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Merck
CN

SML3430

Benvitimod

≥98% (HPLC), AHR immunomodulator, powder

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

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About This Item

Empirical Formula (Hill Notation):
C17H18O2
CAS Number:
Molecular Weight:
254.32
NACRES:
NA.77
UNSPSC Code:
41121706
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
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Product Name

Benvitimod, ≥98% (HPLC)

Quality Segment

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

Biochem/physiol Actions

Aryl hydrocarbon receptor (AHR) immunomodulator that inhibits skin inflammation and enhances skin barrier function.
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.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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