A monoterpene alcohol with diverse biological activities
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Isomer(s)
33831Carveol
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(−)-Perillyl Alcohol

Item No. 21860

Technical Information
Formal Name
4S-(1-methylethenyl)-1-cyclohexene-1-methanol
CAS Number
18457-55-1
Synonyms
  • (L)-Perillyl Alcohol
  • (S)-Perillic Alcohol
  • (S)-(–)-Perillyl Alcohol
Molecular Formula
C10H16O
Formula Weight
Purity
≥95%
A neat oil
DMF: miscibleDMSO: miscibleEthanol: miscible
SMILES
CC([C@@H]1CC=C(CO)CC1)=C
InChi Code
InChI=1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3/t10-/m1/s1
InChi Key
NDTYTMIUWGWIMO-SNVBAGLBSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    (–)-Perillyl alcohol is a monoterpene alcohol that has been found in lavender essential oil and has diverse biological activities.1,2,3,4 It reduces production of hydroperoxidienes and thiobarbituric acid reactive substances (TBARS) in vitro in a concentration-dependent manner.2 (–)-Perillyl alcohol inhibits PANC-1 pancreatic carcinoma cell and H-Ras-transformed fibroblast growth when used at a concentration of 1 mM.3 It also inhibits the growth of P. aeruginosa, E. coli, S. aureus, and C. albicans (MICs = 480-2,900 ppm).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gerhäuser, C., Klimo, K., Heiss, E., et alMechanism-based in vitro screening of potential cancer chemopreventive agents. Mutat. Res. 523-524, 163-172 (2003).

    2. Ruberto, G., and Baratta, M.T. Antioxidant activity of selected essential oil components in two lipid model systems. Food Chem. 69(2), 167-174 (2000).

    3. Karlson, J., Borg-Karlson, A.K., Unelius, R., et alInhibition of tumor cell growth by monoterpenes in vitro: Evidence of a Ras-independent mechanism of action. Anticancer Drugs 7(4), 422-429 (1996).

    4. Griffin, S.G., Wyllie, S.G., Markham, J.L., et alThe role of structure and molecular properties of terpenoids in determining their antimicrobial activity. Flavour Fragr. J. 14(5), 322-332 (1999).