SML3430

Benvitimod

≥98% (HPLC)

• Synonym(s): (E)-2-Isopropyl-5-styrylbenzene-1,3-diol, 3,5-Dihydroxy-4-isopropyl-trans-stilbene, 3,5-Dihydroxy-4-isopropylstilbene, GSK-2894512, Tapinarof, WBI 1001
• Empirical Formula (Hill Notation): C₁₇H₁₈O₂
• CAS Number: 79338-84-4
• Molecular Weight: 254.32
• MDL number: MFCD13193203
• UNSPSC Code: 41121706
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥98% (HPLC)
• form: powder
• color: , White to Very dark grey
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: −20°C
• SMILES string: CC(C1=C(C=C(C=C1O)/C=C/C2=CC=CC=C2)O)C
• 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

Description

Biochem/physiol Actions

Benvitimod (Tapinarof) is an aryl hydrocarbon receptor (AHR) immunomodulator that inhibits skin inflammation and enhances skin barrier function. Benvitimod is a metabolite, similar to resveratrol, produced by bacterial symbionts of entomopathogenic nematodes. It induces downregulation of inflammatory cytokines such as IL-17A, IL-17F, IL-19, IL-22, IL-23, and IL-1. Benvitimod also induces the expression of skin barrier genes related to keratinocyte differentiation.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable