2,5-dioxopyrrolidin-1-yl 6-({4-[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl]cyclohexyl}formamido)hexanoate

• ChemBase ID: 177934
• Molecular Formular: C22H29N3O7
• Molecular Mass: 447.48156
• Monoisotopic Mass: 447.20055028
• SMILES: C1=CC(=O)N(C1=O)CC1CCC(CC1)C(=O)NCCCCCC(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CCCCCNC(=O)C1CCC(CC1)CN1C(=O)C=CC1=O
• InChI: InChI=1S/C22H29N3O7/c26-17-9-10-18(27)24(17)14-15-5-7-16(8-6-15)22(31)23-13-3-1-2-4-21(30)32-25-19(28)11-12-20(25)29/h9-10,15-16H,1-8,11-14H2,(H,23,31)
• InChIKey: IHVODYOQUSEYJJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 6-({4-[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl]cyclohexyl}formamido)hexanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 6-({4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexyl}formamido)hexanoate
• Synonyms: 6-[[[4-[(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)methyl]cyclohexyl]carbonyl]amino]hexanoic Acid 2,5-Dioxo-1-pyrrolidinyl Ester; LC-SMCC; N-Succinimidyl 6-[[4-(Maleimidomethyl)cyclohexyl]carboxamido] Caproate

Database IDs

• CAS Number: 125559-00-4
• PubChem SID: 164233844
• PubChem CID: 3564731

CALCULATED PROPERTIES

• Lipinski's Rule of Five: true
• Acid pKa: 15.263033
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.60391027
• LogD (pH = 7.4): 0.60391426
• Log P: 0.6039143
• Molar Refractivity: 112.2467 cm^3
• Polarizability: 43.52934 Å^3
• Polar Surface Area: 130.16 Å^2
• Rotatable Bonds: 11

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: 178-180°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - S690425

A sulfhydryl and amino reactive heterobifunctional protein crosslinking reagent.

REFERENCES

• Yoshitake, S., et al.: Eur. J. Biochem., 101, 395 (1979)