ethyl (2R,3R,4E)-2-amino-3-hydroxyoctadec-4-enoate hydrochloride

• ChemBase ID: 168556
• Molecular Formular: C20H40ClNO3
• Molecular Mass: 377.9895
• Monoisotopic Mass: 377.26967183
• SMILES: C(=O)([C@@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)N)OCC.Cl
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@H](C(=O)OCC)N)O.Cl
• InChI: InChI=1S/C20H39NO3.ClH/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18(22)19(21)20(23)24-4-2;/h16-19,22H,3-15,21H2,1-2H3;1H/b17-16+;/t18-,19-;/m1./s1
• InChIKey: MLZIFGYKDWQAAK-SSFKTDSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2R,3R,4E)-2-amino-3-hydroxyoctadec-4-enoate hydrochloride
• IUPAC Traditional name: ethyl (2R,3R,4E)-2-amino-3-hydroxyoctadec-4-enoate hydrochloride
• Synonyms: Ethyl trans-D-Erythro-2-amino-3-hydroxy-4-octadecenoate; (2R,3R,4E)-2-Amino-3-hydroxy-4-octadecenoic Acid Ethyl Ester Hydrochloride; Ethyl-D-erythro-sphingosinate Hydrochloride

Database IDs

• CAS Number: 355803-79-1
• PubChem SID: 162262688
• PubChem CID: 71316583

CALCULATED PROPERTIES

• Acid pKa: 13.982874
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.0494337
• LogD (pH = 7.4): 5.2864237
• Log P: 5.3895564
• Molar Refractivity: 101.2771 cm^3
• Polarizability: 40.238968 Å^3
• Polar Surface Area: 72.55 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White to Pale Beige Solid
• Melting Point: 114-116°C