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SML3430

Sigma-Aldrich

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

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About This Item

Empirical Formula (Hill Notation):
C17H18O2
CAS Number:
79338-84-4
Molecular Weight:
254.32
MDL number:
MFCD13193203
UNSPSC Code:
12352200

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

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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