[3-carboxy-2-(octanoyloxy)propyl]trimethylazanium chloride

• ChemBase ID: 175785
• Molecular Formular: C15H30ClNO4
• Molecular Mass: 323.856
• Monoisotopic Mass: 323.18633613
• SMILES: [N+](CC(CC(=O)O)OC(=O)CCCCCCC)(C)(C)C.[Cl-]
• Canonical SMILES: CCCCCCCC(=O)OC(C[N+](C)(C)C)CC(=O)O.[Cl-]
• InChI: InChI=1S/C15H29NO4.ClH/c1-5-6-7-8-9-10-15(19)20-13(11-14(17)18)12-16(2,3)4;/h13H,5-12H2,1-4H3;1H
• InChIKey: MYMFUYYXIJGKKU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [3-carboxy-2-(octanoyloxy)propyl]trimethylazanium chloride
• IUPAC Traditional name: [3-carboxy-2-(octanoyloxy)propyl]trimethylazanium chloride
• Synonyms: 3-Carboxy-N,N,N-trimethyl-2-[(1-oxooctyl)oxy]-1-propanaminium Chloride; (+/-)-Octanoylcarnitine Chloride; (3-Carboxy-2-hydroxypropyl)trimethylammonium chloride; Octanoyl Carnitine Hydrochloride; Octanoyl-dl-carnitine Hydrochloride; Octanoylcarnitine Chloride; rac Octanoyl Carnitine Chloride

Database IDs

• CAS Number: 14919-35-8
• PubChem SID: 164231695
• PubChem CID: 177508

CALCULATED PROPERTIES

• Acid pKa: 4.216764
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.77070206
• LogD (pH = 7.4): -0.75270545
• Log P: -1.5230014
• Molar Refractivity: 89.4316 cm^3
• Polarizability: 31.117708 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 178-180°C

Safety Information

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

DETAILS

Toronto Research Chemicals - O238000

A metabolite of Carnitine.

REFERENCES

• Huang, Z., et al.: Anal. Biochem., 199, 98 (1991)
• Friolet, R., et al.: J. Clin. Invest., 94, 1490 (1991)
• Rashed, M., et al.: Pediatr. Res., 38, 324 (1991)
• Costa, C., et al.: J. Lipid Res., 38, 173 (1991)