β-Caryophyllene

Product Name: 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
Formula Weight: 204.35
MOL File: 87-44-5.mol

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β-Caryophyllene Property

Melting point:: <25℃
Boiling point:: 129-130 °C/14 mmHg (lit.)
alpha: D -8 to -9° (chloroform)
Density: 0.901 g/mL at 25 °C (lit.)
vapor pressure: 6Pa at 20℃
refractive index: n20/D 1.5(lit.)
FEMA: 2252 | BETA-CARYOPHYLLENE
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℃
JECFA Number: 1324
Merck: 14,1875
BRN: 2044564
Stability:: Light Sensitive
LogP: 6.23 at 25℃
CAS DataBase Reference: 87-44-5(CAS DataBase Reference)
EPA Substance Registry System: Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-, (1R,4E,9S)- (87-44-5)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H304May be fatal if swallowed and enters airways

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P331Do NOT induce vomiting.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: W225299
Product name: β-Caryophyllene
Purity: natural, ≥80%, FG
Packaging: SAMPLE-K
Price: $56
Updated: 2024/03/01

Sigma-Aldrich

Product number: W225299
Product name: β-Caryophyllene
Purity: natural, ≥80%, FG
Packaging: 1KG
Price: $117
Updated: 2024/03/01

Sigma-Aldrich

Product number: W225299
Product name: β-Caryophyllene
Purity: natural, ≥80%, FG
Packaging: 9KG
Price: $526
Updated: 2024/03/01

Sigma-Aldrich

Product number: W225299
Product name: β-Caryophyllene
Purity: natural, ≥80%, FG
Packaging: 20KG
Price: $656
Updated: 2024/03/01

Sigma-Aldrich

Product number: W225207
Product name: β-Caryophyllene
Purity: ≥80%, FCC, FG
Packaging: 1kg
Price: $79.8
Updated: 2024/03/01

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β-Caryophyllene Chemical Properties,Usage,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.

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.

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.

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

CLOVE STEM OIL Cassia Aurantium P.E Catechins 8% HPLC EUGENIA CARYOPHYLLUS (CLOVE) LEAF OIL

Preparation Products

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β-Caryophyllene Suppliers

Americas 1 Australia 1 Brazil 2 Canada 2 China 286 Czech Republic 1 Europe 1 France 2 Germany 6 India 28 Indonesia 1 Ireland 1 Japan 7 Singapore 2 South Africa 1 Spain 2 Switzerland 2 United Kingdom 9 United States 47 Global 402

TCI Chemicals (India) Pvt. Ltd.

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View Lastest Price from β-Caryophyllene manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd

Product: Beta-Caryophyllene 87-44-5
Price: US $120.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20ton
Release date: 2024-05-15

Hebei Weibang Biotechnology Co., Ltd

Product: BETA-CARYOPHYLLENE 87-44-5
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-10-30

Hebei Yanxi Chemical Co., Ltd.

Product: BETA-CARYOPHYLLENE 87-44-5
Price: US $30.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 20
Release date: 2023-09-05

87-44-5, β-CaryophylleneRelated Search:

NOOTKATONE(SG) DIHYDRO CUMINYL ALCOHOL Ethanol Terpineol CARYOPHYLLENE ALCOHOL ACETATE,CARYOPHYLLENE ACETATE,ACETYL CARYOPHYLLENE Clove oil P-CARYOPHYLLENE Caryophyllene, acetylated CARYOPHYLLENE ALCOHOL,beta-caryophyllene alcohol,beta-caryophyllene alcohol ALPHA-CARYOPHYLLENE CARYOPHYLLENE OXIDE BETA-CARYOPHYLLENE,BETA-CARYOPHYLLENE,(Z)-beta-caryophyllene,(Z)-beta-caryophyllene β-Caryophyllene CARYOPHYLLENE OXIDE(RG) Caryophyllene monoepoxide gamma-caryophyllene Caryophyllene 4,5-epoxide EPSILON-CARYOPHYLLENE Beta-Caryophyllene

β-caryophyllen

1-caryophyllene

2-Methylene-6,10,10-trimethyl bicyclo[7.2.0]undec-5-ene

BetaCarryophellene

β-caryophyllene,[1R-(1R,4E,9S)]-4,11,11-trimethyl-8-methylene-bicyclo[7.2.0]undec-4-ene,(E)-caryophyllene

Bicyclo7.2.0undec-4-ene, 4,11,11-trimethyl-8-methylene-, (1R,4E,9S)-

CARYOPHYLLENE, (-)-trans-(SG)

HUMULENE, alpha-(SG)

8-METHYLENE-4,11,11-TRIMETHYLBICYCLO-UNDEC-4-ENE

CAROPHYLENE

BETA-CARYPOPHYLLENE

CARYOPHYLLEN BETA NATUERLICH

NATURAL β-CARYOPHYLLENE

B-CARYOPHYLLENE, NATURAL

β-Caryophyllene, trans-(1R,9S)-8-Methylene-4,11,11-trimethylbicyclo[7.2.0]undec-4-ene

(-)-trans-Caryophyllene, trans-(1R,9S)-8-Methylene-4,11,11-trimethylbicyclo[7.2.0]undec-4-ene

8-METHYLENE-4,11,11-TRIMETHYLBICYCLO[7.2.0]UNDEC-4-ENE FCC

(-)-TRANS-CARYOPHYLLENE WITH GC

BETA-CARYOPHYLLENE 80+% FCC

Eugenol Impurity 1（Eugenol EP Impurity A）

Soluble Caryophyllene, Liposomal Caryophyllene, Caryophyllene NanoEmulsion

(1R,9S)-8-METHYLEN-4,11,11-TRIMETHYL-BICYCLO[7.2.0]UNDEC-4-ENE

8-METHYLENE-4,11,11-TRIMETHYLBICYCLO[7.2.0]UNDEC-4-ENE

B-CARYOPHYLLENE

BETA-CARYOPHYLLEN

BETA-CARYOPHYLLENE

CARYOPHYLLENE, (-)-TRANS-

CARYOPHYLLENE NATURAL

CARYOPHYLLENE

FEMA 2252

TRANS-(1R,9S)-8-METHYLENE-4,11,11-TRIMETHYLBICYCLO[7.2.0]UNDEC-4-ENE

(-) TRANS CARYOPHYLLEN

(-)-TRANS-CARYOPHYLLENE

TRANS-CARYOPHYLLENE

(-)-E-caryophyllene

(E)-beta-Caryophylene

(E)-Caryophyllene

[1R-(1R*,4E,9S*)]-4,11,11-trimethyl-8-methylene-bicyclo[7.2.0]-4-undecene

[1R-(1R*,4E,9S*)]-8-methylene-4,11,11-trimethylbicyclo[7.2.0]-4-undecane

4,11,11-trimethyl-8-methylene-,(1r-(1r*,4e,9s*))-bicyclo(7.2.0)undec-4-en

4,11,11-trimethyl-8-methylene-,[1R-(1R*,4E,9S*)]-Bicyclo[7.2.0]undec-4-ene

8-methylene-4,11,11-trimethyl-,(e)-(1r,9s)-(-)-bicyclo(7.2.0)undec-4-en

beta-(E)-Caryophyllene

beta-cariofillene

beta-trans-caryophyllene

Bicyclo(7.2.0)undec-4-ene, 8-methylene-4,11,11-trimethyl-, (E)-(1R,9S)-(-)-

Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-, (E)-(1R,9S)-(-)-

Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-, [1R-(1R*,4E,9S*)]-

bicyclo[7.2.0]undec-4-ene,4,11,11-trimethyl-8-methylene-,(E)-(1R,9S)-(-)-

Caryophyllene (E)

CARYOPHYLLENE ,alpha + beta MIXT.

E-beta-caryophyllene

L-Caryophyllene

t-.beta.-caryophyllene

trans-beta-caryophyllene

beta-Caryophyllene solution

Eugenol EP Impurity A

(1R,4E,9S)-4,11,11-Trimethyl-8-methylenebicyclo[7.2.0]undec-4-ene