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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-03-10 10:50:46 UTC

Update Date

2021-09-14 15:20:03 UTC

HMDB ID

HMDB0001904

Secondary Accession Numbers

HMDB01904

Metabolite Identification

Common Name

3-Nitrotyrosine

Description

3-Nitrotyrosine, also known as nitrotyrosine is a product of tyrosine nitration mediated by reactive nitrogen species such as peroxynitrite anion and nitrogen dioxide. Nitrotyrosine is identified as an indicator or marker of cell damage, inflammation as well as NO (nitric oxide) production. Nitrotyrosine is formed in the presence of the active metabolite NO. Nitrotyrosine 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.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv1652305261923582D          

 16 16  0  0  1  0            999 V2000
    2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
M  CHG  2  11   1  12  -1
M  END
> <DATABASE_ID>
HMDB0001904

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@@H](CC1=CC=C(O)C(=C1)[N+]([O-])=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=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_KEY>
FBTSQILOGYXGMD-LURJTMIESA-N

> <FORMULA>
C9H10N2O5

> <MOLECULAR_WEIGHT>
226.1861

> <EXACT_MASS>
226.05897144

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
20.54973695934251

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-3-(4-hydroxy-3-nitrophenyl)propanoic acid

> <ALOGPS_LOGP>
-2.07

> <JCHEM_LOGP>
-1.5501614356840294

> <ALOGPS_LOGS>
-2.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.538946998778157

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.100103479880966

> <JCHEM_PKA_STRONGEST_BASIC>
9.456940579826119

> <JCHEM_POLAR_SURFACE_AREA>
126.69

> <JCHEM_REFRACTIVITY>
53.41770000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.49e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nitrotyrosine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  N   UNK     0       5.335   1.540   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+1
HETATM   12  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O-1
HETATM   13  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9    4                                                       
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    2   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0001904
HETATM    1  N1  UNL     1       3.509   0.937  -0.268  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.223   0.382   0.143  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.162   0.781  -0.830  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.179   0.269  -0.512  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.671  -0.925  -1.010  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.919  -1.414  -0.713  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.750  -0.722   0.109  1.00  0.00           C  
HETATM    8  O1  UNL     1      -4.014  -1.206   0.416  1.00  0.00           O  
HETATM    9  C7  UNL     1      -2.286   0.482   0.626  1.00  0.00           C  
HETATM   10  N2  UNL     1      -3.166   1.192   1.482  1.00  0.00           N1+
HETATM   11  O2  UNL     1      -3.968   0.572   2.199  1.00  0.00           O  
HETATM   12  O3  UNL     1      -3.133   2.555   1.520  1.00  0.00           O1-
HETATM   13  C8  UNL     1      -1.047   0.968   0.332  1.00  0.00           C  
HETATM   14  C9  UNL     1       2.315  -1.078   0.262  1.00  0.00           C  
HETATM   15  O4  UNL     1       1.345  -1.738   0.673  1.00  0.00           O  
HETATM   16  O5  UNL     1       3.483  -1.718  -0.084  1.00  0.00           O  
HETATM   17  H1  UNL     1       3.378   1.936  -0.538  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.214   0.854   0.514  1.00  0.00           H  
HETATM   19  H3  UNL     1       2.028   0.820   1.146  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.421   0.437  -1.854  1.00  0.00           H  
HETATM   21  H5  UNL     1       1.135   1.905  -0.904  1.00  0.00           H  
HETATM   22  H6  UNL     1      -0.016  -1.482  -1.671  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.212  -2.359  -1.153  1.00  0.00           H  
HETATM   24  H8  UNL     1      -4.321  -2.075   0.029  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.718   1.913   0.754  1.00  0.00           H  
HETATM   26  H10 UNL     1       4.186  -1.285  -0.669  1.00  0.00           H  
CONECT    1    2   17   18
CONECT    2    3   14   19
CONECT    3    4   20   21
CONECT    4    5    5   13
CONECT    5    6   22
CONECT    6    7    7   23
CONECT    7    8    9
CONECT    8   24
CONECT    9   10   13   13
CONECT   10   11   11   12
CONECT   13   25
CONECT   14   15   15   16
CONECT   16   26
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2S)-2-Amino-3-(4-hydroxy-3-nitrophenyl)propanoic acid	ChEBI
L-3-Nitrotyrosine	ChEBI
META-nitro-tyrosine	ChEBI
(2S)-2-Amino-3-(4-hydroxy-3-nitrophenyl)propanoate	Generator
3-Mononitrotyrosine	MeSH
3-Nitrotyrosine, (DL)-isomer	MeSH
3-Nitrotyrosine, (L)-isomer	MeSH
Nitrotyrosine	MeSH
Nitro-Tyrosine	MYCO, HMDB
5-Nitrotyrosine	HMDB
m-Nitrotyrosine	HMDB
3-Nitrotyrosine	ChEBI

Chemical Formula

C₉H₁₀N₂O₅

Average Molecular Weight

226.1861

Monoisotopic Molecular Weight

226.05897144

IUPAC Name

(2S)-2-amino-3-(4-hydroxy-3-nitrophenyl)propanoic acid

Traditional Name

nitrotyrosine

CAS Registry Number

3604-79-3

SMILES

N[C@@H](CC1=CC=C(O)C(=C1)[N+]([O-])=O)C(O)=O

InChI Identifier

InChI=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 Key

FBTSQILOGYXGMD-LURJTMIESA-N

Chemical Taxonomy

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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Tyrosine 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 Framework

Aromatic homomonocyclic compounds

External Descriptors

non-proteinogenic L-alpha-amino acid (CHEBI:44454 )
L-tyrosine derivative (CHEBI:44454 )
3-nitrotyrosine (CHEBI:44454 )

Ontology

Physiological effect

Health effect

Nervous system disorder

Central nervous system disorder

Meningitis (HMDB: HMDB0001904)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 17328930)
Cerebrospinal Fluid (CSF) (PMID: 11805243)
Cerebrospinal fluid (HMDB: HMDB0001904)

Cell

Fibroblast

Fibroblast (HMDB: HMDB0001904)

Hematocyte

Platelet (HMDB: HMDB0001904)

Tissue substructure

Muscle (HMDB: HMDB0001904)

Organ

Brain (HMDB: HMDB0001904)
Spinal cord (HMDB: HMDB0001904)

Tissue

Epithelium

Epidermis (HMDB: HMDB0001904)

Muscle tissue

Skeletal muscle (HMDB: HMDB0001904)

Excreta

Biofluid or Excreta

Urine (PMID: 21543078)

Cellular substructure

Cytoplasm (HMDB: HMDB0001904)

Source

Exogenous

Exogenous (HMDB: HMDB0001904)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0001904)

Process

Naturally occurring process

Biological process

Pathological process

Oxidative stress (HMDB: HMDB0001904)

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0001904)

Biomarker

Meningitis (MarkerDB: MDB00000356)
Hypoxic-ischemic encephalopathy (MarkerDB: MDB00000356)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	158.9	http://allccs.zhulab.cn/database/detail?ID=AllCCS00002157

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.49 g/L	ALOGPS
logP	-2.1	ALOGPS
logP	-1.6	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	1.1	ChemAxon
pKa (Strongest Basic)	9.46	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	126.69 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	53.42 m³·mol⁻¹	ChemAxon
Polarizability	20.55 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	153.118	31661259
DarkChem	[M-H]-	149.304	31661259
AllCCS	[M+H]+	149.014	32859911
AllCCS	[M-H]-	146.015	32859911
DeepCCS	[M+H]+	147.908	30932474
DeepCCS	[M-H]-	145.671	30932474
DeepCCS	[M-2H]-	178.911	30932474
DeepCCS	[M+Na]+	154.027	30932474
AllCCS	[M+H]+	149.0	32859911
AllCCS	[M+H-H2O]+	145.2	32859911
AllCCS	[M+NH4]+	152.6	32859911
AllCCS	[M+Na]+	153.6	32859911
AllCCS	[M-H]-	146.0	32859911
AllCCS	[M+Na-2H]-	146.3	32859911
AllCCS	[M+HCOO]-	146.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Nitrotyrosine	N[C@@H](CC1=CC=C(O)C(=C1)[N+]([O-])=O)C(O)=O	2890.1	Standard polar	33892256
3-Nitrotyrosine	N[C@@H](CC1=CC=C(O)C(=C1)[N+]([O-])=O)C(O)=O	1924.5	Standard non polar	33892256
3-Nitrotyrosine	N[C@@H](CC1=CC=C(O)C(=C1)[N+]([O-])=O)C(O)=O	2128.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Nitrotyrosine,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C[C@H](N)C(=O)O)C=C1[N+](=O)[O-]	2196.9	Semi standard non polar	33892256
3-Nitrotyrosine,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(O)C([N+](=O)[O-])=C1	2137.5	Semi standard non polar	33892256
3-Nitrotyrosine,1TMS,isomer #3	C[Si](C)(C)N[C@@H](CC1=CC=C(O)C([N+](=O)[O-])=C1)C(=O)O	2218.0	Semi standard non polar	33892256
3-Nitrotyrosine,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1	2202.3	Semi standard non polar	33892256
3-Nitrotyrosine,2TMS,isomer #2	C[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1)C(=O)O	2241.7	Semi standard non polar	33892256
3-Nitrotyrosine,2TMS,isomer #3	C[Si](C)(C)N[C@@H](CC1=CC=C(O)C([N+](=O)[O-])=C1)C(=O)O[Si](C)(C)C	2179.8	Semi standard non polar	33892256
3-Nitrotyrosine,2TMS,isomer #4	C[Si](C)(C)N([C@@H](CC1=CC=C(O)C([N+](=O)[O-])=C1)C(=O)O)[Si](C)(C)C	2337.8	Semi standard non polar	33892256
3-Nitrotyrosine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1)C(=O)O[Si](C)(C)C	2238.2	Semi standard non polar	33892256
3-Nitrotyrosine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1)C(=O)O[Si](C)(C)C	2238.7	Standard non polar	33892256
3-Nitrotyrosine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1)C(=O)O[Si](C)(C)C	2493.0	Standard polar	33892256
3-Nitrotyrosine,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1[N+](=O)[O-]	2377.2	Semi standard non polar	33892256
3-Nitrotyrosine,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1[N+](=O)[O-]	2297.7	Standard non polar	33892256
3-Nitrotyrosine,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1[N+](=O)[O-]	2656.1	Standard polar	33892256
3-Nitrotyrosine,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O)C([N+](=O)[O-])=C1)N([Si](C)(C)C)[Si](C)(C)C	2330.3	Semi standard non polar	33892256
3-Nitrotyrosine,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O)C([N+](=O)[O-])=C1)N([Si](C)(C)C)[Si](C)(C)C	2326.8	Standard non polar	33892256
3-Nitrotyrosine,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O)C([N+](=O)[O-])=C1)N([Si](C)(C)C)[Si](C)(C)C	2656.7	Standard polar	33892256
3-Nitrotyrosine,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1)N([Si](C)(C)C)[Si](C)(C)C	2420.6	Semi standard non polar	33892256
3-Nitrotyrosine,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1)N([Si](C)(C)C)[Si](C)(C)C	2371.5	Standard non polar	33892256
3-Nitrotyrosine,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O[Si](C)(C)C)C([N+](=O)[O-])=C1)N([Si](C)(C)C)[Si](C)(C)C	2386.9	Standard polar	33892256
3-Nitrotyrosine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C[C@H](N)C(=O)O)C=C1[N+](=O)[O-]	2471.8	Semi standard non polar	33892256
3-Nitrotyrosine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(O)C([N+](=O)[O-])=C1	2402.5	Semi standard non polar	33892256
3-Nitrotyrosine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O)C([N+](=O)[O-])=C1)C(=O)O	2488.8	Semi standard non polar	33892256
3-Nitrotyrosine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1	2700.9	Semi standard non polar	33892256
3-Nitrotyrosine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1)C(=O)O	2764.1	Semi standard non polar	33892256
3-Nitrotyrosine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O)C([N+](=O)[O-])=C1)C(=O)O[Si](C)(C)C(C)(C)C	2663.7	Semi standard non polar	33892256
3-Nitrotyrosine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N([C@@H](CC1=CC=C(O)C([N+](=O)[O-])=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2832.1	Semi standard non polar	33892256
3-Nitrotyrosine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1)C(=O)O[Si](C)(C)C(C)(C)C	2974.0	Semi standard non polar	33892256
3-Nitrotyrosine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1)C(=O)O[Si](C)(C)C(C)(C)C	2889.7	Standard non polar	33892256
3-Nitrotyrosine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1)C(=O)O[Si](C)(C)C(C)(C)C	2785.1	Standard polar	33892256
3-Nitrotyrosine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1[N+](=O)[O-]	3132.0	Semi standard non polar	33892256
3-Nitrotyrosine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1[N+](=O)[O-]	2928.0	Standard non polar	33892256
3-Nitrotyrosine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1[N+](=O)[O-]	2858.9	Standard polar	33892256
3-Nitrotyrosine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O)C([N+](=O)[O-])=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3044.9	Semi standard non polar	33892256
3-Nitrotyrosine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O)C([N+](=O)[O-])=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2975.7	Standard non polar	33892256
3-Nitrotyrosine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O)C([N+](=O)[O-])=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2846.3	Standard polar	33892256
3-Nitrotyrosine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3345.5	Semi standard non polar	33892256
3-Nitrotyrosine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3163.9	Standard non polar	33892256
3-Nitrotyrosine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C([N+](=O)[O-])=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2762.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 3-Nitrotyrosine GC-MS (3 TMS)	splash10-014i-2790000000-d2985346d8315d1d8794	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Nitrotyrosine GC-MS (Non-derivatized)	splash10-014i-2790000000-d2985346d8315d1d8794	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Nitrotyrosine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zgi-5910000000-077a7552abc426243e20	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Nitrotyrosine GC-MS (2 TMS) - 70eV, Positive	splash10-074l-9238000000-525285189da0213ff3c1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Nitrotyrosine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine , negative-QTOF	splash10-03di-0900000000-ee8213cb39c0e1019f31	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 35V, Negative-QTOF	splash10-03di-0900000000-57a8fbe1716064623e24	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 35V, Negative-QTOF	splash10-03ei-0900000000-a0d125a0ba852e048e8a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 10V, Negative-QTOF	splash10-03di-0910000000-68c65cb3388619098ac0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 20V, Negative-QTOF	splash10-03dr-0900000000-c925ae686673a229c498	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 20V, Negative-QTOF	splash10-03e9-0900000000-7c1468722dff591a265a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 40V, Negative-QTOF	splash10-029b-1900000000-24959b0bc915f14fffbc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 35V, Negative-QTOF	splash10-03di-0900000000-99d357953c342185aa6e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 40V, Negative-QTOF	splash10-00kb-2900000000-1156a10414012c052611	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 10V, Negative-QTOF	splash10-03di-0910000000-64ac373769d7b98563f5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-001i-0940000000-67e8e69b7a6cdee33f61	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-05o9-3900000000-fb63e13d7517f3696858	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0kdu-9600000000-31b19bfbe0c1fd17697f	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 20V, Positive-QTOF	splash10-00lr-3900000000-c2d41a5f34510f427609	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 40V, Positive-QTOF	splash10-0rml-9500000000-caa9509a77fd0aa8355b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 10V, Positive-QTOF	splash10-001i-0920000000-a2b1b1fa9734a6b40189	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 35V, Positive-QTOF	splash10-001i-0900000000-a9d1a6fdb2c29984221e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 10V, Positive-QTOF	splash10-001i-0900000000-c18ef0ce904b7b49b8ec	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 20V, Positive-QTOF	splash10-00lr-1900000000-86a20e9368aceb49ba2e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 10V, Positive-QTOF	splash10-001i-0910000000-d885bb0a89378a0c95ee	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 40V, Positive-QTOF	splash10-0mi6-9600000000-431eacf87ef25d0d6763	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 20V, Positive-QTOF	splash10-00lr-1900000000-44b00fd33af2a259db2c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 40V, Positive-QTOF	splash10-00kf-9600000000-69dafe639edd5ba33f40	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 20V, Positive-QTOF	splash10-00lr-1900000000-fa3222f7814c77023fa1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Nitrotyrosine 10V, Positive-QTOF	splash10-001i-0910000000-eb55137da6de91c54d49	2021-09-20	HMDB team, MONA	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Urine

Tissue Locations

Brain
Epidermis
Fibroblasts
Neuron
Platelet
Skeletal Muscle

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.0-0.30 uM	Adult (>18 years old)	Both	Normal	Molecular You	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	0.85 +/- 1.98 uM	Adult (>18 years old)	Both	Normal	17328930	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	3.36 (2.81-3.91) uM	Adult (>18 years old)	Both	Normal	11805243	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00148-0.0253 uM	Not Specified	Not Specified	Normal	18539125	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.25 +/- 0.11 uM	Newborn (0-30 days old)	Not Specified	Normal	12585720	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Not Available	Not Available	Normal	21543078	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.81+/- 0.45 uM	Adult (>18 years old)	Both	Oxidative and nitrosative stress	17328930	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	5.54 (3.99-7.09) uM	Adult (>18 years old)	Both	Meningitis	11805243	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	22.4-97.6 uM	Adult (>18 years old)	Not Specified	Traumatic brain injury (TBI)	17693848	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.45 +/- 0.33 uM	Newborn (0-30 days old)	Not Specified	Hypoxic-ischemic encephalopathy	12585720	details

Associated Disorders and Diseases

Disease References

Oxidative stress
Rossner P Jr, Svecova V, Milcova A, Lnenickova Z, Solansky I, Santella RM, Sram RJ: Oxidative and nitrosative stress markers in bus drivers. Mutat Res. 2007 Apr 1;617(1-2):23-32. Epub 2007 Feb 4. [PubMed:17328930 ]
Meningitis
Kastenbauer S, Koedel U, Becker BF, Pfister HW: Oxidative stress in bacterial meningitis in humans. Neurology. 2002 Jan 22;58(2):186-91. [PubMed:11805243 ]
Head injury
Darwish RS, Amiridze N, Aarabi B: Nitrotyrosine as an oxidative stress marker: evidence for involvement in neurologic outcome in human traumatic brain injury. J Trauma. 2007 Aug;63(2):439-42. [PubMed:17693848 ]
Hypoxic-ischemic encephalopathy
Gucuyener K, Ergenekon E, Demiryurek T, Erbas D, Ozturk G, Koc E, Atalay Y: Cerebrospinal fluid levels of nitric oxide and nitrotyrosine in neonates with mild hypoxic-ischemic encephalopathy. J Child Neurol. 2002 Nov;17(11):815-8. [PubMed:12585720 ]

Associated OMIM IDs

None

External Links

DrugBank ID

DB03867

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022731

KNApSAcK ID

Not Available

Chemspider ID

58633

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Nitrotyrosine

METLIN ID

6383

PubChem Compound

65124

PDB ID

Not Available

ChEBI ID

44454

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00000356

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Kastenbauer S, Koedel U, Becker BF, Pfister HW: Oxidative stress in bacterial meningitis in humans. Neurology. 2002 Jan 22;58(2):186-91. [PubMed:11805243 ]
Gaut JP, Byun J, Tran HD, Heinecke JW: Artifact-free quantification of free 3-chlorotyrosine, 3-bromotyrosine, and 3-nitrotyrosine in human plasma by electron capture-negative chemical ionization gas chromatography mass spectrometry and liquid chromatography-electrospray ionization tandem mass spectrometry. Anal Biochem. 2002 Jan 15;300(2):252-9. [PubMed:11779118 ]
Blanchard-Fillion B, Prou D, Polydoro M, Spielberg D, Tsika E, Wang Z, Hazen SL, Koval M, Przedborski S, Ischiropoulos H: Metabolism of 3-nitrotyrosine induces apoptotic death in dopaminergic cells. J Neurosci. 2006 Jun 7;26(23):6124-30. [PubMed:16763020 ]
Isobe C, Abe T, Kikuchi T, Murata T, Sato C, Terayama Y: Cabergoline scavenges peroxynitrite enhanced by L-DOPA therapy in patients with Parkinson's disease. Eur J Neurol. 2006 Apr;13(4):346-50. [PubMed:16643311 ]
Ferrante RJ, Shinobu LA, Schulz JB, Matthews RT, Thomas CE, Kowall NW, Gurney ME, Beal MF: Increased 3-nitrotyrosine and oxidative damage in mice with a human copper/zinc superoxide dismutase mutation. Ann Neurol. 1997 Sep;42(3):326-34. [PubMed:9307254 ]
Sanyal AJ, Campbell-Sargent C, Mirshahi F, Rizzo WB, Contos MJ, Sterling RK, Luketic VA, Shiffman ML, Clore JN: Nonalcoholic steatohepatitis: association of insulin resistance and mitochondrial abnormalities. Gastroenterology. 2001 Apr;120(5):1183-92. [PubMed:11266382 ]
Oates JC, Christensen EF, Reilly CM, Self SE, Gilkeson GS: Prospective measure of serum 3-nitrotyrosine levels in systemic lupus erythematosus: correlation with disease activity. Proc Assoc Am Physicians. 1999 Nov-Dec;111(6):611-21. [PubMed:10591091 ]
Schwedhelm E, Tsikas D, Gutzki FM, Frolich JC: Gas chromatographic-tandem mass spectrometric quantification of free 3-nitrotyrosine in human plasma at the basal state. Anal Biochem. 1999 Dec 15;276(2):195-203. [PubMed:10603243 ]
Tohgi H, Abe T, Yamazaki K, Murata T, Ishizaki E, Isobe C: Remarkable increase in cerebrospinal fluid 3-nitrotyrosine in patients with sporadic amyotrophic lateral sclerosis. Ann Neurol. 1999 Jul;46(1):129-31. [PubMed:10401792 ]
Kaur H, Halliwell B: Evidence for nitric oxide-mediated oxidative damage in chronic inflammation. Nitrotyrosine in serum and synovial fluid from rheumatoid patients. FEBS Lett. 1994 Aug 15;350(1):9-12. [PubMed:8062931 ]
Kaur H, Lyras L, Jenner P, Halliwell B: Artefacts in HPLC detection of 3-nitrotyrosine in human brain tissue. J Neurochem. 1998 May;70(5):2220-3. [PubMed:9572312 ]
Abu-Qare AW, Abou-Donia MB: Combined exposure to DEET (N,N-diethyl-m-toluamide) and permethrin: pharmacokinetics and toxicological effects. J Toxicol Environ Health B Crit Rev. 2003 Jan-Feb;6(1):41-53. [PubMed:12587253 ]
Takasaki A, Nezirevic D, Arstrand K, Wakamatsu K, Ito S, Kagedal B: HPLC analysis of pheomelanin degradation products in human urine. Pigment Cell Res. 2003 Oct;16(5):480-6. [PubMed:12950724 ]
Delatour T: Performance of quantitative analyses by liquid chromatography-electrospray ionisation tandem mass spectrometry: from external calibration to isotopomer-based exact matching. Anal Bioanal Chem. 2004 Oct;380(3):515-23. Epub 2004 Aug 31. [PubMed:15340769 ]
Yi D, Ingelse BA, Duncan MW, Smythe GA: Quantification of 3-nitrotyrosine in biological tissues and fluids: generating valid results by eliminating artifactual formation. J Am Soc Mass Spectrom. 2000 Jun;11(6):578-86. [PubMed:10833032 ]
Shuker DE, Prevost V, Friesen MD, Lin D, Ohshima H, Bartsch H: Urinary markers for measuring exposure to endogenous and exogenous alkylating agents and precursors. Environ Health Perspect. 1993 Mar;99:33-7. [PubMed:8319651 ]

Showing metabocard for 3-Nitrotyrosine (HMDB0001904)

MOL for HMDB0001904 (3-Nitrotyrosine)

3D MOL for HMDB0001904 (3-Nitrotyrosine)

3D SDF for HMDB0001904 (3-Nitrotyrosine)

3D-SDF for HMDB0001904 (3-Nitrotyrosine)

PDB for HMDB0001904 (3-Nitrotyrosine)

3D PDB for HMDB0001904 (3-Nitrotyrosine)

SMILES for HMDB0001904 (3-Nitrotyrosine)

INCHI for HMDB0001904 (3-Nitrotyrosine)

Structure for HMDB0001904 (3-Nitrotyrosine)

3D Structure for HMDB0001904 (3-Nitrotyrosine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra