(+)-nootkatone is a sesquiterpenoid that is 4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one which is substituted by methyl groups at positions 4 and 4a, and by an isopropenyl group at position 6 (the 4R,4aS,6R stereoisomer).
Definition
(+)-nootkatone is a sesquiterpenoid that is 4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one which is substituted by methyl groups at positions 4 and 4a, and by an isopropenyl group at position 6 (the 4R,4aS,6R stereoisomer). It has a role as a fragrance, an insect repellent and a plant metabolite. It is a sesquiterpenoid, a carbobicyclic compound and an enone.
Source: PubChem
US FDA substance register · UNII IZ2Y119N4J · registered name NOOTKATONE · single chemical substance
Nootkatone is the organic compound that conforms to the formula
Cosmetic roles
Safety & regulatory references
- Restricted
- International fragrance standard (IFRA)
Source: IFRA fragrance standards
More data — names, identifiers, properties, test records, literature
Names & identifiers
- CAS No.chemical registry number
- 4674-50-4
- EC No.EU chemical inventory number
- 225-124-4
- DTXSIDUS EPA chemical ID
- DTXSID8047050
- DTXCIDUS EPA compound ID
- DTXCID6027050
- IUPAC
- (4R,4aS,6R)-4,4a-Dimethyl-6-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one
- Molecular formula
- C15H22O
- Molecular weight
- 218.34 g/mol
What products actually use it for
What the 5 products reported to the US EPA with this ingredient use it for. Products outside cosmetics are included, so the top few rows are its main uses.
- Fragrance3
- Flavouring and nutrient2
Source: US EPA CompTox dashboard
Related literature
- Nootkatone (NK), a grapefruit-derived sesquiterpenoid, suppresses UVB-induced damage by regulating NRF2-HO-1 and AhR-CYP1A1 signaling pathways in HaCaT cells · 2024
- Valorization of hydro-distillate of fruit peels of Citrus paradisi macfad. Cultivar. Foster: Chemical profiling, antioxidant evaluation and in vitro and in silico enzyme inhibition studies · 2024
- Production, Function, and Applications of the Sesquiterpenes Valencene and Nootkatone: a Comprehensive Review. · 2022
- Differential proteomic analysis of citrus flavor (+)-valencene biotransformation to (+)-nootkatone by Yarrowia lipolytica. · 2022
- Advances on (+)-nootkatone microbial biosynthesis and its related enzymes · 2021
Linked databases 14
- Australian Industrial Chemicals Inventory (AICIS)
- ChEBI
- EU CosIng ingredient list 2
- IFRA fragrance standards
- NIST Chemistry WebBook
- PubChem
- Tlooto literature search 2 3 4 5
- UniChem cross-reference IDs
- US EPA CompTox dashboard 2
- US EPA DSSTox chemical database
- US FDA substance registration (GSRS)
- US FDA Unique Ingredient Identifier (UNII)
- Wikidata
- Wikipedia · English · Japanese · Chinese