74437

(+)-Nootkatone

≥99.0% (GC)

• Synonyme(s) : (4R,4aS,6R)-4,4a,5,6,7,8-Hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-2(3H)-naphthalenone
• Formule empirique (notation de Hill): C₁₅H₂₂O
• Numéro CAS: 4674-50-4
• Poids moléculaire : 218.33
• Numéro Beilstein : 4676969
• Numéro CE : 225-124-4
• Numéro MDL: MFCD04974578
• Code UNSPSC : 12352205
• ID de substance PubChem : 57652450
• Nomenclature NACRES : NA.22

Propriétés

• Pureté: ≥99.0% (GC)
• Forme: crystals
• Activité optique: [α]20/D +182.0±5.0°, c = 1% in ethanol
• Conditions de stockage: under inert gas (Argon)
• Pf: 35-39 °C
• Groupe fonctionnel: ketone
• Température de stockage: 2-8°C
• Chaîne SMILES: C[C@@H]1CC(=O)C=C2CC[C@H](C[C@@]12C)C(C)=C
• InChI: 1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12H,1,5-7,9H2,2-4H3/t11-,12-,15+/m1/s1
• Clé InChI: WTOYNNBCKUYIKC-JMSVASOKSA-N

Description

Description générale

(+)-nootkatone, a bicyclic conjugated sesquiterpene ketone with a grapefruit-like flavor, is commonly used in fragrance, food, cosmetics and pharmaceutical industry. It can be synthesized from (+)-valencene via biotransformation. (+)-nootkatone is the active ingredient responsible for the antiplatelet effect of Cyperus rotundus, a well-known oriental traditional medicine. It also shows promising efficacy against Staphylococcus aureus biofilms.

Application

(+)-Nootkatone can be used:

• In the iron(III) porphyrin catalyzed alkene aziridination reaction with organic azides under photo-irradiation condition.
• As a substrate to synthesize its corresponding triene derivative through reduction-elimination reaction using iridium catalyst.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H317
• Conseils de prudence: P261 - P272 - P280 - P302 + P352 - P333 + P313 - P362 + P364
• Classification des risques: Skin Sens. 1
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)