(2R)-3-(benzylsulfanyl)-2-octadecanamidopropanoic acid

• ChemBase ID: 161953
• Molecular Formular: C28H47NO3S
• Molecular Mass: 477.74268
• Monoisotopic Mass: 477.32766537
• SMILES: S(C[C@H](NC(=O)CCCCCCCCCCCCCCCCC)C(=O)O)Cc1ccccc1
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)N[C@H](C(=O)O)CSCc1ccccc1
• InChI: InChI=1S/C28H47NO3S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-22-27(30)29-26(28(31)32)24-33-23-25-20-17-16-18-21-25/h16-18,20-21,26H,2-15,19,22-24H2,1H3,(H,29,30)(H,31,32)/t26-/m0/s1
• InChIKey: MRZZMDOGBAFZTE-SANMLTNESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-(benzylsulfanyl)-2-octadecanamidopropanoic acid
• IUPAC Traditional name: (2R)-3-(benzylsulfanyl)-2-octadecanamidopropanoic acid
• Synonyms: N-(1-Oxooctadecyl)-S-(phenylmethyl)-L-cysteine; 3-Benzylthio-2-octadecanamidopropionic Acid; S-Benzyl-N-Stearoyl-L-cysteine

Database IDs

• CAS Number: 40379-70-2
• PubChem SID: 162256088
• PubChem CID: 46780784

CALCULATED PROPERTIES

• Acid pKa: 4.0807624
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 7.2333355
• LogD (pH = 7.4): 5.5545206
• Log P: 8.665458
• Molar Refractivity: 140.6221 cm^3
• Polarizability: 55.632534 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Hexane
• Apperance: White Solid
• Melting Point: 81-82°C