LKT Labs

Biochemicals for Life Science Research

Tacrolimus

Tacrolimus

Product ID T0008
Cas No. 104987-11-3
Purity ≥98%
Product Unit SizeCostQuantityStock
1 mg $45.00 In stock
5 mg $75.00 In stock
25 mg $240.00 In stock
100 mg $631.00 In stock
Bulk Quote

Quicklinks

Description

Tacrolimus is a calcineurin inhibitor that exhibits immunosuppressive, anti-fibrotic, anti-inflammatory, and anti-allergic activities. Clinically, tacrolimus is used to treat atopic dermatitis and conjunctivitis. In vivo, tacrolimus inhibits synthesis of type I collagen polypeptides and the interaction between LARP6 and FKBP3, suppressing the development of alcohol-induced liver fibrosis. In animal models of OVA-induced allergy, tacrolimus decreases allergic symptoms and levels of IgE, eosinophils, IL-5, and GATA-3.

Product Info

Cas No.

104987-11-3
Purity

≥98%
Formula

C44H69NO12
Formula Wt.

804.02
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-(2-(4-hydroxy-3-methoxycyclohexyl)-14,16-dimethoxy-4,10,12,18-tetramethyl-8-(2-propenyl)-5,19-Epoxy-3H-pyrido(2,1-c)(1,4)oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone

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
Synonym

FK-506, Fujimycin, Prograf, Protopic, CCRIS 7124.
Melting Point

126-130°C

Solubility

Soluble in DMSO (20 mg/ml), ethanol (30 mg/ml), acetone, ethyl acetate, diethyl ether or chloroform.
Appearance

White Crystal Powder

Shipping and Storage

Store Temp

Ambient
Ship Temp

Ambient

Downloads

MSDS

T0008 MSDS PDF
Info Sheet

T0008 Info Sheet PDF

References

Carr WW. Topical calcineurin inhibitors for atopic dermatitis: review and treatment recommendations. Paediatr Drugs. 2013 Aug;15(4):303-10. PMID: 23549982.

Manojlovic Z, Blackmon J, Stefanovic B. Tacrolimus (FK506) prevents early stages of ethanol induced hepatic fibrosis by targeting LARP6 dependent mechanism of collagen synthesis. PLoS One. 2013 Jun 3;8(6):e65897. PMID: 23755290.

Grigoriu S, Bond R, Cossio P, et al. The molecular mechanism of substrate engagement and immunosuppressant inhibition of calcineurin. PLoS Biol. 2013;11(2):e1001492. PMID: 23468591.

Shin JH, Park HR, Kim SW, et al. The effect of topical FK506 (tacrolimus) in a mouse model of allergic rhinitis. Am J Rhinol Allergy. 2012 Mar-Apr;26(2):e71-5. PMID: 22487280.

Izumi S, Nozaki Y, Komori T, et al. Substrate-dependent inhibition of organic anion transporting polypeptide 1B1: comparative analysis with prototypical probe substrates estradiol-17beta-glucuronide, estrone-3-sulfate, and sulfobromophthalein. Drug Metab Dispos. 2013 Oct;41(10):1859-1866. PMID: 23920221.

Custom Order

  • Size of single unit expressed as number (e.g. '500' in the case of 500 mg)
  • Total quantity of unit size desired (e.g. '10' in the case of 10 x 500 mg). If only one unit is desired, you may leave this blank.
  • This field is for validation purposes and should be left unchanged.

Related Products

  • O4104

    Okadaic Acid Sodium

    Shellfish toxin produced by dinoflagellates and...

    ≥98%
  • D1769

    Dermorphin

    Opioid peptide; μOR agonist.

    ≥96%
  • T1750

    Temocapril Hydrochloride

    ACE inhibitor.

    ≥98%
  • N4974

    NMS-E628

    ALK and Ros1 inhibitor, Trk antagonist.

    ≥98%
  • S822687

    Surfactin

    Amphiphilic properties

    ≥90% mixed isomers
  • C2957

    Cholesterol

    Endogenous sterol component of animal cell memb...

    ≥97%
  • J0378

    Jatrorrhizine

    Alkaloid compound originally found in Corydalis...

    ≥98%
  • D364086

    Decernotinib

    JAK3 inhibitor.

    ≥99%
  • D1776

    Desmopressin

    Synthetic vasopressin derivative; V2R agonist.<...

    ≥95%
  • V182705

    Verubecestat

    BACE1 inhibitor

    ≥98%
  • R0247

    Raltegravir

    HIV integrase inhibitor.

    ≥99%
  • R0351

    Ramoplanin

    Peptide; peptidoglycan inhibitor.

    ≥90%
  • P3597

    Pizotyline Malate

    5-HT1A partial agonist, 5-HT2C antagonist.

    ≥98%
  • G3253

    8-Gingerol

    Phenol found in Zingiber; 5-HT3 antagonist.

    ≥99%
  • H9718

    2-Hydroxyflutamide

    Non-steroid; AR antagonist.

    ≥98%
  • E5214

    α-Endorphin

    Endogenous opioid peptide; μOR agonist.

    ≥95%
  • T1024

    Baccatin VI

    Fermentation impurity

    ≥98%
  • F4682

    Fluconazole

    Triazole; 14-α demethylase inhibitor.

    ≥98%
  • S0134

    Saikosaponin D

    Triterpene saponin found in Bupleurum.

    ≥98%
  • L0400

    LB-100

    PP2A inhibitor.

    ≥98%