SMB01076

Glycycoumarin

≥90% (LC/MS-ELSD)

• Synonym(s): 3-(2,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methylbut-2-enyl)chromen-2-one
• Empirical Formula (Hill Notation): C₂₁H₂₀O₆
• CAS Number: 94805-82-0
• Molecular Weight: 368.38
• MDL number: MFCD00272146
• UNSPSC Code: 12352205
• NACRES: NA.25

Properties

• biological source: plant
• Assay: ≥90% (LC/MS-ELSD)
• form: solid
• mol wt: 368.38
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• storage temp.: −20°C
• 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
• InChI key: NZYSZZDSYIBYLC-UHFFFAOYSA-N

Description

General description

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.

Application

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

Biochem/physiol Actions

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).

Features and Benefits

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

Other Notes

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Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable