Tapinarof

Tapinarof is a stilbene that has been found in P. luminescens and has diverse biological activities. It is active against the fungi C. tropicales, C. neoformans, and A. fumigatus (MICs = 25, 12, and 12 µg/ml, respectively) and the plant pathogenic fungi A. flavus and B. cinerea (MICs = 25 and 12 µg/ml, respectively). It induces nuclear translocation of the aryl hydrocarbon receptor (AhR, EC50 = 0.16 nM) and expression of the AhR target gene CYP1A1 in HaCaT keratinocytes when used at a concentration of 1 µM. Tapinarof (10 µM) reduces activated immune cell-induced mRNA expression of the gene encoding IL-17a in isolated human keratinocytes. Formulations containing tapinarof have been used in the topical treatment of adult plaque psoriasis.Formal Name: 2-(1-methylethyl)-5-[(1E)-2-phenylethenyl]-1,3-benzenediol. CAS Number: 79338-84-4. Synonyms: Benvitimod, WBI-1001. Molecular Formula: C17H18O2. Formula Weight: 254.3. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMF: 10 mg/ml, DMSO: 10 mg/ml, Ethanol: 10 mg/ml. lambdamax: 211, 240, 318 nm. SMILES: OC(C=C1/C=C/C2=CC=CC=C2)=C(C(O)=C1)C(C)C. InChi Code: InChI=1S/C17H18O2/c1-12(2)17-15(18)10-14(11-16(17)19)9-8-13-6-4-3-5-7-13/h3-12,18-19H,1-2H3/b9-8+. InChi Key: ZISJNXNHJRQYJO-CMDGGOBGSA-N. Origin: Synthetic.