alpha-cyperone
(4aS,7R)-7-isopropenyl-1,4a-dimethyl-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone
Identification
| Name | alpha-cyperone |
| IUPAC | (4aS,7R)-1,4a-dimethyl-7-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one |
| CAS Number | 473-08-5 |
| FDA UNII | ZL24SG1C2D |
| Molecular Formula | C15 H22 O |
| Molecular Weight | 218.33954000 |
| MDL Number | MFCD09839027 |
| Nikkaji Number | J11.889C |
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 Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| 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. |
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Potential Uses
Natural Occurrence
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.