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Isoastilbin

Names

[ CAS No. ]:
54081-48-0

[ Name ]:
Isoastilbin

[Synonym ]:
4H-1-Benzopyran-4-one, 3-[(6-deoxy-α-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-, (2R,3R)-
Astilbin Dihydroquercetin 3-rhamnoside Taxifolin 3-rhamnoside
4H-1-Benzopyran-4-one, 3-((6-deoxy-α-L-mannopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-, (2R,3R)-
Taxifolin 3-rhamnoside
Neoisoastilbin
Astilbin
(2R-trans)-3-((6-Deoxy-α-L-mannopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 3-((6-deoxy-α-L-mannopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-, (2R-trans)-
Taxifolin 3-O-rhamnoside
Astilbin from Engelhardtia roxburghiana
(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one
(2R,3R)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-chromen-3-yl 6-deoxy-α-L-mannopyranoside
Isoastilbin

Biological Activity

[Description]:

Isoastilbin is a dihydroflavonol glycoside compound in Rhizoma Smilacis glabrae and Astragalus membranaceus. Isoastilbin inhibits glucosyltransferase (GTase) with an IC50 value of 54.3 μg/mL, and also inhibits tyrosinase activity. Isoastilbin shows neuroprotective, antioxidation, antimicrobial and anti-apoptotic properties and has the potential for Alzheimer’s disease research[1][21][3].

[Related Catalog]:

Research Areas >> Infection
Signaling Pathways >> Metabolic Enzyme/Protease >> Tyrosinase
Research Areas >> Neurological Disease
Signaling Pathways >> Anti-infection >> Bacterial

[Target]

IC50: 54.3 μg/mL (Glucosyltransferase (GTase)[2]


[References]

[1]. Hong Yu, et al. Protective Roles of Isoastilbin Against Alz heimer's Disease via Nrf2-mediated Antioxidation and anti‑apoptosis. Int J Mol Med. 2019 Mar;43(3):1406-1416.

[2]. Harlinda Kuspradini, et al. Antimicrobial activity against Streptococcus sobrinus and glucosyltransferase inhibitory activity of taxifolin and some flavanonol rhamnosides from kempas (Koompassia malaccensis) extracts. J. Wood Sci., 2009, 55(4):308-13.

[3]. Batubara, Irmanida, et al. Anti-acne and Tyrosinase Inhibition Properties of Taxifolin and Some Flavanonol Rhamnosides from Kempas. Wood Research Journal ,2010, 1(1):45-9.

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
801.1±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C21H22O11

[ Molecular Weight ]:
450.393

[ Flash Point ]:
282.9±27.8 °C

[ Exact Mass ]:
450.116211

[ PSA ]:
186.37000

[ LogP ]:
2.97

[ Vapour Pressure ]:
0.0±3.0 mmHg at 25°C

[ Index of Refraction ]:
1.748

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds