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Merck
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Key Documents

SML0782

Sigma-Aldrich

(-)-Umbellulone

≥98% (HPLC)

Sinónimos:

(1R, 5S)-4-Methyl-1-propan-2-ylbicyclo(3.1.0)hex-3-en-2-one, (1R,5S)-(-)-3-Thujen-2-one, Thujen-2-one, Thujenone

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About This Item

Fórmula empírica (notación de Hill):
C10H14O
Número de CAS:
546-78-1
Peso molecular:
150.22
UNSPSC Code:
12352202

biological source

Umbellularia californica Nutt.

assay

≥98% (HPLC)

form

oil

storage condition

desiccated

color

colorless to light brown

storage temp.

−20°C

InChI

1S/C10H14O/c1-6(2)10-5-8(10)7(3)4-9(10)11/h4,6,8H,5H2,1-3H3/t8-,10+/m0/s1

InChI key

LTTVJAQLCIHAFV-WCBMZHEXSA-N

Biochem/physiol Actions

(-)-Umbellulone, isolated from the"headache tree" Umbellularia californica Nutt, is a selective activator of Transient Receptor Potential Anykrin 1 (TRPA1) channels. (-)-Umbellulone activates TRPA1 channels on nociceptive trigeminal afferents, resulting in release of CGRP and CGRP-mediated neurogenic vasodilatation, causing a painful cold sensation and headache/migraine.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Herbalism helps headache.
Peter J Goadsby
Brain : a journal of neurology, 135(Pt 2), 318-319 (2012-02-22)
Christian Starkenmann et al.
Journal of agricultural and food chemistry, 59(2), 677-683 (2010-12-31)
Although menthol is a common ingredient used in food products, other molecules also evoke coolness through stimulation of the somatosensory system. To discover new molecules having cooling properties, we virtually screened the chemical structures of terpenes and sesquiterpenes to find
Cristina Moldovan Loomis et al.
The Journal of pharmacology and experimental therapeutics, 369(1), 26-36 (2019-01-16)
Migraine is a debilitating disease that affects almost 15% of the population worldwide and is the first cause of disability in people under 50 years of age, yet its etiology and pathophysiology remain incompletely understood. Recently, small molecules and therapeutic
Lingdi Nie et al.
International journal of molecular sciences, 22(22) (2021-11-28)
Transient receptor potential ankyrin 1 (TRPA1) plays a role in migraine and is proposed as a promising target for migraine therapy. However, TRPA1-induced signaling in migraine pathogenesis is poorly understood. In this study, we explored the hypothesis that Src family

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Transient Receptor Potential Channels

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Transient Receptor Potential Channels

We offer many products related to transient receptor potential channels for your research needs.

Transient Receptor Potential Channels

We offer many products related to transient receptor potential channels for your research needs.

Transient Receptor Potential Channels

We offer many products related to transient receptor potential channels for your research needs.

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