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Merck

139114

(−)-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
UNSPSC Code:
12352212
NACRES:
NA.22
PubChem Substance ID:
24848391
EC Number:
207-353-1
Beilstein/REAXYS Number:
2038053
MDL number:
MFCD00003759
Assay:
97%
Form:
solid

Key Documents

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InChI key

DTGKSKDOIYIVQL-QXFUBDJGSA-N

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

SMILES string

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

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.)

functional group

hydroxyl

Quality Level

100

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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

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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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
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
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
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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