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经验公式(希尔记法):
C11H8O3
化学文摘社编号:
分子量:
188.18
PubChem Substance ID:
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
144630
MDL number:
SMILES string
O=C1C2(C)C(O2)C(C3=CC=CC=C31)=O
InChI
1S/C11H8O3/c1-11-9(13)7-5-3-2-4-6(7)8(12)10(11)14-11/h2-5,10H,1H3
InChI key
NNUKDUBCRRYXDC-UHFFFAOYSA-N
assay
≥98.5% (HPLC)
form
powder
color
white
suitability
complies for H-NMR
application(s)
cell analysis
storage temp.
−20°C
Biochem/physiol Actions
维生素K代谢的代谢产物。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
A Brunmark et al.
Free radical biology & medicine, 5(3), 133-143 (1988-01-01)
The oxidation of various quinones by H2O2 results in quinone epoxide formation. The yield of epoxidation is inversely related to the degree of methyl substitution of the quinone and seems not to be dependent on the redox potential of the
Nicole Jasmin Mueller et al.
Organic & biomolecular chemistry, 7(6), 1115-1119 (2009-03-06)
Three FMN-dependent oxidoreductases, YcnD and YhdA from Bacillus subtilis and Lot6p from Saccharomyces cerevisiae, oxidised alpha,beta-unsaturated carbonyl compounds and a thioether, respectively, to furnish the corresponding racemic epoxides or sulfoxide, respectively. The mechanism of this enzyme-mediated (rather than enzyme-catalysed) oxidation
Xiao Lu et al.
ACS medicinal chemistry letters, 3(12), 1029-1033 (2012-12-13)
Cations of hydroxy-substituted 1,4-naphthoquinones were synthesized and evaluated as antiplasmodial agents against Plasmodium falciparum. The atovaquone analogues were found to be inactive as antagonists of parasite growth, which was attributed to ionization of the acidic hydroxyl moiety. Upon modification to
Syed Masood Husain et al.
Angewandte Chemie (International ed. in English), 53(37), 9806-9811 (2014-07-23)
Quinones and hydroquinones are among the most common cellular cofactors, redox mediators, and natural products. Here, we report on the reduction of 2-hydroxynaphthoquinones to the stable 1,4-diketo tautomeric form of hydronaphthoquinones and their further reduction by fungal tetrahydroxynaphthalene reductase. The
Synthesis, thiol-mediated reactive oxygen species generation profiles and anti-proliferative activities of 2,3-epoxy-1,4-naphthoquinones.
Dharmaraja, A.T., et al
MedChemComm, 3, 219-224 (2012)
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