Synonym
AFD R; AFD R; AFD-R; AFD-(R); AFD (R); AFD(R)
IUPAC/Chemical Name
(R)-2-Amino-4-(4-heptyloxyphenyl)-2-methylbutyl phosphate disodium salt
InChi Key
JRYPJBDCVMPUHH-JPKZNVRTSA-L
InChi Code
InChI=1S/C18H32NO5P.2Na/c1-3-4-5-6-7-14-23-17-10-8-16(9-11-17)12-13-18(2,19)15-24-25(20,21)22;;/h8-11H,3-7,12-15,19H2,1-2H3,(H2,20,21,22);;/q;2*+1/p-2/t18-;;/m1../s1
SMILES Code
O=P([O-])([O-])OC[C@](C)(N)CCC1=CC=C(OCCCCCCC)C=C1.[Na+].[Na+]
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
417.39
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Gendron DR, Lecours PB, Lemay AM, Beaulieu MJ, Huppé CA, Lee-Gosselin A, Flamand N, Don AS, Bissonnette É, Blanchet MR, Laplante M, Bourgoin SG, Bossé Y, Marsolais D. A Phosphorylatable Sphingosine Analog Induces Airway Smooth Muscle Cytostasis and Reverses Airway Hyperresponsiveness in Experimental Asthma. Front Pharmacol. 2017 Feb 21;8:78. doi: 10.3389/fphar.2017.00078. eCollection 2017. PubMed PMID: 28270767; PubMed Central PMCID: PMC5318459.
2: Gendron D, Lemay AM, Tremblay C, Lai LJ, Langlois A, Bernatchez É, Flamand N, Blanchet MR, Don AS, Bossé Y, Bissonnette É, Marsolais D. Treatment with a sphingosine analog after the inception of house dust mite-induced airway inflammation alleviates key features of experimental asthma. Respir Res. 2015 Feb 3;16:7. doi: 10.1186/s12931-015-0180-z. PubMed PMID: 25645346; PubMed Central PMCID: PMC4330646.
3: Don AS, Martinez-Lamenca C, Webb WR, Proia RL, Roberts E, Rosen H. Essential requirement for sphingosine kinase 2 in a sphingolipid apoptosis pathway activated by FTY720 analogues. J Biol Chem. 2007 May 25;282(21):15833-42. Epub 2007 Mar 30. PubMed PMID: 17400555.
4: Gonzalez-Cabrera PJ, Hla T, Rosen H. Mapping pathways downstream of sphingosine 1-phosphate subtype 1 by differential chemical perturbation and proteomics. J Biol Chem. 2007 Mar 9;282(10):7254-64. Epub 2007 Jan 10. PubMed PMID: 17218309.
