SMB01076

Glycycoumarin

≥90% (LC/MS-ELSD)

• Synonym(e): 3-(2,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methylbut-2-enyl)chromen-2-one
• Empirische Formel (Hill-System): C₂₁H₂₀O₆
• CAS-Nummer: 94805-82-0
• Molekulargewicht: 368.38
• MDL-Nummer: MFCD00272146
• UNSPSC-Code: 12352205
• NACRES: NA.25

Eigenschaften

• Biologische Quelle: plant
• Assay: ≥90% (LC/MS-ELSD)
• Form: solid
• Mol-Gew.: 368.38
• Anwendung(en): metabolomics; vitamins, nutraceuticals, and natural products
• Lagertemp.: −20°C
• SMILES String: [o]1c2c(c(c(c(c2)O)CC=C(C)C)OC)cc([c]1=O)c3c(cc(cc3)O)O
• InChI: 1S/C21H20O6/c1-11(2)4-6-14-18(24)10-19-16(20(14)26-3)9-15(21(25)27-19)13-7-5-12(22)8-17(13)23/h4-5,7-10,22-24H,6H2,1-3H3
• InChIKey: NZYSZZDSYIBYLC-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

Glycycoumarin, a major bioactive coumarin, is an aromatic ether and a member of resorcinols. This bioactive natural product is commonly derived from Glycyrrhiza Sp. (G. glabra, G. uralensis and G. radix) plants. Existing research suggests that this plant-derived metabolite exerts various biological activities, including anti-spasmodic, hepatoprotective, anticancer, neuroprotective, antioxidant and anti-inflammatory activities.

Anwendung

It is a natural product derived from plant source that finds application in compound screening libraries, metabolomics, phytochemical, and pharmaceutical research.

Biochem./physiol. Wirkung

According to the existing research, Glycycoumarin serves as an estrogen agonist while also exhibiting moderate inhibitory effects on enzymes CYP1A2 and CYP2B6. Notably, Glycycoumarin demonstrates potent anti-hepatitis C virus (HCV) activity, with an IC(50) value of 8.8 µg/mL. Furthermore, it effectively inhibits smooth muscle contraction induced by various stimuli by targeting PDEs, especially isozyme 3, which leads to the accumulation of intracellular cAMP, a vital component of cellular signaling. Additionally, Glycycoumarin acts as a potent antispasmodic through the inhibition of phosphodiesterase 3, further underscoring its significance in modulating cellular responses and health. Moreover, it plays a crucial role in inhibiting hepatocyte lipoapoptosis by activating autophagy and inhibiting the ER stress/GSK-3-mediated mitochondrial pathway, showcasing its importance in cellular function.

Glycycoumarin exhibits antispasmodic activity and has a role as an antispasmodic drug and a plant metabolite. It has been demostrated to be a novel active component of licorice against non-alcoholic fatty liver disease (NAFLD).

Leistungsmerkmale und Vorteile

• High quality compound suitable for multiple research applications
• Compatible with HPLC and mass spectrometry techniques

Sonstige Hinweise

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Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable