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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:
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)

Quality Level

100

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

Signal Word

Warning

Hazard Statements

H228,H317,H412

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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Certificates of Analysis (COA)

Lot/Batch Number
STBK1979
STBJ9364
STBH6980
STBG2379V
STBF3146V

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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)
Jinyoung Hur et al.
Pharmaceutical biology, 51(1), 30-35 (2012-11-09)
The β-amyloid (Aβ) peptide aggregation with accompanying oxidative stress plays the major role in the pathogenesis of Alzheimer's disease (AD). Some natural compounds, including borneol, shed promising light on AD treatment. The present study was designed to investigate the antioxidative
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
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-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
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