ChemicalBook--->CAS DataBase List--->54081-48-0

54081-48-0

54081-48-0 Structure

54081-48-0 Structure
IdentificationBack Directory
[Name]

Isoastilbin
[CAS]

54081-48-0
[Synonyms]

Isoastilbin
4H-1-Benzopyran-4-one,3-[(6-deoxy-R-Lmannopyranosyl) oxy]-2-(3,4-dihydroxyphenyl)- 2,3-dihydro-5,7-dihydroxy-,(2R,3S)-
4H-1-Benzopyran-4-one, 3-[(6-deoxy-α-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-, (2R,3S)-
[Molecular Formula]

C21H22O11
[MOL File]

54081-48-0.mol
[Molecular Weight]

450.39
Chemical PropertiesBack Directory
[Melting point ]

278-280 °C (decomp)
[Boiling point ]

801.1±65.0 °C(Predicted)
[density ]

1.74±0.1 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,2-8°C
[form ]

Solid
[pka]

7.34±0.60(Predicted)
[color ]

White to off-white
[InChIKey]

ZROGCCBNZBKLEL-UQDOWIEGNA-N
[SMILES]

[C@@H]1(C2=CC=C(O)C(O)=C2)OC2=C(C(O)=CC(O)=C2)C(=O)[C@H]1OC1[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O1 |&1:0,20,23,25,27,29,r|
[CAS DataBase Reference]

54081-48-0
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Description]

Isoastilbin (IA) is a dihydroflavonol glycoside compound, and studies have shown that IA has a good effect on antioxidants.
[Uses]

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].
[Biological Activity]

Isoastilbin, a dihydroflavonol glycoside compound in Rhizoma Smilacis glabrae and Astragalus membranaceus. It inhibits glucosyltransferase (GTase) with IC50 value of 54.3 μg/mL, and also inhibits tyrosinase activity. It has neuroprotective, antioxidant, antimicrobial and anti-apoptotic properties and can be used in Alzheimer's disease research.
[target]

IC50: 54.3 μg/mL (Glucosyltransferase (GTase)

[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. DOI:10.3892/ijmm.2019.4058
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

Isoastilbin(54081-48-0)1HNMR
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