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Showing metabocard for N-Chlorophenylalanine (HMDB0255100)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 14:39:33 UTC
Update Date2021-09-26 23:09:38 UTC
HMDB IDHMDB0255100
Secondary Accession NumbersNone
Metabolite Identification
Common NameN-Chlorophenylalanine
DescriptionN-Chlorophenylalanine belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review a small amount of articles have been published on N-Chlorophenylalanine. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-chlorophenylalanine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Chlorophenylalanine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0255100 (N-Chlorophenylalanine)

  Mrv1652309112116392D          

 13 13  0  0  0  0            999 V2000
    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 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
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
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3D MOL for HMDB0255100 (N-Chlorophenylalanine)

HMDB0255100
     RDKit          3D
N-Chlorophenylalanine
 23 23  0  0  0  0  0  0  0  0999 V2000
    3.8031   -0.8413   -0.5128 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0338    0.1038   -0.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4870    1.4024   -0.4753 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6587   -0.1541    0.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6594    0.5187   -0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7306    0.3166   -0.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279   -0.7689   -0.7683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7418   -1.0275   -0.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3807   -0.1830    0.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7235    0.9067    0.9288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089    1.1555    0.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4603   -1.5615    0.3300 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6269   -2.1822    1.4546 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7876    2.0146    0.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5830    0.3405    1.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7939    0.0797   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9043    1.5924   -0.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9520   -1.4622   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2848   -1.8871   -0.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4237   -0.3218    0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2218    1.5963    1.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9076    2.0192    0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4051   -2.0745   -0.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 11  6  1  0
  3 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 11 22  1  0
 12 23  1  0
M  END
Download

3D SDF for HMDB0255100 (N-Chlorophenylalanine)

  Mrv1652309112116392D          

 13 13  0  0  0  0            999 V2000
    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 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
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255100

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C(CC1=CC=CC=C1)NCl

> <INCHI_IDENTIFIER>
InChI=1S/C9H10ClNO2/c10-11-8(9(12)13)6-7-4-2-1-3-5-7/h1-5,8,11H,6H2,(H,12,13)

> <INCHI_KEY>
XCKUCSJNPYTMAE-UHFFFAOYSA-N

> <FORMULA>
C9H10ClNO2

> <MOLECULAR_WEIGHT>
199.63

> <EXACT_MASS>
199.0400063

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
19.15191372174865

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(chloroamino)-3-phenylpropanoic acid

> <ALOGPS_LOGP>
-1.55

> <JCHEM_LOGP>
1.9516499159999998

> <ALOGPS_LOGS>
-2.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.223494775186555

> <JCHEM_PKA_STRONGEST_BASIC>
1.6486806916909673

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
60.94540000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.42e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(chloroamino)-3-phenylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0255100 (N-Chlorophenylalanine)

HMDB0255100
     RDKit          3D
N-Chlorophenylalanine
 23 23  0  0  0  0  0  0  0  0999 V2000
    3.8031   -0.8413   -0.5128 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0338    0.1038   -0.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4870    1.4024   -0.4753 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6587   -0.1541    0.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6594    0.5187   -0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7306    0.3166   -0.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279   -0.7689   -0.7683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7418   -1.0275   -0.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3807   -0.1830    0.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7235    0.9067    0.9288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089    1.1555    0.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4603   -1.5615    0.3300 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6269   -2.1822    1.4546 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7876    2.0146    0.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5830    0.3405    1.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7939    0.0797   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9043    1.5924   -0.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9520   -1.4622   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2848   -1.8871   -0.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4237   -0.3218    0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2218    1.5963    1.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9076    2.0192    0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4051   -2.0745   -0.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 11  6  1  0
  3 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 11 22  1  0
 12 23  1  0
M  END
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PDB for HMDB0255100 (N-Chlorophenylalanine)

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      -1.334   3.850   0.000  0.00  0.00           N+0
HETATM   13 Cl   UNK     0      -2.667   4.620   0.000  0.00  0.00          Cl+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    8   13                                                       
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for HMDB0255100 (N-Chlorophenylalanine)

COMPND    HMDB0255100
HETATM    1  O1  UNL     1       3.803  -0.841  -0.513  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.034   0.104  -0.275  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.487   1.402  -0.475  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.659  -0.154   0.215  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.659   0.519  -0.688  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.731   0.317  -0.279  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.428  -0.769  -0.768  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.742  -1.027  -0.429  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.381  -0.183   0.420  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.723   0.907   0.929  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.409   1.155   0.583  1.00  0.00           C  
HETATM   12  N1  UNL     1       1.460  -1.562   0.330  1.00  0.00           N  
HETATM   13 CL1  UNL     1       2.627  -2.182   1.455  1.00  0.00          CL  
HETATM   14  H1  UNL     1       3.788   2.015   0.256  1.00  0.00           H  
HETATM   15  H2  UNL     1       1.583   0.341   1.209  1.00  0.00           H  
HETATM   16  H3  UNL     1       0.794   0.080  -1.711  1.00  0.00           H  
HETATM   17  H4  UNL     1       0.904   1.592  -0.784  1.00  0.00           H  
HETATM   18  H5  UNL     1      -0.952  -1.462  -1.447  1.00  0.00           H  
HETATM   19  H6  UNL     1      -3.285  -1.887  -0.821  1.00  0.00           H  
HETATM   20  H7  UNL     1      -4.424  -0.322   0.736  1.00  0.00           H  
HETATM   21  H8  UNL     1      -3.222   1.596   1.613  1.00  0.00           H  
HETATM   22  H9  UNL     1      -0.908   2.019   0.994  1.00  0.00           H  
HETATM   23  H10 UNL     1       1.405  -2.074  -0.550  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   14
CONECT    4    5   12   15
CONECT    5    6   16   17
CONECT    6    7    7   11
CONECT    7    8   18
CONECT    8    9    9   19
CONECT    9   10   20
CONECT   10   11   11   21
CONECT   11   22
CONECT   12   13   23
END
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SMILES for HMDB0255100 (N-Chlorophenylalanine)

OC(=O)C(CC1=CC=CC=C1)NCl
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INCHI for HMDB0255100 (N-Chlorophenylalanine)

InChI=1S/C9H10ClNO2/c10-11-8(9(12)13)6-7-4-2-1-3-5-7/h1-5,8,11H,6H2,(H,12,13)
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View in JSmolView NMR AssignmentsView Stereo Labels
SynonymsNot Available
Chemical FormulaC9H10ClNO2
Average Molecular Weight199.63
Monoisotopic Molecular Weight199.0400063
IUPAC Name2-(chloroamino)-3-phenylpropanoic acid
Traditional Name2-(chloroamino)-3-phenylpropanoic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C(CC1=CC=CC=C1)NCl
InChI Identifier
InChI=1S/C9H10ClNO2/c10-11-8(9(12)13)6-7-4-2-1-3-5-7/h1-5,8,11H,6H2,(H,12,13)
InChI KeyXCKUCSJNPYTMAE-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine 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 ParentPhenylalanine and derivatives
Alternative Parents
Substituents
  • Phenylalanine or derivatives
  • 3-phenylpropanoic-acid
  • Amphetamine or derivatives
  • Benzenoid
  • Monocyclic benzene moiety
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
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
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID13344785
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14366595
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]