59990
5-Hydroxy-1,4-naphthoquinone
purum, crystallized, ≥95.0% (HPLC)
Synonym(s):
Juglone
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About This Item
Empirical Formula (Hill Notation):
C10H6O3
CAS Number:
Molecular Weight:
174.15
EC Number:
207-567-5
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
1909764
MDL number:
grade
purum
assay
≥95.0% (HPLC)
quality
crystallized
mp
161-163 °C (lit.)
SMILES string
Oc1cccc2C(=O)C=CC(=O)c12
InChI
1S/C10H6O3/c11-7-4-5-9(13)10-6(7)2-1-3-8(10)12/h1-5,12H
InChI key
KQPYUDDGWXQXHS-UHFFFAOYSA-N
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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Simoni Cristina Saling et al.
Toxicology and applied pharmacology, 257(3), 319-327 (2011-09-29)
Juglone is a phenolic compound used in popular medicine as a phytotherapic to treat inflammatory and infectious diseases. However, it also acts as an uncoupler of oxidative phosphorylation in isolated liver mitochondria and, thus, may interfere with the hepatic energy
Rafal Piskorski et al.
Journal of insect physiology, 57(6), 744-750 (2011-03-02)
Besides apple, its primary host, the codling moth Cydia pomonella uses walnut as a secondary host. Abundance of toxic naphthoquinones, among which juglone prevails, does not restrain this economically important pest insect from infesting walnut, but processes underlying the suitability
Niladri Basu et al.
The Science of the total environment, 414, 205-209 (2011-12-06)
Following on our discovery that pulp and paper mill effluents can interact with, and disrupt, various neurotransmitter receptors and enzymes important to fish reproduction, we tested wood and bark extracts of 14 Eastern North American hardwood trees used in pulp
M R Kviecinski et al.
Biochemical and biophysical research communications, 421(2), 268-273 (2012-04-18)
The effects of juglone on T24 cells were assessed in the presence and absence of ascorbate. The EC(50) value for juglone at 24 h decreased from 28.5 μM to 6.3 μM in the presence of ascorbate. In juglone-treated cells, ascorbate
Wen-Chang Chi et al.
Plant molecular biology, 77(6), 591-607 (2011-11-09)
Juglone (5-hydroxy-1,4-naphthoquinone) is known allelochemical, but its molecular mode of action is not well understood. We found that juglone induced reactive oxygen species production and calcium accumulation. To gain more insight into these cellular responses, we performed large-scale analysis of
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