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

• ChemBase ID: 132363
• Molecular Formular: C18H35N3O2
• Molecular Mass: 325.4894
• Monoisotopic Mass: 325.27292738
• SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO)N=[N+]=[N-])O
• Canonical SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@@H](N=[N+]=[N-])CO)O
• InChI: InChI=1S/C18H35N3O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(23)17(16-22)20-21-19/h14-15,17-18,22-23H,2-13,16H2,1H3/b15-14+/t17-,18+/m0/s1
• InChIKey: XAPVDQFHDYWVTA-KRWOKUGFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4E)-2-azidooctadec-4-ene-1,3-diol
• IUPAC Traditional name: (2S,3R,4E)-2-azidooctadec-4-ene-1,3-diol
• Synonyms: D-Sphingosine azide; (2S,3R,4E)-2-Azido-4-octadecene-1,3-diol; (2S,3R,4E)-2-Azido-4-octadecene-1,3-diol; Azido-erythro-sphingosine

Database IDs

• CAS Number: 103348-49-8
• MDL Number: MFCD00274378
• PubChem SID: 24890428; 162226640
• PubChem CID: 6438967

CALCULATED PROPERTIES

• Acid pKa: 13.901384
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 5.3797607
• LogD (pH = 7.4): 5.3797603
• Log P: 5.4938064
• Molar Refractivity: 96.527 cm^3
• Polarizability: 37.133575 Å^3
• Polar Surface Area: 69.89 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; DMF; DMSO; Ethanol; Ethyl Acetate; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 53-54°C

Safety Information

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

DETAILS

Toronto Research Chemicals - A926500

A derivative of Sphingosine, a selective inhibitor of protein kinase C activity and phorbol dibutyrate binding in vitro in human platelets; does not inhibit protein kinase A or myosin light chain kinase; inhibits calmodulin-dependent enzymes; natural isom