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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:
464-45-9
Molecular Weight:
154.25
Beilstein/REAXYS Number:
2038053
EC Number:
207-353-1
MDL number:
MFCD00003759
UNSPSC Code:
12352212
PubChem Substance ID:
24848391
NACRES:
NA.22

vapor density

5.31 (vs air)

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
GHS02,GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 2

flash_point_f

150.8 °F

flash_point_c

66 °C

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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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)
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
Xiao-Hong Wei et al.
Microcirculation (New York, N.Y. : 1994), 20(1), 17-29 (2012-08-24)
The present study was designed to evaluate whether CP was beneficial in alleviating myocardial fibrosis following I/R injury. Sprague-Dawley rats were subjected to 30 minutes occlusion of the LADCA, followed by reperfusion. CP (0.4 or 0.8 g/kg) was daily administered starting from
Jing-yi Zhao et al.
Journal of Zhejiang University. Science. B, 13(12), 990-996 (2012-12-12)
Borneol, a monoterpenoid alcohol, is used widely, particularly in combined formulas for preventing and curing cardiovascular and cerebrovascular diseases in traditional Chinese medicine. In order to understand the blood and brain pharmacokinetics after intravenous, intranasal, or oral administration and to
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
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