umbellulone

bicyclo(3.1.0)hex-3-en-2-one, 4-methyl-1-(1-methylethyl)- (9CI)

CAS: 24545-81-1 C10 H14 O MW: 150.22078000

All Ingredients Aromatic Ingredients CAS Numbers Found in Nature M.W Index Odor Substantivity

Identification

Name	umbellulone
IUPAC	4-methyl-1-propan-2-ylbicyclo[3.1.0]hex-3-en-2-one
CAS Number	24545-81-1
FDA UNII	Search
Molecular Formula	C10 H14 O
Molecular Weight	150.22078000
Nikkaji Number	J99.982B
Beilstein	2042730

Regulatory

Physical Properties

Assay	92.00 to 100.00
Food Chemicals Codex Listed	No
Boiling Point	220.00 °C. @ 760.00 mm Hg
Vapor Pressure	0.159000 mmHg @ 25.00 °C. (est)
Flash Point	185.00 °F. TCC ( 85.00 °C. )
logP (o/w)	2.063 (est)
Soluble in	alcohol
Insoluble in	water

Organoleptic Properties

Odor Description

at 10.00 % in dipropylene glycol.

Safety Information

Oral/Parenteral Toxicity	oral-mouse LD50 1450 mg/kg
Dermal Toxicity	subcutaneous-mouse LD50 965 mg/kg
Inhalation Toxicity	Not determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Category	natural substances and extractives
Recommendation for umbellulone usage levels up to	not for fragrance use.
Recommendation for umbellulone flavor usage levels up to	not for flavor use.

No supplier data available

Potential Uses

None Found

Natural Occurrence

celery seed oil egypt @ 0.15% Data cypress cone oil egypt @ 0.1% Data kewda oil @ 0.07-0.08% Data laurel leaf oil turkey @ trace% Data pennyroyal oil cuba @ 0.74% Data tansy flower oil canada @ 1.86% Data tansy oil argentina @ trace% Data

Synonyms

bicyclo(3.1.0)hex-3-en-2-one, 4-methyl-1-(1-methylethyl)- (9CI) bicyclo[3.1.0]hex-3-en-2-one, 4-methyl-1- (1-methylethyl)- bicyclo[3.1.0]hex-3-en-2-one, 4-methyl-1-(1-methylethyl)- 4- methyl-1-(1-methyl ethyl) bicyclo(3.1.0)hex-3-en-2-one 4- methyl-1-(propan-2-yl)bicyclo[3.1.0]hex-3-en-2-one 4- methyl-1-propan-2-ylbicyclo[3.1.0]hex-3-en-2-one 3- thujen-2-one umbellulon Google Patents: Process for the manufacture of thymol from umbellulone PubMed: Comparative investigation of Umbellularia californica and Laurus nobilis leaf essential oils and identification of constituents active against Aedes aegypti. PubMed: Chemical composition, antimicrobial properties and toxicity evaluation of the essential oil of Cupressus lusitanica Mill. leaves from Cameroon. PubMed: Composition, mosquito larvicidal, biting deterrent and antifungal activity of essential oils of different plant parts of Cupressus arizonica var. glabra ('Carolina Sapphire'). PubMed: Activation of TRPA1 on dural afferents: a potential mechanism of headache pain. PubMed: Umbellulone modulates TRP channels. PubMed: The 'headache tree' via umbellulone and TRPA1 activates the trigeminovascular system. PubMed: Exploring natural products for new taste sensations. PubMed: Chemical composition and larvicidal activity of essential oil of Cupressus arizonica E.L. Greene against malaria vector Anopheles stephensi Liston (Diptera: Culicidae). PubMed: Hemisynthesis of dihydroumbellulols from umbellulone: new cooling compounds. PubMed: Thermal and photochemical rearrangement of bicyclo[3.1.0]hex-3-en-2-one to the ketonic tautomer of phenol. Computational evidence for the formation of a diradical rather than a zwitterionic intermediate. PubMed: Composition and antimicrobial activity of essential oil and hexane-ether extract of Tanacetum santolinoides (dc.) Feinbr. and Fertig. PubMed: The role of mass spectrometry in medicinal plant research. PubMed: A study on tansy chemotypes.