A flavonoid glycoside and phytoestrogen with diverse biological activities
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Active Metabolite(s)
35860Tectorigenin
Isomer(s)
29853Homoplantaginin
Technical Support & Resources

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Tectoridin

Item No. 33969

Technical Information
Formal Name
7-(β-D-glucopyranosyloxy)-5-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one
CAS Number
611-40-5
Synonyms
  • Tectorigenin 7-O-β-D-glucopyranoside
Molecular Formula
C22H22O11
Formula Weight
Purity
≥98%
A solid
DMF: slightly solubleDMSO: 1 mg/ml
λmax
268 nm
SMILES
O=C1C2=C(O)C(OC)=C(O[C@@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)O)CO)C=C2OC=C1C4=CC=C(C=C4)O
InChi Code
InChI=1S/C22H22O11/c1-30-21-13(32-22-20(29)19(28)17(26)14(7-23)33-22)6-12-15(18(21)27)16(25)11(8-31-12)9-2-4-10(24)5-3-9/h2-6,8,14,17,19-20,22-24,26-29H,7H2,1H3/t14-,17-,19+,20-,22-/m1/s1
InChi Key
CNOURESJATUGPN-UDEBZQQRSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Tectoridin is a polyketide synthase-derived flavonoid glycoside and phytoestrogen that has been found in B. chinensis and has diverse biological activities.1,2,3,4,5 It scavenges hydroxyl radicals in a cell-free assay (IC50 = 178 µg/ml) and inhibits the formation of thiobarbituric acid reactive substances (TBARS) in egg yolk (IC50 = 86 µg/ml).2 Tectoridin (200 µM) activates thyroid hormone receptor- or estrogen receptor-mediated transcription in GH3 rat pituitary and MCF-7 human breast cancer cells, respectively, in reporter assays.3 It inhibits the production of prostaglandin E2 (PGE2; Item No. 14010) induced by thapsigargin (Item No. 10522) in isolated rat peritoneal macrophages when used at concentrations of 10 and 30 µM.4 Tectoridin (60 mg/kg) inhibits trabecular bone loss in a mouse model of osteoporosis induced by ovariectomy.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Raju, K.S.R., Kadian, N., Taneja, I., et alPhytochemical analysis of isoflavonoids using liquid chromatography coupled with tandem mass spectrometry. Phytochem. Rev. 14(3), 469–498 (2015).

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

    3. Shim, M., Bae, J.-Y., Lee, Y.J., et alTectoridin from Maackia amurensis modulates both estrogen and thyroid receptors. Phytomedicine 21(5), 602-606 (2014).

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

    5. Wang, J., Tang, Y., Lv, X., et alTectoridin inhibits osteoclastogenesis and bone loss in a murine model of ovariectomy-induced osteoporosis. Exp. Gerontol. 140, 111057 (2020).