A flavonoid glycoside with antioxidant and anti-inflammatory activities
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Isomer(s)
33969Tectoridin
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Homoplantaginin

Item No. 29853

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-(β-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one
CAS Number
17680-84-1
Synonyms
  • Hispidulin-7-O-D-glucoside
Molecular Formula
C22H22O11
Formula Weight
462.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 25mg/mLDMSO: 20mg/mL
SMILES
OC1=C(C(C=C(C2=CC=C(O)C=C2)O3)=O)C3=CC(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)=C1OC
InChi Code
InChI=1S/C22H22O11/c1-30-21-14(32-22-20(29)19(28)17(26)15(8-23)33-22)7-13-16(18(21)27)11(25)6-12(31-13)9-2-4-10(24)5-3-9/h2-7,15,17,19-20,22-24,26-29H,8H2,1H3/t15-,17-,19+,20-,22-/m1/s1
InChi Key
GCLAFEGUXXHIFT-IWLDQSELSA-N
Origin
Plant/Salvia plebeia R. Br.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $103

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    10 mg

    $183

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    25 mg

    $402

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    50 mg

    $702

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    Cayman Chemical
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    Product Description

    Homoplantaginin is a flavonoid glycoside that has been found in S. plebeia and has antioxidant and anti-inflammatory activities.1,2,3 It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) radicals with an IC50 value of 0.35 µg/ml in a cell-free assay.2 Homoplantaginin reverses hydrogen peroxide-induced decreases in glutathione (GSH) levels and glutathione peroxidase (GPX) and superoxide dismutase (SOD) activity in HL-7702 cells when used at concentrations ranging from 1 to 100 µg/ml. It reduces protein levels of toll-like receptor 4 (TLR4), MyD88, caspase-1, and IL-1β induced by palmitic acid (Item No. 10006627) in human umbilical vein endothelial cells (HUVECs) when used at concentrations of 1 and 10 µM.3 Homoplantaginin (50 and 100 mg/kg) decreases serum alanine aminotransferase (ALT), aspartate aminotransferase (AST), TNF-α, and IL-1 levels, as well as reduces liver inflammatory cell infiltration and hepatocyte necrosis in a mouse model of immunological liver injury induced by Bacillus Calmette-Guérin (BCG) vaccine and LPS.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Weng, X.C., and Weng, W. Antioxidant activity of compounds isolated from Salvia plebia. Food Chem. 71(4), 489-493 (2000).

    2. Qu, X.-J., Xia, X., Wang, Y.-S., et al. Protective effects of Salvia plebeia compound homoplantaginin on hepatocyte injury. Food Chem. Toxicol. 47(7), 1710-1715 (2009).

    3. He, B., Zhang, B., Wu, F., et al. Homoplantaginin inhibits palmitic acid-induced endothelial cells inflammation by suppressing TLR4 and NLRP3 inflammasome. J. Cardiovasc. Pharmacol. 67(1), 93-101 (2016).