Record Information
Version1.0
Creation date2011-09-21 00:18:42 UTC
Update date2018-05-28 18:33:53 UTC
Primary IDFDB022731
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3-Nitrotyrosine
Description3-Nitrotyrosine (NTyr) is formed in vivo in tissue or blood proteins after exposure to nitrosating and/or nitrating agents such as tetranitromethane. (PMID 8319651) Reactive nitrogen species such as peroxynitrite can nitrate specific amino acids, whether free or protein bound, and 3-nitrotyrosine is believed to be one marker of this reaction. (PMID 10833032) [HMDB]
CAS Number3604-79-3
Structure
Thumb
Synonyms
SynonymSource
(2S)-2-Amino-3-(4-hydroxy-3-nitrophenyl)propanoic acidChEBI
L-3-NitrotyrosineChEBI
META-nitro-tyrosineChEBI
(2S)-2-Amino-3-(4-hydroxy-3-nitrophenyl)propanoateGenerator
5-NitrotyrosineHMDB
m-NitrotyrosineHMDB
3-MononitrotyrosineHMDB
3-Nitrotyrosine, (L)-isomerHMDB
NitrotyrosineHMDB
3-Nitrotyrosine, (DL)-isomerHMDB
Nitro-tyrosineHMDB
3-NitrotyrosineChEBI
(2S)-2-amino-3-(4-Hydroxy-3-nitrophenyl)propanoateGenerator
(2S)-2-amino-3-(4-Hydroxy-3-nitrophenyl)propanoic acidChEBI
Predicted Properties
PropertyValueSource
Water Solubility1.49 g/LALOGPS
logP-2.1ALOGPS
logP-1.6ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)1.1ChemAxon
pKa (Strongest Basic)9.46ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area126.69 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity53.42 m³·mol⁻¹ChemAxon
Polarizability20.55 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC9H10N2O5
IUPAC name(2S)-2-amino-3-(4-hydroxy-3-nitrophenyl)propanoic acid
InChI IdentifierInChI=1S/C9H10N2O5/c10-6(9(13)14)3-5-1-2-8(12)7(4-5)11(15)16/h1-2,4,6,12H,3,10H2,(H,13,14)/t6-/m0/s1
InChI KeyFBTSQILOGYXGMD-LURJTMIESA-N
Isomeric SMILESN[C@@H](CC1=CC=C(O)C(=C1)[N+]([O-])=O)C(O)=O
Average Molecular Weight226.1861
Monoisotopic Molecular Weight226.05897144
Classification
Description belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentTyrosine and derivatives
Alternative Parents
Substituents
  • Tyrosine or derivatives
  • Phenylalanine or derivatives
  • 3-phenylpropanoic-acid
  • Alpha-amino acid
  • Amphetamine or derivatives
  • Nitrophenol
  • L-alpha-amino acid
  • Nitrobenzene
  • Nitroaromatic compound
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Aralkylamine
  • Monocyclic benzene moiety
  • Benzenoid
  • C-nitro compound
  • Amino acid
  • Organic nitro compound
  • Propargyl-type 1,3-dipolar organic compound
  • Allyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxoazanium
  • Organic zwitterion
  • Organonitrogen compound
  • Amine
  • Organic oxide
  • Organic nitrogen compound
  • Organooxygen compound
  • Primary aliphatic amine
  • Hydrocarbon derivative
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (3 TMS)splash10-014i-2790000000-d2985346d8315d1d8794View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-014i-2790000000-d2985346d8315d1d8794View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0zgi-5910000000-077a7552abc426243e20View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-074l-9238000000-525285189da0213ff3c1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-001i-0940000000-67e8e69b7a6cdee33f61View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-05o9-3900000000-fb63e13d7517f3696858View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0kdu-9600000000-31b19bfbe0c1fd17697fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-03di-0900000000-ee8213cb39c0e1019f31View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-cc8212643972d0c19336View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0gk9-0690000000-568913db0d42a193b3e3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01vo-1920000000-4204e4cbcaf3737f8c1bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-c60c74002b04ff989fbdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-1090000000-088df2c70eeb38d1b743View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9120000000-8e492fc14553367e1dcbView in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID58633
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID65124
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDDB03867
HMDB IDHMDB01904
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNIY
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference