Molecular structure of (−)-Caryophyllene oxide, CAS Number: 1139-30-6
(−)-Caryophyllene oxide (CAS 1139-30-6)
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Alternate Names:
(−)-Epoxycaryophyllene
Application:
(−)-Caryophyllene oxide is a carefully purified sesquiterpene
CAS Number:
1139-30-6
Purity:
≥99%
Molecular Weight:
220.35
Molecular Formula:
C15H24O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
(−)-Caryophyllene oxide is an oxygenated terpenoid, studied for its role as a sesquiterpene in the essential oil of various plants. In agricultural research, it is examined for its potential as a bioactive compound that may naturally deter pests and pathogens, hence contributing to the development of organic pesticides. Its distinctive structure prompts interest in the field of organic chemistry, particularly in synthetic routes involving the epoxidation of sesquiterpenes. In environmental science, (−)-caryophyllene oxide serves as a model compound for tracing the presence and transformation of terpenoids in atmospheric chemistry, which is relevant to understanding biogenic volatile organic compounds (VOCs) and their impact on air quality.
(−)-Caryophyllene oxide (CAS 1139-30-6) References
- Taming THC: potential cannabis synergy and phytocannabinoid-terpenoid entourage effects. | Russo, EB. 2011. Br J Pharmacol. 163: 1344-64. PMID: 21749363
- Genotoxicity assessment of β-caryophyllene oxide. | Di Sotto, A., et al. 2013. Regul Toxicol Pharmacol. 66: 264-8. PMID: 23659888
- Beta caryophyllene and caryophyllene oxide, isolated from Aegle marmelos, as the potent anti-inflammatory agents against lymphoma and neuroblastoma cells. | Sain, S., et al. 2014. Antiinflamm Antiallergy Agents Med Chem. 13: 45-55. PMID: 24484210
- β-caryophyllene and β-caryophyllene oxide-natural compounds of anticancer and analgesic properties. | Fidyt, K., et al. 2016. Cancer Med. 5: 3007-3017. PMID: 27696789
- Excito-repellent activity of β-caryophyllene oxide against Aedes aegypti and Anopheles minimus. | Nararak, J., et al. 2019. Acta Trop. 197: 105030. PMID: 31121148
- Excito-repellency and biological safety of β-caryophyllene oxide against Aedes albopictus and Anopheles dirus (Diptera: Culicidae). | Nararak, J., et al. 2020. Acta Trop. 210: 105556. PMID: 32485168
- Myrtenal and β-caryophyllene oxide screened from Liquidambaris Fructus suppress NLRP3 inflammasome components in rheumatoid arthritis. | Li, WX., et al. 2021. BMC Complement Med Ther. 21: 242. PMID: 34583676
- Caryophyllene Oxide, the Active Compound Isolated from Leaves of Hymenaea courbaril L. (Fabaceae) with Antiproliferative and Apoptotic Effects on PC-3 Androgen-Independent Prostate Cancer Cell Line. | Delgado, C., et al. 2021. Molecules. 26: PMID: 34684723
- Antinociceptive, anti-inflammatory, and cytotoxic properties of Origanum vulgare essential oil, rich with β-caryophyllene and β-caryophyllene oxide. | Moghrovyan, A., et al. 2022. Korean J Pain. 35: 140-151. PMID: 35354677
- Caryophyllene Oxide Induces Ferritinophagy by Regulating the NCOA4/FTH1/LC3 Pathway in Hepatocellular Carcinoma. | Xiu, Z., et al. 2022. Front Pharmacol. 13: 930958. PMID: 35899120
- Correlation between the Skin Permeation Profile of the Synthetic Sesquiterpene Compounds, Beta-Caryophyllene and Caryophyllene Oxide, and the Antiedematogenic Activity by Topical Application of Nanoemulgels. | Weimer, P., et al. 2022. Biomolecules. 12: PMID: 36008995
- β-Caryophyllene oxide inhibits metastasis by downregulating MMP-2, p-p38 and p-ERK in human fibrosarcoma cells. | Jo, HW. and Kim, MM. 2022. J Food Biochem. 46: e14468. PMID: 36190169
- β-caryophyllene oxide induces apoptosis and inhibits proliferation of A549 lung cancer cells. | Shabana, SM., et al. 2023. Med Oncol. 40: 189. PMID: 37233859
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| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
(−)-Caryophyllene oxide, 1 g | sc-257221 | 1 g | $98.00 |