(1s,4s)-4-[({[(1s,4s)-4-carboxycyclohexyl]methyl}amino)methyl]cyclohexane-1-carboxylic acid

• ChemBase ID: 178827
• Molecular Formular: C16H27NO4
• Molecular Mass: 297.38988
• Monoisotopic Mass: 297.19400835
• SMILES: C1C[C@H](CC[C@H]1C(=O)O)CNC[C@H]1CC[C@H](CC1)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]1CC[C@@H](CC1)CNC[C@@H]1CC[C@@H](CC1)C(=O)O
• InChI: InChI=1S/C16H27NO4/c18-15(19)13-5-1-11(2-6-13)9-17-10-12-3-7-14(8-4-12)16(20)21/h11-14,17H,1-10H2,(H,18,19)(H,20,21)/t11-,12-,13+,14+
• InChIKey: XHPXSMWMAJGYBS-KJGYPYNMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1s,4s)-4-[({[(1s,4s)-4-carboxycyclohexyl]methyl}amino)methyl]cyclohexane-1-carboxylic acid
• IUPAC Traditional name: (1s,4s)-4-[({[(1s,4s)-4-carboxycyclohexyl]methyl}amino)methyl]cyclohexane-1-carboxylic acid
• Synonyms: [trans(trans)]-(4,4'-[Iminobis(methylene)]biscyclohexanecarboxylic Acid; trans,trans-4,4’-(Iminodimethylene)di(cyclohexanecarboxylic) Acid; Tranexamic Acid Dimer

Database IDs

• PubChem SID: 164234737
• PubChem CID: 44153360

CALCULATED PROPERTIES

• Acid pKa: 3.9613657
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.9725084
• LogD (pH = 7.4): -2.7473667
• Log P: -0.26769993
• Molar Refractivity: 78.6632 cm^3
• Polarizability: 31.322733 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 248-251°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - T714515

Tranexamic acid (T714505) impurity.