CAS 87-44-5

(-)-Caryophyllene

Description:

(-)-Caryophyllene, with the CAS number 87-44-5, is a bicyclic sesquiterpene that is commonly found in essential oils of various plants, particularly in black pepper and cloves. It is characterized by its unique structure, which includes a cyclobutane ring and a long carbon chain, contributing to its distinctive aroma, often described as spicy and woody. This compound is notable for its ability to interact with cannabinoid receptors, which has garnered interest in the fields of pharmacology and natural product research. (-)-Caryophyllene is also recognized for its potential anti-inflammatory and analgesic properties, making it a subject of study for therapeutic applications. Additionally, it is used in the fragrance and flavor industries due to its pleasant scent. The substance is generally regarded as safe for use in food and cosmetic products, although its concentration and application should be monitored to ensure safety and efficacy. Overall, (-)-Caryophyllene is a versatile compound with significant biological and industrial relevance.

Formula: C₁₅H₂₄

InChI: InChI=1/C14H22/c1-10-5-7-11(2)12-9-14(3,4)13(12)8-6-10/h5,12-13H,2,6-9H2,1,3-4H3/b10-5+/t12-,13-/m1/s1

InChI key: InChIKey=NPNUFJAVOOONJE-FLFDDASRSA-N

SMILES: CC1(C)[C@]2([C@](C1)(C(=C)CC\C=C(\C)/CC2)[H])[H]

Synonyms:

• (-)-(E)-Caryophyllene
• (-)-β-Caryophyllene
• (1R,4E,9S)-4,11,11-Trimethyl-8-methylenebicyclo[7.2.0]undec-4-ene
• (1S,4E,8R)-5,9,9-trimethyl-2-methylene-bicyclo[6.2.0]dec-4-ene
• 1-Caryophyllene
• 2-Methylene-6,10,10-trimethyl bicyclo[7.2.0]undec-5-ene
• 8-Methylene-4,11,11-(Trimethyl)Bicyclo[7.2.0]Undec-4-Ene
• Beta-Caryophyllene
• Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-, (1R,4E,9S)-
• Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-, [1R-(1R*,4E,9S*)]-
• CARYOPHYLLENE-β
• Cariofileno
• Caryophylene
• Caryophyllen
• Caryophylline
• Nsc 11906
• Trans-Caryophyllene
• [1R-(1R*,4E,9S*)]-4,11,11-Trimethyl-8-methylenebicyclo[7.2.0]undec-4-ene
• bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-, (E)-(1R,9S)-(-)-
• bicyclo[7.2.0]undec-4-ene, 8-methylene-4,11,11-trimethyl-, (E)-(1R,9S)-(-)-
• l-Caryophyllene
• trans-β-Caryophyllene
• β-Caryophyllen

Cannabis Terpene Mixture 1 2500 ug/mL in Hexane

Controlled Product

CAS: 106-24-1, 123-35-3, 13466-78-9, 13877-91-3, 18172-67-3, 23089-26-1, 489-86-1, 586-62-9, 5989-27-5, 6753-98-6, 7212-44-4, 78-70-6, 79-92-5, 80-56-8, 87-44-5, 89-79-2, 99-85-4, 99-86-5, 99-87-6

Formula: C₁₀H₁₆

Color and Shape: Mixture

Molecular weight: 136.23

Ref: 04-GS09000494HE

β-Caryophyllene

CAS: 87-44-5

β-Caryophyllene ((-)-(E)-Caryophyllene) acts as an CB2 receptor agonist.

Formula: C₁₅H₂₄

Purity: 95.43% - 99.11%

Color and Shape: Turpentine (Ntp 1992)

Molecular weight: 204.35

Ref: TM-T9114

Β-caryophyllene

CAS: 87-44-5

Alicyclic hydrocarbon

Formula: C₁₅H₂₄

Purity: ≥ 95.0 % (GC)

Color and Shape: Liquid

Molecular weight: 204.36

Ref: 5G-80717

β-Caryophyllene

Controlled Product

CAS: 87-44-5

Stability Light Sensitive
Applications 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.
References Kaul, P.N., et al.: J. Sci. Food Agric., 83, 53 (2003); Singh, G., et al.: J. Agric. Food Chem., 54, 174 (2006);

Formula: C₁₅H₂₄

Color and Shape: Neat

Molecular weight: 204.35

Ref: TR-C184725

beta-Caryophyllene

CAS: 87-44-5

Beta-Caryophyllene is a bicyclic sesquiterpene, which is a natural product found in essential oils derived from various plants, including black pepper, cloves, and cannabis. This compound is characterized by its unique ability to selectively bind to cannabinoid receptor type 2 (CB2), acting as a full agonist. Unlike typical cannabinoids, beta-Caryophyllene does not interact substantially with CB1 receptors, making it non-psychoactive.

Formula: C₁₅H₂₄

Purity: Min. 80%

Color and Shape: Clear Liquid

Molecular weight: 204.35 g/mol

Ref: 3D-FC138498

β-caryophyllene

CAS: 87-44-5

Formula: C₁₅H₂₄

Molecular weight: 204.36

Ref: ST-EA-CP-C258001

beta-Caryophyllene - min 98%

CAS: 87-44-5

Beta-caryophyllene is a natural compound that has been shown to have pharmacological activities. It also has been shown to induce toll-like receptor (TLR) signaling, which may be an important mechanism in the innate immune response. Beta-caryophyllene has been studied as a natural compound with potential use as an insecticide and has demonstrated resistance against insect pests. Beta-caryophyllene has also been shown to have anti-inflammatory properties and may have therapeutic value for treating rheumatoid arthritis, osteoarthritis, and other inflammatory diseases.

Formula: C₁₅H₂₄

Purity: Min. 98%

Color and Shape: Clear Liquid

Molecular weight: 204.35 g/mol

Ref: 3D-FC164087

Terpene Mixture 1 2500 µg/mL in Hexane

CAS: 105-87-3, 106-25-2, 1139-30-6, 123-35-3, 124-76-5, 13877-91-3, 23089-26-1, 3790-78-1, 4630-07-3, 470-82-6, 498-15-7, 502-61-4, 76-22-2, 77-53-2, 78-70-6, 79-92-5, 87-44-5, 89-78-1, 89-79-2, 99-83-2, 99-87-6

Color and Shape: Mixture

Ref: 04-S50000473HE