A flavonoid glycoside with diverse biological activities
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Kaempferitrin

Item No. 12093

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,7-bis[(6-deoxy-α-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
CAS Number
482-38-2
Synonyms
  • BRN 0073958
  • Grosvenorine II
  • Kaempferol 3,7-O-α-Dirhamnoside
  • Lespedin
Molecular Formula
C27H30O14
Formula Weight
578.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleEthanol: soluble
SMILES
OC1=C(C(C(O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)=C(C3=CC=C(O)C=C3)O4)=O)C4=CC(O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)=C1
InChi Code
InChI=1S/C27H30O14/c1-9-17(30)20(33)22(35)26(37-9)39-13-7-14(29)16-15(8-13)40-24(11-3-5-12(28)6-4-11)25(19(16)32)41-27-23(36)21(34)18(31)10(2)38-27/h3-10,17-18,20-23,26-31,33-36H,1-2H3/t9-,10-,17-,18-,20+,21+,22+,23+,26-,27-/m0/s1
InChi Key
PUPKKEQDLNREIM-QNSQPKOQSA-N
Origin
Plant/Calendula officinalis
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $63

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    5 mg

    $197

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    Cayman Chemical
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    Product Description

    Kaempferitrin is a flavonoid glycoside that has been found in B. pinnatum and has diverse biological activities.1,2,3 It scavenges DPPH radicals (IC50 = 8.73 µg/ml) and is active against the bacteria S. aureus, P. aeruginosa, and S. typhi, as well as the fungi C. albicans, C. parapsilosis, and C. neoformans (MICs = 16-32 µg/ml).1 Kaempferitrin inhibits LPS-and IFN-γ-induced nitric oxide (NO) production in isolated mouse macrophages (IC50 = 40 μM).2 It decreases blood glucose levels in a rat model of alloxan-induced diabetes when administered at a dose of 100 mg/kg.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tatsimo, S.J.N., Tamokou, J.d.D., Havyarimana, L., et al. Antimicrobial and antioxidant activity of kaempferol rhamnoside derivatives from Bryophyllum pinnatum. BMC Res. Notes 5, 158 (2012).

    2. Fang, S.-H., Rao, Y.K., and Tzeng, Y.-M. Inhibitory effects of flavonol glycosides from Cinnamomum osmophloeum on inflammatory mediators in LPS/IFN-γ-activated murine macrophages. Bioorg. Med. Chem. 13(7), 2381-2388 (2005).

    3. Jorge, A.P., Horst, H., de Sousa, E., et al. Insulinomimetic effects of kaempferitrin on glycaemia and on 14C-glucose uptake in rat soleus muscle. Chem. Biol. Interact. 149(2-3), 89-96 (2004).