A racemic mixture of menthol isomers
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(±)-Menthol

Item No. 25753

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
rel-5R-methyl-2S-(1R-methylethyl)-cyclohexanol
CAS Number
89-78-1
Synonyms
  • DL-Menthol
  • NSC 2603
Molecular Formula
C10H20O
Formula Weight
156.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
SMILES
C[C@H]1C[C@@H](O)[C@H](C(C)C)CC1
InChi Code
InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m1/s1
InChi Key
NOOLISFMXDJSKH-KXUCPTDWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

    $41

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    10 g

    $72

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    25 g

    $167

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    Product Description

    (±)-Menthol is a racemic mixture of the monoterpene alcohols (–)-menthol and (+)-menthol (Item No. 23463), which have been found in Cannabis.1 (–)-Menthol is more common than (+)-menthol in nature and exhibits analgesic, antibacterial, and anticancer properties, as well as inhibits cholinesterase.2 (+)-Menthol inhibits the growth of F. verticillioides (MIC = 1.5 mM) but, unlike (–)-menthol, does not exhibit analgesic, antibacterial, anticancer, or cholinesterase inhibitory activities.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Elzinga, S., Fischedick, J., Podkolinski, R., et al. Cannabinoids and terpenes as chemotaxonomic markers in Cannabis. Nat. Prod. Chem. Res. 3(4), 181 (2015).

    2. Kamatou, G.P., Vermaak, I., Viljoen, A.M., et al. Menthol: A simple monoterpene with remarkable biological properties. Phytochemistry 96, 15-25 (2013).

    3. Dambolena, J.S., López, A.G., Rubinstein, H.R., et al. Effects of menthol stereoisomers on the growth, sporulation and fumonisin B1 production of Fusarium verticillioides. Food Chem. 123(1), 165-170 (2010).