4-hydroxy-2-methyl-2-({[(propan-2-yl)carbamoyl]oxy}methyl)pentyl carbamate

• ChemBase ID: 170154
• Molecular Formular: C12H24N2O5
• Molecular Mass: 276.32936
• Monoisotopic Mass: 276.16852188
• SMILES: C(NC(=O)OCC(COC(=O)N)(CC(O)C)C)(C)C
• Canonical SMILES: CC(CC(COC(=O)N)(COC(=O)NC(C)C)C)O
• InChI: InChI=1S/C12H24N2O5/c1-8(2)14-11(17)19-7-12(4,5-9(3)15)6-18-10(13)16/h8-9,15H,5-7H2,1-4H3,(H2,13,16)(H,14,17)
• InChIKey: NDWLQBKONOLZFQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-2-methyl-2-({[(propan-2-yl)carbamoyl]oxy}methyl)pentyl carbamate
• IUPAC Traditional name: 4-hydroxy-2-{[(isopropylcarbamoyl)oxy]methyl}-2-methylpentyl carbamate
• Synonyms: (1-Methylethyl)carbamic Acid 2-[[(Aminocarbonyl)oxy]methyl]-4-hydroxy-2-methylpentyl Ester; Hydroxy Carisoprodol (mixture of diastereomers)

Database IDs

• CAS Number: 3424-34-8
• PubChem SID: 164226064
• PubChem CID: 71748833

CALCULATED PROPERTIES

• Acid pKa: 14.854507
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.45963967
• LogD (pH = 7.4): 0.45963967
• Log P: 0.45963967
• Molar Refractivity: 68.8473 cm^3
• Polarizability: 27.364725 Å^3
• Polar Surface Area: 110.88 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H824800

Hydroxy Carisoprodol is the metabolite of Carisoprodol (C183580) in equine urine and serum.

REFERENCES

• Kintz, P., et al.: J. Anal. Toxicol., 17, 408 (1993)
• Olsen, H., et al.: Ther. Drug Monit., 16, 337 (1993)
• Reeves, R., et al.: J. Addict. Diseas., 18, 51 (1993)