Date published: 2025-10-19

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(+)-Cuparene (CAS 16982-00-6)

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Alternate Names:
(R)-1-(p-Tolyl)-1,2,2-trimethylcyclopentane
CAS Number:
16982-00-6
Molecular Weight:
202.34
Molecular Formula:
C15H22
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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(+)-Cuparene is a naturally occurring sesquiterpene that is utilized in organic and analytical chemistry research. It serves as a chiral starting material in the synthesis of complex organic molecules and natural products. The compound′s unique structural features make it a subject of interest in the study of asymmetric synthesis and stereochemical transformations. Chemists explore the reactivity of (+)-Cuparene with various reagents to understand the formation of new carbon-carbon or carbon-heteroatom bonds while retaining or controlling its stereochemistry. Additionally, (+)-Cuparene is used in the development of new catalytic methods that can be applied to the efficient synthesis of sesquiterpenes and their derivatives. Research involving (+)-Cuparene also extends to the field of materials science, particularly in the creation of novel organic compounds with potential applications such as organic electronic devices or as part of sensory systems. The study of this compound helps advance the knowledge of terpenoid chemistry and the utilization of natural products as precursors in chemical synthesis.


(+)-Cuparene (CAS 16982-00-6) References

  1. Use of aromatic radical-anions in the absence of THF. Tandem formation and cyclization of benzyllithiums derived from the attack of homo- and bishomoallyllithiums on alpha-methylstyrenes: two-pot synthesis of cuparene.  |  Cohen, T., et al. 2001. J Am Chem Soc. 123: 3478-83. PMID: 11472119
  2. Photomediated asymmetric synthesis of (-)-cuparene.  |  Grainger, RS. and Patel, A. 2003. Chem Commun (Camb). 1072-3. PMID: 12772908
  3. Phytochemical analysis and cytotoxicity towards multidrug-resistant leukemia cells of essential oils derived from Lebanese medicinal plants.  |  Saab, AM., et al. 2012. Planta Med. 78: 1927-31. PMID: 23154840
  4. Use of P450 cytochrome inhibitors in studies of enokipodin biosynthesis.  |  Ishikawa, NK., et al. 2013. Braz J Microbiol. 44: 1285-90. PMID: 24688524
  5. Asymmetric intramolecular carbolithiation of achiral substrates: synthesis of enantioenriched (R)-(+)-cuparene and (R)-(+)-herbertene.  |  Luderer, MR., et al. 2014. J Org Chem. 79: 10722-6. PMID: 25303318
  6. Variation in Essential Oil Yield and Composition of Dorema aucheri Boiss., an Endemic Medicinal Plant Collected from Wild Populations in Natural Habitats.  |  Akbarian, A., et al. 2016. Chem Biodivers. 13: 1756-1766. PMID: 27459231
  7. Chemical Composition and Allelopathic Potential of Essential Oils from Citharexylum spinosum L. Grown in Tunisia.  |  El Ayeb-Zakhama, A., et al. 2017. Chem Biodivers. 14: PMID: 27685082
  8. Stereospecific Construction of Contiguous Quaternary All-Carbon Centers by Oxidative Ring Contraction.  |  Yu, X., et al. 2017. Angew Chem Int Ed Engl. 56: 350-353. PMID: 27910194
  9. Bio-active maneonenes and isomaneonene from the red alga Laurencia obtusa.  |  Bawakid, NO., et al. 2017. Phytochemistry. 143: 180-185. PMID: 28822320
  10. Phenolic bisabolane and cuparene sesquiterpenoids with anti-inflammatory activities from the deep-sea-derived Aspergillus sydowii MCCC 3A00324 fungus.  |  Niu, S., et al. 2020. Bioorg Chem. 105: 104420. PMID: 33152648
  11. Antifungal and Antimicroalgal Trichothecene Sesquiterpenes from the Marine Algicolous Fungus Trichoderma brevicompactum A-DL-9-2.  |  Shi, ZZ., et al. 2020. J Agric Food Chem. 68: 15440-15448. PMID: 33332117
  12. Characterization of Volatile Organic Compounds in Mango Ginger (Curcuma amada Roxb.) from Myanmar.  |  Chen, Y., et al. 2020. Metabolites. 11: PMID: 33396947
  13. Screening of Sourdough Starter Strains and Improvements in the Quality of Whole Wheat Steamed Bread.  |  Shen, J., et al. 2022. Molecules. 27: PMID: 35684446
  14. [3+2] Cycloaddition of alkyl aldehydes and alkynes enabled by photoinduced hydrogen atom transfer.  |  Le, S., et al. 2022. Nat Commun. 13: 4734. PMID: 35961987
  15. Based on UPLC/MS/MS and Bioinformatics Analysis to Explore the Difference Substances and Mechanism of Curcumae Radix (Curcuma wenyujin) in Dysmenorrhea.  |  Qin, Y., et al. 2022. Chem Biodivers. 19: e202200361. PMID: 36017755

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(+)-Cuparene, 1 ml

sc-227691
1 ml
$490.00