CAS 1139-30-6

Caryophyllene oxide

Description:

Caryophyllene oxide is a bicyclic sesquiterpene oxide derived from caryophyllene, a natural compound found in various essential oils, particularly those of clove and black pepper. It is characterized by its unique structure, which includes a cyclobutane ring and an epoxide functional group. This compound is typically a colorless to pale yellow liquid with a distinctive, spicy aroma. Caryophyllene oxide is known for its potential therapeutic properties, including anti-inflammatory, antimicrobial, and antioxidant activities, making it of interest in both pharmacological and cosmetic applications. It is also recognized for its role in the flavor and fragrance industry, contributing to the sensory profiles of various products. Additionally, caryophyllene oxide is considered a natural insect repellent and has been studied for its effects on human health, particularly in relation to its interaction with cannabinoid receptors. Its stability and reactivity can vary depending on environmental conditions, influencing its applications in different fields.

Formula: C₁₅H₂₄O

InChI: InChI=1S/C15H24O/c1-10-5-6-13-15(4,16-13)8-7-12-11(10)9-14(12,2)3/h11-13H,1,5-9H2,2-4H3/t11-,12-,13-,15-/m1/s1

InChI key: InChIKey=NVEQFIOZRFFVFW-RGCMKSIDSA-N

SMILES: C[C@@]12[C@](O1)(CCC(=C)[C@@]3([C@@](CC2)(C(C)(C)C3)[H])[H])[H]

Synonyms:

• (-)-Epoxydihydrocaryophyllene
• (-)-β-Caryophyllene epoxide
• (-)-β-Caryophyllene oxide
• (1R,4R,6R,10S)-4,12,12-Trimethyl-9-methylene-5-oxatricyclo[8.2.0.0^4,6]dodecane
• (1R,4R,6R,10S)-4,12,12-trimethyl-9-methylidene-5-oxatricyclo[8.2.0.0~4,6~]dodecane
• (1R,4R,6S,10R)-4,12,12-trimethyl-9-methylidene-5-oxatricyclo[8.2.0.0~4,6~]dodecane
• (1R-(1R*,4R*,6R*,10S*))-4,12,12-Trimethyl-9-methylene-5-oxatricyclo(8.2.0.04,6)dodecane
• (1S,4R,6S,10R)-4,12,12-trimethyl-9-methylidene-5-oxatricyclo[8.2.0.0~4,6~]dodecane
• (1S,4R,6S,10S)-4,12,12-trimethyl-9-methylidene-5-oxatricyclo[8.2.0.0~4,6~]dodecane
• (1S,9R)-6,10,10-trimethyl-2-methylidene-5-oxatricyclo[7.2.0.0~4,6~]undecane
• 4,11,11-Trimethyl-8-methylene-5-oxatricyclo(8.2.0.0(4,6))dodecane
• 4,12,12-Trimethyl-9-Methylidene-5-Oxatricyclo[8.2.0.0~4,6~]Dodecane
• 4,12,12-Trimethyl-9-methylene-5-oxatricyclo(8.2.0.04,6)dodecane, (1R,4R,6R,10S)-
• 4β,5α-Epoxycaryophyllene
• 5-Oxatricyclo(8.2.0.0(4,6))dodecane, 4,12,12-trimethyl-9-methylene-, (1R,4R,6R,10S)-
• 5-Oxatricyclo(8.2.0.0(sup 4,6))dodecane, 4,12,12-trimethyl-9-methylene-, (1R,4R,6R,10S)-
• 5-Oxatricyclo(8.2.0.04,6)dodecane, 4,12,12-trimethyl-9-methylene-, (1R,4R,6R,10S)-
• 5-Oxatricyclo[8.2.0.04,6]dodecane, 4,12,12-trimethyl-9-methylene-, [1R-(1R*,4R*,6R*,10S*)]-
• 5-Oxatricyclo[8.2.0.0^4,6]dodecane, 4,12,12-trimethyl-9-methylene-, (1R,4R,6R,10S)-
• 5-Oxatricyclo[8.2.0.0^4,6]dodecane, 4,12,12-trimethyl-9-methylene-, [1R-(1R*,4R*,6R*,10S*)]-
• 5-Oxatricyclo[8.2.O.04.6]Dodecane, 4,12,12-Trimethyl-9-Methylene-, [1R,,4R,6R,10S)]-
• 6,7-Epoxy-3(15)-caryophyllene
• Caryophylene Epoxide
• Caryophylene monoepoxide
• Caryophylene oxide
• Caryophyllene 4β,5α-epoxide
• Caryophyllene 4β,5α-oxide
• Caryophyllene epoxide
• Caryophyllene oxide
• Epoxycaryophyllene
• Hsdb 5466
• [1R-(1R*,4R*,6R*,10S*)]-4,12,12-Trimethyl-9-methylen-5-oxatricyclo[8.2.0.04,6]dodecan
• [1R-(1R*,4R*,6R*,10S*)]-4,12,12-Trimethyl-9-methylen-5-oxatricyclo[8.2.0.04,6]dodecane
• [1R-(1R*,4R*,6R*,10S*)]-4,12,12-Trimethyl-9-methylene-5-oxatricyclo[8.2.0.0.4.6]dodecane
• [1R-(1R*,4R*,6R*,10S*)]-4,12,12-trimetil-9-metilen-5-oxatriciclo[8.2.0.04,6]dodecano
• beta-Caryophyllene oxide
• trans-Caryophyllene oxide

Caryophyllene oxide

CAS: 1139-30-6

Caryophyllene oxide is isolated from Aegle marmelos, with anti-inflammatory activity.

Formula: C₁₅H₂₄O

Purity: 99.70% - 99.87%

Color and Shape: Solid

Molecular weight: 220.3505

Ref: TM-T2724

Caryophyllene Oxide

CAS: 1139-30-6

Caryophyllene Oxide

Formula: C₁₅H₂₄O

Purity: 98%

Color and Shape: Solid

Molecular weight: 220.35

Ref: 54-OR1012627

Caryophyllene oxide

CAS: 1139-30-6

Caryophyllene oxide

Formula: C₁₅H₂₄O

Purity: ≥98%

Molecular weight: 220.35

Ref: 54-BUP16529

(-)-Caryophyllene oxide

CAS: 1139-30-6

Formula: C₁₅H₂₄O

Purity: ≥ 95.0%

Color and Shape: White crystalline powder

Molecular weight: 220.35

Ref: 7W-GK5128

Caryophyllene Oxide

CAS: 1139-30-6

Formula: C₁₅H₂₄O

Purity: 95%

Color and Shape: Solid

Molecular weight: 220.3505

Ref: IN-DA0077XT

(-)-Caryophyllene oxide

CAS: 1139-30-6

(-)-Caryophyllene oxide analytical standard provided with chromatographic purity, to be used as reference material for qualitative determination.

Formula: C₁₅H₂₄O

Purity: (GC) ≥90%

Color and Shape: Powder

Molecular weight: 220.36

Ref: 11-5493

Terpene Mixture 1 100 µg/mL in Methanol

Controlled Product

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, 4695-62-9, 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

Formula: C₁₀H₁₆O

Color and Shape: Mixture

Molecular weight: 152.23

Ref: 04-GS09000272ME

Terpene Mixture 1 100 µg/mL in Methanol

Controlled Product

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, 4695-62-9, 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

Color and Shape: Mixture

Ref: 04-GA09000272ME

Caryophyllene Oxide 1000 µg/mL in Isopropanol

CAS: 1139-30-6

Formula: C₁₅H₂₄O

Color and Shape: Single Solution

Molecular weight: 220.35

Ref: 04-GA09010046IP

Smart Solutions™ TerpiMix Kit 2500 μg/mL in Isopropanol

Controlled Product

CAS: 10458-14-7, 105-87-3, 106-22-9, 106-24-1, 106-25-2, 111-02-4, 112-14-1, 1139-30-6, 116-26-7, 1196-01-6, 123-35-3, 124-76-5, 125-12-2, 127-91-3, 13466-78-9, 138-86-3, 13877-91-3, 2217-02-9, 2244-16-8, 22567-21-1, 3387-41-5, 4602-84-0, 4630-07-3, 464-43-7, 464-45-9, 4674-50-4, 469-61-4, 4695-62-9, 470-82-6, 489-86-1, 498-15-7, 499-75-2, 502-61-4, 515-69-5, 527-84-4, 535-77-3, 5392-40-5, 546-79-2, 546-80-5, 562-74-3, 586-62-9, 638-36-8, 675-20-7, 6753-98-6, 7212-44-4, 7541-49-3, 76-22-2, 77-53-2, 7787-20-4, 78-70-6, 79-92-5, 80-56-8, 87-44-5, 89-78-1, 89-79-2, 89-81-6, 89-82-7, 89-83-8, 98-55-5, 99-83-2, 99-85-4, 99-86-5, 99-87-6

Color and Shape: Kit

Ref: 04-K50000655IP

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

Formula: C₁₀H₁₈O

Color and Shape: Mixture

Molecular weight: 154.25

Ref: 04-GA09000634HE

Caryophyllene oxide

CAS: 1139-30-6

Formula: C₁₅H₂₄O

Purity: 95%~99%

Color and Shape: Powder

Molecular weight: 220.356

Ref: BP-SBP00015

Caryophyllene oxide (Standard)

CAS: 1139-30-6

Caryophyllene oxide (Standard) is a reference standard for research and analysis in studies involving Caryophyllene oxide. Caryophyllene oxide is isolated from Aegle marmelos, with anti-inflammatory activity.

Formula: C₁₅H₂₄O

Molecular weight: 220.3505

Ref: TM-TMSM-2988

Cannabis Terpene Mixture 2 2500 µg/mL in Isopropanol

Controlled Product

CAS: 1139-30-6, 470-82-6

Formula: C₁₅H₂₄O

Color and Shape: Mixture

Molecular weight: 220.35

Ref: 04-GA09000495IP

beta-Caryophyllene epoxide

CAS: 1139-30-6

Formula: C₁₅H₂₄O

Color and Shape: Neat

Molecular weight: 220.35

Ref: 04-CA11053000

Cannabis Terpene Mixture 2 2500ug/mL in Isopropanol

CAS: 1139-30-6, 470-82-6

Formula: C₁₅H₂₄O

Color and Shape: Mixture

Molecular weight: 220.35

Ref: 04-GS09000495IP

Nevada Terpene Mixture 0058 1000 µg/mL in Isopropanol

CAS: 1139-30-6, 123-35-3, 127-91-3, 138-86-3, 515-69-5, 586-62-9, 6753-98-6, 78-70-6, 80-56-8, 87-44-5

Color and Shape: Mixture

Ref: 04-A50000058IP

TerpiMix 3 2500 µg/mL in Isopropanol

Controlled Product

CAS: 105-87-3, 106-24-1, 111-02-4, 1139-30-6, 13466-78-9, 138-86-3, 4602-84-0, 4630-07-3, 4674-50-4, 489-86-1, 515-69-5, 638-36-8, 675-20-7, 6753-98-6, 7212-44-4, 7541-49-3, 77-53-2, 7787-20-4, 87-44-5

Color and Shape: Mixture

Ref: 04-A50000654IP

Canada Terpene Mixture 2 2500 µg/mL in Isopropanol

CAS: 1139-30-6, 470-82-6

Formula: C₁₅H₂₄O

Color and Shape: Mixture

Molecular weight: 220.35

Ref: 04-GS09001089IP

b-Caryophyllene Epoxide

CAS: 1139-30-6

Applications β-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.
References Iqbal, M., et al.: J. Natural Products, 69(10), 1429 (2006); Guo, Y., et al.: Zhongguo Shiyan Fangjixue Zazhi, 19, 110 (2013);

Formula: C₁₅H₂₄O

Color and Shape: Neat

Molecular weight: 220.35

Ref: TR-C184730