alpha-cyperone

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

CAS: 473-08-5 C15 H22 O MW: 218.33954000

Identification

Namealpha-cyperone
IUPAC(4aS,7R)-1,4a-dimethyl-7-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one
CAS Number473-08-5
FDA UNIIZL24SG1C2D
Molecular FormulaC15 H22 O
Molecular Weight218.33954000
MDL NumberMFCD09839027
Nikkaji NumberJ11.889C

Regulatory

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)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
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 alpha-cyperone usage levels up tonot for fragrance use.
Recommendation for alpha-cyperone flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

nut grass

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-iso propenyl-1,4a-dimethyl-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone 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.