(2S,5R)-2-amino-6-{[(2R,5S)-5-amino-5-carboxy-2-hydroxypentyl]amino}-5-hydroxyhexanoic acid

• ChemBase ID: 167825
• Molecular Formular: C12H25N3O6
• Molecular Mass: 307.3434
• Monoisotopic Mass: 307.17433554
• SMILES: [C@@H](CC[C@H](CNC[C@@H](CC[C@H](N)C(=O)O)O)O)(N)C(=O)O
• Canonical SMILES: O[C@@H](CNC[C@@H](CC[C@@H](C(=O)O)N)O)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C12H25N3O6/c13-9(11(18)19)3-1-7(16)5-15-6-8(17)2-4-10(14)12(20)21/h7-10,15-17H,1-6,13-14H2,(H,18,19)(H,20,21)/t7-,8-,9+,10+/m1/s1
• InChIKey: COYAOJMPFAKKAM-IMSYWVGJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,5R)-2-amino-6-{[(2R,5S)-5-amino-5-carboxy-2-hydroxypentyl]amino}-5-hydroxyhexanoic acid
• IUPAC Traditional name: (2S,5R)-2-amino-6-{[(2R,5S)-5-amino-5-carboxy-2-hydroxypentyl]amino}-5-hydroxyhexanoic acid
• Synonyms: (5R)-N6-[(2R,5S)-5-Amino-5-carboxy-2-hydroxypentyl]-5-hydroxy-L-lysine; (5R,5’R)-Hydroxylysinohydroxynorleucine; (5R,5'R)-Dihydroxy Lysinonorleucine

Database IDs

• CAS Number: 869111-52-4
• PubChem SID: 162261958
• PubChem CID: 11709308

CALCULATED PROPERTIES

• Acid pKa: 1.828438
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -10.090291
• LogD (pH = 7.4): -8.647266
• Log P: -7.5335145
• Molar Refractivity: 73.1978 cm^3
• Polarizability: 29.827555 Å^3
• Polar Surface Area: 179.13 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D452905

Collagen reducible crosslink agent.