Caryophyllene oxide

Modify Date: 2024-01-01 20:07:51

Caryophyllene oxide Structure
Caryophyllene oxide structure
 Common Name Caryophyllene oxide
CAS Number 1139-30-6 Molecular Weight 220.350
Density 1.0±0.1 g/cm3 Boiling Point 279.7±19.0 °C at 760 mmHg
Molecular Formula C15H24O Melting Point 62-63ºC(lit.)
MSDS Chinese USA Flash Point 119.7±19.5 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of Caryophyllene oxide


Caryophyllene oxide, isolated from from Annona squamosa L. bark., possesses analgesic and anti-inflammatory activity[1].

 Names

Name (-)-Caryophyllene oxide
Synonym More Synonyms

 Caryophyllene oxide Biological Activity

Description Caryophyllene oxide, isolated from from Annona squamosa L. bark., possesses analgesic and anti-inflammatory activity[1].
Related Catalog
References

[1]. Chavan MJ, et al. Analgesic and anti-inflammatory activity of Caryophyllene oxide from Annona squamosa L. bark. Phytomedicine. 2010 Feb;17(2):149-51.

 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

 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
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

trans-Caryophyllene structure

trans-Caryophyllene

CAS#:87-44-5

~%

Caryophyllene oxide Structure

Caryophyllene oxide

CAS#:1139-30-6

N/A structure

N/A

CAS#:103475-43-0

Literature: Helvetica Chimica Acta, , vol. 77, # 1 p. 36 - 40
trans-Caryophyllene structure

trans-Caryophyllene

CAS#:87-44-5

~%

Caryophyllene oxide Structure

Caryophyllene oxide

CAS#:1139-30-6

Literature: Helvetica Chimica Acta, , vol. 66, # 7 p. 2223 - 2235
Perbenzoic acid structure

Perbenzoic acid

CAS#:93-59-4

trans-Caryophyllene structure

trans-Caryophyllene

CAS#:87-44-5

~%

Caryophyllene oxide Structure

Caryophyllene oxide

CAS#:1139-30-6

Literature: Chemische Berichte, , vol. 80, p. 56,62 Journal of the Chemical Society, , p. 537,539
perphthalic acid structure

perphthalic acid

CAS#:2311-91-3

trans-Caryophyllene structure

trans-Caryophyllene

CAS#:87-44-5

~%

Caryophyllene oxide Structure

Caryophyllene oxide

CAS#:1139-30-6

Literature: Journal of the Chemical Society, , p. 4336,4339
trans-Caryophyllene structure

trans-Caryophyllene

CAS#:87-44-5

~53%

Caryophyllene oxide Structure

Caryophyllene oxide

CAS#:1139-30-6

(2R,5R,6R)-2,12:5,6-diepoxycaryophyllane structure

(2R,5R,6R)-2,12...

CAS#:60444-80-6

(1R,4R,6R,9S,10S)-4,12,12-trimethylspiro(5-oxatricyclo[8.2.0.04,6]dodecane-9,2'-oxirane) structure

(1R,4R,6R,9S,10...

CAS#:60479-10-9

Literature: Bulletin de la Societe Chimique de France, , vol. 132, # 8 p. 836 - 842
trans-Caryophyllene structure

trans-Caryophyllene

CAS#:87-44-5

~%

(1R,4R,5R,9S,11R)-4,5-epoxy-12-nor-8(14)-caryophyllene-11-ol structure

(1R,4R,5R,9S,11...

CAS#:118122-82-0

(1R,4R,5R,9S,11R)-4,5-epoxy-caryophyll-8(14)-en-12-oic acid structure

(1R,4R,5R,9S,11...

CAS#:108525-13-9

14-hydroxycaryophyllene oxide structure

14-hydroxycaryo...

CAS#:73510-14-2

Detail
Literature: Phytochemistry (Elsevier), , vol. 29, # 1 p. 115 - 120

 Articles5

More 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)

 Synonyms

(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
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