469521
β-Thujaplicin
99%
Synonym(s):
beta-Thujaplicin, 2-Hydroxy-4-isopropyl-2,4,6-cycloheptatrien-1-one, Hinokitiol
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About This Item
Empirical Formula (Hill Notation):
C10H12O2
CAS Number:
Molecular Weight:
164.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
207-880-7
MDL number:
Assay:
99%
InChI key
FUWUEFKEXZQKKA-UHFFFAOYSA-N
InChI
1S/C10H12O2/c1-7(2)8-4-3-5-9(11)10(12)6-8/h3-7H,1-2H3,(H,11,12)
SMILES string
CC(C)C1=CC=CC(=O)C(O)=C1
assay
99%
bp
140 °C/10 mmHg (lit.)
mp
50-52 °C (lit.)
functional group
ketone
Quality Level
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General description
β-Thujaplicin is a monoterpene and tropolonecompound having unique conjugated seven-membered ring. Thujaplicins arerecognized as isomers of isopropyl tropolones. Additionally it is a fluorescentligand used for the synthesis of lanthanide organic complexes.
Application
- Fabrication and characterization of sodium alginate/blueberry anthocyanins/hinokitiol loaded ZIF-8 nanoparticles composite films with antibacterial activity for monitoring pork freshness.: This study develops composite films incorporating hinokitiol for its antibacterial properties to monitor pork freshness, highlighting its potential in food safety applications (Guo et al., 2024).
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Yaeno Arima et al.
The Journal of antimicrobial chemotherapy, 51(1), 113-122 (2002-12-21)
Beta-thujaplicin (hinokitiol) is a tropolone-related compound purified from the wood of Chamaecyparis obtusa, SIEB: et Zucc. and Thuja plicata D. Don. All Staphylococcus aureus isolates were inhibited by beta-thujaplicin with MICs of 1.56-3.13 mg/L. However, a paradoxical zone phenomenon occurred
Synthesis of naturally occurring tropones and tropolones
Liu, Na and Song, et al.
Tetrahedron, 70, 9281-9305 (2014)
A novel synthetic pathway for tropolone ring formation via the olefin monoterpene intermediate terpinolene in cultured Cupressus lusitanica cells
Fujita, Koki and Bunyu, et al.
Journal of Plant Physiology, 171, 610-614 (2014)
Photophysical Spectral Features of fluorescent complexes on the basis of the novel ligand $\beta$-thujaplicin
Liu, Yang and Liu, et al.
Journal of Luminescence, 218, 116852-116852 (2020)
Antibacterial activity of beta-thujaplicin.
T J Trust et al.
Canadian journal of microbiology, 19(11), 1341-1346 (1973-11-01)
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