(4S)-4-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-carboxybutanamido]-4-{[(2S)-1-methoxy-4-methyl-1-oxopentan-2-yl]carbamoyl}butanoic acid

• ChemBase ID: 133278
• Molecular Formular: C22H37N3O10
• Molecular Mass: 503.54328
• Monoisotopic Mass: 503.2478944
• SMILES: CC(C)C[C@@H](C(=O)OC)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: COC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)OC(C)(C)C)CCC(=O)O)CCC(=O)O)CC(C)C
• InChI: InChI=1S/C22H37N3O10/c1-12(2)11-15(20(32)34-6)24-18(30)13(7-9-16(26)27)23-19(31)14(8-10-17(28)29)25-21(33)35-22(3,4)5/h12-15H,7-11H2,1-6H3,(H,23,31)(H,24,30)(H,25,33)(H,26,27)(H,28,29)/t13-,14-,15-/m0/s1
• InChIKey: QJKPYQOKXLMHNY-KKUMJFAQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-carboxybutanamido]-4-{[(2S)-1-methoxy-4-methyl-1-oxopentan-2-yl]carbamoyl}butanoic acid
• IUPAC Traditional name: (4S)-4-[(2S)-2-[(tert-butoxycarbonyl)amino]-4-carboxybutanamido]-4-{[(2S)-1-methoxy-4-methyl-1-oxopentan-2-yl]carbamoyl}butanoic acid
• Synonyms: Boc-Glu-Glu-Leu methyl ester

Database IDs

• CAS Number: 72903-33-4
• MDL Number: MFCD00056255
• PubChem SID: 162227555
• PubChem CID: 44359258

CALCULATED PROPERTIES

• Acid pKa: 3.6887963
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -2.4240196
• LogD (pH = 7.4): -5.724568
• Log P: 0.5340509
• Molar Refractivity: 119.9886 cm^3
• Polarizability: 47.67169 Å^3
• Polar Surface Area: 197.43 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

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: ≥97% (HPLC)

DETAILS

Sigma Aldrich - B1011

Substrates
Possible substrate for Vitamin K-dependent carboxylation studies.