methyl (3S)-3-hydroxytetradecanoate

• ChemBase ID: 170950
• Molecular Formular: C15H30O3
• Molecular Mass: 258.3969
• Monoisotopic Mass: 258.21949482
• SMILES: [C@H](CCCCCCCCCCC)(CC(=O)OC)O
• Canonical SMILES: CCCCCCCCCCC[C@@H](CC(=O)OC)O
• InChI: InChI=1S/C15H30O3/c1-3-4-5-6-7-8-9-10-11-12-14(16)13-15(17)18-2/h14,16H,3-13H2,1-2H3/t14-/m0/s1
• InChIKey: UOZZAMWODZQSOA-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (3S)-3-hydroxytetradecanoate
• IUPAC Traditional name: methyl (3S)-3-hydroxytetradecanoate
• Synonyms: (3S)-3-Hydroxytetradeconoic Acid Methyl Ester; Methyl (S)-3-Hydroxytetradecanoate; (S)-3-Hydroxy Myristic Acid Methyl Ester

Database IDs

• CAS Number: 76835-67-1
• PubChem SID: 164226860
• PubChem CID: 11021563

CALCULATED PROPERTIES

• Acid pKa: 15.000128
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.2825284
• LogD (pH = 7.4): 4.2825284
• Log P: 4.2825284
• Molar Refractivity: 74.1662 cm^3
• Polarizability: 29.738844 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Hexane; Methanol,
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 43-45°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H948512

(S)-3-Hydroxy Myristic Acid Methyl Ester is used in the syntheses of glucose-containing lipid A analogs with LPS-antagonistic activities.