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

alpha-cyperone
(4aS,7R)-7-isopropenyl-1,4a-dimethyl-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone

Supplier Sponsors

Name:(4aS,7R)-1,4a-dimethyl-7-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one
CAS Number: 473-08-5Picture of molecule3D/inchi
FDA UNII: ZL24SG1C2D
Nikkaji Web:J11.889C
MDL:MFCD09839027
XlogP3-AA:3.80 (est)
Molecular Weight:218.33954000
Formula:C15 H22 O
BioActivity Summary:listing
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
Google Scholar: with word "flavor"Search
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: 320.40 °C. @ 760.00 mm Hg (est)
Flash Point: 289.00 °F. TCC ( 142.80 °C. ) (est)
logP (o/w): 4.220 (est)
Soluble in:
 water, 1.84 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.
a-Cyperone 98%
BOC Sciences
For experimental / research use only.
alpha-Cyperone >98%
Odor: characteristic
Use: a-Cyperone, that is isolated from the rhizomes of Cyperus rotundus L, significantly inhibited PGE2 production by suppressing the LPS-induced expression of inducible COX-2 at both the mRNA and the protein levels. In contrast, a-cyperone had little effect
Carbosynth
For experimental / research use only.
alpha-Cyperone
Coompo
For experimental / research use only.
alpha-Cyperone from Plants ≥98%
Odor: characteristic
Use: a-Cyperone significantly inhibited PGE2 production by suppressing the LPS-induced expression of inducible COX-2 at both the mRNA and the protein levels. In contrast, a-cyperone had little effect on NO production and iNOS expression. Additionally, a-cyperone downregulated the production and mRNA expression of the inflammatory cytokine IL-6. Moreover, treatment with a-cyperone suppressed the transcriptional activity of NF?B and the nuclear translocation of the p65 NF?B subunit in LPS-induced RAW 264.7 cells.
 
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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for alpha-cyperone usage levels up to:
 not for fragrance use.
 
Recommendation for alpha-cyperone 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 :6452086
National Institute of Allergy and Infectious Diseases:Data
(4aS,7R)-1,4a-dimethyl-7-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one
Chemidplus:0000473085
 
References:
 (4aS,7R)-1,4a-dimethyl-7-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):6452086
Pubchem (sid):135251766
Pherobase:View
 
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
CHEMBL:View
KEGG (GenomeNet):C17090
HMDB (The Human Metabolome Database):HMDB37061
FooDB:FDB016044
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
 nut grass
Search Trop Picture
 
Synonyms:
a-cyperone
(4aS,7R)-1,4a-dimethyl-7-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one
(4aS,7R)-1,4a-dimethyl-7-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one
 eudesma-4,11-dien-3-one
(4aS-cis)-4,4a,5,6,7,8-hexahydro-1,4a-dimethyl-7-(1-methyl ethenyl)-2(3H)-naphthalenone
(4aS-cis)-4,4a,5,6,7,8-hexahydro-1,4a-dimethyl-7-(1-methylethenyl)-2(3H)-naphthalenone
2(3H)-naphthalenone, 4,4a,5,6,7,8-hexahydro-1,4a-dimethyl-7-(1-methylethenyl)-, (4aS-cis)-
2(3H)-naphthalenone, 4,4a,5,6,7,8-hexahydro-1,4a-dimethyl-7-(1-methylethenyl)-, (4aS,7R)-
(4aS,7R)-7-isopropenyl-1,4a-dimethyl-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone
 

Articles:

PubMed:[Network pharmacology study on major active compounds of siwu decoction analogous formulae for treating primary dysmenorrhea of gynecology blood stasis syndrome].
PubMed:Inhibitory effects of α-cyperone on adherence and invasion of avian pathogenic Escherichia coli O78 to chicken type II pneumocytes.
PubMed:[Non-taxoid chemical constituents from needles of Taxus cuspidata].
PubMed:Simultaneous determination of bioactive components in essential oil of Xiang-Fu-Si-Wu Formula in Beagle dog plasma by UPLC-MS/MS and its application to pharmacokinetics.
PubMed:α-Cyperone, isolated from the rhizomes of Cyperus rotundus, inhibits LPS-induced COX-2 expression and PGE2 production through the negative regulation of NFκB signalling in RAW 264.7 cells.
PubMed:Xiang-Qi-Tang and its active components exhibit anti-inflammatory and anticoagulant properties by inhibiting MAPK and NF-κB signaling pathways in LPS-treated rat cardiac microvascular endothelial cells.
PubMed:The composition and antimicrobial activities of Cyperus conglomeratus, Desmos chinensis var. lawii and Cyathocalyx zeylanicus essential oils.
PubMed:α-cyperone alleviates lung cell injury caused by Staphylococcus aureus via attenuation of α-hemolysin expression.
PubMed:Ozonation as an advanced oxidant in treatment of bamboo industry wastewater.
PubMed:[GC-MS analysis and analgesic activity of essential oil from fresh rhizoma of Cyperus rotundus].
PubMed:[Terpenoids of Heteroplexis micocephala and their bioactivities].
PubMed:Chemical composition of the essential oils of Cyperus rotundus L. from South Africa.
PubMed:Comparative study of Cyperus rotundus essential oil by a modified GC/MS analysis method. Evaluation of its antioxidant, cytotoxic, and apoptotic effects.
PubMed:Optimization and comparison of three methods for extraction of volatile compounds from Cyperus rotundus evaluated by gas chromatography-mass spectrometry.
PubMed:[Study on the chemical substrates of SFE extract from Rhizoma Cyperi].
PubMed:[Determination of alpha-cyperone in Rhizoma Cyperi oil by HPLC].
PubMed:Relative and Absolute Configuration of Allohedycaryol. Enantiospecific Total Synthesis of Its Enantiomer.
PubMed:Antimalarial compounds containing an alpha,beta-unsaturated carbonyl moiety from Tanzanian medicinal plants.
PubMed:Chemical constituents and inhibitory activities of essential oils fromCyperus brevifolius andC. kyllingia.
PubMed:[Terpenoids of Heteroplexis micocephala and their bioactivities].
PubMed:Chemical constituents and inhibitory activities of essential oils fromCyperus brevifolius andC. kyllingia.
 
Notes:
Constit. of Cyperus rotundus (nutgrass)
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