3-(6-amino-9H-purin-9-yl)propanoic acid

• ChemBase ID: 160458
• Molecular Formular: C8H9N5O2
• Molecular Mass: 207.18936
• Monoisotopic Mass: 207.07562455
• SMILES: n1cnc2c(c1N)ncn2CCC(=O)O
• Canonical SMILES: OC(=O)CCn1cnc2c1ncnc2N
• InChI: InChI=1S/C8H9N5O2/c9-7-6-8(11-3-10-7)13(4-12-6)2-1-5(14)15/h3-4H,1-2H2,(H,14,15)(H2,9,10,11)
• InChIKey: QXAYJKFBMWMARF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(6-amino-9H-purin-9-yl)propanoic acid
• IUPAC Traditional name: 3-(6-aminopurin-9-yl)propanoic acid
• Synonyms: 3-(6-Amino-9H-purin-9-yl)propionic Acid; 3-(6-Aminopurin-9-yl)propionic Acid; 9-(2-Carboxyethyl)adenine; NSC 159708; NSC 81016; 6-Amino-9H-purine-9-propanoic Acid

Database IDs

• CAS Number: 4244-47-7
• PubChem SID: 162254593
• PubChem CID: 255450

CALCULATED PROPERTIES

• Acid pKa: 3.8090107
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -2.3665779
• LogD (pH = 7.4): -3.815943
• Log P: -2.0493517
• Molar Refractivity: 52.28 cm^3
• Polarizability: 19.468607 Å^3
• Polar Surface Area: 106.92 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A628895

An analogue of Eritadenine (E600100) with hypocholesterolemic activity

REFERENCES

• Tensho, A. et al.: Yakug. Zas., 94, 708 (1974)