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(−)-α-Bisabolol

analytical standard

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Synonym(s):
(−)-6-Methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepten-2-ol, Levomenol
Empirical Formula (Hill Notation):
C15H26O
CAS Number:
23089-26-1
Molecular Weight:
222.37
EC Number:
208-205-9
MDL number:
MFCD03412455
PubChem Substance ID:
329770457
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥93% (GC)

optical activity

[α]/D -60±2°, neat

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

storage temp.

2-8°C

SMILES string

C\C(C)=C\CC[C@](C)(O)[C@H]1CCC(C)=CC1

InChI

1S/C15H26O/c1-12(2)6-5-11-15(4,16)14-9-7-13(3)8-10-14/h6-7,14,16H,5,8-11H2,1-4H3/t14-,15+/m1/s1

InChI key

RGZSQWQPBWRIAQ-CABCVRRESA-N

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General description

(−)-α-Bisabolol is a monocyclic sesquiterpene alcohol naturally found in the essential oil of different plants like Vanillosmopsis erythropappa and Matricaria chamomilla. It finds applications in clinical and cosmetic industries due to its pharmacological properties like anti-inflammatory, anti-irritant, antimicrobial and skin healing property. It also shows effective action against malignant tumor cells.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Hazard Statements

H412

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Chronic 3

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

289.4 °F - closed cup

Flash Point(C)

143 °C - closed cup

Certificates of Analysis (COA)

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Insight into the apoptosis-inducing action of α-bisabolol towards malignant tumor cells: Involvement of lipid rafts and Bid
Darra E, et al.
Archives of Biochemistry and Biophysics, 476(2), 113-123 (2008)
Dennis Dienst et al.
Scientific reports, 10(1), 5932-5932 (2020-04-05)
Cyanobacteria and microalgae are attractive photoautotrophic host systems for climate-friendly production of fuels and other value-added biochemicals. However, for economic applications further development and implementation of efficient and sustainable cultivation strategies are essential. Here, we present a comparative study on
Rodrigo J B de Siqueira et al.
Canadian journal of physiology and pharmacology, 90(1), 23-35 (2011-12-17)
The present study deals with the pharmacological effects of the sesquiterpene alcohol (-)-α-bisabolol on various smooth-muscle preparations from rats. Under resting tonus, (-)-α-bisabolol (30-300 µmol/L) relaxed duodenal strips, whereas it showed biphasic effects in other preparations, contracting endothelium-intact aortic rings and
P Arenberger et al.
Journal of the European Academy of Dermatology and Venereology : JEADV, 25(6), 688-694 (2011-01-11)
The aim of the controlled double-blind trial was to demonstrate the superiority of a topical combination product over its single constituents. A total of 278 patients with atopic dermatitis were randomized into four groups: 79 patients were treated with a
Nayrton Flávio Moura Rocha et al.
Naunyn-Schmiedeberg's archives of pharmacology, 384(6), 525-533 (2011-08-27)
(-)-α-Bisabolol is an unsaturated, optically active sesquiterpene alcohol obtained by the direct distillation of essential oil from plants such as Vanillosmopsis erythropappa and Matricaria chamomilla. (-)-α-Bisabolol has generated considerable economic interest, as it possesses a delicate floral odour and has
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