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

  • O486179

    Omeprazole Impurity C

    Impurity of omeprazole

    ≥99%
  • M177531

    Menaquinone-9

    2-methyl-1,4-naphthoquinone derivative

    ≥99%
  • B6801

    Brassinin

    Phytoalexin, indole found in cruciferous vegeta...

    ≥98%
  • E0073

    Ebselen

    Synthetic glutathione peroxidase mimetic; yeast...

    ≥99%
  • D3362

    Dipyridamole

    PDE and adenosine deaminase inhibitor.

    ≥98%
  • C0169

    Carbenoxolone Disodium

    Synthetic derivative of glycyrrhizin; connexin ...

    ≥97%
  • J3204

    E-JIB-04

    Jumonji histone demethylase inhibitor.

    ≥98%
  • K5606

    Kobe 2602

    Ras inhibitor.

    ≥98%
  • E7579

    Estramustine Phosphate Disodium

    Nitrogen mustard and estradiol derivative; micr...

    ≥95%
  • B8676

    BVT-2733

    11β-HSD1 inhibitor.

    ≥98%
  • C1621

    CEF4

    Peptide, vSrc-induced cytokine.

    ≥95%
  • A1330

    Adipokinetic Hormone

    Neuropeptide hormone found in insects, involved...

    ≥95%
  • N0075

    Natamycin

    Polyene macrolide; ergosterol inhibitor.

    ≥98%
  • L9610

    Lycorine Hydrochloride

    Alkaloid found in plants in the Amaryllidaceae ...

    ≥98%
  • T3310

    Ticlopidine Hydrochloride

    Thienopyridine; P2Y12 antagonist.

    ≥98%
  • R176485

    Remdesivir

    SARS-CoV-2 inhibitor

    ≥99%
  • A0833

    Acipimox

    Niacin derivative.

    ≥98%
  • M4652

    MLN8237

    AurKA inhibitor.

    ≥98%
  • T9970

    Tyrphostin AG1295

    PDGFR inhibitor.

    ≥98%
  • F8048

    Fumagillin

    Produced by Aspergillus; type 2 methionine amin...

    ≥98%