Tacrolimus monohydrate

• CAT Number: I000405
• CAS Number: 109581-93-3
• Molecular Formula: C44H71NO13
• Molecular Weight: 822.03
• Purity: ≥95%
• Solubility: 10 mM in DMSO
• Storage: -20°C
• IC50: 0.47 nM (Inhibition of lymphocyte proliferation)
• IUPAC Name: (1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)-1,14-dihydroxy-12-[(E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23,25-dimethoxy-13,19,21,27-tetramethyl-17-prop-2-enyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-ene-2,3,10,16-tetrone;hydrate
• InChI: InChI=1S/C44H69NO12.H2O/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;1H2/b25-19+,27-21+;/t26-,28+,29+,30-,31+,32-,33+,34-,36+,37-,38-,39+,40+,44+;/m0./s1
• InChIKey: NWJQLQGQZSIBAF-MLAUYUEBSA-N
• SMILES: CC1CC(C2C(CC(C(O2)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C(CC(=O)C(C=C(C1)C)CC=C)O)C)C(=CC4CCC(C(C4)OC)O)C)O)C)OC)OC.O

Tacrolimus monohydrate (Cat No.:I000405) is a macrolide compound, Tacrolimus monohydrate binds to FK506 binding protein (FKBP) to form a complex and inhibits calcineurin phosphatase, thereby inhibiting T lymphocyte signal transduction and IL-2 transcription.

Reference

[1]. Piekoszewski W, Chow FS, Jusko WJ. Pharmacokinetic and pharmacodynamic effects of coadministration of methylprednisolone and tacrolimus in rabbits. J Pharmacol Exp Ther. 1994 Apr;269(1):103-9.

[2]. Sawada S, Suzuki G, Kawase Y, Novel immunosuppressive agent, FK506. In vitro effects on the cloned T cell activation. J Immunol. 1987 Sep 15;139(6):1797-803.

[3]. Noll BD, Coller JK, Somogyi AA, Validation of an LC-MS/MS Method to Measure Tacrolimus in Rat Kidney and Liver Tissue and Its Application to Human Kidney Biopsies. Ther Drug Monit. 2013 Aug 5.