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Zhishang Chemical

BETA-CARYOPHYLLENE CAS 87-44-5

Molecular Formula: C15H24

Formula Weight: 204.35

ZSpharmac: BETA-CARYOPHYLLENE Supplement

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Product Name: BETA-CARYOPHYLLENE
CAS No: 87-44-5
Purity: 99%

Basic Info

Product Name:BETA-CARYOPHYLLENE
Other Names:β-Caryophyllene
CAS:87-44-5
Place of Origin:Shandong, China
Brand Name:ZSpharmac
Type:Plant Extracts
Appearance:Colorless to Slightly Yellow Oily Liquid
EINECS No.:201-746-1
Storage:-20°C
Provide:BETA-CARYOPHYLLENE MSDS;
BETA-CARYOPHYLLENE COA

What is BETA-CARYOPHYLLENE?

BETA-CARYOPHYLLENE is also known as β-caryophyllene, and its isomers also include rhythmene (α-caryophyllene) and isocaryophyllene (γ-caryophyllene), which belong to bicyclic sesquiterpenoids and are naturally present in lemons. , grapefruit, nutmeg, pepper, raspberry, blackcurrant, cinnamon leaf oil, clove leaf oil. BETA-CARYOPHYLLENE has many biological activities, can be used as a fragrance agent, and has local anesthetic, anti-inflammatory, mosquito repellent, anti-anxiety and depression, antitussive and expectorant, analgesic and anti-inflammatory, cytotoxic and other properties.

BETA-CARYOPHYLLENE Properties:

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.)
FEMA 2252 | BETA-CARYOPHYLLENE
refractive index n20/D 1.5(lit.)
Fp 205 °F
storage temp. -20°C
form neat

 

BETA-CARYOPHYLLENE Uses

1. Used as spice: The Standardization Administration of China stipulates that trans-caryophyllene can be used as a natural spice for food. Its acetylate is also a fragrance and can be used in perfumes. For example, trans-caryophyllene can be used to produce mango flavor with rosin type, and the mass ratio of each compound is: kenene (0.28), β-pinene (2%), 3-carene (42%), myrcene (14%), Alpha-Phellandrene (1.5%), Gamma-Terpinene (1.2%), Benzaldehyde (5%), Trans Caryophyllene (14%), Valencia Orangene (0.02%) , consumption of alcohol or propylene glycol (20%). Mix well at room temperature, and the product has a strong rosin-type mango fruit aroma.

2. Local anesthesia: trans-caryophyllene was intravenously injected into rabbits and administered to the conjunctival sac (10-1000 mg/L), and the stimulation threshold of membrane reflex increased with the increase of the dose. The action of β-caryophyllene must strictly depend on the structure of the intracyclic double bond. The local anesthetic effect of trans-caryophyllene began to manifest 5 minutes after intravenous administration, and rapidly weakened and disappeared within 15 minutes.

3. Anti-inflammatory effect: trans-caryophyllene can selectively inhibit cyclooxygenase COX-2, play the effect of non-steroidal anti-inflammatory drugs, and can protect gastric mucosa from damage caused by inflammatory factors such as ethanol and strong acid. It does not affect the secretion of gastric acid, and has anti-inflammatory and anti-ulcer effects.

4. Treatment of colitis: Male mice were fed 5% sodium dextran sulfate for 7 days, which caused colitis. Trans-caryophyllene solutions at 30 and 300 mg/kg were fed daily, along with sodium dextran sulfate solution. After 7 days of gavage with dextran sodium sulfate solution, the body weight and colon length of the mice were measured, and tissue damage and myeloperoxidase (MPO) activity and inflammatory cytokines in serum and colon were assessed. Dextran sodium sulfate solution damaged colon tissue, increased myeloperoxidase activity and inflammatory cytokines, reduced the weight of mice, and shortened the length of the colon. After 300 mg/kg trans-caryophyllene administration, colon shortening was significantly inhibited and body weight was slightly reduced, colonic inflammation was significantly reduced and myeloperoxidase activity was inhibited. At the same time, trans-caryophyllene significantly inhibited the IL-6 protein in serum (reduced by 55%) and the mRNA level of IL-6 in tissue. It shows that trans-caryophyllene can improve the experimental colitis induced by dextran sulfate sodium, and is useful in the prevention and treatment of colitis.

4. Stimulating effect: Trans caryophyllene has a great stimulating effect on the skin after oxidation, which is easy to cause skin allergies. Trans-Caryophyllene was less irritating after 10 weeks of air exposure. Trans caryophyllene oxides are moderately strong allergens. In addition, trans-caryophyllene is a sensitizer because the double bond of trans-caryophyllene is easily oxidized to form peroxides.

5. Insect repellent and insecticidal effect: β-Caryophyllene extracted from clove oil and caryophyllene oxide obtained by ozonation reduction have the effect of repelling insects. For example, a composition for trapping and killing citrus psyllids can be prepared. The composition includes trans-caryophyllene, D-limonene and linalool, the volume ratio is (1~3):(2~3):1, and the contents are 4.3 respectively. ~43μL/mL, 4.3~43μL/mL, 1.4~14μL/mL, and the rest are mineral oil. The composition can increase the number of traps to 25.1 times under the condition of high density of citrus psyllids (host of Jiulixiang). When the density of psyllids is low (gong mandarin host), the number of traps can also be increased to 20.4 times, the trapping effect is obvious, and it has the advantages of high efficiency, environmental protection and lasting effect.

6. Environmental protection: The diterpene structure of BETA-CARYOPHYLLENE contains two double bonds, which can easily react with ozone, which can well remove ozone in the air. Trans-Caryophyllene can form particles easily absorbed by plants with the particles in the air, which can purify the air. Compared with most monoterpenes, the adsorption rate of trans caryophyllene is higher. Most of the monoterpenes are not as stable as sesquiterpene, the precursor compound of BETA-CARYOPHYLLENE in the reaction with ozone, and the effect is not as good as that of BETA-CARYOPHYLLENE.

BETA-CARYOPHYLLENE SYNTHESIS METHOD

Synthetic route 1: Using (+)-hexahydro-3a-hydroxy-7a-methyl-1H-indene-1,5(6H)-dione (A) as raw material, NaBH4 reduces the 5-position carbonyl to obtain B, and then proceed Mitsunobu reaction dehydration, protecting the 1-position carbonyl with TMS-Im to form C, reducing the 3-position carbonyl of C to hydroxyl to form D, substituted with alkyl p-toluenesulfonate, and deprotecting the 1-position hydroxyl to form E, The strong base NaH acts to rearrange into a nine-membered ring compound G, electrophilic addition, and hydroxyl condensation to obtain J, and the Witting reaction generates trans caryophyllene (K).

Synthetic Path 2: Microbial Catalytic Synthesis
Construction of recombinant cells capable of synthesizing trans-caryophyllene from acetyl-CoA. By co-expression in E. coli the acetyl-CoA acyl transgene/hydroxymethylglutaryl-CoA reductase gene, 3-hydroxy-3-methylglutaryl-CoA synthase gene derived from Enterococcus faecalis, derived from Saccharomyces cerevisiae mevalonate kinase gene, mevalonate-5-phosphate kinase gene, mevalonate-5-diphosphate decarboxylase gene. Isopentenyl pyrophosphate isomerase gene, geranyl ester diphosphate synthase gene from North American fir, farnesyl pyrophosphate and enzyme gene from Neurospora crassa, trans caryophyllene synthase from Artemisia annua An enzyme gene that uses glucose to explain the biosynthesis of BETA-CARYOPHYLLENE by the intermediate product acetyl-CoA.

Company Profile and Corporate Culture

Company Profile:

ZhiShang Chemical is owned by ZhiShang Group is a professional new-type chemicals enterprise combined into research and development, production and sales .

The company’s competitive product is pharmaceutical raw materials and intermediates (especially carbohydrate derivatives Series), In recent years, the company has made a major breakthrough in food and feed additives, plant extraction, industrial chemicals industry .

The company insists on the spirit of “sincere management, strict quality control, customer as god” , get consistent high praise from customers at home and abroad.

Corporate Culture:

OUR MISSION
Help China Chemicals to benefit the happiness of human life
OUR VISSION
Become the most trusted chemical supplier in the world
OUR BUSINESS PHILOSOPHY
Striver – oriented, enrich employees, customer first, deep service, seek development
OUR VALUES
Be prepared for danger in times of peace, forge ahead actively, unity and cooperation, and be brave to fight

 

About Us

The production base is located in Zhangqiu chemical industry park and Tai’an high-tech chemical industry park. laboratory and workshop in strict accordance with the GMP standard and the product fit national ISO9001 and ISO2000 standards.

“Zhishang” products are exported to Europe, North and South America, the Middle East, Asia Pacific and Africa area, so as to establish a long-term and stable cooperation relationship with customer in the world.

Company Info
  • Business Type: Manufacturer
  • Product Range: Additive , Chemical Auxiliary & Catalyst , Organic Chemicals
  • Products/Service: Organic Intermediate,Inorganic Chemistry, APIs, Dyestuffs And Pigments, Fragrance And Spices, Food Additives
  • Total Employees: 51~100
  • Capital (Million US $): 10000000RMB
  • Year Established: 2016
Production Capacity
  • No. of Production Lines : 8
  • No. of QC Staff : 5 -10 People
  • OEM Services Provided : yes
  • Factory Size (Sq.meters) : 3,000-5,000 square meters
  • Certificate: ISO9001 , CE , GMP , API , MSDS
  • Factory Location : Diao Town Industry Park, Zhangqiu City, Jinan City, Shandong Province, China.

Service

Pre-Sales Service

* Prompt reply and 24 hours online, professional team to provide best price and high quality product.

* Sample testing support.

* Every batch of products will be tested to ensureits quality.

*The packing also can be according the customers` requirment.

*Any inquiries will be replied within 24 hours.

*we provide Commerical Invoice, Packing List, Bill of loading, COA , Health certificate and Origin certificate. If your markets have any special requirements, let us know.

 

After-Sales Service

*The fact of logistics information monitoring.

* Any questions about the product can be consulted at any time.

*Product has any problem can return.

FAQ

Do you accept sample order?

We will make samples before mass production, and after sample approved, we’ll begin mass production. Doing 100% inspection during production, then do random inspection before packing.

 

HOW TO CONFIRM THE PRODUCT QUALITY BEFORE PLACING ORDERS?

You can get free samples for some products,you only need to pay the shipping cost or arrange a courier to us and take the samples. You can send us your product specifications and requests,we will manufacture the products according to your requests.

What’s your MOQ?

Our MOQ is 1kg. But usually we accept less quantity such as 100g on the condition that sample charge is 100% paid.

Do you supply product report?

Yes. We’ll give you product analysis report before shipping.

  Is there a discount?

Different quantity has different discount.

Shipping

1. ≤50kg, Express delivery recommended, usually called as DDU service;

2. ≤500kg, Air shipping recommended, usually called as FOB, CFR, or CIF service;

3. >500kg, sea shipping recommended, usually called as FOB, CFR, or CIF service;

4. For high value products, please select air shipping and express delivery for safe.

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