(2R,3S,4E)-2-aminooctadec-4-ene-1,3-diol

• ChemBase ID: 134048
• Molecular Formular: C18H37NO2
• Molecular Mass: 299.49188
• Monoisotopic Mass: 299.28242943
• SMILES: CCCCCCCCCCCCC/C=C/[C@@H]([C@@H](CO)N)O
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@@H]([C@@H](CO)N)O
• InChI: InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m1/s1
• InChIKey: WWUZIQQURGPMPG-MCXRAWCPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4E)-2-aminooctadec-4-ene-1,3-diol
• IUPAC Traditional name: (2R,3S,4E)-2-aminooctadec-4-ene-1,3-diol
• Synonyms: L-erythro-Sphingosine

Database IDs

• CAS Number: 6036-75-5
• MDL Number: MFCD02259137
• PubChem SID: 162228325; 24899736
• PubChem CID: 5496506

CALCULATED PROPERTIES

• Acid pKa: 14.11614
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.6121767
• LogD (pH = 7.4): 2.7524984
• Log P: 4.56658
• Molar Refractivity: 91.892 cm^3
• Polarizability: 36.424446 Å^3
• Polar Surface Area: 66.48 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: >110 °C; >230 °F

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - S7174

Other Notes
Inactive isomer of sphingosine