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00320188

(−)-α-Bisabolol

primary reference 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
EC Number:
208-205-9
MDL number:
MFCD03412455
UNSPSC Code:
85151701
PubChem Substance ID:
329747043
NACRES:
NA.24

grade

primary reference standard

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

HWI

storage temp.

−20°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

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Application

Reference Standard in the analysis of herbal medicinal products

Other Notes

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
HWI02175-2
HWI02175-1
HWI02175
HWI00345-3
HWI00345-2

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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
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.
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
Mohamed Attia et al.
Archives of biochemistry and biophysics, 527(1), 37-44 (2012-08-08)
Hernandulcin, a C15 sesquiterpene ketone, is a natural sweetener isolated from the leaves of Lippia dulcis. It is a promising sugar substitute due to its safety and low caloric potential. However, the biosynthesis of hernandulcin in L. dulcis remains unknown.
Massimiliano Bonifacio et al.
PloS one, 7(10), e46674-e46674 (2012-10-12)
We showed that α-bisabolol is active against primary acute leukemia cells, including BCR-ABL(+) acute lymphoblastic leukemias (ALL). Here we studied the activity of α-bisabolol against BCR-ABL(+) cells using 3 cell lines (K562, LAMA-84, CML-T1) and 10 primary BCR-ABL(+) ALL samples.
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