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ar-Turmerone

2-Methyl-6-(4-methylphenyl)-2-hepten-4-one

Dehydroturmerone

Benzenoid sesquiterpenoid alkene ketone · C₁₅H₂₀O

Chemical structure of ar-Turmerone
2D structure PubChem / NCI CIR

Chemical info

CAS number CAS
532-65-0
Molecular formula
C₁₅H₂₀O
Molecular weight
216.32 g/mol
Aroma
The signature note of turmeric, warm, woody, lightly peppery, earthy.

Safety

Low concern · Antiplatelet activity

ar-Turmerone is the principal constituent of turmeric rhizome oil at 16 to 28 percent. The 'ar' prefix denotes 'aromatic'. α- and β-turmerone isomers also occur in turmeric. Direct toxicity data are limited, but turmeric rhizome oil is non-toxic, so ar-turmerone is inferred to be safe.

Cardiovascular. ar-Turmerone shows in vitro antiplatelet activity. It has hypoglycemic activity through inhibition of α-glucosidase and α-amylase.

Mutagenicity. A turmeric oil fraction containing 44.5 percent ar-turmerone was antimutagenic.

Cancer. ar-Turmerone is active against sarcoma 180 ascites in mice at 50 mg/kg. It potentiates β-sesquiphellandrene activity 5-fold and aurapten, cyclophosphamide and MeCCNU activity 10-fold. ar-Turmerone induces apoptosis in K562, RBL-2H3, L1210 and U937 cancer cell lines with IC50 of 20 to 50 µg/mL. It strongly inhibits COX-2 and iNOS, correlating with chemopreventive activity.


Usage guidelines

Concern level
Low
Notable property
Antiplatelet activity · broad anticancer activity
Anticoagulant therapy and surgery
Caution for oral use

Found in essential oils

Principal sources
Turmeric rhizome15.5 – 27.5 %

Notes

ar-Turmerone, together with α- and β-turmerone, defines the character of turmeric rhizome oil. Compared to curcumin, the more well-known constituent of turmeric, ar-turmerone is volatile and present in the essential oil, while curcumin is non-volatile and found in alcoholic extracts or powders.