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13655

Adapalene

Cayman Chemical

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DETAILS

  • Inchi: InChI=1S/C28H28O3/c1-31-26-7-6-23(21-2-3-22-12-24(27(29)30)5-4-20(22)11-21)13-25(26)28-14-17-8-18(15-28)10-19(9-17)16-28/h2-7,11-13,17-19H,8-10,14-16H2,1H3,(H,29,30)/t17-,18+,19?,28?
  • Purity: ≥98%
  • Raptas: Product Type|Biochemicals|Receptor Pharmacology|Agonists||Product Type|Biochemicals|Small Molecule Inhibitors|Lipoxygenases||Research Area|Cancer|Cell Death|Apoptosis||Research Area|Endocrinology & Metabolism|Hormones & Receptors|RARs, RORs, & RXRs||Research Area|Immunology & Inflammation|Innate Immunity|Pattern Recognition||Research Area|Lipid Biochemistry|Lipoxygenase Pathways
  • Smiles: COC1=C(C23CC(C4)CC(CC4C3)C2)C=C(C=C1)C(C=C5)=CC6=C5C=C(C(O)=O)C=C6
  • Inchikey: LZCDAPDGXCYOEH-XCGNNYAZSA-N
  • Cas Number: 106685-40-9
  • Formulation: A crystalline solid
  • Storage Temp: -20
  • Shipping Temp: -20
  • Formula Markup: C28H28O3
  • Formula Weight: 412.5
  • Shelf Life Days: 1460

DESCRIPTION

A synthetic retinoid; an agonist of RARs (Kds = 1,100, 34, and 130 nM for RARα, RARβ, and RARγ, respectively); inhibits growth and differentiation of sebocytes in primary rat preputial cell culture; completely inhibits the activity of soybean 15-LOX in an enzyme assay at 10 μM; inhibits the 5- and 15-LOX pathways in human blood PMNs at 10 μM; reduces the protein levels of TLR2 and IL-10 in skin explants isolated from patients with acne as well as healthy controls; increases the expression of CD1d in acne skin explants while decreasing it in control explants; inhibits inflammation in rodent models of ear edema induced by arachidonic acid and carrageenan-induced paw edema; induces apoptosis and inhibits proliferation of CC-531, HT-29, and LoVo colon cancer cells at 100 μM; reduces tumor growth in a DLD-1 colon cancer nude mouse xenograft model