A flavonol glycoside with diverse biological activities
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Kaempferol 7-O-glucoside

Item No. 34347

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-(β-D-glucopyranosyloxy)-3,5-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
CAS Number
16290-07-6
Synonyms
  • Kaempferol 7-O-β-d-glucoside
Molecular Formula
C21H20O11
Formula Weight
448.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
λmax
229, 256, 268, 368 nm
SMILES
O=C1C2=C(O)C=C(O[C@@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)O)CO)C=C2OC(C4=CC=C(C=C4)O)=C1O
InChi Code
InChI=1S/C21H20O11/c22-7-13-15(25)17(27)19(29)21(32-13)30-10-5-11(24)14-12(6-10)31-20(18(28)16(14)26)8-1-3-9(23)4-2-8/h1-6,13,15,17,19,21-25,27-29H,7H2/t13-,15-,17+,19-,21-/m1/s1
InChi Key
YPWHZCPMOQGCDQ-HMGRVEAOSA-N
Origin
Plant/Ginkgo biloba
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $252

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    $1,061

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    Product Description

    Kaempferol 7-O-glucoside is a flavonol glycoside that has been found in C. tricuspidata and A. pilosa and has diverse biological activities.1,2,3,4 It scavenges DPPH (Item No. 14805) radicals (IC50 = 51.09 μM) and inhibits acetylcholinesterase (AChE) activity (IC50 = 63.94 μM) in cell-free assays.1,2 Kaempferol 7-O-glucoside inhibits LPS-induced IL-1β, IL-6, and TNF-α production in mouse RAW 264.7 macrophages in a concentration-dependent manner.3 It also inhibits the proliferation of human HeLa cervical, K562 leukemia, and A431 epidermoid carcinoma cells (EC50s = 3.9, 3.9, and 14.8 μg/ml, respectively).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wang, J., Fang, X., Ge, L., et al. Antitumor, antioxidant and anti-inflammatory activities of kaempferol and its corresponding glycosides and the enzymatic preparation of kaempferol. PLoS One 13(5), e0197563 (2018).

    2. Nguyen, D.H., Seo, U.M., Zhao, B.T., et al. Ellagitannin and flavonoid constituents from Agrimonia pilosa ledeb. with their protein tyrosine phosphatase and acetylcholinesterase inhibitory activities. Bioorg. Chem. 72, 293-300 (2017).

    3. Lee, S.-B., Shin, J.-S., Han, H.-S., et al. Kaempferol 7-O-β-D-glucoside isolated from the leaves of Cudrania tricuspidata inhibits LPS-induced expression of pro-inflammatory mediators through inactivation of NF-κB, AP-1, and JAK-STAT in RAW 264.7 macrophages. Chem. Biol. Interact. 284, 101-111 (2018).

    4. Xu, W., Liu, J., Li, C., et al. Kaempferol-7-O-β-D-glucoside (KG) isolated from Smilax china L. rhizome induces G2/M phase arrest and apoptosis on HeLa cells in a p53-independent manner. Cancer Lett. 264(2), 229-240 (2008).