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14462

Sigma-Aldrich

(−)-α-Bisabolol

≥93% (GC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C15H26O
Número de CAS:
23089-26-1
Peso molecular:
222.37
EC Number:
208-205-9
MDL number:
MFCD03412455
UNSPSC Code:
12352100
PubChem Substance ID:
57647161
NACRES:
NA.22

Quality Level

100

assay

≥93% (GC)

optical activity

[α]/D -58±5°, neat

refractive index

n20/D 1.496

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.

Application

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

Biochem/physiol Actions

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

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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Certificados de análisis (COA)

Lot/Batch Number
BCCG4468
BCCC5411
BCBR6303V
BCBQ8302V
BCBL9981V

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Sigma-Aldrich

W383902

Farnesene, mixture of isomers

Chamazulene phyproof® Reference Substance

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Chamazulene

Ferutinin ≥98% (HPLC)

Sigma-Aldrich

SML1609

Ferutinin

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
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
Sharon E Jacob et al.
Dermatitis : contact, atopic, occupational, drug, 22(2), 102-105 (2011-04-21)
Compositae-related chemicals cause allergic contact dermatitis (ACD) in children with atopic dermatitis (AD). Moisturizers can be an overlooked exposure source. To evaluate ACD in children with recalcitrant AD and a reported history of intolerance to Aquaphor Healing Ointment (AHO) moisturizer.
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
Nayrton Flávio Moura Rocha et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 44(4), 455-461 (2011-09-20)
This work examined the gastroprotection of (-)-α-bisabolol, an unsaturated optically active sesquiterpene alcohol obtained by the direct distillation essential oil from plants. (-)-α-Bisabolol has been described as a compound capable of reducing the gastric ulcer area in response to absolute
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