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α-Cedrene

[3R-(3α,3aβ,7β,8aα)]-2,3,4,7,8,8a-Hexahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulene

8-Cedrene · Cedr-8-ene

Tricyclic sesquiterpenoid alkene · C₁₅H₂₄

Chemical structure of α-Cedrene
2D structure PubChem / NCI CIR

Chemical info

CAS number CAS
469-61-4
Molecular formula
C₁₅H₂₄
Molecular weight
204.35 g/mol
Aroma
Fresh cedarwood, warm, dry, characteristic of cedar oils.

Safety

Low concern · Possible drug interaction with opioids

α-Cedrene is a major sesquiterpene of cedarwood oils (Texan, Virginian, Himalayan).

Skin. A 5 percent patch test on 25 volunteers caused no irritation or sensitization.

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

Subchronic. Cedrene significantly induces CYP and ethylmorphine N-demethylase (EMND) by intraperitoneal, oral or inhalation routes. Oral 200 mg/kg/day for three days increased ethylmorphine metabolism by 160 percent and CYP content by 40 percent. This raises a theoretical drug interaction with opioid analgesics.

Reproductive. Acetyl cedrene (related compound) at gavage 25–100 mg/kg/day on gestation days 7–17 gave maternal and developmental NOAELs of 50 and 100 mg/kg/day.

Mutagenicity. Non-mutagenic in Salmonella TA98 and TA100. Moderate cytotoxicity against HL60 leukemia cells (IC50 22.20 μg/mL).


Usage guidelines

Concern level
Low
Drug interactions
May reduce opioid effect through EMND induction
Oils with high content
Virginian cedarwood 21–38 percent · Texan 22–31 percent · Himalayan 15.8 percent

Found in essential oils

Principal sources
Cedarwood (Virginian)21.1 – 38.0 %
Cedarwood (Texan)22.6 – 30.7 %
Cedarwood (Himalayan)15.8 %
Cade (rectified)< 15.0 %
Cade (unrectified)< 15.0 %
Cedarwood (Chinese)2.1 %

Notes

α-Cedrene is the structural carrier of the classical cedarwood note in perfumery. Its CYP induction activity is worth noting, although the clinical impact from practical essential oil exposure is unclear.