(3R)-3-(octadecanoyloxy)-4-(trimethylazaniumyl)butanoate

• ChemBase ID: 177864
• Molecular Formular: C25H49NO4
• Molecular Mass: 427.66086
• Monoisotopic Mass: 427.36615905
• SMILES: [N+](C[C@@H](CC(=O)[O-])OC(=O)CCCCCCCCCCCCCCCCC)(C)(C)C
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)O[C@@H](C[N+](C)(C)C)CC(=O)[O-]
• InChI: InChI=1S/C25H49NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(29)30-23(21-24(27)28)22-26(2,3)4/h23H,5-22H2,1-4H3/t23-/m1/s1
• InChIKey: FNPHNLNTJNMAEE-HSZRJFAPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-3-(octadecanoyloxy)-4-(trimethylazaniumyl)butanoate
• IUPAC Traditional name: stearoylcarnitine
• Synonyms: Octadecanoic Acid 3-Chloro-2-hydroxypropyl Ester; Stearic Acid 3-Chloro-2-hydroxypropyl Ester; 3-Chloro-1,2-propanediol 1-Stearate; rac-1-Stearoyl-3-chloropropanediol

Database IDs

• CAS Number: 22094-20-8
• PubChem SID: 164233774
• PubChem CID: 52922056

CALCULATED PROPERTIES

• Acid pKa: 4.216764
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.6749845
• LogD (pH = 7.4): 3.6929812
• Log P: 2.9226851
• Molar Refractivity: 146.2787 cm^3
• Polarizability: 49.401257 Å^3
• Polar Surface Area: 66.43 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethanol; Methanol
• Apperance: White Low-Melting Solid
• Melting Point: 36-37°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - S686525

New lipids in food protein hydrolyzates.

REFERENCES

• Velisek, J., et al.: J. Agric. Chem., 28, 1142 (1980)