4-(2-amino-3-methylbutanamido)-5-(2-{[1-(2-{[1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}pyrrolidin-1-yl)-3-methyl-1-oxopentan-2-yl]carbamoyl}pyrrolidin-1-yl)-5-oxopentanoic acid

• ChemBase ID: 132076
• Molecular Formular: C35H52N6O10
• Molecular Mass: 716.82158
• Monoisotopic Mass: 716.37449189
• SMILES: CCC(C)C(C(=O)N1CCCC1C(=O)NC(Cc1ccc(cc1)O)C(=O)O)NC(=O)C1CCCN1C(=O)C(CCC(=O)O)NC(=O)C(C(C)C)N
• Canonical SMILES: CCC(C(C(=O)N1CCCC1C(=O)NC(C(=O)O)Cc1ccc(cc1)O)NC(=O)C1CCCN1C(=O)C(NC(=O)C(C(C)C)N)CCC(=O)O)C
• InChI: InChI=1S/C35H52N6O10/c1-5-20(4)29(34(49)41-17-7-8-25(41)30(45)38-24(35(50)51)18-21-10-12-22(42)13-11-21)39-31(46)26-9-6-16-40(26)33(48)23(14-15-27(43)44)37-32(47)28(36)19(2)3/h10-13,19-20,23-26,28-29,42H,5-9,14-18,36H2,1-4H3,(H,37,47)(H,38,45)(H,39,46)(H,43,44)(H,50,51)
• InChIKey: ZQOILFFBJUNGRA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-amino-3-methylbutanamido)-5-(2-{[1-(2-{[1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}pyrrolidin-1-yl)-3-methyl-1-oxopentan-2-yl]carbamoyl}pyrrolidin-1-yl)-5-oxopentanoic acid
• IUPAC Traditional name: 4-(2-amino-3-methylbutanamido)-5-(2-{[1-(2-{[1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}pyrrolidin-1-yl)-3-methyl-1-oxopentan-2-yl]carbamoyl}pyrrolidin-1-yl)-5-oxopentanoic acid
• Synonyms: Val-Glu-Pro-Ile-Pro-Tyr

Database IDs

• CAS Number: 94773-24-7
• MDL Number: MFCD00081014
• PubChem SID: 162226353; 24900729
• PubChem CID: 5008862

CALCULATED PROPERTIES

• Acid pKa: 3.2233217
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -3.1558728
• LogD (pH = 7.4): -4.908389
• Log P: -2.0318556
• Molar Refractivity: 182.345 cm^3
• Polarizability: 71.66782 Å^3
• Polar Surface Area: 248.77 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 - V2256

Amino Acid Sequence
Val-Glu-Pro-Ile-Pro-Tyr
Biochem/physiol Actions
An immunostimulating peptide from human caseins