FK 506

(HB0289)

Product overview

  • Name
    FK 506
  • Short description
    Potent calcineurin phosphatase 2B inhibitor
  • 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. Displays neuroprotective, antibiotic and immunosuppressant properties.
  • Alternative names
    Tacrolimus; Fujimycin; FK-506
  • Biological action
    Antibiotic
  • Purity
    >99%
  • Our products in action

Properties

  • 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

Storing and Using Your Product

  • 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.

References for FK 506

  • 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.
    PubMedID: 20550427
  • 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.
    PubMedID: 7530743
  • 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.
    PubMedID: 25004245
  • Mode of action of tacrolimus (FK506): molecular and cellular mechanisms.

    Thomson AW et al (1995) Ther Drug Monit 17(6) : 584-91.
    PubMedID: 8588225

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