methyl (2S)-2-amino-8-oxodecanoate

• ChemBase ID: 160357
• Molecular Formular: C11H21NO3
• Molecular Mass: 215.28934
• Monoisotopic Mass: 215.15214354
• SMILES: COC(=O)[C@H](CCCCCC(=O)CC)N
• Canonical SMILES: CCC(=O)CCCCC[C@@H](C(=O)OC)N
• InChI: InChI=1S/C11H21NO3/c1-3-9(13)7-5-4-6-8-10(12)11(14)15-2/h10H,3-8,12H2,1-2H3/t10-/m0/s1
• InChIKey: FHUSGPXSOOHYNA-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-amino-8-oxodecanoate
• IUPAC Traditional name: methyl (2S)-2-amino-8-oxodecanoate
• Synonyms: Aoda Methyl Ester; (2S)-2-Amino-8-oxodecanoic Acid Methyl Ester; (S)-2-Amino-8-oxodecanoic Acid Methyl Ester

Database IDs

• CAS Number: 635680-16-9
• PubChem SID: 162254492
• PubChem CID: 11160225

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.1094758
• LogD (pH = 7.4): 1.3663251
• Log P: 1.5778995
• Molar Refractivity: 58.0378 cm^3
• Polarizability: 23.36339 Å^3
• Polar Surface Area: 69.39 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A618575

A biologically important constitutent of naturally occuring cyclic tetrapeptides, such as apicidins and 9,10-depoxy-chlamydocin.

REFERENCES

• Singh, S.B., et al.: Tetrahedron Lett., 37, 8077 (1996)
• Fujii, T.H., Phytochemistry, 58, 305 (1996)
• Kim, S., et al.: Synthesis, 14, 2194 (2003)