Toringin (BioDeep_00000230164)

 

Secondary id: BioDeep_00000019470

PANOMIX_OTCML-2023 Cytotoxicity


Metabolite Card


7-Hydroxy-2-phenyl-5-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

Formula: C21H20O9 (416.110727)
Chinese Names: 三叶海棠素
Spectrum Hits: Top Source Chinese Herbal Medicine(otcml) 37.37%

Molecular Structure

SMILES: C(C1Oc(c4)c(C(=O)3)c(cc(O)4)OC(=C3)c(c2)cccc2)(O)C(O)C(O)C(O1)CO
InChI: InChI=1S/C21H20O9/c22-9-16-18(25)19(26)20(27)21(30-16)29-15-7-11(23)6-14-17(15)12(24)8-13(28-14)10-4-2-1-3-5-10/h1-8,16,18-23,25-27H,9H2/t16-,18-,19+,20-,21-/m1/s1

Description

7-Hydroxy-2-phenyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one is a natural product found in Malus doumeri and Capsicum annuum with data available.
Toringin, a bioflavonoid, is isolated from the bark of Docyniopsis tschonoski. Toringin progressively decreases not only the cis-effect of the expanded CTG repeats but cytotoxicity as well. Exposure to isosakuranetin, Toringin rescues PC12 neuronal cells. Flavonoids are efficacious for ameliorating the RNA gain of function caused by expanded CTG repeats, and have various biological activities and beneficial actions against cancers, coronary heart disease, among other pathologies[1].

Synonyms

6 synonym names

7-Hydroxy-2-phenyl-5-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one; 7-Hydroxy-2-phenyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one; 4H-1-Benzopyran-4-one, 5-(beta-D-glucopyranosyloxy)-7-hydroxy-2-phenyl-; 5-(beta-D-Glucopyranosyloxy)-7-hydroxy-2-phenyl-4H-1-benzopyran-4-one; Toringin; 5- (beta-D-Glucopyranosyloxy) -7-hydroxy-2-phenyl-4H-1-benzopyran-4-one



Cross Reference

8 cross reference id

Classification Terms

Related Pathways

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2 organism taxonomy source information

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Literature Reference