Umbellulone

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Umbellulone

IUPAC name 4-Methyl-1-(propan-2-yl)bicyclo[3.1.0]hex-3-en-2-one
Other names Thujenone; Thujen-2-one; Umbellulon
Identifiers
CAS number	24545-81-1^Y, 546-78-1 (1R,5S)^Y
PubChem	91195
ChemSpider	82348
Jmol-3D images	Image 1
SMILES O=C1\C=C(\C)C2C1(C(C)C)C2
InChI InChI=1S/C10H14O/c1-6(2)10-5-8(10)7(3)4-9(10)11/h4,6,8H,5H2,1-3H3 Key: LTTVJAQLCIHAFV-UHFFFAOYSA-N InChI=1/C10H14O/c1-6(2)10-5-8(10)7(3)4-9(10)11/h4,6,8H,5H2,1-3H3 Key: LTTVJAQLCIHAFV-UHFFFAOYAU
Properties
Molecular formula	C₁₀H₁₄O
Molar mass	150.22 g mol⁻¹
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Umbellulone is a headache-inducing monoterpene ketone found in the leaves of the tree Umbellularia californica, sometimes known as the "headache tree".^[1]^[2] It is hypothesized to cause headaches by influencing the trigeminovascular system via TRPA1.^[1]

References

↑ 1.0 1.1 Nassini, R.; Materazzi, S.; Vriens, J.; Prenen, J.; Benemei, S.; De Siena, G.; La Marca, G.; Andrè, E.; Preti, D.; Avonto, C.; Sadofsky, L.; Di Marzo, V.; De Petrocellis, L.; Dussor, G.; Porreca, F.; Taglialatela-Scafati, O.; Appendino, G.; Nilius, B.; Geppetti, P. (2011). "The 'headache tree' via umbellulone and TRPA1 activates the trigeminovascular system". Brain 135 (Pt 2): 376–390. doi:10.1093/brain/awr272. PMID 22036959.
↑ Rachel Ehrenberg (November 3, 2011). "Headache tree is a pain in the brain: Bay laurel swells cranial blood vessels". ScienceNews. Retrieved 2011-11-07.

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