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Bornyl acetate

Names

[ CAS No. ]:
5655-61-8

[ Name ]:
Bornyl acetate

[Synonym ]:
Bicyclo(2.2.1)heptan-2-ol, 1,7,7-trimethyl-, acetate, (1S,2R,4S)-
(1S,2R,4S)-1,7,7-Trimethylbicyclo[2.2.1]hept-2-ylacetat
endo-bornyl acetate
Bornyl ethanoate
endo-(1S)-1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl acetate
(-)-Bornyl acetate
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate, (1S,2R,4S)-
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate, (1S-endo)-
Bicyclo(2.2.1)heptan-2-ol, 1,7,7-trimethyl-, acetate, endo-
L-born-2-yl acetate
(1S,2R,4S)-1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl acetate
endo-1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl acetate
Borneol Acetate
EINECS 243-750-6
Bornyl Acetic ester
MFCD00135942
(−)-Bornyl acetate
Borneol, acetate, (1S,2R,4S)-(-)-
Borneyl Acetate
endo-2-Camphanyl ethanoate
endo-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl acetate
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate, endo-

Biological Activity

[Description]:

(-)-Bornyl acetate (L-(-)-Bornyl acetate), isolated from hyssop oil, is a less active enantiomer of (+)-Bornyl acetate. (-)-Bornyl acetate possesses antifungal activity[1].

[Related Catalog]:

Research Areas >> Infection
Signaling Pathways >> Anti-infection >> Fungal

[Target]

Human Endogenous Metabolite


[In Vitro]

The wavy roots from seedlings exposed to (-)-bornyl acetate are significantly longer than those from seedlings exposed to ()-bornyl acetate[1]. (-)-Bornyl acetate (L-bornyl acetate), when applied individually to barley seedlings, reduced powdery mildew infection compared with controls not containing ether[2].

[References]

[1]. Jun-Ichiro Horiuchi, et al. Exposing Arabidopsis seedlings to borneol and bornyl acetate affects root growth: Specificity due to the chemical and optical structures of the compounds. Journal of Plant Interactions Volume 2, 2007 - Issue 2.

[2]. M. P. LETESSIER ETESSIE, et al. Antifungal Activity of the Essential Oil of Hyssop (Hyssopus offcinalis). J. Phytopathology 149, 673±678 (2001).

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
223.5±0.0 °C at 760 mmHg

[ Melting Point ]:
29ºC

[ Molecular Formula ]:
C12H20O2

[ Molecular Weight ]:
196.286

[ Flash Point ]:
84.4±0.0 °C

[ Exact Mass ]:
196.146332

[ PSA ]:
26.30000

[ LogP ]:
3.60

[ Vapour Pressure ]:
0.1±0.4 mmHg at 25°C

[ Index of Refraction ]:
1.480

[ Storage condition ]:
2-8°C

MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
R20/21/22

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NA 1993 / PGIII

[ WGK Germany ]:
1

Precursor & DownStream

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J. Ethnopharmacol. 155(3) , 1417-23, (2014)

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Related Compounds