38230-32-9

38230-32-9 structure

Name: dehydrocurdione
Chemical Name: (6Z,10S)-3-Isopropylidene-6,10-dimethyl-6-cyclodecene-1,4-dione
CAS Number: 38230-32-9
Molecular Formula: C₁₅H₂₂O₂
Molecular Weight: 234.33400
Catalog: Signaling Pathways NF-κB Keap1-Nrf2
Create Date: 2018-06-24 12:55:10
Modify Date: 2024-01-14 13:22:06
Dehydrocurdione, a zedoary-derived sesquiterpene, induces heme oxygenase (HO)-1, an antioxidative enzyme, in RAW 264.7 macrophages. Dehydrocurdione interacts with Keap1, resulting in Nrf2 translocation followed by activation of the HO-1 E2 enhancer. Dehydrocurdione suppresses lipopolysaccharide-induced NO release, a marker of inflammation. Anti-inflammatory activity[1][2].

Name	(6Z,10S)-3-Isopropylidene-6,10-dimethyl-6-cyclodecene-1,4-dione
Synonyms	MFCD03792779

Description	Dehydrocurdione, a zedoary-derived sesquiterpene, induces heme oxygenase (HO)-1, an antioxidative enzyme, in RAW 264.7 macrophages. Dehydrocurdione interacts with Keap1, resulting in Nrf2 translocation followed by activation of the HO-1 E2 enhancer. Dehydrocurdione suppresses lipopolysaccharide-induced NO release, a marker of inflammation. Anti-inflammatory activity[1][2].
Related Catalog	Signaling Pathways >> NF-κB >> Keap1-Nrf2 Research Areas >> Inflammation/Immunology
In Vitro	Dehydrocurdione (RAW 264.7 cells) concentration-dependently increases the HO-1 mRNA level for 3 hr and the protein level for 6 hr, and both effects reached significance at a concentration of 100 μM[1]. Dehydrocurdione interacts with Keap, resulting in Nrf2 translocation followed by activation ofthe HO-1 E2 enhancer[1]. Western Blot Analysis[1] Cell Line: RAW 264.7 cells Concentration: 100 μM Incubation Time: 24 hours Result: Transiently increased the HO-1 protein level, and its effect peaked at 3-6 hr.
In Vivo	Dehydrocurdione (P.o ;120 mg/kg, daily for 12 days) significantly reduces chronic adjuvant arthritis[2]. Dehydrocurdione (200 mg/kg; p.o.; Sprague-Dawley rats) dose-dependently inhibits carrageenan-induced paw edema[2]. Animal Model: Wistar rats[2] Dosage: 120 mg/kg Administration: P.o ; daily for 12 days Result: Significantly reduces chronic adjuvant arthritis.
References	[1]. Ohnishi M, et al. Curcuma sp.-derived dehydrocurdione induces heme oxygenase-1 through a Michael reaction between its α, β-unsaturated carbonyl and Keap1. Phytother Res. 2018;32(5):892-897. [2]. Yoshioka T, et al. Antiinflammatory potency of dehydrocurdione, a zedoary-derived sesquiterpene. Inflamm Res. 1998;47(12):476-481.

Density	0.962g/cm3
Boiling Point	362.9ºC at 760 mmHg
Molecular Formula	C₁₅H₂₂O₂
Molecular Weight	234.33400
Flash Point	136.2ºC
Exact Mass	234.16200
PSA	34.14000
LogP	3.61740
Index of Refraction	1.477

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