4-carbamoyl-4-(2-{2-[(2-acetamido-4,5,6-trihydroxy-1-oxohexan-3-yl)oxy]propanamido}propanamido)butanoic acid

• ChemBase ID: 153369
• Molecular Formular: C19H32N4O11
• Molecular Mass: 492.47758
• Monoisotopic Mass: 492.20675786
• SMILES: CC(C(=O)NC(CCC(=O)O)C(=O)N)NC(=O)C(C)OC(C(C=O)NC(=O)C)C(C(CO)O)O
• Canonical SMILES: O=CC(C(C(C(CO)O)O)OC(C(=O)NC(C(=O)NC(C(=O)N)CCC(=O)O)C)C)NC(=O)C
• InChI: InChI=1S/C19H32N4O11/c1-8(18(32)23-11(17(20)31)4-5-14(28)29)21-19(33)9(2)34-16(15(30)13(27)7-25)12(6-24)22-10(3)26/h6,8-9,11-13,15-16,25,27,30H,4-5,7H2,1-3H3,(H2,20,31)(H,21,33)(H,22,26)(H,23,32)(H,28,29)
• InChIKey: MEJOVVKHFORGKW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-carbamoyl-4-(2-{2-[(2-acetamido-4,5,6-trihydroxy-1-oxohexan-3-yl)oxy]propanamido}propanamido)butanoic acid
• IUPAC Traditional name: 4-carbamoyl-4-(2-{2-[(2-acetamido-4,5,6-trihydroxy-1-oxohexan-3-yl)oxy]propanamido}propanamido)butanoic acid
• Synonyms: N-Acetylmuramyl-L-alanyl-L-isoglutamine

Database IDs

• CAS Number: 59331-38-3
• MDL Number: MFCD00065478
• PubChem SID: 24890908; 162247508
• PubChem CID: 5224860

CALCULATED PROPERTIES

• Acid pKa: 4.0531354
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -6.8581924
• LogD (pH = 7.4): -8.527504
• Log P: -5.399653
• Molar Refractivity: 110.984 cm^3
• Polarizability: 44.196495 Å^3
• Polar Surface Area: 254.68 Å^2
• Rotatable Bonds: 16
• 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

• Empirical Formula (Hill Notation): C19H32N4O11

DETAILS

Sigma Aldrich - A4773

Linkage
Adjuvant peptide isomer.