ChemicalBook--->CAS DataBase List--->1139-30-6

1139-30-6

1139-30-6 Structure

1139-30-6 Structure
IdentificationBack Directory
[Name]

CARYOPHYLLENE OXIDE
[CAS]

1139-30-6
[Synonyms]

0s)-
,6r,10s)-
6r*,10s*))-r
caryophyleneoxide
CARYOPHYLLENEPOXID
Caryophylene oxide
Caryophyllene oxyde
CARYOPHYLLENE OXIDE
caryophylleneepoxide
CARYLOPHYLLENE OXIDE
Caryophyllene epoxide
(-)-EPOXYCARYOPHYLLENE
(-)-CARYOPHYLLENE OXIDE
beta-caryophylleneoxide
beta-Caryophyllene oxide
4theta,6theta,10s)]-thet
beta-caryophylleneepoxide
CARYOPHYLLENE OXIDE 95+%
(-)-CARYOPHYLLENE OXIDE 95%
(-)-Caryophyllene oxide,97%
(-)-beta-caryophylleneepoxid
(-)-beta-caryophylleneepoxide
(-)-Epoxydihydrocaryophyllene
(-)-beta-Caryophyllene epoxide
CARYOPHYLLENE OXIDE TECH. 90%
(-)-Caryophyllene oxide, 95% 10GR
(-)-CARYOPHYLLENE OXIDE, >= 99.0 % G
(1r-(1r,4r,6r,10s))-4,12,12-trimethyl
4,11,11-Trimethyl-8-methylene-5-oxatricyclo(8.2.0.0(4,6))dodecane
5-oxatricyclo[8.2.0.04,6]dodecane,,12,12-trimethyl-3-methylene-[1r-
6]dodecane,4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.0[1theta-(1
(1β,4R,5R,9α)-4,11,11-Trimethyl-8-methylene-4,5-epoxybicyclo[7.2.0]undecane
5-oxatricyclo(8.2.0.0(sup4,6))dodecane,4,12,12-trimethyl-9-methylene-,(1r,4r
5-oxatricyclo(8.2.0.0(4,6))dodecane,4,12,12-trimethyl-9-methylene-,(1r-(1r*,4
5-oxatricyclo(8.20.0(4,6))dodecane,4,12,12-trimethyl-9-methylene-,(1r,4r,6r,1
(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
5-Oxatricyclo8.2.0.04,6dodecane, 4,12,12-trimethyl-9-methylene-, (1R,4R,6R,10S)-
(1R,4R,6R,10S)-9-METHYLENE-4,12,12-TRIMETHYL-5-OXATRICYCLO[8.2.0.0(4,6)]DODECANE
4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.]dodecane (caryophyllene oxide)
(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-9-methylen-5-oxatricyclo(8.2.0.04,6)dodecan
(1r-(1r*,4r*,6r*,10s*))-4,12,12-trimethyl-9-methylene-5-oxatricyclo(8.2.0.04,6)dodecane
6]dodecane,4,12,12-trimethyl-9-methylene-,[1R-(1R*,4R*,6R*,10S*)]-5-Oxatricyclo[8.2.0.04
5-)xatricyclo[8.2.0.0(4,6))dodecane, 6,,11,11-trimethyl-2-methylene, [1R-(1R*,4R*,6R*,10S*)]-
5-Oxatricyclo(8.2.0.04,6)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[8.2.0.0(4,6)]dodecane,4,12,12-trimethyl-9-methylene-, [1R-(1R*,4R*,6R*,10S*)]-
caryophylleneoxide,(1R,4R,6R,10S)-4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.0]4,6)]dodecane
(-)-Epoxycaryophyllene, (1R,4R,6R,10S)-9-Methylene-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodecane
[EINECS(EC#)]

214-519-7
[Molecular Formula]

C15H24O
[MDL Number]

MFCD00134216
[MOL File]

1139-30-6.mol
[Molecular Weight]

220.35
Chemical PropertiesBack Directory
[Appearance]

white crystalline powder
[Melting point ]

62-63 °C(lit.)
[Boiling point ]

301.3°C (rough estimate)
[density ]

0.96
[FEMA ]

4085 | BETA-CARYOPHYLLENE OXIDE
[refractive index ]

1.4956
[Fp ]

>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
[biological source]

synthetic
[Odor Type]

woody
[Optical Rotation]

[α]20/D 71±1°, c = 2% in chloroform
[Water Solubility ]

insoluble in water
[JECFA Number]

1575
[BRN ]

148213
[Major Application]

metabolomics
vitamins, nutraceuticals, and natural products
[Cosmetics Ingredients Functions]

PERFUMING
[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
[InChIKey]

NVEQFIOZRFFVFW-RGCMKSIDSA-N
[SMILES]

[H][C@@]12CCC(=C)[C@@]3([H])CC(C)(C)[C@]3([H])CC[C@@]1(C)O2
[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)
Hazard InformationBack Directory
[Chemical Properties]

white crystalline powder
[Definition]

ChEBI: A natural product found in Cupania cinerea.
[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.
[Aroma threshold values]

Medium strength odor, woody type.
[Biological Activity]

β-caryophyllene oxide is a potent anti-cancer agent which also exerts antioxidantanti-inflammatoryand 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 analgesicantifungalantibacterialand genoprotective activities.
[storage]

Store at -20°C
[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.]
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H411
[Precautionary statements ]

P273-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

36/38
[Safety Statements ]

26
[WGK Germany ]

2
[RTECS ]

RP5530000
[F ]

1-10
[TSCA ]

TSCA listed
[HS Code ]

29109000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Chronic 2
Eye Irrit. 2
Skin Irrit. 2
[Safety Profile]

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

1139-30-6(Hazardous Substances Data)
Spectrum DetailBack Directory
[Spectrum Detail]

CARYOPHYLLENE OXIDE(1139-30-6)MS
CARYOPHYLLENE OXIDE(1139-30-6)1HNMR
CARYOPHYLLENE OXIDE(1139-30-6)13CNMR
CARYOPHYLLENE OXIDE(1139-30-6)IR1
CARYOPHYLLENE OXIDE(1139-30-6)IR2
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