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Umbellulone

  Cat. No.:  DC28758   Featured
Chemical Structure
546-78-1
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More than 5000 active chemicals with high quality for research!
Field of application
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.
Chemicals PropertiesBiological activity COA & MSDSRelated productsDatasheet
Cas No.: 546-78-1
Chemical Name: (+-)-umbellulone
Synonyms: (-)-Umbellulon;(-)-Umbellulone;(1R)-Thuj-3-en-2-on;(1R)-thuj-3-en-2-one;4-methyl-1-(1-methylethyl)-bicyclo[3.1.0]hex-3-en-2-one;Thuj-3-en-2-on;thuj-3-en-2-one;Umbellulon;Umbellulone;(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;[1R,5S,(-)]-4-Methyl-1-isopropylbicyclo[3.1.0]hexa-3-ene-2-one;(+-)-umbellulone
SMILES: CC([C@]12C[C@H]1C(=CC2=O)C)C
Formula: C10H14O
M.Wt: 150.217563152313
Purity: >98%
Sotrage: 2 years -20°C Powder, 2 weeks 4°C in DMSO, 6 months -80°C in DMSO
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].
Target: TRPA1 channel[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.
In Vitro: Umbellulone, from µM to sub-mM concentrations, selectively stimulates transient receptor potential ankyrin 1-expressing HEK293 cells[1].
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.
MSDS
COA
LOT NO. DOWNLOAD
2018-0101
2018-0101
2018-0101
Cat. No. Product name Field of application
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DC28758 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.
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