91034

(−)-カリオフィレンオキシド

analytical standard

• 別名: (−)-エポキシカリオフィレン, (1R,4R,6R、10S)-9-メチレン-4,12,12-トリメチル-5-オキサトリシクロ[8.2.0.0^4,6]ドデカン
• 実験式（ヒル表記法）: C₁₅H₂₄O
• CAS番号: 1139-30-6
• 分子量: 220.35
• Beilstein: 148213
• EC Number: 214-519-7
• MDL番号: MFCD00134216
• UNSPSCコード: 85151701
• PubChem Substance ID: 329769995
• NACRES: NA.24

特性

• グレード: analytical standard
• 品質水準: 100
• アッセイ: ≥98.5% (GC)
• 光学活性: [α]/D -71.0±1°, c = 2 in chloroform
• シェルフライフ: limited shelf life, expiry date on the label
• テクニック: HPLC: suitable; gas chromatography (GC): suitable
• mp: 62-63 °C (lit.)
• アプリケーション: cleaning products; cosmetics; flavors and fragrances; food and beverages; personal care
• フォーマット: neat
• 保管温度: 2-8°C
• SMILES記法: [H][C@@]12CCC(=C)[C@@]3([H])CC(C)(C)[C@]3([H])CC[C@@]1(C)O2
• InChI: 1S/C15H24O/c1-10-5-6-13-15(4,16-13)8-7-12-11(10)9-14(12,2)3/h11-13H,1,5-9H2,2-4H3/t11-,12-,13-,15-/m1/s1
• InChI Key: NVEQFIOZRFFVFW-RGCMKSIDSA-N

詳細

詳細

(−)-Caryophyllene oxide (BCPO) belongs to the class of flavor and fragrance standards used for the quality control of food and cosmetic products. It is an oxidation derivative of β-caryophyllene (BCP), and a bicyclic sesquiterpene molecule, identified as an important component of essential oils from various medicinal and edible plants, including clove oil, Salvia miltiorrhiza flower oil, etc. This compound shows relaxant effects in smooth muscle preparations and acts as a calcium channel blocker in the heart, thereby used in treating hypertension. It finds a variety of applications as an analgesic, tumor-suppressing agent, food flavoring agent, as a fragrance and cosmetic ingredient, etc.

アプリケーション

(−)-Caryophyllene oxide may be used as an analytical standard in: Investigating its effect on the heart muscle, its ability as a calcium channel blocker, inhibition of potassium currents by experiments performed on the isolated papillary muscles and ventricular myocytes of the guinea-pig. Determining its efficiency as a contact irritant and its non-contact repellent activity against laboratory strains of Aedes aegypti and Anopheles minimus using an excito-repellency test system. The results are compared with the synthetic repellent N, N-diethyl-3-methylbenzamide (DEET).

安全性情報

• ピクトグラム: GHS07,GHS09
• シグナルワード: Warning
• 危険有害性情報: H315,H319,H411
• 注意書き: P273 - P302 + P352 - P305 + P351 + P338
• 危険有害性の分類: Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2
• 保管分類コード: 11 - Combustible Solids
• WGK: WGK 2
• 引火点(°F): 230.0 °F - closed cup
• 引火点(℃): 110 °C - closed cup