| Identification | Back Directory | [Name]
TACROLIMUS | [CAS]
109581-93-3 | [Synonyms]
FK-506
135175
CS-1308
Tacarolimus
[3R[E(1S,3S,4S)
tacrolimushydrate
FK-506 MONOHYDRATE
Tacrolimus (150 mg)
FR900506 monohydrate
tsukubaenolidehydrate
Tacrolimus monohydrate
Tacrolimus monohydroate
TacrolimusMonohydrate>
FK-506 monohydrate, >=98%
Tacrolimus monohydrate CRS
Tacrolimus /FK506 monohydrate
FK 506 monohydrate, Tacrolimus
FK506 Monohydrate[Tacrolimus Hydrate]
Tacrolimus Monohydrate CAS 109581-93-3
TACROLIMUS HYDRATE/TSUKUBAENOLIDE HYDRATE
Tacrolimus monohydrate (Fujimycin monohydrate
,8s*,9e,12r*,14r*,15s*,16r*,18s*,19s*,26ar*))-
18-tetramethyl-8-(2-propenyl)-,monohydrate,(3s-(3r*(e(1s*,3s*,4s*)),4s*,5r*
3-(2-(4-hydroxy-3-methoxycyclohexyl)-1-methylethenyl)-14,16-dimethoxy-9,10,12,
(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-propen-1-yl)-
15,19-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-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-te
(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-propen-1-yl)-15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)tetrone
15,19-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)-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-8-(2-propenyl)-, monohydrate, [3S-[3R*[E(1S*,3S*,4S*)],4S*,5R*,8S*,9E,12R*,14R*,15S*,16R*,18S*,19S*,26aR*]]- | [Molecular Formula]
C44H69NO12 | [MDL Number]
MFCD00869853 | [MOL File]
109581-93-3.mol | [Molecular Weight]
822.04 |
| Chemical Properties | Back Directory | [Melting point ]
127-129° | [alpha ]
D23 -84.4° (c = 1.02 in chloroform) | [storage temp. ]
−20°C | [solubility ]
DMSO: soluble20mg/mL | [form ]
powder | [color ]
White to Almost white | [Merck ]
14,9025 | [InChIKey]
NWJQLQGQZSIBAF-MLAUYUEBSA-N |
| Hazard Information | Back Directory | [Uses]
immune suppressant, antifungal | [Definition]
ChEBI: A hydrate that is the monohydrate form of tacrolimus. | [Biological Activity]
Potent calcineurin (protein phosphatase 2B) inhibitor that requires FK 506-binding protein 12 (FKBP12) for activity (IC 50 = 3 nM). Inhibits secretion of IL-1, IL-2 (IC 50 = 1 nM), IL-3, IL-4, IL-6 (IC 50 = 35 nM), GM-CSF, TNF α (IC 50 = 10 nM), IFN γ and Myc from activated T-cells in vitro . Exhibits potent immunosuppressive, neuroprotective and anticonvulsant activity in vivo . | [Biochem/physiol Actions]
FK-506 also appears to inhibit Na+/Ca2+ exchange. FK-506 and its derivatives demonstrate significant neurodegenerative activity. This property seems to arise via different mechanisms. FK-506 is also useful in treating ophthalmologic complications such as corneal graft rejection, uveoretinitis and allergen induced conjunctivitis. |
| Safety Data | Back Directory | [Hazard Codes ]
T | [Risk Statements ]
25 | [Safety Statements ]
45 | [RIDADR ]
UN 2811 6.1/PG 3 | [WGK Germany ]
3 | [RTECS ]
KD4201200 | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
2934990002 | [Safety Profile]
A poison by ingestion and intravenous routes. When heated to decomposition it emits toxic vapors of NOx. | [Toxicity]
LD50 i.p. in mice: >200 mg/kg (Kino); LD50 in male, female rats (mg/kg): 57.0, 23.6 i.v.; 134, 194 orally (Ohara) |
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