Tacrolimus

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Catalog Number
ACM104987113
Product Name
Tacrolimus
Structure
Structure
CAS
104987-11-3
Category
Inhibitors
Description
Tacrolimus (also FK-506 or fujimycin, trade names Prograf, Advagraf, Protopic) is an immunosuppressive drug used mainly after allogeneic organ transplant to lower the risk of organ rejection. It achieves this by inhibiting the production of interleukin-2, a molecule that promotes the development and proliferation of T cells, which are vital to the body’s learned (or adaptive) immune response.Tacrolimus is also used in the treatment of other T cell-mediated diseases such as eczema (for which it is applied to the skin in a medicated ointment), severe refractory uveitis after bone marrow transplants, exacerbations of minimal change disease, Kimura’s disease, and the skin condition vitiligo.Chemically it is a 23-membered macrolide lactone that was first discovered in 1987 from the fermentation broth of a Japanese soil sample that contained the bacterium Streptomyces tsukuba
Synonyms
(2-propenyl)-,(3s-(3r*(e(1s*,3s*,4s*)),4s*,5r*,8s*,9e,12r*,14r*,15s*,16r*,18s*;,19s*,26ar*))-;16-dimethoxy-4,10,12,18-tetramethyl-8-3-(2-(4-hydroxy-3-methoxycyclohexyl)-1;19-epoxy-3h-pyrido(2,1-c)(1,4)oxaazacyclotricosine-1,7,20,21(4h,23h)-tetrone,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-dim;6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy-5;fr900506;prograf;tsukubaenolide
IUPAC Name
FK506(Tacrolimus)
Molecular Weight
804.02
Molecular Formula
C44H69NO12
Canonical SMILES
CC1CC(C2C(CC(C(O2)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C(CC(=O)C(C=C(C1)C)CC=C)O)C)C(=CC4CCC(C(C4)OC)O)C)O)C)OC)OC
InChI Key
QJJXYPPXXYFBGM-LFZNUXCKSA-N
Boiling Point
871.7ºC at 760 mmHg
Melting Point
113-115ºC
Flash Point
481ºC
Density
1.19 g/cm³
Appearance
White or off-white crystalline powder
Exact Mass
803.48200
Hazard Codes
Xi; T
Hazard Statements
T,Xi,Xn,F
LogP
4.57690
PSA
178.36
Refractive Index
1.549
RIDADR
UN 2811 6
Safety Description
45-36-26-36/37-16
Storage Conditions
-20ºC
Supplemental Hazard Statements
H301-H225-H302+H312+H332-H319
Symbol
GHS06,GHS02,GHS07
Vapor Pressure
1.73E-35mmHg at 25°C
WGK Germany
3
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