Umbellulone

Modify Date: 2024-01-03 09:09:08

Umbellulone Structure
Umbellulone structure
Common Name Umbellulone
CAS Number 546-78-1 Molecular Weight 150.21800
Density N/A Boiling Point N/A
Molecular Formula C10H14O Melting Point N/A
MSDS Chinese USA Flash Point N/A
Symbol GHS07
GHS07
Signal Word Warning

 Use of Umbellulone


Umbellulone is an active constituent of the leaves of Umbellularia californica. Umbellulone stimulates the TRPA1 channel in a subset of peptidergic, nociceptive neurons, activating the trigeminovascular system via this mechanism[1].

 Names

Name umbellulone
Synonym More Synonyms

 Umbellulone Biological Activity

Description Umbellulone is an active constituent of the leaves of Umbellularia californica. Umbellulone stimulates the TRPA1 channel in a subset of peptidergic, nociceptive neurons, activating the trigeminovascular system via this mechanism[1].
Related Catalog
Target

TRPA1 channel[1]

In Vitro Umbellulone, from µM to sub-mM concentrations, selectively stimulates transient receptor potential ankyrin 1-expressing HEK293 cells[1].
In Vivo Umbellulone (50–250 nM/5ul) causes an acute nocioceptive response in a dose-dependent manner in Trpa1+/+ mice[1]. Umbellulone (150 µg/kg; intravenous or intranasal) do not affect systemic blood pressure[1]. Umbellulone (30-150 μg/kg; i.v.) increases meningeal blood flow in a dose-dependent manner[1]. Animal Model: Sprague-Dawley rats (male, 250 g)[1] Dosage: 30 μg/kg, 75 μg/kg, 150 μg/kg Administration: Intravenously Result: Increased meningeal blood flow in a dose-dependent manner.
References

[1]. Nassini R, et al. The 'headache tree' via umbellulone and TRPA1 activates the trigeminovascular system. Brain. 2012 Feb;135(Pt 2):376-90.

 Chemical & Physical Properties

Molecular Formula C10H14O
Molecular Weight 150.21800
Exact Mass 150.10400
PSA 17.07000
LogP 2.17770
Storage condition -20°C

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Hazard Codes Xi

 Precursor & DownStream

Precursor  0

DownStream  2

 Articles2

More Articles
Hemisynthesis of dihydroumbellulols from umbellulone: new cooling compounds.

J. Agric. Food Chem. 59(2) , 677-83, (2011)

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,...

Herbalism helps headache.

Brain 135(Pt 2) , 318-9, (2012)

 Synonyms

Thuj-3-en-2-on
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