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Dafadine A

SIGMA/SML0736 - ≥98% (HPLC)

Synonym: 4-[1-({ 5-[(2,6-Dimethylphenoxy)methyl]-3-isoxazolyl}carbonyl)-4-piperidinyl]pyridine

CAS Number: 1065506-69-5
Empirical Formula (Hill Notation): C23H25N3O3
Molecular Weight: 391.46
Linear Formula: C23H25N3O3
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML0736-25MG 25 mg
 $194.00
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assay ≥98% (HPLC)
color white to beige
form powder
InChI 1S/C23H25N3O3/c1-16-4-3-5-17(2)22(16)28-15-20-14-21(25-29-20)23(27)26-12-8-19(9-13-26)18-6-10-24-11-7-18/h3-7,10-11,14,19H,8-9,12-13,15H2,1-2H3
InChI key WNSNPYIHDMIFOO-UHFFFAOYSA-N
Quality Level 100 
SMILES string N3(CCC(CC3)c4ccncc4)C(=O)c1n[o]c(c1)COc2c(cccc2C)C
solubility DMSO: 15 mg/mL, clear
storage temp. 2-8°C
Biochem/physiol Actions: Dafadine A is a selective inhibitor of C. elegans DAF-9 cytochrome P450, a key regulator of dauer formation, developmental timing and longevity. C. elegans has four life stages. In harsh environmental conditions, nematodes can convert to the L3 stage, known as the ""non-aging"" dauer stage, in which development ceases until improved conditions are sensed. Dafadine A can induce dauer formation and increased longevity in wild-type worms raised in nonstressful conditions. Dafadine A is the only inhibitor known to robustly inhibit DAF-9 in wild-type worms. It does not inhibit DAF-12 activity. Dafadine is active in mammalian systems, inhibiting CYP27A1, the mammalian functional ortholog of DAF-9 that oxidizes 4-cholesten-3-one to make 26-hydroxy-4-cholesten-3-one and Δ4-dafachronic acid, without inhibiting other sterol- and oxysterol-metabolizing P450s such as CYP7A1 or CYP7B1.
Biochem/physiol Actions: Dafadine A is a selective inhibitor of C. elegans DAF-9 cytochrome P450 and CYP7A1, the mammalian ortholog.
Packaging: 5, 25 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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