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139114

Sigma-Aldrich

(−)-Borneol

predominantly endo, 97%

Synonym(s):

endo-(1S)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol

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About This Item

Empirical Formula (Hill Notation):
C10H18O
CAS Number:
Molecular Weight:
154.25
Beilstein:
2038053
EC Number:
MDL number:
UNSPSC Code:
12352212
PubChem Substance ID:
NACRES:
NA.22

vapor density

5.31 (vs air)

Quality Level

vapor pressure

33.5 mmHg ( 25 °C)

Assay

97%

form

solid

optical activity

[α]20/D −35.3°, c = 5 in ethanol

bp

210 °C (lit.)

mp

206-208 °C (lit.)

SMILES string

[H][C@]12CC[C@](C)([C@H](O)C1)C2(C)C

InChI

1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8+,10+/m0/s1

InChI key

DTGKSKDOIYIVQL-QXFUBDJGSA-N

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General description

(-)-Borneol is a bicyclic monoterpene found in essential oils.

Application

(-)-Borneol has been used to study its antiapoptotic, antioxidative and neuroprotective effect in human neuroblastoma cells (SH-SY5Y).

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Chronic 3 - Flam. Sol. 2 - Skin Sens. 1

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 2

Flash Point(F)

150.8 °F

Flash Point(C)

66 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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(+)-And (-)-borneol: efficacious positive modulators of GABA action at human recombinant a 1 ? 2 ? 2L GABA A receptors.
Granger RE, et al.
Biochemical Pharmacology, 69(7), 1101-1111 (2005)
Jingjing Liu et al.
European journal of pharmacology, 688(1-3), 1-5 (2011-12-28)
The bioavailabilities of eye drops are very low, so it is eager to find a safe and effective penetration enhancer to improve drug bioavailability. In our study, the corneas of New Zealand albino rabbit were mounted in the improved Franz
Xiao Song et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 36(18), 2489-2492 (2012-01-20)
To investigate the absorption characteristic of borneol. Using single pass perfusion model, the active ingredient of borneol were detected by GC. The drug concentration, perfusion rate and pH value on the absorption of borneol were studied. Perfusion rate on the
Zhen-Yu Xiong et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 38(6), 786-790 (2013-05-31)
Borneol is a major component of many medicinal plant essential oils, as well as a popular traditional Chinese medicine. This essay collects the results of the latest domestic and foreign studies, and summarizes and analyzes its activity and reaction mechanism
Eva Horváthová et al.
Mutagenesis, 27(5), 581-588 (2012-05-01)
Experimental evidences suggest that most essential oils possess a wide range of biological and pharmacological activities that may protect tissues against oxidative damage. In this study, we investigated DNA-protective effect of borneol, a component of many essential oils, against oxidative

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