6-amino-2-[2-(2-amino-3-hydroxybutanamido)-3-hydroxypropanamido]hexanoic acid

• ChemBase ID: 103843
• Molecular Formular: C13H26N4O6
• Molecular Mass: 334.36874
• Monoisotopic Mass: 334.18523457
• SMILES: CC(O)C(N)C(=O)NC(CO)C(=O)NC(CCCCN)C(=O)O
• Canonical SMILES: NCCCCC(C(=O)O)NC(=O)C(NC(=O)C(C(O)C)N)CO
• InChI: InChI=1S/C13H26N4O6/c1-7(19)10(15)12(21)17-9(6-18)11(20)16-8(13(22)23)4-2-3-5-14/h7-10,18-19H,2-6,14-15H2,1H3,(H,16,20)(H,17,21)(H,22,23)
• InChIKey: IQPWNQRRAJHOKV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-2-[2-(2-amino-3-hydroxybutanamido)-3-hydroxypropanamido]hexanoic acid
• IUPAC Traditional name: 6-amino-2-[2-(2-amino-3-hydroxybutanamido)-3-hydroxypropanamido]hexanoic acid
• Synonyms: Antireproductive tripeptide; Thr-Ser-Lys acetate salt; Thr-Ser-Lys; ANTIREPRODUCTIVE TRIPEPTIDE

Database IDs

• CAS Number: 71730-64-8
• PubChem SID: 162092415
• PubChem CID: 18224473

CALCULATED PROPERTIES

• Acid pKa: 3.3593314
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -7.7993894
• LogD (pH = 7.4): -6.1479607
• Log P: -5.7654166
• Molar Refractivity: 79.9105 cm^3
• Polarizability: 32.082134 Å^3
• Polar Surface Area: 188.0 Å^2
• Rotatable Bonds: 11
• 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

DETAILS

MP Biomedicals - 02153048

Acetate Salt

REFERENCES

• Orts, R.J., et al., The Physiologist, 21: 87, (1978).