(2R)-2-octadecanamido-3-sulfanylpropanoic acid

• ChemBase ID: 177868
• Molecular Formular: C21H41NO3S
• Molecular Mass: 387.62014
• Monoisotopic Mass: 387.28071518
• SMILES: SC[C@H](NC(=O)CCCCCCCCCCCCCCCCC)C(=O)O
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)N[C@H](C(=O)O)CS
• InChI: InChI=1S/C21H41NO3S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)22-19(18-26)21(24)25/h19,26H,2-18H2,1H3,(H,22,23)(H,24,25)/t19-/m0/s1
• InChIKey: VJUDNRUDRQLCDX-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-octadecanamido-3-sulfanylpropanoic acid
• IUPAC Traditional name: (2R)-2-octadecanamido-3-sulfanylpropanoic acid
• Synonyms: N-(1-Oxooctadecyl)-L-cysteine; N-Stearoyl-L-cysteine

Database IDs

• CAS Number: 67603-50-3
• PubChem SID: 164233778
• PubChem CID: 46782939

CALCULATED PROPERTIES

• Acid pKa: 4.0024047
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 5.150561
• LogD (pH = 7.4): 3.4991674
• Log P: 6.657753
• Molar Refractivity: 111.3093 cm^3
• Polarizability: 44.1805 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Pale White Solid
• Melting Point: 84-86°C

Safety Information

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

DETAILS

Toronto Research Chemicals - S686550

Used for the preparation of long-chained aliphatic acid amides as nerve protective agents. A cysteine acyl hair dye stabilizer.