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Key Documents

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

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

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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