5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-2-methylpentanoic acid

• ChemBase ID: 173387
• Molecular Formular: C11H18N2O3S
• Molecular Mass: 258.33722
• Monoisotopic Mass: 258.10381345
• SMILES: N1C(=O)N[C@@H]2[C@@H](SC[C@H]12)CCCC(C)C(=O)O
• Canonical SMILES: O=C1N[C@@H]2[C@H](N1)[C@@H](SC2)CCCC(C(=O)O)C
• InChI: InChI=1S/C11H18N2O3S/c1-6(10(14)15)3-2-4-8-9-7(5-17-8)12-11(16)13-9/h6-9H,2-5H2,1H3,(H,14,15)(H2,12,13,16)/t6?,7-,8-,9-/m0/s1
• InChIKey: UBBSLIBPXCFHDN-UYXKVSBOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-2-methylpentanoic acid
• IUPAC Traditional name: 5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]-2-methylpentanoic acid
• Synonyms: (3aS,4S,6aR)-Hexahydro-α-methyl-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanoic Acid; 9-Methyl Biotin (mixture of diastereomers)

Database IDs

• CAS Number: 415725-35-8
• PubChem SID: 164229297
• PubChem CID: 71750228

CALCULATED PROPERTIES

• Acid pKa: 4.427416
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.24393372
• LogD (pH = 7.4): -2.004308
• Log P: 0.86240995
• Molar Refractivity: 64.6254 cm^3
• Polarizability: 25.532192 Å^3
• Polar Surface Area: 78.43 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M294075

Biotin (B389040) impurity.

REFERENCES

• Trotter, J., et al.: Biochemistry, 5, 713 (1966)
• Suurkuusk, J., et al.: Eur. J.Biochem., 28, 438 (1966)