chrysophanol 8-o-beta-D-glucopyranoside

Synonyms: "chrysophanol 8-o-glucoside", "pulmatin", "chrysophanol 8-glucoside"

Source: chrysophanol 8-o-beta-D-glucopyranoside is an anthraquinone derivative isolated from rhubarb . Rhubarb is a widely used traditional medicine and has been reported to elicit a number of biological effects including anti-inflammatory and antiplatelet effects.

Identifiers:

IUPAC Name: 1-hydroxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracene-9,10-dione
CAS Number: 13241-28-6
PubChem ID: 442731
InChiKey: WMMOMSNMMDMSRB-JNHRPPPUSA-N
Canonical SMILES: CC1=CC(=C2C(=C1)C(=O)C3=C(C2=O)C(=CC=C3)OC4C(C(C(C(O4)CO)O)O)O)O

Structural Properties:

Molecular Formula: C₂₁H₂₀O₉
Molecular Weight: 416.378

Pharmacophore Features:

Number of bond donors: 5
Number of bond acceptors: 9
Number of atoms different from hydrogen: 30

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3D structure (.sdf)
3D structure (.mol2)
3D structure (.pdb)
3D structure (.pdbqt)

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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors

Matsuda H, Shimoda H, Morikawa T, Yoshikawa M. 2001. Phytoestrogens from the roots of Polygonum cuspidatum (Polygonaceae): structure-requirement of hydroxyanthraquinones for estrogenic activity. Bioorganic & Medicinal Chemistry Letters 11(14):1839-1842.