3-(2-amino-3-hydroxypropanamido)-3-{[({4-carbamimidamido-1-[(carboxymethyl)carbamoyl]butyl}carbamoyl)methyl]carbamoyl}propanoic acid

• ChemBase ID: 155258
• Molecular Formular: C17H30N8O9
• Molecular Mass: 490.4683
• Monoisotopic Mass: 490.21357458
• SMILES: C(CC(C(=O)NCC(=O)O)NC(=O)CNC(=O)C(CC(=O)O)NC(=O)C(CO)N)CNC(=N)N
• Canonical SMILES: OCC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NCC(=O)O)CCCNC(=N)N)CC(=O)O)N
• InChI: InChI=1S/C17H30N8O9/c18-8(7-26)14(32)25-10(4-12(28)29)16(34)22-5-11(27)24-9(2-1-3-21-17(19)20)15(33)23-6-13(30)31/h8-10,26H,1-7,18H2,(H,22,34)(H,23,33)(H,24,27)(H,25,32)(H,28,29)(H,30,31)(H4,19,20,21)
• InChIKey: UVLWLKCNNYTXDT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-amino-3-hydroxypropanamido)-3-{[({4-carbamimidamido-1-[(carboxymethyl)carbamoyl]butyl}carbamoyl)methyl]carbamoyl}propanoic acid
• IUPAC Traditional name: 3-(2-amino-3-hydroxypropanamido)-3-[({[4-carbamimidamido-1-(carboxymethylcarbamoyl)butyl]carbamoyl}methyl)carbamoyl]propanoic acid
• Synonyms: Ser-Asp-Gly-Arg-Gly

Database IDs

• CAS Number: 108608-63-5
• MDL Number: MFCD00076470
• PubChem SID: 162249396; 24899570
• PubChem CID: 4640574

CALCULATED PROPERTIES

• Acid pKa: 3.2098475
• H Acceptors: 13
• H Donor: 11
• LogD (pH = 5.5): -10.36532
• LogD (pH = 7.4): -10.571473
• Log P: -10.367953
• Molar Refractivity: 121.704 cm^3
• Polarizability: 43.57326 Å^3
• Polar Surface Area: 299.15 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

• Purity: ≥90% (HPLC)
• Empirical Formula (Hill Notation): C17H30N8O9

DETAILS

Sigma Aldrich - S3771

Amino Acid Sequence
Ser-Asp-Gly-Arg-Gly
Biochem/physiol Actions
Reverse sequence of Gly-Arg-Gly-Asp-Ser, which does not appear to affect integrin function.