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(S)-(–)-Perillaldehyde

Item No. 29872

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-(1-methylethenyl)-1-cyclohexene-1-carboxaldehyde
CAS Number
18031-40-8
Synonyms
  • (–)-Perillaldehyde
  • L-Perillaldehyde
  • (S)-Perillaldehyde
Molecular Formula
C10H14O
Formula Weight
150.2
Purity
≥85%
Formulation
A liquid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMF:PBS (pH 7.2) (1:1): 0.5 mg/mlDMSO: 2 mg/ml
λmax
231 nm
SMILES
C=C(C)[C@@H]1CC=C(C=O)CC1
InChi Code
InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3/t10-/m1/s1
InChi Key
RUMOYJJNUMEFDD-SNVBAGLBSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

    $50

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    10 g

    $95

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    25 g

    $211

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    50 g

    $372

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    Product Description

    (S)-(–)-Perillaldehyde is a terpene and volatile compound that has been found in Japanese shisho leaves and has antimicrobial and nematocidal activities.1,2 It reduces the total air microbial count in a testing room by 53% when sprayed at a concentration of 5 mg/m3.1 (S)-(–)-Perillaldehyde (250 µg/ml) induces 97% mortality in C. elegans soil nematodes.2 It is also an atmospheric pollutant that is formed from the oxidation of various terpenes, such as limonene (Item No. 25773) and α-pinene (Item No. 21576), among others.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sato, K., Krist, S., and Buchbauer, G. Antimicrobial effect of trans-cinnamaldehyde, (−)-perillaldehyde, (−)-citronellal, citral, eugenol and carvacrol on airborne microbes using an airwasher. Biol. Pharm. Bull. 29(11), 2292-2294 (2006).

    2. Tsao, R., and Yu, Q. Nematicidal activity of monoterpenoid compounds against economically important nematodes in agriculture. J. Essent. Oil Res. 12(3), 350-354 (2000).

    3. Ureña, F.P., Moreno, J.R.A., and González, J.J.L. Conformational flexibility in terpenes: Vibrational circular dichroism (VCD), infrared and raman study of S-(−)-perillaldehyde. J. Phys. Chem. A 112(34), 7887-7893 (2008).