18472-36-1
Chemical Structure
Δ5-Avenasterol
- CAS. Nr.: 18472-36-1
- Formula:C29H48O
- Molecular Weight:412.69
IUPAC Name: (3S,8S,9S,10R,13R,14S,17R)-17-((R,Z)-5-isopropylhept-5-en-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
InChIKey: OSELKOCHBMDKEJ-WGMIZEQOSA-N
SMILES: C/C=C(C(C)C)/CC[C@@H](C)[C@H]1CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C
Biological Activity: Δ5-Avenasterol is an antioxidant that targets cyclooxygenase-2 (COX-2) and exists in tomato seed oil, oat grain oil, and wheat germ oil. Δ5-Avenasterol binds to the active site of COX-2, thereby blocking the conversion of arachidonic acid to inflammatory prostaglandins. Δ5-Avenasterol exerts antioxidant activity via the ethylene group at positions 24 and 28 of its side chain[1][2].
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Δ5-Avenasterol | 98.01% | Δ5-Avenasterol is an antioxidant that targets cyclooxygenase-2 (COX-2) and exists in tomato seed oil, oat grain oil, and wheat germ oil. Δ5-Avenasterol binds to the active site of COX-2, thereby blocking the conversion of arachidonic acid to inflammatory prostaglandins. Δ5-Avenasterol exerts antioxidant activity via the ethylene group at positions 24 and 28 of its side chain. | ||||||||||||||||||||
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References
- [1]. Afroz M, et al. A systematic review on antioxidant and antiinflammatory activity of Sesame (Sesamum indicum L.) oil and further confirmation of antiinflammatory activity by chemical profiling and molecular docking. Phytother Res. 2019;33(10):2585-2608. [Content Brief]
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[2]. Małecka M. Antioxidant properties of the unsaponifiable matter isolated from tomato seeds, oat grains and wheat germ oil. Food Chemistry. 2002 Nov 1;79(3):327-30.
