U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C9H10ClNO3
Molecular Weight 215.634
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3-CHLOROTYROSINE

SMILES

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

InChI

InChIKey=ACWBBAGYTKWBCD-ZETCQYMHSA-N
InChI=1S/C9H10ClNO3/c10-6-3-5(1-2-8(6)12)4-7(11)9(13)14/h1-3,7,12H,4,11H2,(H,13,14)/t7-/m0/s1

HIDE SMILES / InChI

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Chlorination of N-acetyltyrosine with HOCl, chloramines, and myeloperoxidase-hydrogen peroxide-chloride system.
2001
Eosinophils are a major source of nitric oxide-derived oxidants in severe asthma: characterization of pathways available to eosinophils for generating reactive nitrogen species.
2001 May 1
Functional significance of inducible nitric oxide synthase induction and protein nitration in the thermally injured cutaneous microvasculature.
2003 Apr
Plasma 3-nitrotyrosine and outcome in neonates with severe bronchopulmonary dysplasia after inhaled nitric oxide.
2003 May 1
Urinary eicosanoid and tyrosine derivative concentrations in patients with vasculitides.
2004 Dec
Urinary 3-bromotyrosine and 3-chlorotyrosine concentrations in asthmatic patients: lack of increase in 3-bromotyrosine concentration in urine and plasma proteins in aspirin-induced asthma after intravenous aspirin challenge.
2004 Jun
Potential role of methionine sulfoxide in the inactivation of the chaperone GroEL by hypochlorous acid (HOCl) and peroxynitrite (ONOO-).
2004 May 7
Human atherosclerotic intima and blood of patients with established coronary artery disease contain high density lipoprotein damaged by reactive nitrogen species.
2004 Oct 8
Circulating levels of nitrated apolipoprotein A-I are increased in type 2 diabetic patients.
2005
Tyrosine 192 in apolipoprotein A-I is the major site of nitration and chlorination by myeloperoxidase, but only chlorination markedly impairs ABCA1-dependent cholesterol transport.
2005 Feb 18
Hydrogen sulphide: a novel inhibitor of hypochlorous acid-mediated oxidative damage in the brain?
2005 Jan 28
Ablation of the inflammatory enzyme myeloperoxidase mitigates features of Parkinson's disease in mice.
2005 Jul 13
Facilitated nitration and oxidation of LDL in cigarette smokers.
2005 Mar
Isolation and structure elucidation of the new fungal metabolite (-)-xylariamide A.
2005 May
Trace analysis of oxidized, nitrated, and chlorinated aromatic amino acids by capillary electrophoresis with electroosmotic flow modification allowing large-volume sample stacking.
2005 May
3-nitrotyrosine attenuates respiratory syncytial virus infection in human bronchial epithelial cell line.
2005 May
Sputum analysis in diagnosis and management of obstructive airway diseases.
2005 Sep
Myeloperoxidase promoter polymorphism -463G is associated with more severe clinical expression of cystic fibrosis pulmonary disease.
2006
Loss of 3-chlorotyrosine by inflammatory oxidants: implications for the use of 3-chlorotyrosine as a bio-marker in vivo.
2008 Jun 20
In vivo administration of BL-3050: highly stable engineered PON1-HDL complexes.
2009 Nov 17
[Markers of chloric acid (I) in biological systems--identification and properties].
2010
Oxidation of apolipoprotein A-I by myeloperoxidase impairs the initial interactions with ABCA1 required for signaling and cholesterol export.
2010 Jul
A high performance liquid chromatography-electrochemical array method for the measurement of oxidative/nitrative changes in human urine.
2010 May 7
Multivariate modeling identifies neutrophil- and Th17-related factors as differential serum biomarkers of chronic murine colitis.
2010 Oct 19
Name Type Language
3-CHLOROTYROSINE
Systematic Name English
L-TYROSINE, 3-CHLORO-
Systematic Name English
3-CHLORO-4-HYDROXY-1-PHENYLALANINE
Common Name English
TYROSINE, 3-CHLORO-, L-
Systematic Name English
META-CHLOROTYROSINE
Systematic Name English
3-CHLORO-4-HYDROXY-L-PHENYLALANINE
Systematic Name English
J278.826H
Code English
(S)-2-AMINO-3-(3-CHLORO-4-HYDROXYPHENYL)PROPANOIC ACID
Systematic Name English
M-CHLOROTYROSINE
Systematic Name English
TYROSINE, 3-CHLORO-
Systematic Name English
(2S)-2-AMINO-3-(3-CHLORO-4-HYDROXYPHENYL)PROPANOIC ACID
Systematic Name English
MONOCHLOROTYROSINE
Systematic Name English
3-CHLORO-4-HYDROXYPHENYLALANINE
Systematic Name English
3-CHLORO-L-TYROSINE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C73539
Created by admin on Sat Dec 16 10:06:33 GMT 2023 , Edited by admin on Sat Dec 16 10:06:33 GMT 2023
Code System Code Type Description
PUBCHEM
110992
Created by admin on Sat Dec 16 10:06:33 GMT 2023 , Edited by admin on Sat Dec 16 10:06:33 GMT 2023
PRIMARY
CHEBI
53678
Created by admin on Sat Dec 16 10:06:33 GMT 2023 , Edited by admin on Sat Dec 16 10:06:33 GMT 2023
PRIMARY
CAS
7423-93-0
Created by admin on Sat Dec 16 10:06:33 GMT 2023 , Edited by admin on Sat Dec 16 10:06:33 GMT 2023
PRIMARY
FDA UNII
SY44C9MINA
Created by admin on Sat Dec 16 10:06:33 GMT 2023 , Edited by admin on Sat Dec 16 10:06:33 GMT 2023
PRIMARY
ECHA (EC/EINECS)
231-050-3
Created by admin on Sat Dec 16 10:06:33 GMT 2023 , Edited by admin on Sat Dec 16 10:06:33 GMT 2023
PRIMARY
EPA CompTox
DTXSID801315678
Created by admin on Sat Dec 16 10:06:33 GMT 2023 , Edited by admin on Sat Dec 16 10:06:33 GMT 2023
PRIMARY
NCI_THESAURUS
C103150
Created by admin on Sat Dec 16 10:06:33 GMT 2023 , Edited by admin on Sat Dec 16 10:06:33 GMT 2023
PRIMARY