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Arzanol

SIGMA/SBR00002 - from Helichrysum italicum, ≥98%

Synonym: 3-[[3-Acetyl-2,4,6-trihydroxy-5-(3-methyl-2-buten-1-yl)phenyl]methyl]-6-ethyl-4-hydroxy-5-methyl-2H-pyran-2-one

CAS Number: 32274-52-5
Empirical Formula (Hill Notation): C22H26O7
Molecular Weight: 402.44
MDL Number: MFCD28168041
Linear Formula: C22H26O7
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-SBR00002-1MG 1 mg
$185.00
1/EA
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assay ≥98%
biological source Helichrysum italicum
form powder
InChI 1S/C22H26O7/c1-6-16-11(4)18(24)15(22(28)29-16)9-14-19(25)13(8-7-10(2)3)20(26)17(12(5)23)21(14)27/h7,24-27H,6,8-9H2,1-5H3
InChI key ZOIAPLVBZQQHCG-UHFFFAOYSA-N
Quality Level 200 
SMILES string OC1=C(CC2=C(O)C(C)=C(CC)OC2=O)C(O)=C(C(C)=O)C(O)=C1CC=C(C)C
storage temp. −20°C
Application: Arzanol has been used to test its effects as an autophagy modulator on HeLa cells and bladder cancer cells
Biochem/physiol Actions: Arzanol is a polyphenol compound extracted from the plant Helichrysum italicum which grows in the Mediterranean area. Arzanol is known for its anti-inflammatory and antimicrobial activities. The anti-inflammatory activity was verified in an in-vivo rat model and was found to suppress the inflammatory response of the carrageenan-induced pleurisy. Moreover it was found to have an anti-HIV-1 activity. Arzanol inhibits COX-2-derived prostaglandin synthase-1 (mPGES-1) Inhibitor in-vitro, in human stimulated monocytes.
Arzanol inhibits the activation of inflammatory transcription factor NFκB, HIV replication in T cells, releases of IL-1β, IL-6, IL-8, and TNF-α,and biosynthesis of PGE2 by potentially inhibiting the mPGES-1 enzyme.
Biochem/physiol Actions: Arzanol is known for its anti-inflammatory and antimicrobial activities. The anti-inflammatory activity was verified in an in-vivo rat model and was found to suppress the inflammatory response of the carrageenan-induced pleurisy. Moreover it was found to have an anti-HIV-1 activity. Arzanol inhibits COX-2-derived prostaglandin synthase-1 (mPGES-1) Inhibitor in-vitro, in human stimulated monocytes.
Arzanol inhibits the activation of inflammatory transcription factor nuclear factor-KB (NF-KB), human immunodeficiency virus (HIV) replication in T cells, releases of interleukin (IL)-1β, IL-6, IL-8, and tumor necrosis factor (TNF)-α and biosynthesis of prostaglandin E2 (PGE2) by potentially inhibiting the mPGES-1 enzyme. It also possesses antioxidant and cytotoxic activity.
General description: Arzanol is a pyrone–phloroglucinol etherodimer. It is a polyphenol compound extracted from the plant Helichrysum italicum which grows in the Mediterranean area.
Reconstitution: Soluble in dimethyl sulfoxide (DMSO) at 1 mg/mL; poorly soluble in water
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98%
Storage Temp. −20°C
UNSPSC 12352200

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