(1s,4s)-4-[amino(13C)methyl]cyclohexane-1-carboxylic acid

• ChemBase ID: 178825
• Molecular Formular: C8H15NO2
• Molecular Mass: 160.18891857
• Monoisotopic Mass: 160.11402329
• SMILES: C1C[C@@H](CC[C@@H]1[13C](=O)O)[13CH2][15NH2]
• Canonical SMILES: [15NH2][13CH2][C@@H]1CC[C@@H](CC1)[13C](=O)O
• InChI: InChI=1S/C8H15NO2/c9-5-6-1-3-7(4-2-6)8(10)11/h6-7H,1-5,9H2,(H,10,11)/t6-,7+/i5+1,8+1,9+1
• InChIKey: GYDJEQRTZSCIOI-LVJWQMRDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1s,4s)-4-[amino(^1^3C)methyl]cyclohexane-1-carboxylic acid
• IUPAC Traditional name: (1s,4s)-4-[amino(^1^3C)methyl]cyclohexane-1-carboxylic acid
• Synonyms: is-4-(Aminomethyl)cyclohexanecarboxylic Acid-13C2,15N; cis-4-(Aminomethyl)-1-cyclohexanecarboxylic Acid-13C2,15N; cis-AMCHA-13C2,15N; cis-Tranexamic Acid-13C2,15N

Database IDs

• PubChem SID: 164234735
• PubChem CID: 71752655

CALCULATED PROPERTIES

• Acid pKa: 4.5582533
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.5895343
• LogD (pH = 7.4): -1.5519825
• Log P: -1.5523915
• Molar Refractivity: 41.9037 cm^3
• Polarizability: 16.785397 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T714502

Labelled cis-Tranexamic Acid (T714500). Antifibrinolytic agent; blocks lysine binding sites of plasminogen. Hemostatic.

REFERENCES

• Andersson, et al.: Scand. J. Haematol. 2, 230 (1965)
• Melander, B., et al.: Acta Pharmacol. Toxicol., 22, 340 (1965)
• Bonnar, J., et al.: Br. Med. J., 313, 579 (1965)
• Dunn, C.J., et al.: Drugs, 57, 1005 (1965)