Date published: 2025-10-14

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(S)-(−)-Limonene (CAS 5989-54-8)

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Alternate Names:
(−)-Limonene; (−)-p-Mentha-1,8-diene; (−)-Carvene
Application:
(S)-(−)-Limonene is which may inhibit the proliferation of colon cancer cells
CAS Number:
5989-54-8
Purity:
≥96%
Molecular Weight:
136.23
Molecular Formula:
C10H16
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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(S)-(−)-Limonene, a compound extracted from citrus fruit peels. As a solvent, it is particularly effective in dissolving non-polar substances, facilitating their dispersion in experimental solutions. This characteristic is where it is used to enhance the extraction and isolation of various compounds from plant materials. The ability of (S)-(−)-Limonene to interact with non-polar molecules simplifies the process of purifying specific substances needed for further study and experimentation. (S)-(−)-Limonene is integral in organic synthesis, where it serves as a chiral auxiliary. This role is critical as it aids in the production of enantiomerically pure compounds, which are for specific studies in stereochemistry. By influencing the stereochemistry of reactions, (S)-(−)-Limonene facilitates the controlled synthesis of chiral molecules.


(S)-(−)-Limonene (CAS 5989-54-8) References

  1. Biotransformation of (R)-(+)- and (S)-(-)-limonene by fungi and the use of solid phase microextraction for screening.  |  Demyttenaere, JC., et al. 2001. Phytochemistry. 57: 199-208. PMID: 11382235
  2. D-limonene rich volatile oil from blood oranges inhibits angiogenesis, metastasis and cell death in human colon cancer cells.  |  Chidambara Murthy, KN., et al. 2012. Life Sci. 91: 429-439. PMID: 22935404
  3. Intrinsic chirality and prochirality at Air/R-(+)- and S-(-)-limonene interfaces: spectral signatures with interference chiral sum-frequency generation vibrational spectroscopy.  |  Fu, L., et al. 2014. Chirality. 26: 509-20. PMID: 24895322
  4. Comparative study of the bioconversion process using R-(+)- and S-(-)-limonene as substrates for Fusarium oxysporum 152B.  |  Molina, G., et al. 2015. Food Chem. 174: 606-13. PMID: 25529726
  5. Biotransformation of (R)-(+)-and (S)-(−)-limonene to α-terpineol by Penicillium digitatum-investigation of the culture conditions  |  Adams, A., Demyttenaere, J. C., & De Kimpe, N. 2003. Food Chemistry. 80(4): 525-534.
  6. Measurement and Correlation of Vapor− Liquid Equilibrium Data for β-Pinene+ p-Cymene+(S)-(−)-Limonene at Atmospheric Pressure  |  Sun, L. X., Wang, K., Liao, D. K., Wei, T. Y., Chen, X. P., & Tong, Z. F. 2011. Journal of Chemical & Engineering Data. 56(4): 1378-1382.
  7. Terpene-based renewable monomers and polymers via thiol–ene additions  |  Firdaus, M., Montero de Espinosa, L., & Meier, M. A. 2011. Macromolecules. 44(18): 7253-7262.
  8. Synthetic Approaches to Optically Active Macrolides Containing Hydrazide Fragments of L-(+)-Tartaric Acid from (+)-3-Carene,(+)-α-Pinene, and S-(–)-Limonene  |  Ishmuratov, G. Y., Yakovleva, M. P., Shutova, M. A., Muslukhov, R. R., Ishmuratova, N. M., & Tolstikov, A. G. 2014. Chemistry of natural compounds. 50: 658-660.
  9. Ozonolytic Transformation of (S)-(–)-Limonene in HCl–Isopropanol.  |  Ishmuratov, G. Y., Legostaeva, Y. V., Garifullina, L. R., Muslukhov, R. R., Botsman, L. P., & Kozlova, G. G. 2015. Chemistry of natural compounds. 51: 71-73.
  10. (S)-(-)-limonene fumigation protects waxflowers ('Chamelaucium spp.') from detrimental effects of ethylene on abscission of flowers/buds.  |  Abdalghani, S., Singh, Z., Seaton, K., & Payne, A. D. 2018. Australian Journal of Crop Science. 12(12): 1875-1881.
  11. In vitro antimicrobial and antibiofilm activity of S-(-)-limonene and R-(+)-limonene against fish bacteria  |  da Silva, E. G., Bandeira Junior, G., Cargnelutti, J. F., Santos, R. C. V., Gündel, A., & Baldisserotto, B. 2021. Fishes. 6(3): 32.
  12. Selective Photo-Epoxidation of (R)-(+)-and (S)-(−)-Limonene by Chiral and Non-Chiral Dioxo-Mo (VI) Complexes Anchored on TiO 2-Nanotubes  |  Martínez Q, H., Paez-Mozo, E. A., & Martínez O, F. 2021. Topics in Catalysis. 64: 36-50.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(S)-(−)-Limonene, 50 g

sc-258108
50 g
$31.00