[(2-amino-3-hydroxyoctadec-4-en-1-yl)oxy]phosphonic acid

• ChemBase ID: 105087
• Molecular Formular: C18H38NO5P
• Molecular Mass: 379.471781
• Monoisotopic Mass: 379.24875995
• SMILES: CCCCCCCCCCCCC/C=C/C(O)C(N)COP(=O)(O)O
• Canonical SMILES: CCCCCCCCCCCCC/C=C/C(C(COP(=O)(O)O)N)O
• InChI: InChI=1S/C18H38NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h14-15,17-18,20H,2-13,16,19H2,1H3,(H2,21,22,23)
• InChIKey: DUYSYHSSBDVJSM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2-amino-3-hydroxyoctadec-4-en-1-yl)oxy]phosphonic acid
• IUPAC Traditional name: (2-amino-3-hydroxyoctadec-4-en-1-yl)oxyphosphonic acid
• Synonyms: SPHINGOSINE-1-PHOSPHATE

Database IDs

• CAS Number: 26993-30-6
• PubChem SID: 162091858
• PubChem CID: 5353956

CALCULATED PROPERTIES

• Acid pKa: 1.510148
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 3.3954642
• LogD (pH = 7.4): 2.525948
• Log P: 3.4308577
• Molar Refractivity: 102.7649 cm^3
• Polarizability: 40.662235 Å^3
• Polar Surface Area: 113.01 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 02158737

Purity: 98%
A second messenger which mobilizes calcium from intracellular stores. Phospholipase D activator and inhibitor of tumor cell motility and invasiveness. Growth promoter of quiescent Swiss 3T3 fibroblasts.

REFERENCES

• Sadahira, Y., et al., Proc. Natl. Acad. Sci. USA, 89 : 9686, (1992).
• Mattie, M., et al., J. Biol. Chem. , 269 : 3181, (1994).
• Desai, N.N., et al., J. Biol. Chem. , 267 : 23122, (1992).