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

  • K0031

    Kahweol Acetate

    Diterpene found in coffee beans.

    ≥98%
  • V014463

    Valsartan Methyl Ester

    Valsartan impurity

    ≥98%
  • C2468

    β-Calcitonin Gene Related Peptide, human

    Endogenous calcitonin-family peptide, involved ...

    ≥98%
  • P200002

    PF-07321332

    Inhibitor of coronaviruses

    ≥99%
  • A0501

    Abamectin

    Macrocyclic lactone avermectin; GABA antagonist...

    ≥70%
  • D0368

    2-Epi-16-deoxysarcophine

    Cembranoid found in Sarcophyton.

    ≥98%
  • A601022

    Apararenone

    Non-steroidal MRA

    ≥98%
  • N3584

    Nivalenol

    Trichothecene mycotoxin produced by Fusarium; p...

    ≥98%
  • G571344

    (±)-Goitrin

    Reduces production of thyroid hormones

    ≥98%
  • M0009

    Macitentan

    ET-A/B antagonist.

    ≥99%
  • A5061

    Ampalex

    Benzylpiperidine; AMPA potentiator.

    ≥98%
  • O1178

    n-Octyl-3-methylcaffeate

    Derivative of methyl caffeate, hydroxycinnamic ...

    ≥98%
  • C0247

    Calcineurin Autoinhibitory Peptide

    Peptide; calcineurin inhibitor.

    ≥95%
  • C224760

    CFT-7455

    Degrader of IKZF1/3

    ≥98%
  • I4000

    Ikarugamycin

    Protein translation inhibitor.

    ≥98%
  • T1605

    Tebuconazole

    Triazole; 14-α demethylase inhibitor, voltage-...

    ≥98%
  • A491337

    9-Aminocamptothecin Hydrochloride

    Derivative of camptothecin.

    ≥98%
  • M1622

    Mefenamic Acid

    NSAID; GABA-A potentiator, COX-1/2 inhibitor.

    ≥98%
  • P8118

    Puerarin

    Isoflavone daidzein derivative found in Puerari...

    ≥96%
  • D5792

    Doxofylline

    Xanthine derivative; PDE inhibitor.

    ≥98%