(-)-Borneol

Modify Date: 2024-01-02 22:01:47

(-)-Borneol Structure
(-)-Borneol structure
Common Name (-)-Borneol
CAS Number 464-45-9 Molecular Weight 154.249
Density 1.0±0.1 g/cm3 Boiling Point 212.0±0.0 °C at 760 mmHg
Molecular Formula C10H18O Melting Point 206-209 °C
MSDS Chinese USA Flash Point 65.6±0.0 °C
Symbol GHS02 GHS07
GHS02, GHS07
Signal Word Warning

 Use of (-)-Borneol


(-)-Borneol has a highly efficacious positive modulating action at GABA receptor with an EC50 of 237 μM.

 Names

Name (-)-borneol
Synonym More Synonyms

 (-)-Borneol Biological Activity

Description (-)-Borneol has a highly efficacious positive modulating action at GABA receptor with an EC50 of 237 μM.
Related Catalog
Target

EC50: 237 μM (GABA receptor)[1]

In Vitro (-)-Borneol is an enantiomer of (+)-Borneol. (+)-Borneol is a natural bicyclic monoterpene used for analgesia and anesthesia in traditional Chinese medicine; enhances GABA receptor activity with an EC50 of 248 μM. At high concentrations (>1.5 mM), (-)-Borneol directly activates GABAA receptors producing 84% of the maximal GABA response indicative of a weak partial agonist action. (-)-Borneol produces dose-dependent positive modulation of the Cl- conductance generated by extremely low dose GABA at α1β2γ2L GABAA receptors[1].
References

[1]. IGranger RE, et al. (+)- And (-)-borneol: efficacious positive modulators of GABA action at human recombinantalpha1beta2gamma2L GABA(A) receptors. Biochem Pharmacol. 2005 Apr 1;69(7):1101-11.

 Chemical & Physical Properties

Density 1.0±0.1 g/cm3
Boiling Point 212.0±0.0 °C at 760 mmHg
Melting Point 206-209 °C
Molecular Formula C10H18O
Molecular Weight 154.249
Flash Point 65.6±0.0 °C
Exact Mass 154.135757
PSA 20.23000
LogP 2.71
Vapour density 5.31 (vs air)
Vapour Pressure 0.0±0.9 mmHg at 25°C
Index of Refraction 1.502
Water Solubility INSOLUBLE

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DT5095000
CHEMICAL NAME :
Bicyclo(2.2.1)heptan-2-ol, 1,7,7-trimethyl-, (1S-endo)-
CAS REGISTRY NUMBER :
464-45-9
LAST UPDATED :
199701
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C10-H18-O
MOLECULAR WEIGHT :
154.28
WISWESSER LINE NOTATION :
L55 ATJ A1 A1 B1 CQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
REFERENCE :
FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 16,655,1978 ** ACUTE TOXICITY DATA **
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
5800 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 16,655,1978

 Safety Information

Symbol GHS02 GHS07
GHS02, GHS07
Signal Word Warning
Hazard Statements H228-H317
Precautionary Statements P210-P280
Personal Protective Equipment Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
Hazard Codes F:Flammable;
Risk Phrases R11
Safety Phrases S16-S36/37
RIDADR UN 1312 4.1/PG 3
WGK Germany 2
RTECS DT5095000
Packaging Group III
Hazard Class 4.1
HS Code 29061900

 Synthetic Route

 Customs

HS Code 2906199090
Summary 2906199090. cyclanic, cyclenic or cyclotherpenic alcohols. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%

 Articles30

More Articles
Kinetics and mechanisms of the tropospheric reactions of menthol, borneol, fenchol, camphor, and fenchone with hydroxyl radicals (OH) and chlorine atoms (Cl).

J. Phys. Chem. A 116(16) , 4097-107, (2012)

Relative kinetic techniques have been used to measure the rate coefficients for the reactions of oxygenated terpenes (menthol, borneol, fenchol, camphor, and fenchone) and cyclohexanol with hydroxyl r...

Treatment with cardiotonic pills(®) after ischemia-reperfusion ameliorates myocardial fibrosis in rats.

Microcirculation 20(1) , 17-29, (2013)

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, fo...

Borneol alleviates oxidative stress via upregulation of Nrf2 and Bcl-2 in SH-SY5Y cells.

Pharm. Biol. 51(1) , 30-5, (2013)

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 promisin...

 Synonyms

L-BORNEOL
l-2-Bornanol
Borneol
endo-(1S)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol
endo-2-hydroxycamphane
2-Camphanol
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, (1S-endo)-
L(-)-Borneol
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, (1S,2R,4S)-
(1S,2R,4S)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol
[(1s)-endo]-(-)-borneol
2-Bornanol, endo-
EINECS 207-353-1
(1S-endo)-1,7,7-Trimethylbicyclo(2.2.1)heptan-2-ol
(-)-Borneol
(−)-Borneol
Bicyclo(2.2.1)heptan-2-ol, 1,7,7-trimethyl-, (1S,2R,4S)-
FEMA 2157
(1S)-endo-(-)-Borneol
BICYCLO(2.2.1)HEPTAN-2-OL, 1,7,7-TRIMETHYL-, (1S-ENDO)-
2-bornanol
Bornan-2-ol
MFCD00003759
(?)-Borneol
endo-2-Bornanol
Linderol
endo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol
Bicyclo(2.2.1)heptan-2-ol, 1,7,7-trimethyl-, endo-
endo-2-camphanol
ngaicamphor
bornel
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