Một dự án của Lê Mai A Lê Mai project · go to lemai.com.vn

β-Citronellal

3,7-Dimethyl-6-octenal

Citronellal · 2,3-Dihydrocitral

Aliphatic monoterpenoid alkene aldehyde · C₁₀H₁₈O

Chemical structure of β-Citronellal
2D structure PubChem / NCI CIR

Chemical info

CAS number CAS
2385-77-5
Molecular formula
C₁₀H₁₈O
Molecular weight
154.25 g/mol
Aroma
Fresh citronella, lightly floral, faintly woody, characteristic of citronella and combava.

Safety

Weak to moderate sensitizer

β-Citronellal is the major constituent of citronella, lemon-scented gum and combava leaf oils.

Skin. A 4 percent patch test on 25 volunteers caused no irritation or sensitization. However, the compound is reported as a mild irritant with occasional sensitization, believed to underlie citronella oil dermatitis. Two patch-test confirmed cases identify citronellal as the agent.

Oral. Acute oral LD50 in rats exceeds 5 g/kg; rabbit dermal LD50 is 2.5 g/kg.

Reproductive. Citronellal caused malformations in chick embryos by injection. In a 72-hour assay, citronellal had a 12 percent teratogenic value versus 7.9 percent control. Human relevance is unclear.

Mutagenicity. Non-mutagenic in the Ames test. Antimutagenic activity through PROD inhibition. Genotoxicity results in hamster cells are inconsistent.


Usage guidelines

Sensitization
Weak to moderate
Oils with high content
Lemon-scented gum 67–86 percent · Combava leaf 59–82 percent · Citronella 5–47 percent

Found in essential oils

Principal sources
Lemon-scented gum66.9 – 86.2 %
Combava leaf58.9 – 81.5 %
Citronella5.2 – 46.8 %
Combava fruit0.4 – 16.8 %
Melissa4.5 – 13.3 %
Tea tree (lemon-scented)6.8 %
Lemon leaf1.5 – 2.9 %

Pharmacokinetics

Citronellal is largely conjugated with glucuronic acid (about 25 percent) in rabbits, with a portion excreted as a dicarboxylic acid.


Notes

Citronellal is the key carrier of the mosquito-repellent activity of citronella oil. The compound is also used in industrial menthol synthesis.