Caryophyllene oxide

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Names

[ CAS No. ]:
1139-30-6

[ Name ]:
Caryophyllene oxide

[Synonym ]:
(1R,4R,6R,10S)-4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane
(-)-b-Caryophyllene oxide
6,7-Epoxy-3(15)-caryophyllene
(−)-Caryophyllene oxide
4b,5a-Epoxycaryophyllene
(-)-b-Caryophyllene epoxide
(1R,4R,6R,10S)-4,12,12-Trimethyl-9-methylene-5-oxatricyclo[8.2.0.0]dodecane
(-)-Epoxydihydrocaryophyllene
(-)-caryophyllene oxide
5-Oxatricyclo(8.2.0.0(4,6))dodecane, 4,12,12-trimethyl-9-methylene-, (1R,4R,6R,10S)-
b-Caryophyllene oxide
Caryophyllene 4b,5a-oxide
β-Caryophyllene oxide
EINECS 214-519-7
MFCD00134216
b-Caryophyllene epoxide
trans-caryophyllene oxide
5-Oxatricyclo[8.2.0.0]dodecane, 4,12,12-trimethyl-9-methylene-, (1R,4R,6R,10S)-
caryophyllene oxide
(−)-Epoxycaryophyllene

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
279.7±19.0 °C at 760 mmHg

[ Melting Point ]:
62-63ºC(lit.)

[ Molecular Formula ]:
C15H24O

[ Molecular Weight ]:
220.350

[ Flash Point ]:
119.7±19.5 °C

[ Exact Mass ]:
220.182709

[ PSA ]:
12.53000

[ LogP ]:
4.57

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.507

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RP5530000
CHEMICAL NAME :
5-Oxatricyclo(8.2.0.0(sup 4,6))dodecane, 4,12,12-trimethyl-9-methylene-, (1R,4R,6R,10S)-
CAS REGISTRY NUMBER :
1139-30-6
LAST UPDATED :
199701
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C15-H24-O
MOLECULAR WEIGHT :
220.39

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
REFERENCE :
FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 21,661,1983 ** ACUTE TOXICITY DATA **
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 21,661,1983
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
>2 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 21,661,1983

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319

[ Precautionary Statements ]:
P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/38

[ Safety Phrases ]:
26

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ RTECS ]:
RP5530000

[ HS Code ]:
29109000

Synthetic Route

Precursor & DownStream

Precursor

  • trans-Caryophyllene
  • Perbenzoic acid
  • perphthalic acid

DownStream

  • caryophyllene alcohol acetate

Articles

Antiparasitic compounds from Cupania cinerea with activities against Plasmodium falciparum and Trypanosoma brucei rhodesiense.

J. Nat. Prod. 74 , 559-66, (2011)

In a survey of plants from Ecuador with antiprotozoal activity, Cupania cinerea was found to show significant in vitro activity against the Plasmodium falciparum K1 strain and Trypanosoma brucei rhode...

Microbial transformation and butyrylcholinesterase inhibitory activity of (-)-caryophyllene oxide and its derivatives.

J. Nat. Prod. 69 , 1429-34, (2006)

Microbial transformation of the sesquiterpene (-)-caryophyllene oxide (1) [(1R,4R,5R,9S)-4,5-epoxycaryophyllan-8(13)-ene] by a number of fungi, using a standard two-stage fermentation technique, has a...

H.M.R. Hoffmann, U. Vogt

Synlett , 581, (1990)


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Related Compounds

  • 14-hydroxycaryophyllene oxide
  • Caryophyllene
  • caryophyllene alcohol acetate
  • caryophyllene acetylated
  • β-caryophyllene-4β,5α-epoxide
  • geranic oxide