A flavonoid with antioxidant and antidiabetic activities
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Kaempferol 3-neohesperidoside

Item No. 34533

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
CAS Number
32602-81-6
Synonyms
  • Kaempferol 3-O-β-neohesperidoside
Molecular Formula
C27H30O15
Formula Weight
594.5
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 1 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
267, 350 nm
SMILES
O=C(C(O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)=C(C3=CC=C(C=C3)O)OC4=CC(O)=C5)C4=C5O
InChi Code
InChI=1S/C27H30O15/c1-9-17(32)20(35)22(37)26(38-9)42-25-21(36)18(33)15(8-28)40-27(25)41-24-19(34)16-13(31)6-12(30)7-14(16)39-23(24)10-2-4-11(29)5-3-10/h2-7,9,15,17-18,20-22,25-33,35-37H,8H2,1H3/t9-,15+,17-,18+,20+,21-,22+,25+,26-,27-/m0/s1
InChi Key
OHOBPOYHROOXEI-JWMUNMLDSA-N
Origin
Plant/Thesium chinense Turcz
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $121

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    5 mg

    $448

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    10 mg

    $833

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Kaempferol 3-neohesperidoside is a flavonoid that has been found in D. calycinum and has antioxidant and antidiabetic activities.1,2,3,4 It scavenges DPPH (Item No. 14805) radicals in a cell-free assay (IC50 = 79.6 µg/ml).1 Kaempferol 3-neohesperidoside (1 and 100 nM) increases glucose uptake in isolated rat soleus muscle.2 It also increases glycogen synthesis in isolated rat soleus muscle, an effect that can be blocked by the PI3K inhibitor wortmannin (Item No. 10010591) and the MEK inhibitor PD 98059 (Item No. 10006726), when used at a concentration of 1 µM.3 Kaempferol 3-neohesperidoside (100 mg/kg) reduces serum glucose levels in a rat model of diabetes induced by alloxan (Item No. 9002196).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gamez, E.J.C., Luyengi, L., Lee, S.K., et al. Antioxidant flavonoid glycosides from Daphniphyllum calycinum. J. Nat. Prod. 61(5), 706-708 (1998).

    2. Zanatta, L., Rosso, Â., Folador, P., et al. Insulinomimetic effect of kaempferol 3-neohesperidoside on the rat soleus muscle. J. Nat. Prod. 71(4), 532-535 (2008).

    3. Cazarolli, L.H., Folador, P., Pizzolatti, M.G., et al. Signaling pathways of kaempferol-3-neohesperidoside in glycogen synthesis in rat soleus muscle. Biochimie 91(7), 843-849 (2009).

    4. Cazarolli, L.H., Zanatta, L., Jorge, A.P., et al. Follow-up studies on glycosylated flavonoids and their complexes with vanadium: Their anti-hyperglycemic potential role in diabetes. Chem. Biol. Interact. 163(3), 177-191 (2006).