A flavonoid with diverse biological activities
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Isomer(s)
352305-O-Demethylnobiletin
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Artemitin

Item No. 40269

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(3,4-dimethoxyphenyl)-5-hydroxy-3,6,7-trimethoxy-4H-1-benzopyran-4-one
CAS Number
479-90-3
Synonyms
  • Artemetin
  • Artemisetin
Molecular Formula
C20H20O8
Formula Weight
388.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: Soluble
SMILES
O=C1C(OC)=C(C2=CC=C(OC)C(OC)=C2)OC3=C1C(O)=C(OC)C(OC)=C3
InChi Code
InChI=1S/C20H20O8/c1-23-11-7-6-10(8-12(11)24-2)18-20(27-5)17(22)15-13(28-18)9-14(25-3)19(26-4)16(15)21/h6-9,21H,1-5H3
InChi Key
RIGYMJVFEJNCKD-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $157

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    10 mg

    $297

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    25 mg

    $625

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    Product Description

    Artemitin is a flavonoid that has been found in A. annua and has diverse biological activities.1,2,3,4,5 It scavenges peroxyl radicals in a cell-free assay in a concentration-dependent manner.1 Artemitin inhibits 5-lipoxygenase (5-LO) with an IC50 value of 54.6 µM.2 It is active against P. falciparum (IC50 = 26 µM).3 Artemitin is cytotoxic to HL-60 leukemia cells (IC50 = 30.98 µM).4 In vivo, artemitin (0.75 mg/kg) decreases mean arterial blood pressure in normotensive rats, as well as reduces angiotensin I-induced, but not angiotensin II-induced, increases in mean arterial blood pressure in rats.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dugas, A.J., Jr., Castañeda-Acosta, J., Bonin, G.C., et al. Evaluation of the total peroxyl radical-scavenging capacity of flavonoids: Structure-activity relationships. J. Nat. Prod. 63(3), 327-331 (2000).

    2. Choudhary, M.I., Azizuddin, Jalil, S., et al. Antiinflammatory and lipoxygenase inhibitory compounds from Vitex agnus-castus. Phytother. Res. 23(9), 1336-1339 (2009).

    3. Liu, K.C., Yang, S.L., Roberts, M.F., et al. Antimalarial activity of Artemisia annua flavonoids from whole plants and cell cultures. Plant Cell Rep. 11(12), 637-640 (1992).

    4. Ko, W.G., Kang, T.H., Lee, S.J., et al. Polymethoxyflavonoids from Vitex rotundifolia inhibit proliferation by inducing apoptosis in human myeloid leukemia cells. Food Chem. Toxicol. 38(10), 861-865 (2000).

    5. de Souza, P., Gasparotto, A., Jr., Crestani, S., et al. Hypotensive mechanism of the extracts and artemetin isolated from Achillea millefolium L. (Asteraceae) in rats. Phytomedicine. 18(10), 819-825 (2011).