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Merck
CN

95426

(−)-α-Bisabolol

analytical standard

Synonym(s):

(−)-6-Methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepten-2-ol, Levomenol

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About This Item

Empirical Formula (Hill Notation):
C15H26O
CAS Number:
23089-26-1
Molecular Weight:
222.37
NACRES:
NA.24
PubChem Substance ID:
329770457
UNSPSC Code:
85151701
EC Number:
208-205-9
MDL number:
MFCD03412455

Key Documents

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InChI key

RGZSQWQPBWRIAQ-CABCVRRESA-N

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

SMILES string

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

grade

analytical standard

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

Quality Level

100

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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.

Other Notes

This compound is commonly found in plants of the genus: angelica

hcodes

H412

Hazard Classifications

Aquatic Chronic 3

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

289.4 °F - closed cup

flash_point_c

143 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP1573
BCCM2530
BCCL3996
BCCK2325
BCCJ4645

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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
Orazio Taglialatela-Scafati et al.
Journal of natural products, 75(3), 453-458 (2012-02-09)
Apart from a large amount (ca. 2.0%) of α-bisabolol β-D-fucopyranoside (2a), the aerial parts of the Mediterranean weed Carthamus glaucus afforded an unusual triglyceride (E-2-crotonyl-1,3-distearolylglycerol, 7), two lipophilic flavonoids (6a,b), and a series of bisabolane fucopyranosides variously acylated on the
Jaekwan Kim et al.
Pharmaceutical research, 29(7), 2017-2029 (2012-03-09)
To evaluate the ability of a novel radiofrequency (RF) microporation technology based on ablation of the skin barrier to enhance topical delivery of active ingredients The influence of RF fluence and the molecular size of the absorbent on the permeation
Chiaki Nakano et al.
Chembiochem : a European journal of chemical biology, 12(15), 2271-2275 (2012-10-30)
Now found in bacteria: An increasing number of genome sequences indicate that bacteria possess a variety of terpenoid cyclase genes. The characterization of two sesquiterpene cyclase (SC) genes found in the draft genome sequence of Streptomyces citricolor is described here.
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