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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 06:43:42 UTC

Update Date

2021-09-26 23:00:56 UTC

HMDB ID

HMDB0249836

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cetraxate

Description

Cetraxate, also known as cetraxic acid, belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. Based on a literature review a significant number of articles have been published on Cetraxate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Cetraxate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cetraxate 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

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

HMDB0249836
     RDKit          3D
Cetraxate
 45 46  0  0  0  0  0  0  0  0999 V2000
   -6.1943    1.5969   -0.8080 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8069    1.2047    0.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3857    0.7210    0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2794   -0.4651   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9144   -1.0741   -0.4212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2554   -1.2216    0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7904   -1.2264    0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1192   -2.2262    1.0468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1093   -0.1667    0.1154 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2650   -0.2119   -0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238    0.2479    0.9049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5042    0.2010    0.7152 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0260   -0.3039   -0.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4865   -0.3475   -0.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9504    0.9543   -1.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4166    0.9193   -1.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9801    1.9050   -1.9997 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1611   -0.1813   -1.0869 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1872   -0.7652   -1.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8103   -0.7164   -1.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5659   -0.1206    1.8819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0556    0.2057    1.9302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3917    1.9327   -1.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7409    0.8422   -1.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9358    2.0962    1.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5060    0.4329    0.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7076    1.5398    0.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0644   -1.1916   -0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5594   -0.1073   -1.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0240   -2.1057   -0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3062   -0.5121   -1.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5298   -2.1745    1.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7401    0.6460    1.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1902    0.5590    1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8049   -1.2237   -1.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9560   -0.3773    0.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7311    1.7681   -0.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3968    1.1531   -2.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9947   -0.7072   -0.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5820   -1.1761   -2.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1266   -1.0742   -1.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2934   -0.4415    2.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0474    0.8307    1.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6278   -0.7366    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2226    0.9403    2.7146 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  2  0
  6 21  1  0
 21 22  1  0
 22  3  1  0
 20 10  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
 11 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
M  END


  Mrv1652309112108432D          

 22 23  0  0  0  0            999 V2000
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249836

> <DATABASE_NAME>
hmdb

> <SMILES>
NCC1CCC(CC1)C(=O)OC1=CC=C(CCC(O)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H23NO4/c18-11-13-1-6-14(7-2-13)17(21)22-15-8-3-12(4-9-15)5-10-16(19)20/h3-4,8-9,13-14H,1-2,5-7,10-11,18H2,(H,19,20)

> <INCHI_KEY>
FHRSHSOEWXUORL-UHFFFAOYSA-N

> <FORMULA>
C17H23NO4

> <MOLECULAR_WEIGHT>
305.374

> <EXACT_MASS>
305.162708225

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
34.21834550997343

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{4-[4-(aminomethyl)cyclohexanecarbonyloxy]phenyl}propanoic acid

> <ALOGPS_LOGP>
0.23

> <JCHEM_LOGP>
0.3348081542082723

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.496540536468224

> <JCHEM_PKA_STRONGEST_BASIC>
10.220202436752421

> <JCHEM_POLAR_SURFACE_AREA>
89.62000000000002

> <JCHEM_REFRACTIVITY>
82.359

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.16e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cetraxate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249836
     RDKit          3D
Cetraxate
 45 46  0  0  0  0  0  0  0  0999 V2000
   -6.1943    1.5969   -0.8080 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8069    1.2047    0.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3857    0.7210    0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2794   -0.4651   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9144   -1.0741   -0.4212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2554   -1.2216    0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7904   -1.2264    0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1192   -2.2262    1.0468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1093   -0.1667    0.1154 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2650   -0.2119   -0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238    0.2479    0.9049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5042    0.2010    0.7152 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0260   -0.3039   -0.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4865   -0.3475   -0.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9504    0.9543   -1.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4166    0.9193   -1.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9801    1.9050   -1.9997 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1611   -0.1813   -1.0869 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1872   -0.7652   -1.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8103   -0.7164   -1.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5659   -0.1206    1.8819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0556    0.2057    1.9302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3917    1.9327   -1.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7409    0.8422   -1.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9358    2.0962    1.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5060    0.4329    0.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7076    1.5398    0.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0644   -1.1916   -0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5594   -0.1073   -1.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0240   -2.1057   -0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3062   -0.5121   -1.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5298   -2.1745    1.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7401    0.6460    1.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1902    0.5590    1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8049   -1.2237   -1.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9560   -0.3773    0.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7311    1.7681   -0.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3968    1.1531   -2.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9947   -0.7072   -0.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5820   -1.1761   -2.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1266   -1.0742   -1.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2934   -0.4415    2.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0474    0.8307    1.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6278   -0.7366    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2226    0.9403    2.7146 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  2  0
  6 21  1  0
 21 22  1  0
 22  3  1  0
 20 10  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
 11 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
M  END

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       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001 -16.170   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335 -16.940   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335 -18.480   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.668 -19.250   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.001 -19.250   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    3   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0249836
HETATM    1  N1  UNL     1      -6.194   1.597  -0.808  1.00  0.00           N  
HETATM    2  C1  UNL     1      -5.807   1.205   0.529  1.00  0.00           C  
HETATM    3  C2  UNL     1      -4.386   0.721   0.544  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.279  -0.465  -0.381  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.914  -1.074  -0.421  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.255  -1.222   0.913  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.790  -1.226   0.696  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.119  -2.226   1.047  1.00  0.00           O  
HETATM    9  O2  UNL     1      -0.109  -0.167   0.115  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.265  -0.212  -0.070  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.124   0.248   0.905  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.504   0.201   0.715  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.026  -0.304  -0.446  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.487  -0.347  -0.633  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.950   0.954  -1.284  1.00  0.00           C  
HETATM   16  C13 UNL     1       7.417   0.919  -1.476  1.00  0.00           C  
HETATM   17  O3  UNL     1       7.980   1.905  -2.000  1.00  0.00           O  
HETATM   18  O4  UNL     1       8.161  -0.181  -1.087  1.00  0.00           O  
HETATM   19  C14 UNL     1       3.187  -0.765  -1.426  1.00  0.00           C  
HETATM   20  C15 UNL     1       1.810  -0.716  -1.232  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.566  -0.121   1.882  1.00  0.00           C  
HETATM   22  C17 UNL     1      -4.056   0.206   1.930  1.00  0.00           C  
HETATM   23  H1  UNL     1      -5.392   1.933  -1.385  1.00  0.00           H  
HETATM   24  H2  UNL     1      -6.741   0.842  -1.288  1.00  0.00           H  
HETATM   25  H3  UNL     1      -5.936   2.096   1.202  1.00  0.00           H  
HETATM   26  H4  UNL     1      -6.506   0.433   0.884  1.00  0.00           H  
HETATM   27  H5  UNL     1      -3.708   1.540   0.285  1.00  0.00           H  
HETATM   28  H6  UNL     1      -5.064  -1.192  -0.076  1.00  0.00           H  
HETATM   29  H7  UNL     1      -4.559  -0.107  -1.393  1.00  0.00           H  
HETATM   30  H8  UNL     1      -3.024  -2.106  -0.846  1.00  0.00           H  
HETATM   31  H9  UNL     1      -2.306  -0.512  -1.162  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.530  -2.175   1.406  1.00  0.00           H  
HETATM   33  H11 UNL     1       1.740   0.646   1.819  1.00  0.00           H  
HETATM   34  H12 UNL     1       4.190   0.559   1.473  1.00  0.00           H  
HETATM   35  H13 UNL     1       5.805  -1.224  -1.241  1.00  0.00           H  
HETATM   36  H14 UNL     1       5.956  -0.377   0.372  1.00  0.00           H  
HETATM   37  H15 UNL     1       5.731   1.768  -0.563  1.00  0.00           H  
HETATM   38  H16 UNL     1       5.397   1.153  -2.229  1.00  0.00           H  
HETATM   39  H17 UNL     1       7.995  -0.707  -0.255  1.00  0.00           H  
HETATM   40  H18 UNL     1       3.582  -1.176  -2.369  1.00  0.00           H  
HETATM   41  H19 UNL     1       1.127  -1.074  -1.990  1.00  0.00           H  
HETATM   42  H20 UNL     1      -2.293  -0.441   2.904  1.00  0.00           H  
HETATM   43  H21 UNL     1      -2.047   0.831   1.659  1.00  0.00           H  
HETATM   44  H22 UNL     1      -4.628  -0.737   2.066  1.00  0.00           H  
HETATM   45  H23 UNL     1      -4.223   0.940   2.715  1.00  0.00           H  
CONECT    1    2   23   24
CONECT    2    3   25   26
CONECT    3    4   22   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   21   32
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   11   11   20
CONECT   11   12   33
CONECT   12   13   13   34
CONECT   13   14   19
CONECT   14   15   35   36
CONECT   15   16   37   38
CONECT   16   17   17   18
CONECT   18   39
CONECT   19   20   20   40
CONECT   20   41
CONECT   21   22   42   43
CONECT   22   44   45
END

HMDB0249836
     RDKit          3D
Cetraxate
 45 46  0  0  0  0  0  0  0  0999 V2000
   -6.1943    1.5969   -0.8080 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8069    1.2047    0.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3857    0.7210    0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2794   -0.4651   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9144   -1.0741   -0.4212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2554   -1.2216    0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7904   -1.2264    0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1192   -2.2262    1.0468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1093   -0.1667    0.1154 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2650   -0.2119   -0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238    0.2479    0.9049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5042    0.2010    0.7152 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0260   -0.3039   -0.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4865   -0.3475   -0.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9504    0.9543   -1.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4166    0.9193   -1.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9801    1.9050   -1.9997 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1611   -0.1813   -1.0869 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1872   -0.7652   -1.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8103   -0.7164   -1.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5659   -0.1206    1.8819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0556    0.2057    1.9302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3917    1.9327   -1.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7409    0.8422   -1.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9358    2.0962    1.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5060    0.4329    0.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7076    1.5398    0.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0644   -1.1916   -0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5594   -0.1073   -1.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0240   -2.1057   -0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3062   -0.5121   -1.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5298   -2.1745    1.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7401    0.6460    1.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1902    0.5590    1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8049   -1.2237   -1.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9560   -0.3773    0.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7311    1.7681   -0.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3968    1.1531   -2.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9947   -0.7072   -0.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5820   -1.1761   -2.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1266   -1.0742   -1.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2934   -0.4415    2.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0474    0.8307    1.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6278   -0.7366    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2226    0.9403    2.7146 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  2  0
  6 21  1  0
 21 22  1  0
 22  3  1  0
 20 10  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
 11 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Cetraxic acid	Generator
3-{4-[4-(aminomethyl)cyclohexanecarbonyloxy]phenyl}propanoate	HMDB
4-(2-Carboxyethyl)phenyl-trans-4-aminomethylcyclohexane carboxylate hydrochloride	HMDB
Cetraxate hydrochloride, (trans)-isomer	HMDB

Chemical Formula

C₁₇H₂₃NO₄

Average Molecular Weight

305.374

Monoisotopic Molecular Weight

305.162708225

IUPAC Name

3-{4-[4-(aminomethyl)cyclohexanecarbonyloxy]phenyl}propanoic acid

Traditional Name

cetraxate

CAS Registry Number

Not Available

SMILES

NCC1CCC(CC1)C(=O)OC1=CC=C(CCC(O)=O)C=C1

InChI Identifier

InChI=1S/C17H23NO4/c18-11-13-1-6-14(7-2-13)17(21)22-15-8-3-12(4-9-15)5-10-16(19)20/h3-4,8-9,13-14H,1-2,5-7,10-11,18H2,(H,19,20)

InChI Key

FHRSHSOEWXUORL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Phenylpropanoic acids

Sub Class

Not Available

Direct Parent

Phenylpropanoic acids

Alternative Parents

Substituents

3-phenylpropanoic-acid
Phenol ester
Phenoxy compound
Monocyclic benzene moiety
Benzenoid
Dicarboxylic acid or derivatives
Amino acid or derivatives
Carboxylic acid ester
Amino acid
Carboxylic acid derivative
Carboxylic acid
Amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Primary amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.23	ALOGPS
logP	0.33	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3.5	ChemAxon
pKa (Strongest Basic)	10.22	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	89.62 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	82.36 m³·mol⁻¹	ChemAxon
Polarizability	34.22 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
DeepCCS	[M+H]+	176.563	30932474
DeepCCS	[M-H]-	174.205	30932474
DeepCCS	[M-2H]-	207.091	30932474
DeepCCS	[M+Na]+	182.656	30932474
AllCCS	[M+H]+	172.6	32859911
AllCCS	[M+H-H2O]+	169.6	32859911
AllCCS	[M+NH4]+	175.4	32859911
AllCCS	[M+Na]+	176.2	32859911
AllCCS	[M-H]-	175.1	32859911
AllCCS	[M+Na-2H]-	175.3	32859911
AllCCS	[M+HCOO]-	175.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cetraxate	NCC1CCC(CC1)C(=O)OC1=CC=C(CCC(O)=O)C=C1	3641.2	Standard polar	33892256
Cetraxate	NCC1CCC(CC1)C(=O)OC1=CC=C(CCC(O)=O)C=C1	2601.5	Standard non polar	33892256
Cetraxate	NCC1CCC(CC1)C(=O)OC1=CC=C(CCC(O)=O)C=C1	2702.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cetraxate,2TMS,isomer #1	C[Si](C)(C)NCC1CCC(C(=O)OC2=CC=C(CCC(=O)O[Si](C)(C)C)C=C2)CC1	2776.3	Semi standard non polar	33892256
Cetraxate,2TMS,isomer #1	C[Si](C)(C)NCC1CCC(C(=O)OC2=CC=C(CCC(=O)O[Si](C)(C)C)C=C2)CC1	2674.0	Standard non polar	33892256
Cetraxate,2TMS,isomer #1	C[Si](C)(C)NCC1CCC(C(=O)OC2=CC=C(CCC(=O)O[Si](C)(C)C)C=C2)CC1	3337.4	Standard polar	33892256
Cetraxate,2TMS,isomer #2	C[Si](C)(C)N(CC1CCC(C(=O)OC2=CC=C(CCC(=O)O)C=C2)CC1)[Si](C)(C)C	3018.4	Semi standard non polar	33892256
Cetraxate,2TMS,isomer #2	C[Si](C)(C)N(CC1CCC(C(=O)OC2=CC=C(CCC(=O)O)C=C2)CC1)[Si](C)(C)C	2735.7	Standard non polar	33892256
Cetraxate,2TMS,isomer #2	C[Si](C)(C)N(CC1CCC(C(=O)OC2=CC=C(CCC(=O)O)C=C2)CC1)[Si](C)(C)C	3457.8	Standard polar	33892256
Cetraxate,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCC1=CC=C(OC(=O)C2CCC(CN([Si](C)(C)C)[Si](C)(C)C)CC2)C=C1	2911.8	Semi standard non polar	33892256
Cetraxate,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCC1=CC=C(OC(=O)C2CCC(CN([Si](C)(C)C)[Si](C)(C)C)CC2)C=C1	2783.3	Standard non polar	33892256
Cetraxate,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCC1=CC=C(OC(=O)C2CCC(CN([Si](C)(C)C)[Si](C)(C)C)CC2)C=C1	3199.7	Standard polar	33892256
Cetraxate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC1CCC(C(=O)OC2=CC=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C=C2)CC1	3251.0	Semi standard non polar	33892256
Cetraxate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC1CCC(C(=O)OC2=CC=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C=C2)CC1	3032.6	Standard non polar	33892256
Cetraxate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC1CCC(C(=O)OC2=CC=C(CCC(=O)O[Si](C)(C)C(C)(C)C)C=C2)CC1	3488.4	Standard polar	33892256
Cetraxate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CC1CCC(C(=O)OC2=CC=C(CCC(=O)O)C=C2)CC1)[Si](C)(C)C(C)(C)C	3447.0	Semi standard non polar	33892256
Cetraxate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CC1CCC(C(=O)OC2=CC=C(CCC(=O)O)C=C2)CC1)[Si](C)(C)C(C)(C)C	3058.4	Standard non polar	33892256
Cetraxate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CC1CCC(C(=O)OC2=CC=C(CCC(=O)O)C=C2)CC1)[Si](C)(C)C(C)(C)C	3554.2	Standard polar	33892256
Cetraxate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC1=CC=C(OC(=O)C2CCC(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CC2)C=C1	3622.1	Semi standard non polar	33892256
Cetraxate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC1=CC=C(OC(=O)C2CCC(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CC2)C=C1	3283.5	Standard non polar	33892256
Cetraxate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC1=CC=C(OC(=O)C2CCC(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CC2)C=C1	3384.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cetraxate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0api-3910000000-bbe4f02c5ab633468c0c	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cetraxate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cetraxate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cetraxate GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cetraxate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cetraxate GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cetraxate 35V, Positive-QTOF	splash10-0002-9201000000-44ac16733d6655f5b91d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cetraxate 35V, Negative-QTOF	splash10-014i-0900000000-e56331afa58269453730	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cetraxate 10V, Positive-QTOF	splash10-000i-0091000000-462018ed997e70882717	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cetraxate 20V, Positive-QTOF	splash10-000i-0192000000-8b76dfd89c4a98d64118	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cetraxate 40V, Positive-QTOF	splash10-0k96-9810000000-b0bb4675ff5ae277d94c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cetraxate 10V, Negative-QTOF	splash10-0udi-0009000000-5db389f89e3251cbd184	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cetraxate 20V, Negative-QTOF	splash10-0udi-0129000000-c8e4254dd10d179cba90	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cetraxate 40V, Negative-QTOF	splash10-014i-1930000000-a72458af5ecad61640aa	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2579

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cetraxate

METLIN ID

Not Available

PubChem Compound

2680

PDB ID

Not Available

ChEBI ID

94638

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]

Showing metabocard for Cetraxate (HMDB0249836)

MOL for HMDB0249836 (Cetraxate)

3D MOL for HMDB0249836 (Cetraxate)

3D SDF for HMDB0249836 (Cetraxate)

3D-SDF for HMDB0249836 (Cetraxate)

PDB for HMDB0249836 (Cetraxate)

3D PDB for HMDB0249836 (Cetraxate)

SMILES for HMDB0249836 (Cetraxate)

INCHI for HMDB0249836 (Cetraxate)

Structure for HMDB0249836 (Cetraxate)

3D Structure for HMDB0249836 (Cetraxate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra