(3S-(3R*,6E,10R*))-6,10-dimethyl-3-(1-methyl ethyl) cyclodecene-1,4-dione

CAS: 13657-68-6 C15 H24 O2 MW: 236.35468000

Identification

Namecurdione
IUPAC(3S,6E,10S)-6,10-dimethyl-3-propan-2-ylcyclodec-6-ene-1,4-dione
CAS Number13657-68-6
FDA UNIISearch
Molecular FormulaC15 H24 O2
Molecular Weight236.35468000

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 347.60 °C. @ 760.00 mm Hg (est)
Flash Point 267.00 °F. TCC ( 130.40 °C. ) (est)
logP (o/w) 3.120 (est)
Soluble in water, 61.25 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral Toxicityintraperitoneal-mouse LD50 414 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for curdione usage levels up tonot for fragrance use.
Recommendation for curdione flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

turmeric rhizome turmeric rhizome oil turmeric tuber zedoary

Synonyms

cyclodecene-1,4-dione, 6,10-dimethyl-3-(1-methylethyl)-, (3S-(3R*,6E,10R*))- 6- cyclodecene-1,4-dione, 6,10-dimethyl-3-(1-methylethyl)-, (3S-(3R*,6E,10R*))- (9CI) 6- cyclodecene-1,4-dione, 6,10-dimethyl-3-(1-methylethyl)-, (3S,10S)- 6- cyclodecene-1,4-dione, 6,10-dimethyl-3-(1-methylethyl)-, (3S,6E,10S)- (3S-(3R*,6E,10R*))-6,10- dimethyl-3-(1-methyl ethyl) cyclodecene-1,4-dione (3S,10S)-6,10- dimethyl-3-(propan-2-yl)cyclodec-6-ene-1,4-dione (3S,6E,10S)-6,10- dimethyl-3-(propan-2-yl)cyclodec-6-ene-1,4-dione (3S,6E,10S)-6,10- dimethyl-3-propan-2-ylcyclodec-6-ene-1,4-dione germacr-1(10)-ene-5,8-dione (3S,10S)-3-iso propyl-6,10-dimethyl-6-cyclodecene-1,4-dione (3S,10S)-3-iso propyl-6,10-dimethylcyclodec-6-ene-1,4-dione (3S,6E,10S)-3-iso propyl-6,10-dimethylcyclodec-6-ene-1,4-dione PubMed: Analysis and pharmacokinetic study of curdione in Rhizoma Curcumae by UPLC/QTOF/MS. PubMed: A validated LC-MS/MS assay for the quantitative determination of curdione in rabbit plasma and its application to a pharmacokinetic study after administration of zedoary turmeric oil and bioavailability of the oil. PubMed: Pharmacokinetics and liver distribution study of unbound curdione and curcumol in rats by microdialysis coupled with rapid resolution liquid chromatography (RRLC) and tandem mass spectrometry. PubMed: An insight into the curdione biotransformation pathway by Aspergillus niger. PubMed: Impact of fixed-dose combination of germacrone, curdione, and furanodiene on breast cancer cell proliferation. PubMed: Curcumin-free turmeric exhibits anti-inflammatory and anticancer activities: Identification of novel components of turmeric. PubMed: Zedoary oil (Ezhu You) inhibits proliferation of AGS cells. PubMed: In Vitro Morphological Assessment of Apoptosis Induced by Antiproliferative Constituents from the Rhizomes of Curcuma zedoaria. PubMed: Chemical composition and antimicrobial activity of three essential oils from Curcuma wenyujin. PubMed: Simultaneous determination of multiple sesquiterpenes in Curcuma wenyujin herbal medicines and related products with one single reference standard. PubMed: Identification of insecticidal constituents of the essential oil of Curcuma wenyujin rhizomes active against Liposcelis bostrychophila Badonnel. PubMed: Metabolite profiling of Curcuma species grown in different regions using 1H NMR spectroscopy and multivariate analysis. PubMed: Analysis of volatile components in Curcuma rhizome by microemulsion electrokinetic chromatography. PubMed: Inhibition of platelet aggregation by curdione from Curcuma wenyujin essential Oil. PubMed: Determination of curdione in rabbit plasma by liquid chromatography mass spectrometry. PubMed: Curdione Plays an Important Role in the Inhibitory Effect of Curcuma aromatica on CYP3A4 in Caco-2 Cells. PubMed: Metabolomics study on quality control and discrimination of three curcuma species based on gas chromatograph-mass spectrometry. PubMed: [Comparison of content of curdione, curcumol, germacrone and beta-elemene in different varieties of vinegar backed Rhizoma Curcuma]. PubMed: [HPLC determination of six components in zedoary turmeric oil and its related injections]. PubMed: Preparative isolation and purification of six volatile compounds from essential oil of Curcuma wenyujin using high-performance centrifugal partition chromatography. PubMed: [Comparisons of volatile components in different parts of three species of Rhizoma Curcumae]. PubMed: Qualitative and quantitative analysis of four species of Curcuma rhizomes using twice development thin layer chromatography. PubMed: Sesquiterpenes from Curcuma comosa. PubMed: Morphological, genetic, and chemical polymorphism of Curcuma kwangsiensis. PubMed: [Sesquiterpenes from stems and leaves of Curcuma wenyujin]. PubMed: A new eudesmane sesquiterpene lactone from Curcuma wenyujin. PubMed: Inhibition of inducible prostaglandin E2 production and cyclooxygenase-2 expression by curdione from Curcuma zedoaria. PubMed: Essential oil constituents from Japanese and Indian Curcuma aromatica rhizomes. PubMed: Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells. PubMed: Structural determination of three new germacrane-type sesquiterpene alcohols from curdione by microbial transformation. PubMed: Simultaneous determination of 11 characteristic components in three species of Curcuma rhizomes using pressurized liquid extraction and high-performance liquid chromatography. PubMed: Optimization of GC-MS conditions based on resolution and stability of analytes for simultaneous determination of nine sesquiterpenoids in three species of Curcuma rhizomes. PubMed: Fast determination of curcumol, curdione and germacrone in three species of Curcuma rhizomes by microwave-assisted extraction followed by headspace solid-phase microextraction and gas chromatography-mass spectrometry. PubMed: [The fingerprint of Ezhu by GC-MS]. PubMed: Molecular genetic and chemical assessment of Rhizoma Curcumae in China. PubMed: Identification and quantitation of eleven sesquiterpenes in three species of Curcuma rhizomes by pressurized liquid extraction and gas chromatography-mass spectrometry. PubMed: Preparative isolation and purification of germacrone and curdione from the essential oil of the rhizomes of Curcuma wenyujin by high-speed counter-current chromatography. PubMed: [Absorption of zedoary oil in rat intestine using in situ single pass perfusion model]. PubMed: Zedoariae rhizoma and curcumin inhibits platelet-derived growth factor-induced proliferation of human hepatic myofibroblasts. PubMed: Antimicrobial activity and cytotoxicity of the essential oil of Curcuma zedoaria. PubMed: [Studies on chemical constituents of Curcuma aromatica salisb]. PubMed: Medicinal foodstuffs. XXIX. Potent protective effects of sesquiterpenes and curcumin from Zedoariae Rhizoma on liver injury induced by D-galactosamine/lipopolysaccharide or tumor necrosis factor-alpha. PubMed: Inhibitory effect and action mechanism of sesquiterpenes from Zedoariae Rhizoma on D-galactosamine/lipopolysaccharide-induced liver injury. PubMed: [Isolation and structure determination of furan sesquiterpene from Chinese traditional herb ezhu (rhizome of Curcuma zedoaria Rosc.)]. PubMed: Structure of curdione. PubMed: Structure of curdione.