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14462

Sigma-Aldrich

(−)-α-Bisabolol

≥93% (GC)

Synonym(s):

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

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$64.50
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$179.00

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5 ML
$64.50
25 ML
$179.00

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:
12352100
PubChem Substance ID:
57647161
NACRES:
NA.22

$64.50

Available to ship onMay 01, 2025Details

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assay

≥93% (GC)

optical activity

[α]/D -58±5°, neat

refractive index

n20/D 1.496

functional group

hydroxyl

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 the major constituent of essential oil from leaves of Hymenocrater yazdianus[1].

Application

(-)-α-Bisabolol was used to investigate the leishmanicidal and cytotoxic activity of essential oil of Vanillosmopsis arborea[2].

Biochem/physiol Actions

α-Bisabolol is active against primary acute leukemia cells, including BCR-ABL(+) acute lymphoblastic leukemias[3]. It is the inhibitor of voltage-dependent Ca(2+) channels in tracheal smooth muscle preparations of rat[4]. It also inhibits human and rat glioma cell growth and survival[1]. It is a potential new therapeutic agent against leishmaniasis[2].

hcodes

H412

Hazard Classifications

Aquatic Chronic 3

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

289.4 °F - closed cup

flash_point_c

143 °C - closed cup

ppe

Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL0793
BCCG4468
BCCC5411
BCBR6303V
BCBQ8302V

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Aracélio Viana Colares et al.
Evidence-based complementary and alternative medicine : eCAM, 2013, 727042-727042 (2013-08-13)
The search for new immunopharmacological chemical agents to treat various diseases caused by bacteria, fungi, and protozoa, such as leishmaniasis, for example, has led to the exploration of potential products from plant species and their main active ingredients. Antimonial drugs
Shiva Masoudi et al.
Natural product communications, 7(1), 117-120 (2012-03-21)
Water-distilled essential oils from leaves of Hymenocrater yazdianus Rech.f., flowers of Stachys obtusicrena Boiss., and stems and flowers of Nepeta asterotricha Rech.f., which are endemic to Iran, were analyzed by GC and GC/MS. Fifty-five components of the leaf oil of
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.
Maryam Yousefi et al.
Natural product research, 25(17), 1629-1634 (2011-10-21)
A study on the volatile oil of Ferula behboudiana by gas chromatography and gas chromatography-mass spectrometry showed the presence of 27 compounds. Two disulphide derivatives, 1-sec-butyl-2-[(E)-3-(methylthio) prop-1-enyl] disulphane (1) and 1-sec-butyl-2-[(Z)-3-(methylthio)prop-1-enyl] disulphane (2) (59.4%), were isolated from the oil by
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
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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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