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HomeProduct name list(-)-alpha-bisabolol

(-)-alpha-bisabolol

Synonym(s):(−)-α-Bisabolol;(−)-6-Methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepten-2-ol;(-)-alpha-Bisabolol;(3S,6S)-Tetrahydro-2,2,6-trimethyl-6-[(1S)-4-methyl-3-cyclohexen-1-yl]-2H-pyran-3-ol;Levomenol

  • CAS NO.:23089-26-1
  • Empirical Formula: C15H26O
  • Molecular Weight: 222.37
  • MDL number: MFCD03412455
  • EINECS: 245-423-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 15:53:33
(-)-alpha-bisabolol Structural

What is (-)-alpha-bisabolol?

Absorption

The purpose of the present investigations was to study the cutaneous absorption of sesquiterpenic alcohol, the major active principle of chamomile. For these investigations 14C-labelled levomenol ((-)-6-methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepten-2-ol; (-)-alpha-bisabolol) was prepared by biochemical incorporation of [14C]-acetate into the molecule. 5 h after topical application of the radiolabelled substance onto nude mice half of the radioactivity was found in the skin. The other part was measured in tissue and organes. 90% of this radioactivity was analysed as intact levomenol.

The Uses of (-)-alpha-bisabolol

(-)-α-Bisabolol was used to investigate the leishmanicidal and cytotoxic activity of essential oil of Vanillosmopsis arborea.

The Uses of (-)-alpha-bisabolol

Reference Standard in the analysis of herbal medicinal products

Background

Bisabolol, or more formally α-(?)-bisabolol or also known as levomenol, (-)-alpha-Bisabolol is found in fats and oils. (-)-alpha-Bisabolol is isolated from essential oil of Matricaria chamomilla (German chamomile) (-)-alpha-Bisabolol belongs to the family of Sesquiterpenes. These are terpenes with three consecutive isoprene units.

Indications

Levomenol has been known to elicit a number of potentially beneficial pharmacological effects, including anti-irritant, anti-inflammatory, and anti-microbial actions. Bisabolol is also demonstrated to enhance the percutaneous absorption of certain molecules

Definition

ChEBI: (-)-alpha-Bisabolol is a sesquiterpenoid.

General Description

(-)-α-Bisabolol is the major constituent of essential oil from leaves of Hymenocrater yazdianus.

Flammability and Explosibility

Not classified

Biochem/physiol Actions

α-Bisabolol is active against primary acute leukemia cells, including BCR-ABL(+) acute lymphoblastic leukemias. It is the inhibitor of voltage-dependent Ca(2+) channels in tracheal smooth muscle preparations of rat. It also inhibits human and rat glioma cell growth and survival. It is a potential new therapeutic agent against leishmaniasis.

Pharmacokinetics

Levomenol is an anti-inflammatory and natural moisturizing agent that has been found to diminish the signs of photodamage, reduce pruritus, and ameliorate skin texture and elasticity.

Metabolism

Not Available

Properties of (-)-alpha-bisabolol

Boiling point: bp12 153°
alpha  D -55.7°; D20 -51.02° (Günther)
Density  d20 0.9211
vapor pressure  0.015Pa at 20℃
FEMA  4666 | ALPHA-BISABOLOL
refractive index  n20/D 1.496
Flash point: 135 °C
storage temp.  -20°C
solubility  DMSO:100.0(Max Conc. mg/mL);449.7(Max Conc. mM)
pka 15.04±0.29(Predicted)
form  neat
form  Liquid
color  Colorless to light yellow
Odor at 100.00 %. fruity nutty coconut
optical activity [α]/D -60±2°, neat
Water Solubility  22mg/L at 20℃
JECFA Number 2031
CAS DataBase Reference 23089-26-1(CAS DataBase Reference)
EPA Substance Registry System Levomenol (23089-26-1)

Safety information for (-)-alpha-bisabolol

Pictogram(s)
ghs
Environment
GHS09
GHS Hazard Statements H412:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P273:Avoid release to the environment.
P501:Dispose of contents/container to..…

Computed Descriptors for (-)-alpha-bisabolol

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