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FK-506 monohydrate

SIGMA/F4679 - ≥98% (HPLC)

Synonym: Tacrolimus

CAS Number: 109581-93-3
Empirical Formula (Hill Notation): C44H69NO12 · H2O
Molecular Weight: 822.03
MDL Number: MFCD11045918
Linear Formula: C44H69NO12 · H2O
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-F4679-5MG 5 mg
$299.00
1/EA
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assay ≥98% (HPLC)
form powder
InChI 1S/C44H69NO12.H2O/c1-10-13-31-19-25(2)18-26(3)20-37(54-8)40-38(55-9)22-28(5)44(52,57-40)41(49)42(50)45-17-12-11-14-32(45)43(51)56-39(29(6)34(47)24-35(31)48)27(4)21-30-15-16-33(46)36(23-30)53-7;/h10,19,21,26,28-34,36-40,46-47,52H,1,11-18,20,22-24H2,2-9H3;1H2/b25-19+,27-21+;/t26-,28+,29+,30-,31+,32-,33+,34-,36+,37-,38-,39+,40+,44+;/m0./s1
InChI key NWJQLQGQZSIBAF-MLAUYUEBSA-N
Quality Level 100 
SMILES string O.CO[C@@H]1C[C@@H](CC[C@H]1O)C=C(/C)[C@H]2OC(=O)[C@@H]3CCCCN3C(=O)C(=O)[C@]4(O)O[C@H]([C@H](C[C@@H](C)CC(C)=C[C@@H](CC=C)C(=O)C[C@H](O)[C@H]2C)OC)[C@H](C[C@H]4C)OC
solubility DMSO: 20 mg/mL
storage temp. −20°C
Application: FK-506 monohydrate has been used:
• as an immunosuppressive agent in coculture medium to study the effect of immunologic reaction
• as a calcineurin inhibitor, in anhydrous Me2SO solution
• to treat retinal pigment epithelial cells to measure possible cytotoxicity

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.
Biochem/physiol Actions: FK-506 is a potent immunosuppressant, neuroprotective and neuroregenerative, and in vitro T cell proliferation blocker. FK-506 disrupts calcineurin-mediated signal transduction in T lymphocytes and interacts with its FK-506-binding protein-12 (FKBP12).
Biochem/physiol Actions: FK-506 is a potent immunosuppressant; neuroprotective and neuroregenerative; in vitro T cell proliferation blocker.
Features and Benefits: This compound is a featured product for ADME Tox and Neuroscience research. Discover more featured ADME Tox  and Neuroscience  products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm .
Features and Benefits: This compound is featured on the Phosphoprotein Phosphatases (Serine/Threonine)  page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here .
Other Notes: 2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research 
Packaging: 5 mg in glass bottle
Symbol GHS06  GHS06
Signal word Danger
Hazard statements H301
Precautionary statements P301 + P310
Hazard Codes T
Risk Statements 25
Safety Statements 45
RIDADR UN 2811 6.1 / PGIII
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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