LKT Labs

Biochemicals for Life Science Research

Auraptene

Product ID A8070
Cas No. 495-02-3
Purity ≥98%
Product Unit SizeCostQuantityStock
25 mg $92.50 In stock
100 mg $305.70 In stock
500 mg $972.40 In stock
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Description

Auraptene is a monoterpene coumarin originally found in Citrus species. Auraptene exhibits anti-inflammatory, neuroprotective, anti-parasitic, antihypertensive, anti-diabetic, and chemopreventive activities. Auraptene inhibits growth of species of Leishmania, decreases mean arterial pressure, binds estrogen receptors, inhibits ACAT, and induces phase II metabolizing enzymes. Auraptene also inhibits LPS-induced COX-2 expression, loss of body weight, activation of microglia and astrocytes, and brain inflammation in animal models of cerebral ischemia. Additionally, auraptene activates PPARα, improving high fat diet-induced hyperglycemia and alterations in glucose tolerance. This compound also decreases expression of cyclin D1 and delays tumor formation in animal models of mammary carcinogenesis.

Product Info

Cas No.

495-02-3
Purity

≥98%
Formula

C19H22O3
Formula Wt.

298.38
IUPAC Name

7-[(2E)-3,7-dimethylocta-2,6-dienoxy]chromen-2-one
Synonym

7-Geranyloxycoumarin, Aurapten

Solubility

Soluble in methanol, ethanol, DMSO (50mM), and ethyl acetate. Insoluble in water.
Appearance

White to off white powder

Shipping and Storage

Store Temp

-20°C
Ship Temp

Ambient

Downloads

MSDS

A8070 MSDS PDF
Info Sheet

A8070 Info Sheet PDF

References

Okuyama S, Yamamoto K, Mori H, et al. Auraptene in the Peels of Citrus kawachiensis (Kawachi Bankan) Ameliorates Lipopolysaccharide-Induced Inflammation in the Mouse Brain. Evid Based Complement Alternat Med. 2014;2014:408503. PMID: 24955102.

Imenshahidi M, Eghbal M, Sahebkar A, et al. Hypotensive activity of auraptene, a monoterpene coumarin from Citrus spp. Pharm Biol. 2013 May;51(5):545-9. PMID: 23368941.

Okuyama S, Minami S, Shimada N, et al. Anti-inflammatory and neuroprotective effects of auraptene, a citrus coumarin, following cerebral global ischemia in mice. Eur J Pharmacol. 2013 Jan 15;699(1-3):118-23. PMID: 23219792.

Krishnan P, Kleiner-Hancock H. Effects of Auraptene on IGF-1 Stimulated Cell Cycle Progression in the Human Breast Cancer Cell Line, MCF-7. Int J Breast Cancer. 2012;2012:502092. PMID: 23320178.

Takahashi N, Senda M, Lin S, et al. Auraptene regulates gene expression involved in lipid metabolism through PPARα activation in diabetic obese mice. Mol Nutr Food Res. 2011 Dec;55(12):1791-7. PMID: 22038981.

de Medina P, Genovese S, Paillasse MR, et al. Auraptene is an inhibitor of cholesterol esterification and a modulator of estrogen receptors. Mol Pharmacol. 2010 Nov;78(5):827-36. PMID: 20702762.

Napolitano HB, Silva M, Ellena J, et al. Aurapten, a coumarin with growth inhibition against Leishmania major promastigotes. Braz J Med Biol Res. 2004 Dec;37(12):1847-52. PMID: 15558191.

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