Home Other Building Blocks (S) FTY720 PHOSPHATE

(S) FTY720 PHOSPHATE

CAS No.:
402616-26-6
Catalog Number:
AG00C0WG
Molecular Formula:
C19H34NO5P
Molecular Weight:
387.4507
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
98%
1 week
United States
$362
- +
5mg
98%
1 week
United States
$1154
- +
Product Description
Catalog Number:
AG00C0WG
Chemical Name:
(S) FTY720 PHOSPHATE
CAS Number:
402616-26-6
Molecular Formula:
C19H34NO5P
Molecular Weight:
387.4507
MDL Number:
MFCD09840646
IUPAC Name:
[(2S)-2-amino-2-(hydroxymethyl)-4-(4-octylphenyl)butyl] dihydrogen phosphate
InChI:
InChI=1S/C19H34NO5P/c1-2-3-4-5-6-7-8-17-9-11-18(12-10-17)13-14-19(20,15-21)16-25-26(22,23)24/h9-12,21H,2-8,13-16,20H2,1H3,(H2,22,23,24)/t19-/m0/s1
InChI Key:
LRFKWQGGENFBFO-IBGZPJMESA-N
SMILES:
CCCCCCCCc1ccc(cc1)CC[C@@](COP(=O)(O)O)(CO)N
UNII:
92YDM6122J
Properties
Complexity:
409  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
387.217g/mol
Formal Charge:
0
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
387.457g/mol
Monoisotopic Mass:
387.217g/mol
Rotatable Bond Count:
14  
Topological Polar Surface Area:
113A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.8  
Literature
Title Journal
Elevated Nuclear and Cytoplasmic FTY720-Phosphate in Mouse Embryonic Fibroblasts Suggests the Potential for Multiple Mechanisms in FTY720-Induced Neural Tube Defects. Toxicological sciences : an official journal of the Society of Toxicology 20160301
Discovery of Tetrahydropyrazolopyridine as Sphingosine 1-Phosphate Receptor 3 (S1P3)-Sparing S1P1 Agonists Active at Low Oral Doses. Journal of medicinal chemistry 20160211
FTY720 Phosphate Activates Sphingosine-1-Phosphate Receptor 2 and Selectively Couples to Gα12/13/Rho/ROCK to Induce Myofibroblast Contraction. Molecular pharmacology 20150601
Discovery of APD334: Design of a Clinical Stage Functional Antagonist of the Sphingosine-1-phosphate-1 Receptor. ACS medicinal chemistry letters 20141211
Sphingosine and FTY720 are potent inhibitors of the transient receptor potential melastatin 7 (TRPM7) channels. British journal of pharmacology 20130301
The sphingosine-1-phosphate receptor agonist FTY720 and its phosphorylated form affect the function of CD4+CD25+ T cells in vitro. International journal of molecular medicine 20120701
Identification of benzoxazole analogs as novel, S1P(3) sparing S1P(1) agonists. Bioorganic & medicinal chemistry letters 20120615
Synthesis and evaluation of CS-2100, a potent, orally active and S1P(3)- sparing S1P(1) agonist. European journal of medicinal chemistry 20120501
LC-MS/MS determination of FTY720 and FTY720-phosphate in murine intracellular compartments and human plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20120301
Fast simultaneous quantitative analysis of FTY720 and its metabolite FTY720-P in human blood by on-line solid phase extraction coupled with liquid chromatography-tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis 20120125
Novel immunomodulators based on an oxazolin-2-one-4-carboxamide scaffold. Bioorganic & medicinal chemistry letters 20120101
Discovery of a brain-penetrant S1P₃-sparing direct agonist of the S1P₁ and S1P₅ receptors efficacious at low oral dose. Journal of medicinal chemistry 20111013
Kinetic analysis of autotaxin reveals substrate-specific catalytic pathways and a mechanism for lysophosphatidic acid distribution. The Journal of biological chemistry 20110826
Engagement of S1P₁-degradative mechanisms leads to vascular leak in mice. The Journal of clinical investigation 20110601
Fingolimod (FTY720): a recently approved multiple sclerosis drug based on a fungal secondary metabolite. Journal of natural products 20110425
Plasma gelsolin modulates cellular response to sphingosine 1-phosphate. American journal of physiology. Cell physiology 20101201
(S)-FTY720-vinylphosphonate, an analogue of the immunosuppressive agent FTY720, is a pan-antagonist of sphingosine 1-phosphate GPCR signaling and inhibits autotaxin activity. Cellular signalling 20101001
Stereochemistry-activity relationship of orally active tetralin S1P agonist prodrugs. Bioorganic & medicinal chemistry letters 20100401
Phosphorylation of the immunomodulator FTY720 inhibits programmed cell death of fibroblasts via the S1P3 receptor subtype and Bcl-2 activation. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20100101
Utilization of the Tango beta-arrestin recruitment technology for cell-based EDG receptor assay development and interrogation. Journal of biomolecular screening 20091001
Different response patterns of several ligands at the sphingosine-1-phosphate receptor subtype 3 (S1P(3)). British journal of pharmacology 20090401
Accumulation of fingolimod (FTY720) in lymphoid tissues contributes to prolonged efficacy. The Journal of pharmacology and experimental therapeutics 20090301
Synthesis and evaluation of alkoxy-phenylamides and alkoxy-phenylimidazoles as potent sphingosine-1-phosphate receptor subtype-1 agonists. Bioorganic & medicinal chemistry letters 20090115
Sphingosine 1-phosphate receptor agonism impairs skin dendritic cell migration and homing to secondary lymphoid tissue: association with prolonged allograft survival. Transplant immunology 20081101
Anticancer activity of FTY720: phosphorylated FTY720 inhibits autotaxin, a metastasis-enhancing and angiogenic lysophospholipase D. Cancer letters 20080808
Selective activation of G alpha i mediated signalling of S1P3 by FTY720-phosphate. Cellular signalling 20080601
Functional consequences of S1P receptor modulation in rat oligodendroglial lineage cells. Glia 20071201
A monoselective sphingosine-1-phosphate receptor-1 agonist prevents allograft rejection in a stringent rat heart transplantation model. Chemistry & biology 20061101
Novel immunomodulator FTY720 is phosphorylated in rats and humans to form a single stereoisomer. Identification, chemical proof, and biological characterization of the biologically active species and its enantiomer. Journal of medicinal chemistry 20050811
Properties