levomenol

Names

[ Name ]:
levomenol

[Synonym ]:
(-)-a-Bisabolol
(-)-α-Bisabolol
MFCD03412455
l-a-Bisabolol
(2S)-6-methyl-2-[(1S)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-ol
Levomenlol
(-)-6-Methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepten-2-ol
levomenol
EINECS 245-423-3
(−)-6-Methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepten-2-ol,Levomenol
3-Cyclohexene-1-methanol, α,4-dimethyl-α-(4-methyl-3-penten-1-yl)-, (αS,1S)-
α-Bisabolol (-)-form
(aS,1S)-a,4-Dimethyl-a-(4-methyl-3-pentenyl)-3-cyclohexene-1-methanol
(2S)-6-Methyl-2-[(1S)-4-methyl-3-cyclohexen-1-yl]-5-hepten-2-ol
Bisbalol
(-)-(1'S,2S)-a-Bisabolol
BISABOLOL
Camilol
(-)-(4S,8S)-a-Bisabolol
a-(-)-Bisabolol
a-Bisabolol (-)-Form

Biological Activity

[Description]:

Levomenol is a monocyclic sesquiterpene alcohol found in various plants and mainly in Matricaria chamomilla, which exerts antioxidant, anti-inflammatory, and anti-apoptotic activities. Levomenol has neuroprotective effects, can attenuate nociceptive behaviour and central sensitisation in a rodent model of trigeminal neuropathic pain[1][2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Inflammation/Immunology

Research Areas >> Neurological Disease

[References]

[1]. Fernandes MYD, et al. (-)-α-bisabolol prevents neuronal damage and memory deficits through reduction of proinflammatory markers induced by permanent focal cerebral ischemia in mice. Eur J Pharmacol. 2019 Jan 5;842:270-280.

[2]. Melo LT, et al. (-)-α-Bisabolol reduces nociception and trigeminal central sensitisation in acute orofacial neuropathic pain induced by infraorbital nerve injury. Life Sci. 2019 Jun 15;227:122-128.

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
314.5±11.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₅H₂₆O

[ Molecular Weight ]:
222.366

[ Flash Point ]:
113.2±15.6 °C

[ Exact Mass ]:
222.198364

[ PSA ]:
20.23000

[ LogP ]:
5.07

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.494

[ Storage condition ]:
?20°C

MSDS

Click to get detail MSDS

Safety Information

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
MJ9685000

Articles

The antimicrobial activity of alpha-bisabolol and tea tree oil against Solobacterium moorei, a Gram-positive bacterium associated with halitosis.

Arch. Oral Biol. 58(1) , 10-6, (2013)

To investigate the antimicrobial effect of alpha-bisabolol and tea tree oil alone and in combination against the halitosis-associated Gram-positive bacillus Solobacterium moorei.The inhibitory activit...

Antitumor effects of α-bisabolol against pancreatic cancer.

Cancer Sci. 102(12) , 2199-205, (2011)

In the present study, we investigated whether α-bisabolol, a sesquiterpene alcohol present in essential oils derived from a variety of plants, has antitumor effects against pancreatic cancer. α-Bisabo...

In vitro and in vivo antimalarial activity of essential oils and chemical components from three medicinal plants found in northeastern Brazil.

Planta Med. 78(7) , 658-64, (2012)

The prophylactic and therapeutic arsenal against malaria is quite restricted and all the antimalarials currently in use have limitations. Thus, there is a need to investigate medicinal plants in the s...