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Caryophyllene oxide

Product Name
Caryophyllene oxide
CAS No.
1139-30-6
Chemical Name
Caryophyllene oxide
Synonyms
(-)-CARYOPHYLLENE OXIDE;(-)-EPOXYCARYOPHYLLENE;Caryophylene oxide;Caryophyllene epoxide;Caryophyllene oxyde;(-)-beta-Caryophyllene epoxide;caryophyleneoxide;CARYOPHYLLENEPOXID;5-oxatricyclo(8.20.0(4,6))dodecane,4,12,12-trimethyl-9-methylene-,(1r,4r,6r,1;0s)-
CBNumber
CB3199893
Molecular Formula
C15H24O
Formula Weight
220.35
MOL File
1139-30-6.mol
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Caryophyllene oxide Property

Melting point:
62-63 °C(lit.)
Boiling point:
301.3°C (rough estimate)
Density 
0.96
refractive index 
1.4956
FEMA 
4085 | BETA-CARYOPHYLLENE OXIDE
Flash point:
>230 °F
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Crystalline Powder
color 
White
Odor
at 100.00 %. sweet fresh dry woody spicy
Odor Type
woody
biological source
synthetic
optical activity
[α]20/D 71±1°, c = 2% in chloroform
Water Solubility 
insoluble in water
JECFA Number
1575
BRN 
148213
LogP
4.57
EPA Substance Registry System
5-Oxatricyclo[8.2.0.04,6]dodecane, 4,12,12-trimethyl-9-methylene-, (1R,4R,6R,10S)- (1139-30-6)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/38
Safety Statements 
26
WGK Germany 
2
RTECS 
RP5530000
1-10
HS Code 
29109000
Hazardous Substances Data
1139-30-6(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

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

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W509647
Product name
(−)-Caryophyllene oxide
Purity
95%
Packaging
1 unit
Price
$56.3
Updated
2025/07/31
Sigma-Aldrich
Product number
W509647
Product name
(−)-Caryophyllene oxide
Purity
95%
Packaging
1 unit
Price
$56.3
Updated
2025/07/31
Sigma-Aldrich
Product number
W408588
Product name
(−)-Caryophyllene oxide
Purity
natural (US), ≥95%, FG
Packaging
1 unit
Price
$58
Updated
2025/07/31
Sigma-Aldrich
Product number
W408588
Product name
(−)-Caryophyllene oxide
Purity
natural (US), ≥95%, FG
Packaging
1 unit
Price
$58
Updated
2025/07/31
Sigma-Aldrich
Product number
W408588
Product name
(−)-Caryophyllene oxide
Purity
natural (US), ≥95%, FG
Packaging
100G
Price
$302
Updated
2025/07/31
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Caryophyllene oxide Chemical Properties,Usage,Production

Chemical Properties

Caryophyllene oxide is a Colorless or white crystalline powder that has a woody, slightly ambergris-like odor, can be prepared by treatment of β-caryophyllene with organic peracids.

Occurrence

Reported found in Nepeta betonicifolia C.A. Meyer oil Turkey (39.20%), geranium rose-scented oil (Pelargonium spp.) Cuba (14.70%), melissa oil (9.99%), guava leaf oil Cuba (8.20%), etc.

Uses

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.

Definition

ChEBI: Caryophyllene oxide is an epoxide,a natural product found in Cupania cinerea. It has a role as a metabolite.

Aroma threshold values

Medium strength odor, woody type.

Biological Activity

β-caryophyllene oxide is a potent anti-cancer agent which also exerts antioxidant, anti-inflammatory, and antiviral properties. It is a strong inhibitor of drug-metabolizing enzyme cytochromes P4503A (CYP3A) activities both in r at and human hepatic microsomes. BCPO also exerts analgesic, antifungal, antibacterial, and genoprotective activities.

Safety Profile

Low toxicity by ingestion and skin contact. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

Purification Methods

Purify the oxide by TLC on silica gel with EtOAc/pet ether (b 60-80o) (15:85), and recrystallise it from MeOH or *C6H6. [NMR: Warnhoff Can J Chem 42 1664 1964, Ramage & Whitehead J Chem Soc 4336 1954, Beilstein 17 IV 392.]

Caryophyllene oxide Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Caryophyllene oxide manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
CARYOPHYLLENE OXIDE 1139-30-6
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100 MT
Release date
2024-11-14
Hebei Zhuanglai Chemical Trading Co Ltd
Product
Caryophyllene Oxide 1139-30-6
Price
US $150.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500kg
Release date
2024-12-02
Shandong Deshang Chemical Co., Ltd.
Product
CARYOPHYLLENE OXIDE 1139-30-6
Price
US $16.00-10.00/kg
Min. Order
1kg
Purity
99.99%
Supply Ability
10 tons
Release date
2024-06-19

1139-30-6, Caryophyllene oxideRelated Search:


  • (-)-5-Oxatricyclo[8.2.0.0(4,6)]dodecane,4,12,12-trimethyl-9-methylene-, [1R-(1R*,4R*,6R*,10S*)]-
  • (-)-beta-Caryophyllene epoxide
  • caryophyleneoxide
  • Caryophyllene epoxide
  • Caryophyllene oxyde
  • caryophylleneepoxide
  • (1R,4R,6R,10S)-9-METHYLENE-4,12,12-TRIMETHYL-5-OXATRICYCLO[8.2.0.0(4,6)]DODECANE
  • (-)-EPOXYCARYOPHYLLENE
  • (-)-CARYOPHYLLENE OXIDE
  • CARYOPHYLLENE OXIDE
  • caryophylleneoxide,(1R,4R,6R,10S)-4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.0]4,6)]dodecane
  • 5-Oxatricyclo8.2.0.04,6dodecane, 4,12,12-trimethyl-9-methylene-, (1R,4R,6R,10S)-
  • (1R-(1R*,4R*,6R*,10S*))-4,12,12-Trimethyl-9-methylen-5-oxatricyclo(8.2.0.04,6)dodecan
  • CARYOPHYLLENEPOXID
  • (-)-Epoxycaryophyllene, (1R,4R,6R,10S)-9-Methylene-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodecane
  • (1R,4R,6R,10S)-4,12,12-Trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane
  • (1R,5S,8R,11R)-4-Methylene-7,7,11-trimethyl-12-oxatricyclo[9.1.0.05,8]dodecane
  • (1β,4R,5R,9α)-4,11,11-Trimethyl-8-methylene-4,5-epoxybicyclo[7.2.0]undecane
  • (-)-Caryophyllene oxide,97%
  • (-)-CARYOPHYLLENE OXIDE 95%
  • CARYOPHYLLENE OXIDE TECH. 90%
  • CARYOPHYLLENE OXIDE 95+%
  • (-)-beta-caryophylleneepoxid
  • (-)-beta-caryophylleneepoxide
  • (-)-Epoxydihydrocaryophyllene
  • (1r-(1r*,4r*,6r*,10s*))-4,12,12-trimethyl-9-methylene-5-oxatricyclo(8.2.0.04,6)dodecane
  • (1r-(1r,4r,6r,10s))-4,12,12-trimethyl
  • (1r-(1r,4r,6r,10s))-4,12,12-trimethyl-9-methylene-5-oxatricyclo(8.2.0.04,6)dodecane
  • ,6r,10s)-
  • 0s)-
  • 4,11,11-Trimethyl-8-methylene-5-oxatricyclo(8.2.0.0(4,6))dodecane
  • 4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.]dodecane (caryophyllene oxide)
  • 4theta,6theta,10s)]-thet
  • 5-)xatricyclo[8.2.0.0(4,6))dodecane, 6,,11,11-trimethyl-2-methylene, [1R-(1R*,4R*,6R*,10S*)]-
  • 5-oxatricyclo(8.2.0.0(4,6))dodecane,4,12,12-trimethyl-9-methylene-,(1r-(1r*,4
  • 5-oxatricyclo(8.2.0.0(sup4,6))dodecane,4,12,12-trimethyl-9-methylene-,(1r,4r
  • 5-Oxatricyclo(8.2.0.0<sup>4,6</sup>)dodecane, 4,12,12-trimethyl-9-methylene-, (1R,4R,6R,10S)-
  • 5-oxatricyclo(8.20.0(4,6))dodecane,4,12,12-trimethyl-9-methylene-,(1r,4r,6r,1
  • 5-Oxatricyclo[8.2.0.0(4,6)-]dodecane, 4,12,12-trimethyl-9-methylene-, [1R-(1R*,4R*,6R*,10S*)]-
  • 5-oxatricyclo[8.2.0.04,6]dodecane,,12,12-trimethyl-3-methylene-[1r-
  • 6]dodecane,4,12,12-trimethyl-9-methylene-,[1R-(1R*,4R*,6R*,10S*)]-5-Oxatricyclo[8.2.0.04
  • 6]dodecane,4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.0[1theta-(1
  • 6r*,10s*))-r
  • beta-Caryophyllene oxide
  • beta-caryophylleneepoxide
  • beta-caryophylleneoxide
  • Caryophylene oxide
  • (-)-Caryophyllene oxide, 95% 10GR
  • CARYLOPHYLLENE OXIDE
  • (-)-CARYOPHYLLENE OXIDE, >= 99.0 % G
  • (-)-Caryophyllene oxide@100 μg/mL in Methanol
  • (-)-Caryophyllene oxide, 95%
  • Caryopyllene oxide
  • Caryophyllene oxide USP/EP/BP
  • β-Caryophyllene Epoxide
  • TIANFUCHEM--1139-30-6--High purity CARYOPHYLLENE OXIDE in stock
  • (-)-Caryophyllene oxide, 95%,
  • DXP 5648