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Safety Information

SML0782

Sigma-Aldrich

(-)-Umbellulone

≥98% (HPLC)

Synonym(s):

(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

Empirical Formula (Hill Notation):
C10H14O
CAS Number:
546-78-1
Molecular Weight:
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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

SML0782-25MG:
SML0782-VAR:
SML0782-BULK:
SML0782-5MG:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Herbalism helps headache.
Peter J Goadsby
Brain : a journal of neurology, 135(Pt 2), 318-319 (2012-02-22)
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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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