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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:
Molecular Weight:
222.37
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
85151701
EC Number:
208-205-9
MDL number:
Technical Service
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grade

analytical standard

Quality Level

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

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


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hcodes

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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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)
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
Maryam Yousefi et al.
Natural product research, 26(2), 146-151 (2011-08-04)
The chemical composition of the essential oil obtained from the aerial parts of Betonica grandiflora Willd., growing wild in Iran, was analysed by gas chromatography-mass spectrometry for the first time. Overall, 40 volatile components were identified on the basis of



Global Trade Item Number

SKUGTIN
95426-1ML04061833316078