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PF-543 (Citrate)

CAT: 0804-HY-15425A-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-15425A-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
PF-543 Citrate (Sphingosine Kinase 1 Inhibitor II Citrate) is a potent, selective, reversible and sphingosine-competitive SPHK1 inhibitor with an IC50 of 2 nM and a Ki of 3.6 nM. PF-543 Citrate is >100-fold selectivity for SPHK1 over SPHK2. PF-543 Citrate is an effective potent inhibitor of sphingosine 1-phosphate (S1P) formation in whole blood with an IC50 of 26.7 nM. PF-543 Citrate induces apoptosis, necrosis, and autophagy[1][2][3].
CAS Number
1415562-83-2
Product Name Alternative
Sphingosine Kinase 1 Inhibitor II (Citrate)
UNSPSC
12352005
Target
Apoptosis; Autophagy; LPL Receptor; SphK
Type
Reference compound
Related Pathways
Apoptosis; Autophagy; GPCR/G Protein; Immunology/Inflammation
Applications
Cancer-Kinase/protease
Field of Research
Cancer; Inflammation/Immunology; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/PF-543-Citrate.html
Purity
99.47
Solubility
DMSO : 200 mg/mL (ultrasonic) |H2O : 50 mg/mL (ultrasonic)
Smiles
OC(C(O)=O)(CC(O)=O)CC(O)=O.O=S(C1=CC=CC=C1)(CC2=CC(C)=CC(OCC3=CC=C(CN4[C@@H](CO)CCC4)C=C3)=C2)=O
Molecular Formula
C33H39NO11S
Molecular Weight
657.73
References & Citations
[1]Schnute ME, et al. Modulation of cellular S1P levels with a novel, potent and specific inhibitor of sphingosine kinase-1. Biochem J. 2012 May 15;444 (1) :79-88.|[2]MacRitchie N, et al. Effect of the sphingosine kinase 1 selective inhibitor, PF-543 on arterial and cardiac remodelling in a hypoxic model of pulmonary arterial hypertension. Cell Signal. 2016 Aug;28 (8) :946-55.|[3]Hamada M, et al. Induction of autophagy by sphingosine kinase 1 inhibitor PF-543 in head and neck squamous cell carcinoma cells. Cell Death Discov. 2017 Aug 14;3:17047.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
SphK1
Citation 01
Mol Cell. 2020 Mar 19;77 (6) :1294-1306.e5. |Arch Pharm Res. 2025 Aug;48 (7-8) :798-813.|Cancer Commun (Lond) . 2025 Jul 16.|Cancer Sci. 2020 Jul;111 (7) :2259-2274.|Cell Death Dis. 2024 Aug 1;15 (8) :552.|Curr Res Pharmacol Drug Discov. 2025 Jan 9:8:100212.|Dig Dis Sci. 2025 Jun 5.|Environ Pollut. 2025 Jul 16:383:126846.|Hum Cell. 2020 Jan;33 (1) :57-66.|Inflammation. 2021 Dec;44 (6) :2170-2179.|Pflugers Arch. 2025 Jun;477 (6) :815-826.|Phytomedicine. 2025 Sep 19:148:157271.|Phytother Res. 2025 Aug;39 (8) :3419-3431.|Ren Fail. 2025 Dec;47 (1) :2568972.|Sci China Life Sci. 2022 Feb;65 (2) :341-361.|Sci Rep. 2020 Aug 14;10 (1) :13834.|FASEB J. 2024 Jan 31;38 (2) :e23417.

Chemical Information

PF-543 (Citrate)
CAS Number1415562-83-2
PubChem CID71576669
IUPAC Name[(2R)-1-[[4-[[3-(benzenesulfonylmethyl)-5-methylphenoxy]methyl]phenyl]methyl]pyrrolidin-2-yl]methanol;2-hydroxypropane-1,2,3-tricarboxylic acid
Molecular FormulaC33H39NO11S
Molecular Weight657.7
Topological Polar Surface Area207
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count12
Rotatable Bond Count14
Heavy Atom Count46
Formal Charge0
Complexity906
SMILES
CC1=CC(=CC(=C1)OCC2=CC=C(C=C2)CN3CCC[C@@H]3CO)CS(=O)(=O)C4=CC=CC=C4.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
InChI
InChI=1S/C27H31NO4S.C6H8O7/c1-21-14-24(20-33(30,31)27-7-3-2-4-8-27)16-26(15-21)32-19-23-11-9-22(10-12-23)17-28-13-5-6-25(28)18-29;7-3(8)1-6(13,5(11)12)2-4(9)10/h2-4,7-12,14-16,25,29H,5-6,13,17-20H2,1H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/t25-;/m1./s1
InChIKey
PWXXWUWKNPXSGW-VQIWEWKSSA-N
Chemical Structure
2D Structure
2D structure of PF-543 (Citrate)
CAS: 1415562-83-2
CID: 71576669
Formula: C33H39NO11S
MW: 657.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight657.7
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count12
Rotatable Bond Count14
Exact Mass657.22438223
Monoisotopic Mass657.22438223
Topological Polar Surface Area207 Ų
Heavy Atom Count46
Formal Charge0
Complexity906
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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