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Isoastilbin

CAT: 0804-HY-N4005-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N4005-02Size:5 mg
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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].
CAS Number
54081-48-0
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Bacterial; Tyrosinase
Type
Natural Products
Related Pathways
Anti-infection; Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Infection; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/isoastilbin.html
Purity
99.23
Solubility
DMSO : 16.67 mg/mL (ultrasonic)
Smiles
O[C@H]([C@@H]([C@@H](O)[C@H](C)O1)O)[C@]1([H])O[C@H]2[C@@H](C3=CC(O)=C(O)C=C3)OC4=CC(O)=CC(O)=C4C2=O
Molecular Formula
C21H22O11
Molecular Weight
450.39
Precautions
H302, H315, H319, H335
References & Citations
[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.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Isoastilbin

CID 9981176 has been reported in Neolitsea aurata, Smilax corbularia, and other organisms with data available.

CAS Number54081-48-0
PubChem CID9981176
IUPAC Name(2R,3S)-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
Molecular FormulaC21H22O11
Molecular Weight450.4
XLogP0.4
Topological Polar Surface Area186
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count11
Rotatable Bond Count3
Heavy Atom Count32
Formal Charge0
Complexity676
SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@H](OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)O)O)O
InChI
InChI=1S/C21H22O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-26,28-29H,1H3/t7-,15-,17+,18+,19+,20+,21-/m0/s1
InChIKey
ZROGCCBNZBKLEL-OOHAXVOVSA-N
Chemical Structure
2D Structure
2D structure of Isoastilbin
CAS: 54081-48-0
CID: 9981176
Formula: C21H22O11
MW: 450.4
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight450.4
XLogP30.4
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count11
Rotatable Bond Count3
Exact Mass450.11621151
Monoisotopic Mass450.11621151
Topological Polar Surface Area186 Ų
Heavy Atom Count32
Formal Charge0
Complexity676
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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