Basic information
- CAS
1139-30-6- Standard SMILES
C=C1CC[C@@H]2O[C@]2(C)CC[C@@H]2[C@H]1CC2(C)C- InChIKey
NVEQFIOZRFFVFW-SFDCQRBFSA-N- Molecular formula
- C15H24O
- Average molar mass
- 220.35 g/mol
- Monoisotopic mass
- 220.18271539
Overview
beta-Caryophyllene epoxide has been reported in Solidago canadensis, Apium graveolens, and Pandanus tectorius with data available.
Names & identifiers
- Preferred name
- beta-Caryophyllene epoxide
- IUPAC
- (1R,4R,6S,10R)-4,12,12-trimethyl-9-methylidene-5-oxatricyclo[8.2.0.04,6]dodecane
- English name
- Caryophyllene oxide
- Molecular formula
- C15H24O
- Molecular weight
- 220.35
Names & synonyms
RefChem:1079627(1R,4R,6S,10R)-4,12,12-trimethyl-9-methylidene-5-oxatricyclo(8.2.0.04,6)dodecanebeta-Caryophyllene epoxideCaryophyllene epoxide.beta.-Caryophyllene epoxide(-)-Epoxydihydrocaryophyllene(-)-.beta.-Caryophyllene oxideCHEMBL1513806SCHEMBL213499314,11,11-Trimethyl-8-methylene-5-oxatricyclo(8.2.0.0(4,6))dodecane, (1R,4R,6R,10S)-NVEQFIOZRFFVFW-SFDCQRBFSA-N(-)-5-Oxatricyclo[8.2.0.0(4,6)]dodecane,4,12,12-trimethyl-9-methylene-, [1R-(1R*,4R*,6R*,10S*)]-
Show more names
(-)-CARYOPHYLLENE OXIDE(-)-Caryophyllene oxide(-)-EPOXYCARYOPHYLLENECaryophylene oxideCaryophyllene oxyde(-)-beta-Caryophyllene epoxideCARYLOPHYLLENE OXIDEbeta-Caryophyllene oxidecaryophyleneoxide
TNP00297NCGC00017355-01
Properties
Computed structural properties
- XLogP
- 3.6
- Topological polar surface area
- 12.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 330
Experimental & physicochemical properties
Chemical ClassesBiological Agents -> Plant Oils and Extracts
Flavoring AgentsEU Flavoring substances
Physical DescriptionFine colorless crystals; [MSDSonline]
Physicochemical properties
- Melting point
- 62 · 62-63 °C(lit.)
- Boiling point
- 301.3 °C · 301.3°C (rough estimate)
- Density
- 0.96 · 0.96
- refractive index
- 1.4956 · 1.4956
- FEMA
- 4085 · 4085 | BETA-CARYOPHYLLENE OXIDE
- FLAVIS Number
- 16.043 · 16.043 | beta-Caryophyllene epoxide
- Flash point
- 230 °F · >230 °F
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Crystalline Powder
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Hazards Summary
Emergency treatment: Essential oils; Essential oils can cause CNS depression and aspiration pneumonia after ingestion; Commercial products of essential oils usually contain concentrations of 1% to 20%, and a potentially toxic exposure is 5-15 mL; [HSDB] Moderate irritant on skin of rabbits; [RTECS] Safe when used as a flavoring agent in food; [JECFA] A skin and eye irritant; [MSDSonline]
Safety data
- F
- 1-10
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- RP5530000
- hs_code
- 29109000
- risk_code
- 36/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS09
- hazard_code
- Xi
- safety_code
- 26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H411
- Hazard Classifications
- Aquatic Chronic 2Eye Irrit. 2Skin Irrit. 2
- Precautionary statements
- P273-P302+P352-P305+P351+P338
- Hazardous Substances Data
- 1139-30-6(Hazardous Substances Data)
Chemistry & industry
Uses & manufacturing
UsesUsed as a fragrance and flavoring agent; Extracted from peucedanum dhana seeds; [HSDB]
Applications
OccurrenceReported found in Nepeta betonicifolia C.A. Meyer oil Turkey (39.20%), geranium rose-scented oil (Pelargonium spp.) Cuba (14.70%), melissa oil (9.99%), guava leaf oil Cuba (8.20%), etc.
Usesβ-Caryophyllene Epoxide, and its derivatives has shown to have microbial transformation and butyrylcholinesterase inhibitory activity. It is also the main active constituent of essential oils obtained from various plants, used for flavoring and fragrances.
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
河南闰霖化工有限公司+86-18738066252; +86-18738066252 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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