An isoflavonoid with diverse biological activities and active metabolite of tectoridin
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Tectorigenin

Item No. 35860

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5,7-dihydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one
CAS Number
548-77-6
Synonyms
  • Tectorigenine
Molecular Formula
C16H12O6
Formula Weight
300.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Soluble
SMILES
O=C1C(C2=CC=C(O)C=C2)=COC3=CC(O)=C(C(O)=C13)OC
InChi Code
InChI=1S/C16H12O6/c1-21-16-11(18)6-12-13(15(16)20)14(19)10(7-22-12)8-2-4-9(17)5-3-8/h2-7,17-18,20H,1H3
InChi Key
OBBCRPUNCUPUOS-UHFFFAOYSA-N
Origin
Plant/Belamcanda chinensis
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    5 mg

    $109

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    10 mg

    $207

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    50 mg

    $981

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    Product Description

    Tectorigenin is an isoflavonoid that has been found in B. chinensis and has diverse biological activities and is an active metabolite of the flavonoid glycoside and phytoestrogen tectoridin (Item No. 33969).1,2,3,4,5 It is formed from tectoridin by gut microbiota.1 Tectorigenin scavenges hydroxyl and superoxide radicals in cell-free assays (IC50s = 87 and 46.62 µg/ml, respectively) and inhibits the formation of thiobarbituric acid reactive substances (TBARS) in egg yolk (IC50 = 23 µg/ml).2 It inhibits the production of prostaglandin E2 (PGE2; Item No. 14010) induced by the PKC activator 12-O-tetradecanoylphorbol 13-acetate (TPA; Item No. 10008014) or the sarcoplasmic/endoplasmic reticulum Ca2+-ATPase (SERCA) and endoplasmic reticulum (ER) stress inducer thapsigargin (Item No. 10522) in isolated rat peritoneal macrophages when used at concentrations of 3, 10, or 30 µM.3 Tectorigenin (10 µg/ml) reduces cell death induced by hydrogen peroxide (H2O2) and increases catalase levels and activity in V79-4 Chinese hamster lung fibroblasts.4 In vivo, tectorigenin (100 mg/kg per day) prevents increases in hepatic levels of malondialdehyde (MDA) and blood levels of alanine transaminase (ALT) and aspartate aminotransferase (AST) and decreases in hepatic superoxide dismutase (SOD), catalase, and glutathione peroxidase (GPX) activities in a rat model of liver injury induced by carbon tetrachloride (CCl4).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chen, Y., Song, W., Peng, Z.H., et al. Identification of metabolites of tectoridin in-vivo and in-vitro by liquid chromatography-tandem mass spectrometry. J. Pharm. Pharmacol. 60(6), 709-716 (2008).

    2. Han, T., Cheng, G., Liu, Y., et al. In vitro evaluation of tectoridin, tectorigenin and tectorigenin sodium sulfonate on antioxidant properties. Food Chem. Toxicol. 50(2), 409-414 (2012).

    3. Kim, Y.P., Yamada, M., Lim, S.S., et al. Inhibition by tectorigenin and tectoridin of prostaglandin E2 production and cyclooxygenase-2 induction in rat peritoneal macrophages. Biochim. Biophys. Acta 1438(3), 399-407 (1999).

    4. Zhang, R., Piao, M.J., Oh, M.C., et al. Protective effect of an isoflavone, tectorigenin, against oxidative stress-induced cell death via catalase activation. J. Cancer Prev. 21(4), 257-263 (2016).

    5. Jung, S.H., Lee, Y.S., Lim, S.S., et al. Antioxidant activities of isoflavones from the rhizomes of Belamcanda chinensis on carbon tetrachloride-induced hepatic injury in rats. Arch. Pharm. Res. 27(2), 184-188 (2004).