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]ethyl]carbamoyl}-3-methylbutyl)carbamoyl]propanoic acid

• ChemBase ID: 104650
• Molecular Formular: C29H33N3O8
• Molecular Mass: 551.58762
• Monoisotopic Mass: 551.22676503
• SMILES: CC(C)CC(NC(=O)CCC(=O)O)C(=O)NC(Cc1ccc(O)cc1)C(=O)Nc1cc2c(cc1)c(C)cc(=O)o2
• Canonical SMILES: CC(CC(C(=O)NC(C(=O)Nc1ccc2c(c1)oc(=O)cc2C)Cc1ccc(cc1)O)NC(=O)CCC(=O)O)C
• InChI: InChI=1S/C29H33N3O8/c1-16(2)12-22(31-25(34)10-11-26(35)36)29(39)32-23(14-18-4-7-20(33)8-5-18)28(38)30-19-6-9-21-17(3)13-27(37)40-24(21)15-19/h4-9,13,15-16,22-23,33H,10-12,14H2,1-3H3,(H,30,38)(H,31,34)(H,32,39)(H,35,36)
• InChIKey: RIYLNECMTVNMSO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1-{[2-(4-hydroxyphenyl)-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]ethyl]carbamoyl}-3-methylbutyl)carbamoyl]propanoic acid
• IUPAC Traditional name: 3-[(1-{[2-(4-hydroxyphenyl)-1-[(4-methyl-2-oxochromen-7-yl)carbamoyl]ethyl]carbamoyl}-3-methylbutyl)carbamoyl]propanoic acid
• Synonyms: N-Succinyl-Leu-Tyr-7-amido-4-methylcoumarin; N-SUCCINYL-LEU-TYR 4-METHYLCOUMARYL-7-AMIDE; Suc-Leu-Tyr-AMC; CALPAIN SUBSTRATE I

Database IDs

• CAS Number: 94367-20-1
• MDL Number: MFCD00057900
• PubChem SID: 162091683; 24899464
• PubChem CID: 5051742

CALCULATED PROPERTIES

• Acid pKa: 4.3265214
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 1.4793577
• LogD (pH = 7.4): -0.26776293
• Log P: 2.6791606
• Molar Refractivity: 146.4552 cm^3
• Polarizability: 55.885635 Å^3
• Polar Surface Area: 171.13 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C; -20°C
• 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: ≥98%

DETAILS

MP Biomedicals - 02156696

Substrate for porcine calpain I and II.

MP Biomedicals - 02195898

Purity: >98%
Lyophilized
Fluorogenic substrate for porcine calpain I and II.

Sigma Aldrich - S3389

Linkage
Similar to S 1153, but prepared for Sigma.

Sigma Aldrich - S1153

Substrates
Substrate for porcine calpain I and II.

REFERENCES

• Sasaki, T., et al., J. Biol Chem. , 259 : 12489, (1984).