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Record Information
Version	2.0
Creation Date	2015-07-03 15:22:18 -0600
Update Date	2015-08-05 16:22:05 -0600
Secondary Accession Numbers	ECMDB23979
Identification
Name:	Semiquinone
Description	An organic radical resulting from the formal addition of one hydrogen atom with its electron to a quinone (or from the formal removal of one hydrogen atom with its electron from the corresponding hydroquinone)
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0x9ea917b4> Close
Synonyms:	Benzosemiquinone Semidione Semiquinone radical
Chemical Formula:	C6H5O2
Weight:	Average: 109.104 Monoisotopic: 109.028954401
InChI Key:	XLHUBROMZOAQMV-UHFFFAOYSA-N
InChI:	InChI=1S/C6H5O2/c7-5-1-2-6(8)4-3-5/h1-4,7H
CAS number:	Not Available
IUPAC Name:	1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl
Traditional IUPAC Name:	1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl
SMILES:	O[C]1C=CC(=O)C=C1
Chemical Taxonomy
Description	belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.
Kingdom	Organic compounds
Super Class	Benzenoids
Class	Phenols
Sub Class	1-hydroxy-2-unsubstituted benzenoids
Direct Parent	1-hydroxy-2-unsubstituted benzenoids
Alternative Parents	Benzene and substituted derivatives Organooxygen compounds Hydrocarbon derivatives
Substituents	1-hydroxy-2-unsubstituted benzenoid Monocyclic benzene moiety Organic oxygen compound Hydrocarbon derivative Organooxygen compound Aromatic homomonocyclic compound
Molecular Framework	Aromatic homomonocyclic compounds
External Descriptors	benzosemiquinones (CHEBI:17977 )
Physical Properties
State:	Not Available
Charge:	0
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source logP 0.95 ChemAxon pKa (Strongest Acidic) 15.17 ChemAxon pKa (Strongest Basic) -2.7 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 2 ChemAxon Hydrogen Donor Count 1 ChemAxon Polar Surface Area 37.3 Ų ChemAxon Rotatable Bond Count 0 ChemAxon Refractivity 32.3 m³·mol⁻¹ ChemAxon Polarizability 10.19 ų ChemAxon Number of Rings 1 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:	NADPH + Hydrogen ion + 2 Quinone <> NADP +2 Semiquinone NADPH + Hydrogen ion + 2 Quinone <> NADP +2 Semiquinone NADPH + Hydrogen ion + 2 Quinone <> NADP +2 Semiquinone
SMPDB Pathways:	Not Available
KEGG Pathways:	Not Available
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive splash10-0a4i-9000000000-8ef715d35a7cf4313da1 View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive Not Available View in JSpectraViewer Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-03di-0900000000-1ee35bbde35fb7d10817 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-03di-4900000000-bf9c5830f9a6edfe0dfd View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0560-9000000000-0248138afef8d5abd899 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0a4i-0900000000-45981312a9a0b429e458 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0a4i-0900000000-b633d8d8f283c3f2038e View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0pdi-9400000000-84bfb3fd29ab08c8736b View in MoNA 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 17977 HMDB ID HMDB0256033 Pubchem Compound ID Not Available Kegg ID C05309 ChemSpider ID 15602835 Wikipedia ID Not Available BioCyc ID Not Available