Isoastilbin

Modify Date: 2024-01-02 12:51:39

Isoastilbin Structure
Isoastilbin structure
Common Name Isoastilbin
CAS Number 54081-48-0 Molecular Weight 450.393
Density 1.7±0.1 g/cm3 Boiling Point 801.1±65.0 °C at 760 mmHg
Molecular Formula C21H22O11 Melting Point N/A
MSDS N/A Flash Point 282.9±27.8 °C

 Use of Isoastilbin


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].

 Names

Name (2R,3S)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-3,4-dihydro-2 H-chromen-3-yl 6-deoxy-α-L-mannopyranoside
Synonym More Synonyms

 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
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

 Synonyms

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
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