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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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Product Name

(−)-α-Bisabolol, analytical standard

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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Application

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

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.

Other Notes

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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
Seyed Mehdi Razavi
Natural product research, 26(22), 2148-2151 (2011-11-26)
Prangos pabularia Lindl. (Apiaceae) is a widespread perennial herb distributed from Russia to Iran, Turkey, India, Central Asia and Caucasian. It has been used in folk medicine from ancient times as a diuretic agent and a treatment for leukoplakia, digestive
Christine Tschiggerl et al.
Plant foods for human nutrition (Dordrecht, Netherlands), 67(2), 129-135 (2012-03-14)
Chamomile (German Chamomile, Matricaria recutita L., Asteraceae) is one of the most popular medicinal plants in use as an herbal tea for food purposes and in folk medicine. Qualitative and semi-quantitative analyses of the volatile fraction of chamomile herbal tea
Seungbeom Kim et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 49(10), 2580-2585 (2011-07-21)
Although (-)-α-bisabolol, a natural monocyclic sesquiterpene alcohol, is often used as a cosmetic soothing supplement, little is known about its mechanisms of anti-inflammatory effects. Therefore, this study was designed to investigate anti-inflammatory effects of (-)-α-bisabolol and its mechanisms of action.
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