Product overview

Name FK 506
Description Potent calcineurin phosphatase 2B inhibitor. Enhances osteoblastic differentiation in mesenchymal cells.
Biological description Potent calcineurin phosphatase 2B (PP2B) inhibitor (IC50 = 2 nM). Interacts with FK-506 binding protein. Also inhibits IL-2 production by activated T-cells and reduces amount of GLUT4 on human adipocytes. Enhances osteoblastic differentiation in mesenchymal cells. Displays neuroprotective, antibiotic and immunosuppressant properties.
Alternative names Tacrolimus; Fujimycin; FK-506
Purity >99%
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Solubility & Handling

Storage instructions -20°C
Solubility overview Soluble in ethanol (100 mM) and DMSO (100 mM)
Important This product is for RESEARCH USE ONLY and is not intended for therapeutic or diagnostic use. Not for human or veterinary use.

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Chemical Data

Chemical name (3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-Hexadecahydro-5,19-dihydroxy-3-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-8-(2-propen-1-yl)-15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)tetrone
Molecular Weight 804.02
Molecular Formula C44H69NO12.H2O
CAS Number 104987-11-3
PubChem identifier 445643
SMILES C[C@@H]1C[C@@H]([C@@H]2[C@H](C[C@H]([C@@](O2)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@@H]([C@@H]([C@H](CC(=O)[C@@H](/C=C(/C1)\C)CC=C)O)C)/C(=C/[C@@H]4CC[C@H]([C@@H](C4)OC)O)/C)O)C)OC)OC
InChi InChI=1S/C44H69NO12/c1-10-13-31-19-25(2)18-26(3)20-37(54-8)40-38(55-9)22-28(5)44(52,57-40)41(49)42(50)45-17-12-11-14-32(45)43(51)56-39(29(6)34(47)24-35(31)48)27(4)21-30-15-16-33(46)36(23-30)53-7/h10,19,21,26,28-34,36-40,46-47,52H,1,11-18,20,22-24H2,2-9H3/
InChiKey QJJXYPPXXYFBGM-NYOQZLQMSA-N
MDL number MFCD11045918
Appearance White to off-white

References for FK 506

References are publications that support the biological activity of the product
  • Possible nitric oxide modulation in protective effect of FK-506 against 3-nitropropionic acid-induced behavioral, oxidative, neurochemical, and mitochondrial alterations in rat brain.

    Kumar P et al (2010) Drug Chem Toxicol 33(4) : 377-92.
  • The complex of FK506-binding protein 12 and FK506 inhibits calcineurin phosphatase activity and IgE activation-induced cytokine transcripts, but not exocytosis, in mouse mast cells.

    Fruman DA et al (1995) J Immunol 154(4) : 1846-51.
  • Cyclosporine A and Tacrolimus Reduce the Amount of GLUT4 at the Cell Surface in Human Adipocytes: Increased Endocytosis as a Potential Mechanism for the Diabetogenic Effects of Immunosuppressive Agents.

    Pereira MJ et al (2014) J Clin Endocrinol Metab 99(10) : E1885-94.
  • Mode of action of tacrolimus (FK506): molecular and cellular mechanisms.

    Thomson AW et al (1995) Ther Drug Monit 17(6) : 584-91.