156507
9,10-Phenanthrenequinone
≥99%
Synonym(s):
9,10-Phenanthrenedione
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About This Item
Empirical Formula (Hill Notation):
C14H8O2
CAS Number:
Molecular Weight:
208.21
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
EC Number:
201-515-5
Beilstein/REAXYS Number:
608838
MDL number:
InChI key
YYVYAPXYZVYDHN-UHFFFAOYSA-N
InChI
1S/C14H8O2/c15-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14(13)16/h1-8H
SMILES string
O=C1C(=O)c2ccccc2-c3ccccc13
assay
≥99%
impurities
<0.1% anthraquinone
Quality Level
Gene Information
human ... PTPN1(5770), PTPRC(5788)
λmax
420 nm
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Related Categories
signalword
Warning
hcodes
Hazard Classifications
Aquatic Acute 1 - Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
473.0 °F
flash_point_c
245 °C
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Molecular Properties of 9, 10-Phenanthrenequinone and Benzil
Muddasir, H., Lu, P., Gu, C., Wang, Z. M., Yang, S. M., Yang, B., & Ma, Y. G.
Chemical Research in Chinese Universities, 25(6), 950-956 (2009)
Electronic structure and band alignment of 9, 10-phenanthrenequinone passivated silicon surfaces
Avasthi, Sushobhan, et al.
Surface Science, 605(13), 1308-1312 (2011)
9, 10-Phenanthrenequinone binary complexes of iron, cobalt, and nickel
Floriani, C., R. Henzi, and F. Calderazzo
J. Chem. Soc., Dalton Trans., 23, 2640-2642 (1972)
Keiko Taguchi et al.
Free radical biology & medicine, 44(8), 1645-1655 (2008-02-26)
9,10-Phenanthraquinone (PQ), a component of airborne particulate matter, causes marked cellular protein oxidation and cytotoxicity through a two-electron reduction to 9,10-dihydroxyphenanthrene (PQH2), which is associated with the propagation of reactive oxygen species (K. Taguchi et al., Free Radic. Biol. Med.
Toshiyuki Matsunaga et al.
Free radical research, 45(7), 848-857 (2011-06-01)
9,10-Phenanthrenequinone (9,10-PQ), a redox-active quinone in diesel exhausts, triggers cellular apoptosis via reactive oxygen species (ROS) generation in its redox cycling. This study found that induction of CCAAT/enhancer-binding protein-homologous protein (CHOP), a pro-apoptotic factor derived from endoplasmic reticulum stress, participates
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