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1356841-89-8

1356841-89-8 Structure

1356841-89-8 Structure
IdentificationBack Directory
[Name]

FK-506-13C-d2
[CAS]

1356841-89-8
[Synonyms]

TACROLIMUS (13C, 99%
Tacrolimus-13C
Tacrolimus-13C,D2 solution
D2, 98%) 100 UG/ML IN ACETONITRILE
FK-506-13C,D2 (Major) (Tacrolimus) (>
FK-506-13C,D2 (Major) (Tacrolimus)(>85%)
Fujimycin-13C,D2 Tacrolimus-13C D2 FK-506-13C,D2
Tacrolimus 13CD2Q: What is Tacrolimus 13CD2 Q: What is the CAS Number of Tacrolimus 13CD2 Q: What is the storage condition of Tacrolimus 13CD2 Q: What are the applications of Tacrolimus 13CD2
(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-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-8-(2-propenyl-3-13C-d2)-
(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-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-8-(2-propenyl-3-13C-d2)-15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone
[Molecular Formula]

C44H67D2NO12
[MDL Number]

MFCD31808174
[MOL File]

1356841-89-8.mol
[Molecular Weight]

807.039
Chemical PropertiesBack Directory
[storage temp. ]

-70°C
[solubility ]

Chloroform: Slightly Soluble,Methanol: Slightly Soluble
[form ]

A solid
[color ]

White to yellow
Safety DataBack Directory
[Symbol(GHS) ]


GHS06
[Signal word ]

Danger
[Hazard statements ]

H301
[Precautionary statements ]

P264-P270-P301+P310-P321-P330-P405-P501
[RIDADR ]

UN 1648 3 / PGII
Hazard InformationBack Directory
[Description]

FK-506-13C-d2 contains two deuterium atoms located on the carbon-13 bond. It is intended for use as an internal standard for the quantification of FK-506 by GC- or LC-MS. FK-506 is a potent, clinically-useful immunosuppressant in the same molecular class as cyclosporin A and rapamycin. Its mechanism of action involves the formation of a high affinity complex (Ki = 0.2 nM) with FK-506 Binding Protein 12 (FKBP12). This complex then inhibits the activity of the calcium/calmodulin-dependent protein phosphatase, calcineurin, leading to disruption of T cell activation. The physiological effects of FK-506 also include regulation of nitric oxide neurotoxicity, neurotransmitter release, and regulation of Ca2+ release via the ryanodine and inositol-(1,4,5)-trisphosphate (IP3) receptors. In the latter case, FKBP12 forms a tight complex with both ryanodine and IP3 receptors which can be disrupted by FK-506, thereby rendering the receptors “leaky” to Ca2+.
[Uses]

A labelled immunosuppressant that blocks T cell proliferation in vitro by inhibiting the generation of several lymphokines, especially IL-2. Shown to inhibit the activity of FK-506 binding protein, thereby reversing its effects on sarcoplasmic reticulum Ca+2 release. A representative lot contained a distribution of 20% d-1, 40% d-2 and 20% d-3.
[General Description]

This stable-labeled internal standard is suited for quantitation of tacrolimus by LC/MS or GC/MS for clinical toxicology, therapeutic drug monitoring, or isotope dilution methods. Tacrolimus, also known as FK-506 or fujimycin, is an immunosuppressive drug marketed as Prograf, Advagraf, and Protopic usually used to prevent rejection of organ transplants and treatment of eczema. Use of a stable-labeled analog of tacrolimus is the best choice to minimize variability or mitigate any potential interference in LC-MS/MS analysis.
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