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Dehydroglyasperin D

Names

[ CAS No. ]:
517885-72-2

[ Name ]:
Dehydroglyasperin D

[Synonym ]:
4-[(R)-5,7-Dimethoxy-6-(3-methyl-but-2-enyl)-1-benzopyran-3-yl]-benzene-1,3-diol
4-((R)-5,7-Dimethoxy-6-(3-methyl-but-2-enyl)-1-benzopyran-3-yl)-benzene-1,3-diol
1,3-Benzenediol, 4-[5,7-dimethoxy-6-(3-methyl-2-buten-1-yl)-2H-1-benzopyran-3-yl]-
4-[5,7-Dimethoxy-6-(3-methyl-2-buten-1-yl)-2H-chromen-3-yl]-1,3-benzenediol

Biological Activity

[Description]:

Dehydroglyasperin D inhibits rat and human Aldose Reductase (AR) (IC50: 62.4 μM and 176.2 μM respectively). Dehydroglyasperin D has anti-obesity, antioxidant effects. Dehydroglyasperin D shows anti-inflammatory activity by inhibiting COX-2 expression and the MLK3 signaling pathway. Dehydroglyasperin D also inhibits melanin synthesis. Dehydroglyasperin D is a prenylated flavonoid that can be isolated from Glycyrrhiza uralensi[1][2][3].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Aldose Reductase
Research Areas >> Inflammation/Immunology
Signaling Pathways >> Immunology/Inflammation >> COX
Research Areas >> Metabolic Disease

[Target]

COX-2[1]


[References]

[1]. Lee YS, et al. Aldose reductase inhibitory compounds from Glycyrrhiza uralensis. Biol Pharm Bull. 2010;33(5):917-21.  

[2]. Jung SK, et al. MLK3 is a novel target of dehydroglyasperin D for the reduction in UVB-induced COX-2 expression in vitro and in vivo. J Cell Mol Med. 2015 Jan;19(1):135-42.  

[3]. Baek EJ, et al. Dehydroglyasperin D Suppresses Melanin Synthesis through MITF Degradation in Melanocytes. J Microbiol Biotechnol. 2022 Aug 28;32(8):982-988.  

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
557.9±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C22H24O5

[ Molecular Weight ]:
368.42

[ Flash Point ]:
291.2±30.1 °C

[ Exact Mass ]:
368.162384

[ PSA ]:
68.15000

[ LogP ]:
6.18

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.605

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds