GRADE & PURITY 10mM in DMSO

Synonyms

(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)chroman-4-one | Dihydroquercitrin | FOOD YELLOW 8 | Astilbin from Engelhardtia roxburghiana, >=98% | 2-(1H-benzotriazol-1-yl)-1,1,3,3-

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Astilbin from Engelhardtia roxburghiana, a flavonoid phytochemical with antibacterial activity, may be used to study its pharmacology and the effects of its antiproliferative activities versus a variety of cell types.

Specifications

Synonyms

(2R, 3R)-2-(3, 4-dihydroxyphenyl)-5, 7-dihydroxy-3-(((2S, 3R, 4R, 5R, 6S)-3, 4, 5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)chroman-4-one | Dihydroquercitrin | FOOD YELLOW 8 | Astilbin from Engelhardtia roxburghiana, >=98% | 2-(1H-benzotriazol-1-yl)-1, 1, 3, 3-

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Flavonoid phytochemical found in St. John′s wort and Traditional Chinese Medicine herbal preparations. Immunosuppresive. Antiproliferative.Antioxidant. Anti-inflammatory agent. Increases IL-10 and TGF-β serum levels. Shows central effects. Increases brain

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: CC1C(C(C(C(O1)OC2C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)O)O)O
• IUPAC Name: (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
• InChIKey: ZROGCCBNZBKLEL-MPRHSVQHSA-N
• 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
• Isomeric 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
• Molecular Weight: 450.39
• Reaxy-Rn: 25248269
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25248269&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Flavonoids
      • Subclass Flavonoid glycosides
        • Level5 Flavonoid O-glycosides
          • Level6 Flavonoid-3-O-glycosides

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Flavonoids
• Subclass: Flavonoid glycosides
• Intermediate Tree Nodes: Flavonoid O-glycosides
• Direct Parent: Flavonoid-3-O-glycosides
• Alternative Parents: 3'-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Flavanonols Hexoses Chromones O-glycosyl compounds Catechols Aryl alkyl ketones 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers 1-hydroxy-4-unsubstituted benzenoids Benzene and substituted derivatives Oxanes Vinylogous acids Secondary alcohols Oxacyclic compounds Acetals Polyols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Flavonoid-3-o-glycoside - Hydroxyflavonoid - Flavanonol - Flavanone - 7-hydroxyflavonoid - 5-hydroxyflavonoid - 4'-hydroxyflavonoid - 3'-hydroxyflavonoid - Flavan - Hexose monosaccharide - Chromone - O-glycosyl compound - Glycosyl compound - Benzopyran - 1-benzopyran - Chromane - Aryl alkyl ketone - Aryl ketone - Catechol - 1-hydroxy-4-unsubstituted benzenoid - Phenol - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Benzenoid - Oxane - Monosaccharide - Vinylogous acid - Secondary alcohol - Ketone - Ether - Polyol - Organoheterocyclic compound - Acetal - Oxacycle - Organic oxide - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position.
• External Descriptors: monosaccharide derivative - 3'-hydroxyflavanones - alpha-L-rhamnoside - flavanone glycoside - tetrahydroxyflavanone

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

XDH Tclin Xanthine dehydrogenase (1038 Activities)

Discover Target: XDH

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 450.400 g/mol
• XLogP3: 0.400
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 3
• Exact Mass: 450.116 Da
• Monoisotopic Mass: 450.116 Da
• Topological Polar Surface Area: 186.000 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 676.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 7
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yu Li, Rong Wang, Lian Xue, Yilin Yang, Feng Zhi.  (2020)  Astilbin protects against cerebral ischaemia/reperfusion injury by inhibiting cellular apoptosis and ROS-NLRP3 inflammasome axis activation.  INTERNATIONAL IMMUNOPHARMACOLOGY,      [PMID:32413740] [10.1016/j.intimp.2020.106571]

2. Sisi Ke, Ningrui Wang, Xingyu Chen, Jiangwei Tian, Jiwei Li, Boyang Yu.  (2025)  A Label-Free Colorimetric Aptasensor for Flavokavain B Detection.  SENSORS,  25  (2): (569).  [PMID:39860936] [10.3390/s25020569]