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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:00:33 UTC

Update Date

2021-09-26 23:01:14 UTC

HMDB ID

HMDB0250035

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride

Description

(S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride, also known as methyl 2-(4-hydroxyphenyl)-2-(piperidin-2-yl)acetic acid, belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position. Based on a literature review very few articles have been published on (S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride. This compound has been identified in human blood as reported by (PMID: 31557052 ). (s)-(4-hydroxy-phenyl)-(s)-piperidin-2-yl-acetic acid methyl ester; hydrochloride is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride 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

HMDB0250035
     RDKit          3D
(S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochlo...
 37 38  0  0  0  0  0  0  0  0999 V2000
    1.1803    3.7724   -0.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8917    2.4664   -0.3456 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5138    1.4794   -1.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4404    1.7797   -2.4492 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1932    0.0927   -0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3477   -0.5676   -0.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9353   -1.7071   -0.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0021   -2.3270   -0.0891 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5307   -1.8394    1.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5931   -2.4529    1.6852 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9692   -0.7110    1.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8971   -0.0975    1.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0315    0.1066    0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4328   -1.2526    0.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7300   -1.1204    1.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7848   -0.4821    0.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2877    0.9442    0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0789    0.8197   -0.6339 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6055    4.4105   -0.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3109    4.2367   -1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9729    3.6968   -1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426   -0.4874   -1.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5326   -2.1162   -1.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4337   -3.2045   -0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0207   -2.1506    2.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4052   -0.3468    2.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4931    0.7879    1.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7732    0.7115    0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6023   -1.9770   -0.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6719   -1.6064    1.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6345   -0.4819    2.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1333   -2.1237    1.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8394   -0.9921   -0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7617   -0.4759    0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1214    1.4203    1.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0240    1.4889   -0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3192    0.3063   -1.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  5 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 12  6  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
M  END


  Mrv1652309112109002D          

 18 19  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   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
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -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 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
  5 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
M  END
> <DATABASE_ID>
HMDB0250035

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C(C1CCCCN1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H19NO3/c1-18-14(17)13(12-4-2-3-9-15-12)10-5-7-11(16)8-6-10/h5-8,12-13,15-16H,2-4,9H2,1H3

> <INCHI_KEY>
XVXFNANJMMTNSO-UHFFFAOYSA-N

> <FORMULA>
C14H19NO3

> <MOLECULAR_WEIGHT>
249.31

> <EXACT_MASS>
249.136493476

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.200546015926214

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-(4-hydroxyphenyl)-2-(piperidin-2-yl)acetate

> <ALOGPS_LOGP>
1.14

> <JCHEM_LOGP>
1.4839595790178204

> <ALOGPS_LOGS>
-2.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.666579480381605

> <JCHEM_PKA_STRONGEST_BASIC>
8.910956826205814

> <JCHEM_POLAR_SURFACE_AREA>
58.56

> <JCHEM_REFRACTIVITY>
68.7091

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (4-hydroxyphenyl)(piperidin-2-yl)acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250035
     RDKit          3D
(S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochlo...
 37 38  0  0  0  0  0  0  0  0999 V2000
    1.1803    3.7724   -0.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8917    2.4664   -0.3456 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5138    1.4794   -1.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4404    1.7797   -2.4492 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1932    0.0927   -0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3477   -0.5676   -0.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9353   -1.7071   -0.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0021   -2.3270   -0.0891 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5307   -1.8394    1.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5931   -2.4529    1.6852 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9692   -0.7110    1.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8971   -0.0975    1.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0315    0.1066    0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4328   -1.2526    0.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7300   -1.1204    1.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7848   -0.4821    0.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2877    0.9442    0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0789    0.8197   -0.6339 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6055    4.4105   -0.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3109    4.2367   -1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9729    3.6968   -1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426   -0.4874   -1.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5326   -2.1162   -1.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4337   -3.2045   -0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0207   -2.1506    2.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4052   -0.3468    2.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4931    0.7879    1.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7732    0.7115    0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6023   -1.9770   -0.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6719   -1.6064    1.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6345   -0.4819    2.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1333   -2.1237    1.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8394   -0.9921   -0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7617   -0.4759    0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1214    1.4203    1.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0240    1.4889   -0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3192    0.3063   -1.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  5 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 12  6  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  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       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   12                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
CONECT   12    5   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                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0250035
HETATM    1  C1  UNL     1       1.180   3.772  -0.837  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.892   2.466  -0.346  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.514   1.479  -1.235  1.00  0.00           C  
HETATM    4  O2  UNL     1       0.440   1.780  -2.449  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.193   0.093  -0.826  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.348  -0.568  -0.159  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.935  -1.707  -0.695  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.002  -2.327  -0.089  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.531  -1.839   1.078  1.00  0.00           C  
HETATM   10  O3  UNL     1       4.593  -2.453   1.685  1.00  0.00           O  
HETATM   11  C8  UNL     1       2.969  -0.711   1.633  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.897  -0.098   1.014  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.031   0.107   0.062  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.433  -1.253   0.526  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.730  -1.120   1.298  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.785  -0.482   0.400  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.288   0.944   0.138  1.00  0.00           C  
HETATM   18  N1  UNL     1      -2.079   0.820  -0.634  1.00  0.00           N  
HETATM   19  H1  UNL     1       1.606   4.411  -0.043  1.00  0.00           H  
HETATM   20  H2  UNL     1       0.311   4.237  -1.333  1.00  0.00           H  
HETATM   21  H3  UNL     1       1.973   3.697  -1.636  1.00  0.00           H  
HETATM   22  H4  UNL     1      -0.043  -0.487  -1.742  1.00  0.00           H  
HETATM   23  H5  UNL     1       1.533  -2.116  -1.625  1.00  0.00           H  
HETATM   24  H6  UNL     1       3.434  -3.204  -0.527  1.00  0.00           H  
HETATM   25  H7  UNL     1       5.021  -2.151   2.529  1.00  0.00           H  
HETATM   26  H8  UNL     1       3.405  -0.347   2.554  1.00  0.00           H  
HETATM   27  H9  UNL     1       1.493   0.788   1.494  1.00  0.00           H  
HETATM   28  H10 UNL     1      -0.773   0.712   0.959  1.00  0.00           H  
HETATM   29  H11 UNL     1      -1.602  -1.977  -0.282  1.00  0.00           H  
HETATM   30  H12 UNL     1      -0.672  -1.606   1.255  1.00  0.00           H  
HETATM   31  H13 UNL     1      -2.634  -0.482   2.190  1.00  0.00           H  
HETATM   32  H14 UNL     1      -3.133  -2.124   1.568  1.00  0.00           H  
HETATM   33  H15 UNL     1      -3.839  -0.992  -0.578  1.00  0.00           H  
HETATM   34  H16 UNL     1      -4.762  -0.476   0.884  1.00  0.00           H  
HETATM   35  H17 UNL     1      -3.121   1.420   1.124  1.00  0.00           H  
HETATM   36  H18 UNL     1      -4.024   1.489  -0.463  1.00  0.00           H  
HETATM   37  H19 UNL     1      -2.319   0.306  -1.511  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   13   22
CONECT    6    7    7   12
CONECT    7    8   23
CONECT    8    9    9   24
CONECT    9   10   11
CONECT   10   25
CONECT   11   12   12   26
CONECT   12   27
CONECT   13   14   18   28
CONECT   14   15   29   30
CONECT   15   16   31   32
CONECT   16   17   33   34
CONECT   17   18   35   36
CONECT   18   37
END

HMDB0250035
     RDKit          3D
(S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochlo...
 37 38  0  0  0  0  0  0  0  0999 V2000
    1.1803    3.7724   -0.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8917    2.4664   -0.3456 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5138    1.4794   -1.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4404    1.7797   -2.4492 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1932    0.0927   -0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3477   -0.5676   -0.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9353   -1.7071   -0.6950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0021   -2.3270   -0.0891 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5307   -1.8394    1.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5931   -2.4529    1.6852 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9692   -0.7110    1.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8971   -0.0975    1.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0315    0.1066    0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4328   -1.2526    0.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7300   -1.1204    1.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7848   -0.4821    0.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2877    0.9442    0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0789    0.8197   -0.6339 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6055    4.4105   -0.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3109    4.2367   -1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9729    3.6968   -1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426   -0.4874   -1.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5326   -2.1162   -1.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4337   -3.2045   -0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0207   -2.1506    2.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4052   -0.3468    2.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4931    0.7879    1.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7732    0.7115    0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6023   -1.9770   -0.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6719   -1.6064    1.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6345   -0.4819    2.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1333   -2.1237    1.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8394   -0.9921   -0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7617   -0.4759    0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1214    1.4203    1.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0240    1.4889   -0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3192    0.3063   -1.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  5 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 12  6  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetate methyl ester; hydrochloride	Generator
Methyl 2-(4-hydroxyphenyl)-2-(piperidin-2-yl)acetic acid	HMDB

Chemical Formula

C₁₄H₁₉NO₃

Average Molecular Weight

249.31

Monoisotopic Molecular Weight

249.136493476

IUPAC Name

methyl 2-(4-hydroxyphenyl)-2-(piperidin-2-yl)acetate

Traditional Name

methyl (4-hydroxyphenyl)(piperidin-2-yl)acetate

CAS Registry Number

Not Available

SMILES

COC(=O)C(C1CCCCN1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C14H19NO3/c1-18-14(17)13(12-4-2-3-9-15-12)10-5-7-11(16)8-6-10/h5-8,12-13,15-16H,2-4,9H2,1H3

InChI Key

XVXFNANJMMTNSO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-2-unsubstituted benzenoids

Direct Parent

1-hydroxy-2-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Monocyclic benzene moiety
Piperidine
Methyl ester
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Secondary amine
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	1.14	ALOGPS
logP	1.48	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.67	ChemAxon
pKa (Strongest Basic)	8.91	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.56 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.71 m³·mol⁻¹	ChemAxon
Polarizability	27.2 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]+	161.461	30932474
DeepCCS	[M-H]-	159.103	30932474
DeepCCS	[M-2H]-	191.99	30932474
DeepCCS	[M+Na]+	167.555	30932474
AllCCS	[M+H]+	158.7	32859911
AllCCS	[M+H-H2O]+	154.9	32859911
AllCCS	[M+NH4]+	162.2	32859911
AllCCS	[M+Na]+	163.2	32859911
AllCCS	[M-H]-	161.4	32859911
AllCCS	[M+Na-2H]-	161.6	32859911
AllCCS	[M+HCOO]-	161.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	9.8042 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.47 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1123.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	204.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	135.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	160.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	71.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	294.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	302.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	515.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	723.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	314.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	900.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	201.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	229.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	629.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	350.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	115.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride	COC(=O)C(C1CCCCN1)C1=CC=C(O)C=C1	2622.9	Standard polar	33892256
(S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride	COC(=O)C(C1CCCCN1)C1=CC=C(O)C=C1	2020.9	Standard non polar	33892256
(S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride	COC(=O)C(C1CCCCN1)C1=CC=C(O)C=C1	2139.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride,2TMS,isomer #1	COC(=O)C(C1=CC=C(O[Si](C)(C)C)C=C1)C1CCCCN1[Si](C)(C)C	2122.5	Semi standard non polar	33892256
(S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride,2TMS,isomer #1	COC(=O)C(C1=CC=C(O[Si](C)(C)C)C=C1)C1CCCCN1[Si](C)(C)C	2151.1	Standard non polar	33892256
(S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride,2TMS,isomer #1	COC(=O)C(C1=CC=C(O[Si](C)(C)C)C=C1)C1CCCCN1[Si](C)(C)C	2681.3	Standard polar	33892256
(S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride,2TBDMS,isomer #1	COC(=O)C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1CCCCN1[Si](C)(C)C(C)(C)C	2594.5	Semi standard non polar	33892256
(S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride,2TBDMS,isomer #1	COC(=O)C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1CCCCN1[Si](C)(C)C(C)(C)C	2575.9	Standard non polar	33892256
(S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride,2TBDMS,isomer #1	COC(=O)C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1CCCCN1[Si](C)(C)C(C)(C)C	2914.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9520000000-891dda31327b75517b3b	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride 10V, Positive-QTOF	splash10-0udi-2190000000-c676cfd8873c0ea7ec75	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride 20V, Positive-QTOF	splash10-001l-9530000000-e0c0640bc4624721db13	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride 40V, Positive-QTOF	splash10-053r-9600000000-889915121e1075c38f04	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride 10V, Negative-QTOF	splash10-0002-0090000000-a9c585c34a056e6cba57	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride 20V, Negative-QTOF	splash10-001j-1960000000-4974b42983e809954d07	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride 40V, Negative-QTOF	splash10-052f-8900000000-08bd5e3facc7eb15db57	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

8507750

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10332290

PDB ID

Not Available

ChEBI ID

Not Available

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 (S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride (HMDB0250035)

MOL for HMDB0250035 ((S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride)

3D MOL for HMDB0250035 ((S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride)

3D SDF for HMDB0250035 ((S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride)

3D-SDF for HMDB0250035 ((S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride)

PDB for HMDB0250035 ((S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride)

3D PDB for HMDB0250035 ((S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride)

SMILES for HMDB0250035 ((S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride)

INCHI for HMDB0250035 ((S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride)

Structure for HMDB0250035 ((S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride)

3D Structure for HMDB0250035 ((S)-(4-Hydroxy-phenyl)-(S)-piperidin-2-yl-acetic acid methyl ester; hydrochloride)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra