Tacrolimus monohydrate

• CAT Number: I000405
• CAS Number: 109581-93-3
• Molecular Formula: C44H71NO13
• Molecular Weight: 822.03
• Purity: ≥95%
• Target: Phosphatase; FKBP; Autophagy; Bacterial; Antibiotic
• 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: 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.O

Tacrolimus monohydrate（Cat No.:I000405）is an immunosuppressive agent primarily used in preventing organ transplant rejection. It works by inhibiting calcineurin, a protein essential for activating T-cells, thus reducing the immune response. Tacrolimus monohydrate is particularly valuable in kidney, liver, and heart transplants, where precise immunosuppression is required to avoid graft rejection while minimizing toxicity. Its high potency allows for low-dose administration, providing effective immunosuppression with a reduced risk of side effects. Tacrolimus monohydrate also finds use in treating certain autoimmune conditions, showcasing its versatility in immune modulation.

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.