ContaminantDB: 3-Nitrotyrosine

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 18:37:11 UTC

Update Date

2016-11-09 01:17:31 UTC

Accession Number

CHEM022487

Identification

Common Name

3-Nitrotyrosine

Class

Small Molecule

Description

A 3-nitrotyrosine comprising L-tyrosine having a nitro group at the 3-position on the phenyl ring.

Contaminant Sources

FooDB Chemicals
HMDB Contaminants - Urine

Contaminant Type

Not Available

Chemical Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

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 Mass

226.186 g/mol

Monoisotopic Mass

226.059 g/mol

CAS Registry Number

3604-79-3

IUPAC Name

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

Traditional Name

nitrotyrosine

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 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted 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	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-014i-2790000000-d2985346d8315d1d8794	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-014i-2790000000-d2985346d8315d1d8794	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zgi-5910000000-077a7552abc426243e20	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-074l-9238000000-525285189da0213ff3c1	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , negative	splash10-03di-0900000000-ee8213cb39c0e1019f31	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-03di-0900000000-57a8fbe1716064623e24	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-03ei-0900000000-a0d125a0ba852e048e8a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0910000000-68c65cb3388619098ac0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-03dr-0900000000-c925ae686673a229c498	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-03e9-0900000000-7c1468722dff591a265a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-029b-1900000000-24959b0bc915f14fffbc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-03di-0900000000-99d357953c342185aa6e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-00kb-2900000000-1156a10414012c052611	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0910000000-64ac373769d7b98563f5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-001i-0940000000-67e8e69b7a6cdee33f61	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-05o9-3900000000-fb63e13d7517f3696858	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0kdu-9600000000-31b19bfbe0c1fd17697f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-00lr-3900000000-c2d41a5f34510f427609	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0rml-9500000000-caa9509a77fd0aa8355b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0920000000-a2b1b1fa9734a6b40189	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-001i-0900000000-a9d1a6fdb2c29984221e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0900000000-c18ef0ce904b7b49b8ec	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-00lr-1900000000-86a20e9368aceb49ba2e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0910000000-d885bb0a89378a0c95ee	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0mi6-9600000000-431eacf87ef25d0d6763	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-00lr-1900000000-44b00fd33af2a259db2c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-00kf-9600000000-69dafe639edd5ba33f40	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-00lr-1900000000-fa3222f7814c77023fa1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0910000000-eb55137da6de91c54d49	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	Spectrum