EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

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

Supplier Sponsors

Name:(3S,6E,10S)-6,10-dimethyl-3-propan-2-ylcyclodec-6-ene-1,4-dione
CAS Number: 13657-68-6Picture of molecule3D/inchi
FDA UNII: Search
XlogP3-AA:2.70 (est)
Molecular Weight:236.35468000
Formula:C15 H24 O2
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Curdione 98%
BOC Sciences
For experimental / research use only.
Germacr-1(10)-ene-5,8-dione >98%
Odor: characteristic
Use: Curdione may be a candidate for anti-inflammatory and cancer chemopreventive agents. anti-inflammatory
Coompo
For experimental / research use only.
Curdione from Plants ≥98%
Odor: characteristic
Use: Curdione plays an important role in the CYP3A4 inhibitory activity and curdione might inhibit the activity by accelerating the degradation of CYP3A4. curdione might inhibit the activity of CYP3A4 by increasing its degradation. Curdione may be a candidate for anti-inflammatory and cancer chemopreventive agents. Curdione with the inhibitory effect on the production of prostaglandin E2 in lipopolysaccharide (LPS)-stimulated mouse macrophage RAW 264.7 cells in a concentration-dependent manner (IC50 = 1.1 µM).
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD50 414 mg/kg
"Zhongliu Yanjiu" Cancer Review, Yu, R., et al., eds., Shanghai Science/Technology Publisher,Peop. Rep. China, 1994Vol. -, Pg. 178, 1994.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for curdione usage levels up to:
 not for fragrance use.
 
Recommendation for curdione flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6441391
National Institute of Allergy and Infectious Diseases:Data
(3S,6E,10S)-6,10-dimethyl-3-propan-2-ylcyclodec-6-ene-1,4-dione
Chemidplus:0013657686
 
References:
 (3S,6E,10S)-6,10-dimethyl-3-propan-2-ylcyclodec-6-ene-1,4-dione
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):6441391
Pubchem (sid):135122653
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
KEGG (GenomeNet):C17493
HMDB (The Human Metabolome Database):HMDB34714
FooDB:FDB013249
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 turmeric rhizome
Search Trop Picture
 turmeric rhizome oil
Search Trop Picture
 turmeric tuber
Search Trop Picture
 zedoary
Search Trop Picture
 
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-isopropyl-6,10-dimethyl-6-cyclodecene-1,4-dione
(3S,10S)-3-isopropyl-6,10-dimethylcyclodec-6-ene-1,4-dione
(3S,6E,10S)-3-isopropyl-6,10-dimethylcyclodec-6-ene-1,4-dione
 

Articles:

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.
 
Notes:
Constit. of Curcuma zedoaria (zedoary)
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