89231
(−)-α-Thujone
≥96.0% (GC)
Synonym(s):
(-)-alpha-Thujone, (1S,4R)-1-Isopropyl-4-methylbicyclo[3.1.0]hexan-3-one
Sign Into View Organizational & Contract Pricing
Select a Size
1 ML
PLN 394.00
5 ML
PLN 1,490.00
All Photos(3)
Select a Size
Change View
1 ML
PLN 394.00
5 ML
PLN 1,490.00
About This Item
Empirical Formula (Hill Notation):
C10H16O
Molecular Weight:
152.23
Beilstein:
4660369
EC Number:
MDL number:
UNSPSC Code:
12352115
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
≥96.0% (GC)
form
liquid
optical activity
[α]20/D −19.0±2.0°, neat
refractive index
n20/D 1.450
density
0.914 g/mL at 20 °C (lit.)
functional group
ketone
storage temp.
2-8°C
SMILES string
CC(C)[C@@]12C[C@@H]1[C@@H](C)C(=O)C2
InChI
1S/C10H16O/c1-6(2)10-4-8(10)7(3)9(11)5-10/h6-8H,4-5H2,1-3H3/t7-,8-,10+/m1/s1
InChI key
USMNOWBWPHYOEA-MRTMQBJTSA-N
Looking for similar products? Visit Product Comparison Guide
General description
(-)-α-Thujone, a monoterpene ketone found in the essential oil of Thuja occidentalis, shows potent antitumorigenic effect.[1]
Application
- A six-step total synthesis of α-thujone and d6-α-thujone, enabling facile access to isotopically labelled metabolites: This study presents a concise method for synthesizing α-thujone, useful for creating isotopically labeled derivatives for research purposes (Thamm et al., 2016).
- Enhancement of CD3AK cell proliferation and killing ability by α-thujone: Investigates α-thujone′s ability to enhance the proliferation and cytotoxic activity of CD3AK cells, suggesting potential immunological applications (Zhou et al., 2016).
- α-Thujone exhibits an antifungal activity against F. graminearum by inducing oxidative stress, apoptosis, epigenetics alterations and reduced toxin synthesis: Demonstrates the antifungal effects of α-thujone against Fusarium graminearum, which could make it a valuable alternative to traditional fungicides (Teker et al., 2021).
Biochem/physiol Actions
GABAA receptor antagonist.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
10 - Combustible liquids
WGK
WGK 1
Flash Point(F)
147.2 °F - closed cup
Flash Point(C)
64 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Customers Also Viewed
Modulation of GABAergic synaptic currents and current responses by α-thujone and dihydroumbellulone.
Marcin Szczot et al.
Journal of natural products, 75(4), 622-629 (2012-03-01)
α-Thujone (1a), a constituent of wormwood, has been suspected to cause adverse psychoactive reactions in addicted drinkers of absinthe. While the content of 1a in absinthe is too low for such effects, at higher doses it can indeed induce seizures
Canadian Journal of Chemistry, 74, 666-666 (1996)
Adebola O Oyedeji et al.
Natural product communications, 4(6), 849-852 (2009-07-29)
Safety of Artemisia afar has been a controversial issue due to its high thujone content. Despite the declaration of the World Health Organization in the 1970s of the plant being unsafe for consumption, it is still commonly used in folklore
M J Eadie
The journal of the Royal College of Physicians of Edinburgh, 39(1), 73-78 (2009-10-17)
Absinthe is an alcoholic liquor containing extracts from the wormwood plant. It was widely consumed in France in the late nineteenth century. Its production was banned in 1915, partly because it was thought to cause neurological disturbances, including mental changes
K S Siveen et al.
International immunopharmacology, 11(12), 1967-1975 (2011-09-03)
Thujone, a naturally occurring monoterpene, was found to enhance the total WBC count, bone marrow cellularity, number of α-esterase positive cells, number of plaque forming cells in spleen and circulating antibody titer in Balb/c mice (1mg/kg body weight, intraperitoneally for
Active Filters
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service
