SMB01076
Glycycoumarin
≥90% (LC/MS-ELSD)
Synonym(s):
3-(2,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methylbut-2-enyl)chromen-2-one
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About This Item
Empirical Formula (Hill Notation):
C21H20O6
CAS Number:
Molecular Weight:
368.38
UNSPSC Code:
12352205
NACRES:
NA.25
MDL number:
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
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
InChI key
NZYSZZDSYIBYLC-UHFFFAOYSA-N
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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Storage Class
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
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