SML0782
(-)-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:
Molecular Weight:
150.22
UNSPSC Code:
12352202
Assay:
≥98% (HPLC)
Form:
oil
Storage condition:
desiccated
biological source
Umbellularia californica Nutt.
assay
≥98% (HPLC)
form
oil
storage condition
desiccated
color
colorless to light brown
storage temp.
−20°C
SMILES string
O=C1[C@@]2([C@@H](C2)C(=C1)C)C(C)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 is a selective activator of Transient Receptor Potential Anykrin 1 (TRPA1) channels.
(-)-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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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