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(−)-α-Thujon
≥96.0% (GC)
Synonym(e):
(1S,4R)-1-Isopropyl-4-methylbicyclo[3.1.0]hexan-3-on
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1 ML
€ 87,70
5 ML
€ 302,00
About This Item
Empirische Formel (Hill-System):
C10H16O
Molekulargewicht:
152.23
Beilstein:
4660369
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352115
PubChem Substanz-ID:
NACRES:
NA.22
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Qualitätsniveau
Assay
≥96.0% (GC)
Form
liquid
Optische Aktivität
[α]20/D −19.0±2.0°, neat
Brechungsindex
n20/D 1.450
Dichte
0.914 g/mL at 20 °C (lit.)
Funktionelle Gruppe
ketone
Lagertemp.
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
InChIKey
USMNOWBWPHYOEA-MRTMQBJTSA-N
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Allgemeine Beschreibung
(-)-α-Thujone, a monoterpene ketone found in the essential oil of Thuja occidentalis, shows potent antitumorigenic effect.[1]
Anwendung
- 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. Wirkung
GABAA receptor antagonist.
Signalwort
Warning
H-Sätze
Gefahreneinstufungen
Acute Tox. 4 Oral
Lagerklassenschlüssel
10 - Combustible liquids
WGK
WGK 1
Flammpunkt (°F)
147.2 °F - closed cup
Flammpunkt (°C)
64 °C - closed cup
Persönliche Schutzausrüstung
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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The quantitative and qualitative analysis of essential oils obtained from Salvia officinalis L. (Lamiaceae) cultivated in Romania is reported in this paper. The essential oils were obtained from fresh and dried material harvested from plants cultivated in Cluj (Romania) and
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Rescue of palmitate-induced insulin resistance has been linked with improvements in fatty acid oxidation, but importantly, not always with concurrently altered AMPK or ACC2 phosphorylation. Therefore, we examined the interrelationships among AMPK, ACC2, and fatty acid oxidation under 12 controlled
Nour W Al-Haj Baddar et al.
Natural product research, 25(12), 1180-1184 (2011-07-12)
Thujone, which is the major constituent in Salvia sp. (Lamiaceae), was found to correct the lipid profile (cholesterol and triglycerides) in diabetic rats. Oral treatment with thujone (5 mg kg⁻¹ body weight dose) significantly adjusted cholesterol and triglyceride levels in
Dirk W Lachenmeier et al.
Regulatory toxicology and pharmacology : RTP, 58(3), 437-443 (2010-08-24)
Thujone is a natural substance found in plants commonly used in foods and beverages, such as wormwood and sage, as well as in herbal medicines. The current limits for thujone in food products are based on short-term animal studies from
Hédi Mighri et al.
Chemistry & biodiversity, 7(11), 2709-2717 (2010-11-13)
The intraspecific chemical variability of essential oils (50 samples) isolated from the aerial parts of Artemisia herba-alba Asso growing wild in the arid zone of Southeastern Tunisia was investigated. Analysis by GC (RI) and GC/MS allowed the identification of 54
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