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469521

Sigma-Aldrich

β-Thujaplicin

99%

Sinónimos:

beta-Thujaplicin, 2-Hydroxy-4-isopropyl-2,4,6-cycloheptatrien-1-one, Hinokitiol

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About This Item

Fórmula empírica (notación de Hill):
C10H12O2
Número de CAS:
499-44-5
Peso molecular:
164.20
EC Number:
207-880-7
MDL number:
MFCD00040180
UNSPSC Code:
12352100
PubChem Substance ID:
24870612
NACRES:
NA.22

Quality Level

100

assay

99%

bp

140 °C/10 mmHg (lit.)

mp

50-52 °C (lit.)

SMILES string

CC(C)C1=CC=CC(=O)C(O)=C1

InChI

1S/C10H12O2/c1-7(2)8-4-3-5-9(11)10(12)6-8/h3-7H,1-2H3,(H,11,12)

InChI key

FUWUEFKEXZQKKA-UHFFFAOYSA-N

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Categorías relacionadas

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Antibacterial activity of beta-thujaplicin.
T J Trust et al.
Canadian journal of microbiology, 19(11), 1341-1346 (1973-11-01)
Synthesis of naturally occurring tropones and tropolones
Liu, Na and Song, et al.
Tetrahedron, 70, 9281-9305 (2014)
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
J Zhao et al.
Applied microbiology and biotechnology, 55(3), 301-305 (2001-05-09)
Production of a novel antimicrobial tropolone, beta-thujaplicin, in Cupressus lusitanica suspension cultures was studied by using a variety of chemicals and fungal elicitors. Sodium alginate, chitin, and methyl jasmonate resulted in 2-, 2.5-, and 3-fold higher beta-thujaplicin production, respectively, than
Jian Zhao et al.
Journal of experimental botany, 54(383), 647-656 (2003-01-30)
The biosynthesis of a phytoalexin, beta-thujaplicin, in Cupressus lusitanica cell cultures can be stimulated by a yeast elicitor, H(2)O(2), or methyl jasmonate. Lipoxygenase activity was also stimulated by these treatments, suggesting that the oxidative burst and jasmonate pathway may mediate
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