(−)-Caryophyllene oxide
SIAL/91034 - analytical standard
Synonym: β-Caryophyllene epoxide; (−)-Epoxycaryophyllene; (−)-Epoxydihydrocaryophyllene; (1R,4R,6R,10S)
CAS Number: 1139-30-6
Empirical Formula (Hill Notation): C15H24O
Molecular Weight: 220.35
EC Number: 214-519-7
MDL Number: MFCD00134216
Linear Formula: C15H24O
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 91034-100MG
| application(s) | cleaning products cosmetics flavors and fragrances food and beverages personal care |
| assay | ≥98.5% (GC) |
| format | neat |
| grade | analytical standard |
| InChI | 1S/C15H24O/c1-10-5-6-13-1 |
| InChI key | NVEQFIOZRFFVFW-RGCMKSIDSA |
| mp | 62-63 °C (lit.) |
| optical activity | [α]/D -71.0±1°, c = 2 in chloroform |
| Quality Level | 100  |
| shelf life | limited shelf life, expiry date on the label |
| SMILES string | [H][C@@]12CCC(=C)[C@@]3([ |
| storage temp. | 2-8°C |
| technique(s) | gas chromatography (GC): suitable |
| HPLC: suitable |
| Application: | (−)-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). |
| General description: | (−)-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. |
| Symbol |   GHS07,GHS09 |
| Signal word | Warning |
| Hazard statements | H315 - H319 - H411 |
| Precautionary statements | P273 - P302 + P352 - P305 + P351 + P338 |
| Hazard Codes | Xi |
| Risk Statements | 36/38 |
| Safety Statements | 26 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 2 |
| Flash Point(F) | 230.0 °F - closed cup |
| Flash Point(C) | 110 °C - closed cup |
| Purity | ≥98.5% (GC) |
| mp | 62-63 °C (lit.) |
| Storage Temp. | 2-8°C |
| UNSPSC | 85151701 |