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Record Information
Version4.0
Creation Date2006-05-22 14:17:40 UTC
Update Date2017-10-23 19:03:57 UTC
HMDB IDHMDB0002179
Secondary Accession Numbers
  • HMDB02179
Metabolite Identification
Common NamePeroxynitrite
DescriptionPeroxynitrite is a potent oxidant synthesized by the cell during its normal metabolism. The peroxynitrite anion (ONOO-) is a reactive species produced in the reaction between the superoxide anion (O2*-) and nitric oxide (*NO). Peroxynitrite (ONOO-) is a strong oxidation and nitration agent, which damages DNA, proteins and other cellular structures. ONOO- is involved in several pathological conditions such as inflammation, arteriosclerosis, and neurodegenerative and cardiovascular disorders. ONOO- inhibits different steps of blood platelet activation and causes the depletion of platelet thiols. (PMID 15647782 ).
Structure
Thumb
Synonyms
ValueSource
[no(oo)](-)ChEBI
PeroxonitriteHMDB
(-)OxoperoxonitrateHMDB
(1-)OxidoperoxidonitrateHMDB
AzoperoxoiteHMDB
PernitriteHMDB
PeroxynitrateHMDB
Peroxynitrosyl (NO3)HMDB
Acid, peroxynitrousMeSH
PeroxynitritesMeSH
PeroxonitritesMeSH
Peroxynitrous acidsMeSH
Peroxynitrous acidMeSH
Peroxynitrous acid, potassium saltMeSH
Acids, peroxynitrousMeSH
Chemical FormulaNO3
Average Molecular Weight62.0049
Monoisotopic Molecular Weight61.987817871
IUPAC Name(nitrosooxy)olate
Traditional Nameperoxynitrite
CAS Registry Number19059-14-4
SMILES
[O-]ON=O
InChI Identifier
InChI=1S/HNO3/c2-1-4-3/h3H/p-1
InChI KeyCMFNMSMUKZHDEY-UHFFFAOYSA-M
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as non-metal peroxynitrites. These are inorganic non-metallic compounds containing a peroxynitrite as its largest oxoanion.
KingdomChemical entities
Super ClassInorganic compounds
ClassHomogeneous non-metal compounds
Sub ClassNon-metal oxoanionic compounds
Direct ParentNon-metal peroxynitrites
Alternative Parents
Substituents
  • Non-metal peroxynitrite
  • Inorganic nitrite
  • Inorganic oxide
Molecular FrameworkNot Available
External Descriptors
Ontology
Physiological effect

Health effect:

  Health condition:

Disposition

Source:

Role

Biological role:

  Molecular messenger:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.32ChemAxon
pKa (Strongest Acidic)6.55ChemAxon
pKa (Strongest Basic)-5.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area61.72 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity8.95 m³·mol⁻¹ChemAxon
Polarizability3.33 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-9000000000-9914f528ef3fe70f2c16View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-9000000000-3d79816b8d0b30ca5710View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-9000000000-587cdf7700b936c20a05View in MoNA
Biological Properties
Cellular LocationsNot Available
Biofluid Locations
  • Cerebrospinal Fluid (CSF)
Tissue LocationNot Available
PathwaysNot Available
NameSMPDB/PathwhizKEGG
No entries found
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
Cerebrospinal Fluid (CSF)Detected and Quantified0.17 +/- 0.01 uMAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
Cerebrospinal Fluid (CSF)Detected and Quantified0.28 +/- 0.02 uMAdult (>18 years old)Not SpecifiedMultiple sclerosis details
Cerebrospinal Fluid (CSF)Detected and Quantified0.20 +/- 0.03 uMAdult (>18 years old)Not Specified
Multiple sclerosis
details
Associated Disorders and Diseases
Disease References
Multiple sclerosis
  1. Calabrese V, Scapagnini G, Ravagna A, Bella R, Butterfield DA, Calvani M, Pennisi G, Giuffrida Stella AM: Disruption of thiol homeostasis and nitrosative stress in the cerebrospinal fluid of patients with active multiple sclerosis: evidence for a protective role of acetylcarnitine. Neurochem Res. 2003 Sep;28(9):1321-8. [PubMed:12938853 ]
Associated OMIM IDs
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB022889
KNApSAcK IDNot Available
Chemspider ID94607
KEGG Compound IDC16845
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPeroxynitrite
METLIN IDNot Available
PubChem Compound104806
PDB IDNot Available
ChEBI ID25941
References
Synthesis ReferenceNiles, Jacquin C.; Wishnok, John S.; Tannenbaum, Steven R. A Novel Nitration Product Formed during the Reaction of Peroxynitrite with 2',3',5'-Tri-O-acetyl-7,8-dihydro-8-oxoguanosine: N-Nitro-N'-[1-(2,3,5-Tri-O-acetyl-b-D-erythro-pentofuranosyl)-2,4-dioxo
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Calabrese V, Scapagnini G, Ravagna A, Bella R, Butterfield DA, Calvani M, Pennisi G, Giuffrida Stella AM: Disruption of thiol homeostasis and nitrosative stress in the cerebrospinal fluid of patients with active multiple sclerosis: evidence for a protective role of acetylcarnitine. Neurochem Res. 2003 Sep;28(9):1321-8. [PubMed:12938853 ]
  2. Calabrese V, Scapagnini G, Ravagna A, Bella R, Foresti R, Bates TE, Giuffrida Stella AM, Pennisi G: Nitric oxide synthase is present in the cerebrospinal fluid of patients with active multiple sclerosis and is associated with increases in cerebrospinal fluid protein nitrotyrosine and S-nitrosothiols and with changes in glutathione levels. J Neurosci Res. 2002 Nov 15;70(4):580-7. [PubMed:12404512 ]
  3. Olas B, Nowak P, Wachowicz B: Resveratrol protects against peroxynitrite-induced thiol oxidation in blood platelets. Cell Mol Biol Lett. 2004;9(4A):577-87. [PubMed:15647782 ]