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

  • D1694

    Dexamethasone Acetate Monohydrate

    Steroid; glucocorticoid agonist.

    ≥98%
  • C4659

    Clobetasol Propionate

    Corticosteroid; glucocorticoid agonist.

    ≥98%
  • E5569

    Enramycin B

    Polypeptide; peptidoglycan inhibitor.

    ≥83%
  • D5898

    Doxycycline Monohydrate

    Tetracycline; protein translation inhibitor, MM...

    ≥97%
  • S3368

    S1RA

    σ1 antagonist.

    ≥99%
  • C2540

    CGK 733

    ATM and ATR inhibitor.

    ≥98%
  • T698579

    Tropodithietic Acid

    Produced by various marine proteobacteria

    ≥99%
  • A6925

    L-Arginine Ethyl Ester Dihydrochloride

    Arginine source used to increase NO production....

    ≥98%
  • T286165

    Theaflavin-3-gallate

    Polyphenolic compound present in black tea.

    ≥95%
  • O9702

    Ozagrel Hydrochloride

    TxA2 synthase inhibitor.

    ≥98%
  • C294458

    Chlorzoxazone

    Centrally acting muscle relaxant.

    ≥99%
  • G1210

    GDC-0623

    MEK inhibitor.

    ≥98%
  • E5214

    α-Endorphin

    Endogenous opioid peptide; μOR agonist.

    ≥95%
  • A7577

    Astilbin

    Flavonoid found in various plant sources.

    ≥99%
  • N5768

    Norfloxacin

    Fluoroquinolone; topoisomerase IV and bacterial...

    ≥98%
  • L2800

    LH846

    Casein kinase 1α/δ/ε inhibitor.

    ≥98%
  • N5769

    Norfloxacin Nicotinate

    Fluoroquinolone; topoisomerase IV and bacterial...

    ≥98%
  • T1853

    Tenovin-6

    SIRT1/2 inhibitor, indirect p53 activator.

    ≥98%
  • D3301

    Diaveridine

    Coccidiostat; dihydrofolate reductase inhibitor...

    ≥98%
  • R176485

    Remdesivir

    SARS-CoV-2 inhibitor

    ≥99%