CAS 38230-32-9|dehydrocurdione

Introduction:Basic information about CAS 38230-32-9|dehydrocurdione, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Namedehydrocurdione
CAS Number38230-32-9Molecular Weight234.33400
Density0.962g/cm3Boiling Point362.9ºC at 760 mmHg
Molecular FormulaC15H22O2Melting Point/
MSDS/Flash Point136.2ºC

Names

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

dehydrocurdione BiologicalActivity

DescriptionDehydrocurdione, 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 CatalogSignaling Pathways >>NF-κB >>Keap1-Nrf2Research Areas >>Inflammation/Immunology
In VitroDehydrocurdione (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 VivoDehydrocurdione (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.

Chemical & Physical Properties

Density0.962g/cm3
Boiling Point362.9ºC at 760 mmHg
Molecular FormulaC15H22O2
Molecular Weight234.33400
Flash Point136.2ºC
Exact Mass234.16200
PSA34.14000
LogP3.61740
Index of Refraction1.477
InChIKeyZYPUZCWWTYIGFV-DSDFTUOUSA-N
SMILESCC1=CCCC(C)C(=O)CC(=C(C)C)C(=O)C1

Synonyms

MFCD03792779
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