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Showing metabocard for 3-Chlorotyrosine (HMDB0001885)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-02-28 10:36:16 UTC
Update Date2021-09-14 15:20:03 UTC
HMDB IDHMDB0001885
Secondary Accession Numbers
  • HMDB01885
Metabolite Identification
Common Name3-Chlorotyrosine
Description3-Chlorotyrosine, a specific marker of myeloperoxidase-catalyzed oxidation, is markedly elevated in low density lipoprotein isolated from human atherosclerotic intima. (PMID 9151778 ). In particular, myeloperoxidase halogenates tyrosine residues in plasma proteins and and generates 3-chlorotyrosine (CY). The detection of free chlorotyrosine in blood or urine arises from the degradation of these chlorinated proteins. CY concentrations may be useful for monitoring the activation of neutrophils in asthmatic patients (PMID 15196282 ).
Structure
Data?1582752214
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001885 (3-Chlorotyrosine)

Untitled Document-1
  Mrv1652305261923562D          

 14 14  0  0  0  0            999 V2000
   -2.4750   -1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    0.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.0717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.0717    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12  7  1  0  0  0  0
 10 13  1  0  0  0  0
  9 14  1  0  0  0  0
M  END
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3D MOL for HMDB0001885 (3-Chlorotyrosine)

HMDB0245837
     RDKit          3D
3-Chloro-L-tyrosine
 24 24  0  0  0  0  0  0  0  0999 V2000
    3.1891    0.3218   -1.0405 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0183    0.2341   -0.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8240    0.4298   -1.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4701    0.3773   -0.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1217   -0.8339   -0.2995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3603   -0.9526    0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9779    0.1563    0.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2076    0.1114    1.5025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3168    1.3656    0.7568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0861    2.7907    1.4384 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0968    1.4789    0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0370   -1.0875    0.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1542   -1.4594    1.2997 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0538   -1.9878    0.2182 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1979    1.2701   -1.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1630   -0.4341   -1.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1390    1.0677    0.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512    1.3825   -1.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8614   -0.3855   -1.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7016   -1.7488   -0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8843   -1.8945    0.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7146   -0.7553    1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5815    2.4216    0.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9305   -1.8685    0.7259 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
  2 12  1  0
 12 13  2  0
 12 14  1  0
 11  4  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  3 18  1  0
  3 19  1  0
  5 20  1  0
  6 21  1  0
  8 22  1  0
 11 23  1  0
 14 24  1  0
M  END
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3D SDF for HMDB0001885 (3-Chlorotyrosine)

Untitled Document-1
  Mrv1652305261923562D          

 14 14  0  0  0  0            999 V2000
   -2.4750   -1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    0.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.0717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.0717    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12  7  1  0  0  0  0
 10 13  1  0  0  0  0
  9 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001885

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CC1=CC(Cl)=C(O)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
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)

> <INCHI_KEY>
ACWBBAGYTKWBCD-UHFFFAOYSA-N

> <FORMULA>
C9H10ClNO3

> <MOLECULAR_WEIGHT>
215.634

> <EXACT_MASS>
215.034920898

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
20.351929982702742

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-(3-chloro-4-hydroxyphenyl)propanoic acid

> <ALOGPS_LOGP>
-1.65

> <JCHEM_LOGP>
-0.8850358142060988

> <ALOGPS_LOGS>
-2.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.922885095364729

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5613557553897812

> <JCHEM_PKA_STRONGEST_BASIC>
9.470030440170163

> <JCHEM_POLAR_SURFACE_AREA>
83.55

> <JCHEM_REFRACTIVITY>
51.90200000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
monochlorotyrosine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0001885 (3-Chlorotyrosine)

HMDB0245837
     RDKit          3D
3-Chloro-L-tyrosine
 24 24  0  0  0  0  0  0  0  0999 V2000
    3.1891    0.3218   -1.0405 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0183    0.2341   -0.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8240    0.4298   -1.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4701    0.3773   -0.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1217   -0.8339   -0.2995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3603   -0.9526    0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9779    0.1563    0.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2076    0.1114    1.5025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3168    1.3656    0.7568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0861    2.7907    1.4384 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0968    1.4789    0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0370   -1.0875    0.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1542   -1.4594    1.2997 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0538   -1.9878    0.2182 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1979    1.2701   -1.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1630   -0.4341   -1.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1390    1.0677    0.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512    1.3825   -1.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8614   -0.3855   -1.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7016   -1.7488   -0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8843   -1.8945    0.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7146   -0.7553    1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5815    2.4216    0.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9305   -1.8685    0.7259 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
  2 12  1  0
 12 13  2  0
 12 14  1  0
 11  4  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  3 18  1  0
  3 19  1  0
  5 20  1  0
  6 21  1  0
  8 22  1  0
 11 23  1  0
 14 24  1  0
M  END
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PDB for HMDB0001885 (3-Chlorotyrosine)

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Untitled Document-1                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  O   UNK     0      -4.620  -2.001   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -3.850  -0.667   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.620   0.667   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.310  -0.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.540   0.667   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -1.540  -2.001   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       0.000   0.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.770  -0.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.310  -0.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.080   0.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.310   2.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.770   2.001   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.620   0.667   0.000  0.00  0.00           O+0
HETATM   14 Cl   UNK     0       3.080  -2.001   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4    7                                                       
CONECT    6    4                                                            
CONECT    7    5    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13   10                                                            
CONECT   14    9                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END
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3D PDB for HMDB0001885 (3-Chlorotyrosine)

COMPND    HMDB0245837
HETATM    1  N1  UNL     1       3.189   0.322  -1.041  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.018   0.234  -0.185  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.824   0.430  -1.070  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.470   0.377  -0.404  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.122  -0.834  -0.299  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.360  -0.953   0.326  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.978   0.156   0.867  1.00  0.00           C  
HETATM    8  O1  UNL     1      -4.208   0.111   1.502  1.00  0.00           O  
HETATM    9  C7  UNL     1      -2.317   1.366   0.757  1.00  0.00           C  
HETATM   10 CL1  UNL     1      -3.086   2.791   1.438  1.00  0.00          CL  
HETATM   11  C8  UNL     1      -1.097   1.479   0.140  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.037  -1.087   0.480  1.00  0.00           C  
HETATM   13  O2  UNL     1       1.154  -1.459   1.300  1.00  0.00           O  
HETATM   14  O3  UNL     1       3.054  -1.988   0.218  1.00  0.00           O  
HETATM   15  H1  UNL     1       3.198   1.270  -1.464  1.00  0.00           H  
HETATM   16  H2  UNL     1       3.163  -0.434  -1.759  1.00  0.00           H  
HETATM   17  H3  UNL     1       2.139   1.068   0.556  1.00  0.00           H  
HETATM   18  H4  UNL     1       0.951   1.383  -1.620  1.00  0.00           H  
HETATM   19  H5  UNL     1       0.861  -0.386  -1.839  1.00  0.00           H  
HETATM   20  H6  UNL     1      -0.702  -1.749  -0.700  1.00  0.00           H  
HETATM   21  H7  UNL     1      -2.884  -1.894   0.417  1.00  0.00           H  
HETATM   22  H8  UNL     1      -4.715  -0.755   1.599  1.00  0.00           H  
HETATM   23  H9  UNL     1      -0.582   2.422   0.054  1.00  0.00           H  
HETATM   24  H10 UNL     1       3.931  -1.869   0.726  1.00  0.00           H  
CONECT    1    2   15   16
CONECT    2    3   12   17
CONECT    3    4   18   19
CONECT    4    5    5   11
CONECT    5    6   20
CONECT    6    7    7   21
CONECT    7    8    9
CONECT    8   22
CONECT    9   10   11   11
CONECT   11   23
CONECT   12   13   13   14
CONECT   14   24
END
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SMILES for HMDB0001885 (3-Chlorotyrosine)

NC(CC1=CC(Cl)=C(O)C=C1)C(O)=O
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INCHI for HMDB0001885 (3-Chlorotyrosine)

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)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
3-Chloro-L-tyrosineHMDB
ChlorotyrosineHMDB
L-(8CI)-3-chloro-tyrosineHMDB
MonochlorotyrosineHMDB
3-Chlorotyrosine, (L)-isomerHMDB
3-Chlorotyrosine hydrochloride, (L)-isomerHMDB
2-Amino-3-(3-chloro-4-hydroxyphenyl)propanoateHMDB
Chemical FormulaC9H10ClNO3
Average Molecular Weight215.634
Monoisotopic Molecular Weight215.034920898
IUPAC Name2-amino-3-(3-chloro-4-hydroxyphenyl)propanoic acid
Traditional Namemonochlorotyrosine
CAS Registry Number7423-93-0
SMILES
NC(CC1=CC(Cl)=C(O)C=C1)C(O)=O
InChI Identifier
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)
InChI KeyACWBBAGYTKWBCD-UHFFFAOYSA-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.
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
  • 2-chlorophenol
  • 2-halophenol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Halobenzene
  • Chlorobenzene
  • Phenol
  • Aralkylamine
  • Aryl halide
  • Benzenoid
  • Aryl chloride
  • Monocyclic benzene moiety
  • Amino acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic nitrogen compound
  • Organohalogen compound
  • Primary aliphatic amine
  • Organochloride
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Health effect
Disposition
Biological locationSource
Process
Naturally occurring process
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.01 g/LALOGPS
logP-1.6ALOGPS
logP-0.89ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)1.56ChemAxon
pKa (Strongest Basic)9.47ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area83.55 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity51.9 m³·mol⁻¹ChemAxon
Polarizability20.35 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+145.96232859911
AllCCS[M-H]-143.18132859911
DeepCCS[M+H]+140.28730932474
DeepCCS[M-H]-136.8530932474
DeepCCS[M-2H]-173.80730932474
DeepCCS[M+Na]+149.34530932474
AllCCS[M+H]+146.032859911
AllCCS[M+H-H2O]+142.032859911
AllCCS[M+NH4]+149.632859911
AllCCS[M+Na]+150.732859911
AllCCS[M-H]-143.232859911
AllCCS[M+Na-2H]-143.932859911
AllCCS[M+HCOO]-144.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-ChlorotyrosineNC(CC1=CC(Cl)=C(O)C=C1)C(O)=O3198.8Standard polar33892256
3-ChlorotyrosineNC(CC1=CC(Cl)=C(O)C=C1)C(O)=O1991.9Standard non polar33892256
3-ChlorotyrosineNC(CC1=CC(Cl)=C(O)C=C1)C(O)=O1964.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Chlorotyrosine,1TMS,isomer #1C[Si](C)(C)OC1=CC=C(CC(N)C(=O)O)C=C1Cl2047.1Semi standard non polar33892256
3-Chlorotyrosine,1TMS,isomer #2C[Si](C)(C)OC(=O)C(N)CC1=CC=C(O)C(Cl)=C11927.1Semi standard non polar33892256
3-Chlorotyrosine,1TMS,isomer #3C[Si](C)(C)NC(CC1=CC=C(O)C(Cl)=C1)C(=O)O1984.3Semi standard non polar33892256
3-Chlorotyrosine,2TMS,isomer #1C[Si](C)(C)OC(=O)C(N)CC1=CC=C(O[Si](C)(C)C)C(Cl)=C12021.9Semi standard non polar33892256
3-Chlorotyrosine,2TMS,isomer #2C[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C)C(Cl)=C1)C(=O)O2061.6Semi standard non polar33892256
3-Chlorotyrosine,2TMS,isomer #3C[Si](C)(C)NC(CC1=CC=C(O)C(Cl)=C1)C(=O)O[Si](C)(C)C1956.1Semi standard non polar33892256
3-Chlorotyrosine,2TMS,isomer #4C[Si](C)(C)N(C(CC1=CC=C(O)C(Cl)=C1)C(=O)O)[Si](C)(C)C2139.3Semi standard non polar33892256
3-Chlorotyrosine,3TMS,isomer #1C[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C)C(Cl)=C1)C(=O)O[Si](C)(C)C2047.5Semi standard non polar33892256
3-Chlorotyrosine,3TMS,isomer #1C[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C)C(Cl)=C1)C(=O)O[Si](C)(C)C2066.9Standard non polar33892256
3-Chlorotyrosine,3TMS,isomer #1C[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C)C(Cl)=C1)C(=O)O[Si](C)(C)C2197.2Standard polar33892256
3-Chlorotyrosine,3TMS,isomer #2C[Si](C)(C)OC1=CC=C(CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1Cl2225.7Semi standard non polar33892256
3-Chlorotyrosine,3TMS,isomer #2C[Si](C)(C)OC1=CC=C(CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1Cl2143.0Standard non polar33892256
3-Chlorotyrosine,3TMS,isomer #2C[Si](C)(C)OC1=CC=C(CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1Cl2373.8Standard polar33892256
3-Chlorotyrosine,3TMS,isomer #3C[Si](C)(C)OC(=O)C(CC1=CC=C(O)C(Cl)=C1)N([Si](C)(C)C)[Si](C)(C)C2142.2Semi standard non polar33892256
3-Chlorotyrosine,3TMS,isomer #3C[Si](C)(C)OC(=O)C(CC1=CC=C(O)C(Cl)=C1)N([Si](C)(C)C)[Si](C)(C)C2130.7Standard non polar33892256
3-Chlorotyrosine,3TMS,isomer #3C[Si](C)(C)OC(=O)C(CC1=CC=C(O)C(Cl)=C1)N([Si](C)(C)C)[Si](C)(C)C2325.6Standard polar33892256
3-Chlorotyrosine,4TMS,isomer #1C[Si](C)(C)OC(=O)C(CC1=CC=C(O[Si](C)(C)C)C(Cl)=C1)N([Si](C)(C)C)[Si](C)(C)C2263.1Semi standard non polar33892256
3-Chlorotyrosine,4TMS,isomer #1C[Si](C)(C)OC(=O)C(CC1=CC=C(O[Si](C)(C)C)C(Cl)=C1)N([Si](C)(C)C)[Si](C)(C)C2202.8Standard non polar33892256
3-Chlorotyrosine,4TMS,isomer #1C[Si](C)(C)OC(=O)C(CC1=CC=C(O[Si](C)(C)C)C(Cl)=C1)N([Si](C)(C)C)[Si](C)(C)C2158.5Standard polar33892256
3-Chlorotyrosine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(CC(N)C(=O)O)C=C1Cl2292.7Semi standard non polar33892256
3-Chlorotyrosine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(N)CC1=CC=C(O)C(Cl)=C12197.6Semi standard non polar33892256
3-Chlorotyrosine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(CC1=CC=C(O)C(Cl)=C1)C(=O)O2255.4Semi standard non polar33892256
3-Chlorotyrosine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(N)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(Cl)=C12544.7Semi standard non polar33892256
3-Chlorotyrosine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(Cl)=C1)C(=O)O2600.2Semi standard non polar33892256
3-Chlorotyrosine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC(CC1=CC=C(O)C(Cl)=C1)C(=O)O[Si](C)(C)C(C)(C)C2439.1Semi standard non polar33892256
3-Chlorotyrosine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(C(CC1=CC=C(O)C(Cl)=C1)C(=O)O)[Si](C)(C)C(C)(C)C2574.4Semi standard non polar33892256
3-Chlorotyrosine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(Cl)=C1)C(=O)O[Si](C)(C)C(C)(C)C2807.4Semi standard non polar33892256
3-Chlorotyrosine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(Cl)=C1)C(=O)O[Si](C)(C)C(C)(C)C2691.2Standard non polar33892256
3-Chlorotyrosine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(Cl)=C1)C(=O)O[Si](C)(C)C(C)(C)C2570.0Standard polar33892256
3-Chlorotyrosine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1Cl2943.0Semi standard non polar33892256
3-Chlorotyrosine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1Cl2742.0Standard non polar33892256
3-Chlorotyrosine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1Cl2648.4Standard polar33892256
3-Chlorotyrosine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=C(O)C(Cl)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2800.9Semi standard non polar33892256
3-Chlorotyrosine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=C(O)C(Cl)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2746.9Standard non polar33892256
3-Chlorotyrosine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=C(O)C(Cl)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2595.2Standard polar33892256
3-Chlorotyrosine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(Cl)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3165.1Semi standard non polar33892256
3-Chlorotyrosine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(Cl)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2941.3Standard non polar33892256
3-Chlorotyrosine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(Cl)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2586.7Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Chlorotyrosine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-4900000000-c69773ca1577b51490332017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Chlorotyrosine GC-MS (2 TMS) - 70eV, Positivesplash10-006x-9551000000-ae9ee1bced5f2211d2c62017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Chlorotyrosine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Chlorotyrosine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Chlorotyrosine GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Chlorotyrosine GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Chlorotyrosine GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Chlorotyrosine GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Chlorotyrosine GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Chlorotyrosine GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Chlorotyrosine GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Chlorotyrosine GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Chlorotyrosine GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Chlorotyrosine GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Chlorotyrosine GC-MS (TBDMS_2_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Chlorotyrosine GC-MS (TBDMS_2_3) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Chlorotyrosine GC-MS (TBDMS_2_4) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Chlorotyrosine Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-01b9-0970000000-69b92cf990ab75e60cd92012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Chlorotyrosine Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-00di-0900000000-efa66d19cc56269a53f22012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Chlorotyrosine Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-003i-0900000000-d47f0bce2c489e27a3542012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Chlorotyrosine 10V, Positive-QTOFsplash10-00di-0900000000-87217a1412566be24da92021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Chlorotyrosine 20V, Positive-QTOFsplash10-00dr-0900000000-dae748b289c1e6116ce12021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Chlorotyrosine 40V, Positive-QTOFsplash10-003i-4900000000-f3432f54f8baa64101352021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Chlorotyrosine 20V, Positive-QTOFsplash10-05gi-0900000000-31e3ad885494620cd5e72021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Chlorotyrosine 40V, Negative-QTOFsplash10-000i-9300000000-03ca45ea8b987214f17e2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Chlorotyrosine 10V, Positive-QTOFsplash10-00di-0900000000-71323d2fd7f1009df0492021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Chlorotyrosine 40V, Positive-QTOFsplash10-003l-5900000000-15bb19b70f8df303c8b52021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Chlorotyrosine 10V, Negative-QTOFsplash10-03dj-1970000000-9e6a8919711cd6c669432021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-Chlorotyrosine 20V, Negative-QTOFsplash10-014i-1900000000-6cfece7111fafd3c3f682021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Chlorotyrosine 10V, Positive-QTOFsplash10-00xs-0930000000-bf8bb76dcd41eaae17b72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Chlorotyrosine 20V, Positive-QTOFsplash10-00di-0900000000-73207308b5015b532d842017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Chlorotyrosine 40V, Positive-QTOFsplash10-01ox-1900000000-0207fc9d2438bcc144902017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Chlorotyrosine 10V, Negative-QTOFsplash10-03di-0390000000-2d17d72b84125bbf45292017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Chlorotyrosine 20V, Negative-QTOFsplash10-03ka-1950000000-51d2b9fa36efbd91b16b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Chlorotyrosine 40V, Negative-QTOFsplash10-00di-8900000000-26312333ed317f4993262017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Chlorotyrosine 10V, Negative-QTOFsplash10-03di-3390000000-9f599b58715e5e4112c42021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Chlorotyrosine 20V, Negative-QTOFsplash10-00di-9310000000-c0e0710e12f760e227872021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Chlorotyrosine 40V, Negative-QTOFsplash10-0089-9100000000-dc1f3da8ed37d54aa5282021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Chlorotyrosine 10V, Positive-QTOFsplash10-00xr-0960000000-aef407ba4424f751016e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Chlorotyrosine 20V, Positive-QTOFsplash10-00di-0900000000-6a43a80631ee697e2ffd2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Chlorotyrosine 40V, Positive-QTOFsplash10-0fai-2900000000-c17c4101c57449acbc9d2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)2012-12-04Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Leukocyte
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified6.96 +/- 3.578 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Normal
    • Analysis of 30 no...
 details
UrineDetected and Quantified0.0007 +/- 0.0005 umol/mmol creatinineAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.58 +/- 0.18 uMAdult (>18 years old)BothMyocardial infarction details
UrineDetected and Quantified10.886 +/- 8.573 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Eosinophilic esophagitis
    • Analysis of 30 no...
 details
UrineDetected and Quantified0.0023 +/- 0.0016 umol/mmol creatinineAdult (>18 years old)BothAsthma details
Associated Disorders and Diseases
Disease References
Myocardial infarction
  1. Mocatta TJ, Pilbrow AP, Cameron VA, Senthilmohan R, Frampton CM, Richards AM, Winterbourn CC: Plasma concentrations of myeloperoxidase predict mortality after myocardial infarction. J Am Coll Cardiol. 2007 May 22;49(20):1993-2000. Epub 2007 May 4. [PubMed:17512353 ]
Asthma
  1. Mita H, Higashi N, Taniguchi M, Higashi A, Kawagishi Y, Akiyama K: 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. Clin Exp Allergy. 2004 Jun;34(6):931-8. [PubMed:15196282 ]
Eosinophilic esophagitis
  1. Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022723
KNApSAcK IDNot Available
Chemspider ID106510
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6369
PubChem Compound119226
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00000351
Good Scents IDNot Available
References
Synthesis ReferenceBouchilloux, Simone. Chlorination of L-tyrosine. Bulletin de la Societe de Chimie Biologique (1955), 37 255-8.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. 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 ]
  2. Jasin HE: Oxidative modification of inflammatory synovial fluid immunoglobulin G. Inflammation. 1993 Apr;17(2):167-81. [PubMed:8387962 ]
  3. Lamb NJ, Quinlan GJ, Westerman ST, Gutteridge JM, Evans TW: Nitration of proteins in bronchoalveolar lavage fluid from patients with acute respiratory distress syndrome receiving inhaled nitric oxide. Am J Respir Crit Care Med. 1999 Sep;160(3):1031-4. [PubMed:10471637 ]
  4. Rosen H, Crowley JR, Heinecke JW: Human neutrophils use the myeloperoxidase-hydrogen peroxide-chloride system to chlorinate but not nitrate bacterial proteins during phagocytosis. J Biol Chem. 2002 Aug 23;277(34):30463-8. Epub 2002 Jun 11. [PubMed:12060654 ]
  5. Kettle AJ: Detection of 3-chlorotyrosine in proteins exposed to neutrophil oxidants. Methods Enzymol. 1999;300:111-20. [PubMed:9919515 ]
  6. Buss IH, Senthilmohan R, Darlow BA, Mogridge N, Kettle AJ, Winterbourn CC: 3-Chlorotyrosine as a marker of protein damage by myeloperoxidase in tracheal aspirates from preterm infants: association with adverse respiratory outcome. Pediatr Res. 2003 Mar;53(3):455-62. [PubMed:12595594 ]
  7. Khan J, Brennand DM, Bradley N, Gao B, Bruckdorfer R, Jacobs M: 3-Nitrotyrosine in the proteins of human plasma determined by an ELISA method. Biochem J. 1998 Mar 1;330 ( Pt 2):795-801. [PubMed:9480893 ]
  8. Mita H, Higashi N, Taniguchi M, Higashi A, Kawagishi Y, Akiyama K: 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. Clin Exp Allergy. 2004 Jun;34(6):931-8. [PubMed:15196282 ]
  9. Hazen SL, Heinecke JW: 3-Chlorotyrosine, a specific marker of myeloperoxidase-catalyzed oxidation, is markedly elevated in low density lipoprotein isolated from human atherosclerotic intima. J Clin Invest. 1997 May 1;99(9):2075-81. [PubMed:9151778 ]