β-Caryophyllene
- CAS No.
- 87-44-5
- Chemical Name:
- β-Caryophyllene
- Synonyms
- CARYOPHYLLENE;β-Caryophyllene;TRANS-CARYOPHYLLENE;B-CARYOPHYLLENE;β-caryophyllen;β-caryophyllen;(E)-Caryophyllene;1-caryophyllene;Bicyclo7.2.0undec-4-ene, 4,11,11-trimethyl-8-methylene-, (1R,4E,9S)-;L-Caryophyllene
- CBNumber:
- CB3414149
- Molecular Formula:
- C15H24
- Molecular Weight:
- 204.35
- MDL Number:
- MFCD00075925
- MOL File:
- 87-44-5.mol
Melting point | <25℃ |
---|---|
alpha | D -8 to -9° (chloroform) |
Boiling point | 129-130 °C/14 mmHg (lit.) |
Density | 0.901 g/mL at 25 °C (lit.) |
vapor pressure | 6Pa at 20℃ |
FEMA | 2252 | BETA-CARYOPHYLLENE |
refractive index |
n |
Flash point | 205 °F |
storage temp. | -20°C |
solubility | Chloroform (Sparingly), DMSO (Slightly), Methanol (Slightly) |
form | Liquid |
color | Colourless |
Specific Gravity | 0.90 |
Odor | at 100.00 %. sweet woody spice clove dry |
Odor Type | spicy |
optical activity | [α]23/D 7.5°, neat |
Water Solubility | 88μg/L at 20℃ |
Merck | 14,1875 |
JECFA Number | 1324 |
BRN | 2044564 |
Stability | Light Sensitive |
LogP | 6.23 at 25℃ |
Substances Added to Food (formerly EAFUS) | BETA-CARYOPHYLLENE |
FDA 21 CFR | 172.515 |
CAS DataBase Reference | 87-44-5(CAS DataBase Reference) |
EWG's Food Scores | 1 |
FDA UNII | BHW853AU9H |
EPA Substance Registry System | Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-, (1R,4E,9S)- (87-44-5) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS07,GHS08 |
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Signal word | Danger | |||||||||
Hazard statements | H304-H317 | |||||||||
Precautionary statements | P261-P272-P280-P301+P310-P302+P352-P331 | |||||||||
Risk Statements | 36/37/38 | |||||||||
Safety Statements | 26-36-24/25 | |||||||||
RIDADR | UN1230 - class 3 - PG 2 - Methanol, solution | |||||||||
WGK Germany | 1 | |||||||||
RTECS | DT8400000 | |||||||||
HS Code | 29021990 | |||||||||
NFPA 704 |
|
β-Caryophyllene price More Price(38)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | W225299 | β-Caryophyllene natural, ≥80%, FG | 87-44-5 | SAMPLE-K | $56 | 2024-03-01 | Buy |
Sigma-Aldrich | W225299 | β-Caryophyllene natural, ≥80%, FG | 87-44-5 | 1KG | $117 | 2024-03-01 | Buy |
Sigma-Aldrich | W225299 | β-Caryophyllene natural, ≥80%, FG | 87-44-5 | 9KG | $526 | 2024-03-01 | Buy |
Sigma-Aldrich | W225299 | β-Caryophyllene natural, ≥80%, FG | 87-44-5 | 20KG | $656 | 2024-03-01 | Buy |
Sigma-Aldrich | W225207 | β-Caryophyllene ≥80%, FCC, FG | 87-44-5 | 1kg | $79.8 | 2024-03-01 | Buy |
β-Caryophyllene Chemical Properties,Uses,Production
Description
β-Caryophyllene is a sesquiterpene that has been found in plants, including C. sativa, C. indica, and hemp, and has diverse biological activities, including lipid metabolic, antioxidant, anti-neuroinflammatory, anti-proliferative, and antinociceptive properties.
Chemical Properties
β-Caryophyllene has a woody-spicy, dry, clove-like aroma.
Occurrence
Three isomers (α-, β-, and γ-caryophyllene) are found in nature. The β-isomer is the most frequently encountered and most abundant. This sesquiterpene hydrocarbon occurs naturally in approximately 60 essential oils, mainly in that of cloves, from which it was originally isolated. The chemical structure has been thoroughly studied; other studies have been conducted on the isolation and the dipolar moment, as well as on its oxide. Reported found in lime peel oil, lemon, grapefruit, guava fruit, raspberry, black currant, carrot, celery seed, cinnamon bark, anise, nutmeg, cumin seed, ginger, pepper, peppermint oil, mace, laurel and caraway herb.
Uses
β-Caryophyllene is notable for having a cyclobutane ring, a rarity in nature. β-Caryophyllene is one of the chemical compounds that contributes to the spiciness of black pepper. β-Caryophyllene was shown to selectively bind to the cannabinoid receptor type-2 (CB2) and to exert significant cannabimimetic antiinflammatory effects in mice.
Preparation
Isolated from oil of clove stems and separated from eugenol by treating the oil with 7% sodium carbonate solution, extracting with ether, repeating the carbonate treatment on the concentrated extracts, and finally steam distilling.
Definition
ChEBI: A beta-caryophyllene in which the stereocentre adjacent to the exocyclic double bond has S configuration while the remaining stereocentre has R configuration. It is the most commonly occurring form of <greek beta-caryophyllene, occurring in many essential oils, particularly oil of cloves.
Aroma threshold values
Detection at 64 to 90 ppb
Taste threshold values
Taste characteristics at 50 ppm: spicy, pepper-like, woody, camphoraceous with a citrus background.
Synthesis Reference(s)
Journal of the American Chemical Society, 86, p. 485, 1964 DOI: 10.1021/ja01057a040
Air & Water Reactions
Insoluble in water.
Reactivity Profile
The unsaturated aliphatic hydrocarbons, such as BETA-CARYOPHYLLENE, are generally much more reactive than the alkanes. Strong oxidizers may react vigorously with them. Reducing agents can react exothermically to release gaseous hydrogen. In the presence of various catalysts (such as acids) or initiators, compounds in this class can undergo very exothermic addition polymerization reactions.
Health effects
β-caryophyllene has shown anti-inflammatory activity via decreasing TLR-4, IL-1?, and TNF-α levels. It attenuated oxidative stress by restoring antioxidant enzymes and repressing lipid peroxidation as well as GSH depletion.
Fire Hazard
BETA-CARYOPHYLLENE is combustible.
Safety Profile
A skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.
Carcinogenicity
Caryophyllene showed significant activity as an inducer of the detoxifying enzyme glutathione S-transferase in the mouse liver and small intestine. The ability of natural anticarcinogens to induce detoxifying enzymes has been found to correlate with their activity in the inhibition of chemical carcinogenesis (253a).
β-Caryophyllene Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Hebei Weibang Biotechnology Co., Ltd | +8615531157085 | abby@weibangbio.com | China | 8811 | 58 |
Hebei Mojin Biotechnology Co., Ltd | +86 13288715578 +8613288715578 | sales@hbmojin.com | China | 12840 | 58 |
Hebei Yanxi Chemical Co., Ltd. | +8617531190177 | peter@yan-xi.com | China | 5857 | 58 |
Hebei Chuanghai Biotechnology Co,.LTD | +86-13131129325 | sales1@chuanghaibio.com | China | 5893 | 58 |
Hebei Weibang Biotechnology Co., Ltd | +8617732866630 | bess@weibangbio.com | China | 18153 | 58 |
Henan Bao Enluo International TradeCo.,LTD | +86-17331933971 +86-17331933971 | deasea125996@gmail.com | China | 2472 | 58 |
Hebei Kingfiner Technology Development Co.Ltd | +86-15532196582 +86-15373005021 | lisa@kingfinertech.com | China | 3010 | 58 |
Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 20287 | 58 |
Hebei Zhuanglai Chemical Trading Co.,Ltd | +8613343047651 | admin@zlchemi.com | China | 3002 | 58 |
Hebei Mojin Biotechnology Co.,Ltd | +86-15028179902 | angelia@hbmojin.com | China | 1177 | 58 |
View Lastest Price from β-Caryophyllene manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2024-11-22 | Beta-Caryophyllene
87-44-5
|
US $120.00 / kg | 1kg | 99% | 20ton | Hebei Zhuanglai Chemical Trading Co.,Ltd | ||
2024-11-19 | β-Caryophyllene
87-44-5
|
US $41.00 / mg | 99.11% | 10g | TargetMol Chemicals Inc. | |||
2024-10-30 | BETA-CARYOPHYLLENE
87-44-5
|
US $0.00-0.00 / KG | 1KG | 99% | 500000kg | Hebei Weibang Biotechnology Co., Ltd |
- Beta-Caryophyllene
87-44-5
- US $120.00 / kg
- 99%
- Hebei Zhuanglai Chemical Trading Co.,Ltd
- β-Caryophyllene
87-44-5
- US $41.00 / mg
- 99.11%
- TargetMol Chemicals Inc.
- BETA-CARYOPHYLLENE
87-44-5
- US $0.00-0.00 / KG
- 99%
- Hebei Weibang Biotechnology Co., Ltd
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