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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2017-03-16 03:42:00 UTC

Update Date

2022-09-22 18:35:12 UTC

HMDB ID

HMDB0062295

Secondary Accession Numbers

HMDB62295

Metabolite Identification

Common Name

15(R)-hydroperoxy-EPE

Description

15(R)-hydroperoxy-EPE, also known as hepes, belongs to the class of organic compounds known as n-alkylpiperazines. These are organic compounds containing a piperazine ring where the nitrogen ring atom carries an alkyl group. 15(R)-hydroperoxy-EPE is a very strong basic compound (based on its pKa). A HEPES that is ethanesulfonic acid in which one of the methyl hydrogens is replaced by a 4-(2-hydroxyethyl)piperazin-1-yl group.

Structure

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

HMDB0062295
     RDKit          3D
15(R)-hydroperoxy-EPE
 33 33  0  0  0  0  0  0  0  0999 V2000
   -5.1639    0.7177    0.4749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8490   -0.0608    0.3605 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.2473   -1.5033    0.6279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8840    0.5262    1.5872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1903    0.1498   -1.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9366   -0.5216   -1.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7389   -0.3510   -0.9705 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4199   -0.8765    0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3793    0.0273    1.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5140    0.6162    0.4923 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7056    0.2558    1.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9813    0.7718    0.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0474    0.3201    1.3772 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4918    0.5206   -0.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0689    0.7703   -1.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4412    0.7886    2.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1042    1.2677   -1.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0192   -0.1431   -1.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1791   -1.6533   -1.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8322   -0.3843   -2.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2650   -1.3105    0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2596   -1.7862    0.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2191    0.8725    1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7450   -0.5363    2.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6236    0.6646    2.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7328   -0.8467    1.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    1.8859    0.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2009    0.4751   -0.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1431   -0.6646    1.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0497    1.3963   -1.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399   -0.4221   -1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0237    0.9213   -2.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2843    1.6518   -0.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 10 14  1  0
 14 15  1  0
 15  7  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
M  END


  Mrv0541 05041403292D          

 15 15  0  0  0  0            999 V2000
    1.4289   -0.0000    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
    1.4289    0.8250    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
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    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
    0.7145   -0.4125    0.0000 N   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
   -0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  5  1  0  0  0  0
 10  3  1  0  0  0  0
 10  4  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 15  8  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  2  0  0  0  0
 15 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062295

> <DATABASE_NAME>
hmdb

> <SMILES>
OCCN1CCN(CCS(O)(=O)=O)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C8H18N2O4S/c11-7-5-9-1-3-10(4-2-9)6-8-15(12,13)14/h11H,1-8H2,(H,12,13,14)

> <INCHI_KEY>
JKMHFZQWWAIEOD-UHFFFAOYSA-N

> <FORMULA>
C8H18N2O4S

> <MOLECULAR_WEIGHT>
238.305

> <EXACT_MASS>
238.098727764

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
24.144097775369893

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[4-(2-hydroxyethyl)piperazin-1-yl]ethane-1-sulfonic acid

> <ALOGPS_LOGP>
-1.95

> <JCHEM_LOGP>
-3.111727011415946

> <ALOGPS_LOGS>
-0.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.593097728272184

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.3356507244998026

> <JCHEM_PKA_STRONGEST_BASIC>
7.739400067392853

> <JCHEM_POLAR_SURFACE_AREA>
81.07999999999998

> <JCHEM_REFRACTIVITY>
57.0168

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.25e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hepes

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062295
     RDKit          3D
15(R)-hydroperoxy-EPE
 33 33  0  0  0  0  0  0  0  0999 V2000
   -5.1639    0.7177    0.4749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8490   -0.0608    0.3605 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.2473   -1.5033    0.6279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8840    0.5262    1.5872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1903    0.1498   -1.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9366   -0.5216   -1.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7389   -0.3510   -0.9705 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4199   -0.8765    0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3793    0.0273    1.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5140    0.6162    0.4923 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7056    0.2558    1.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9813    0.7718    0.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0474    0.3201    1.3772 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4918    0.5206   -0.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0689    0.7703   -1.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4412    0.7886    2.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1042    1.2677   -1.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0192   -0.1431   -1.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1791   -1.6533   -1.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8322   -0.3843   -2.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2650   -1.3105    0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2596   -1.7862    0.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2191    0.8725    1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7450   -0.5363    2.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6236    0.6646    2.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7328   -0.8467    1.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    1.8859    0.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2009    0.4751   -0.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1431   -0.6646    1.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0497    1.3963   -1.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399   -0.4221   -1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0237    0.9213   -2.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2843    1.6518   -0.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 10 14  1  0
 14 15  1  0
 15  7  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
M  END

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   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   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   15  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
CONECT    1    3    9                                                       
CONECT    2    4    9                                                       
CONECT    3    1   10                                                       
CONECT    4    2   10                                                       
CONECT    5    7    9                                                       
CONECT    6    8   10                                                       
CONECT    7    5   11                                                       
CONECT    8    6   15                                                       
CONECT    9    1    2    5                                                  
CONECT   10    3    4    6                                                  
CONECT   11    7                                                            
CONECT   12   15                                                            
CONECT   13   15                                                            
CONECT   14   15                                                            
CONECT   15    8   12   13   14                                             
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0062295
HETATM    1  O1  UNL     1      -5.164   0.718   0.475  1.00  0.00           O  
HETATM    2  S1  UNL     1      -3.849  -0.061   0.360  1.00  0.00           S  
HETATM    3  O2  UNL     1      -4.247  -1.503   0.628  1.00  0.00           O  
HETATM    4  O3  UNL     1      -2.884   0.526   1.587  1.00  0.00           O  
HETATM    5  C1  UNL     1      -3.190   0.150  -1.227  1.00  0.00           C  
HETATM    6  C2  UNL     1      -1.937  -0.522  -1.605  1.00  0.00           C  
HETATM    7  N1  UNL     1      -0.739  -0.351  -0.971  1.00  0.00           N  
HETATM    8  C3  UNL     1      -0.420  -0.876   0.280  1.00  0.00           C  
HETATM    9  C4  UNL     1       0.379   0.027   1.155  1.00  0.00           C  
HETATM   10  N2  UNL     1       1.514   0.616   0.492  1.00  0.00           N  
HETATM   11  C5  UNL     1       2.706   0.256   1.161  1.00  0.00           C  
HETATM   12  C6  UNL     1       3.981   0.772   0.599  1.00  0.00           C  
HETATM   13  O4  UNL     1       5.047   0.320   1.377  1.00  0.00           O  
HETATM   14  C7  UNL     1       1.492   0.521  -0.924  1.00  0.00           C  
HETATM   15  C8  UNL     1       0.069   0.770  -1.380  1.00  0.00           C  
HETATM   16  H1  UNL     1      -3.441   0.789   2.335  1.00  0.00           H  
HETATM   17  H2  UNL     1      -3.104   1.268  -1.426  1.00  0.00           H  
HETATM   18  H3  UNL     1      -4.019  -0.143  -1.968  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.179  -1.653  -1.583  1.00  0.00           H  
HETATM   20  H5  UNL     1      -1.832  -0.384  -2.747  1.00  0.00           H  
HETATM   21  H6  UNL     1      -1.265  -1.311   0.795  1.00  0.00           H  
HETATM   22  H7  UNL     1       0.260  -1.786   0.075  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.219   0.872   1.537  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.745  -0.536   2.031  1.00  0.00           H  
HETATM   25  H10 UNL     1       2.624   0.665   2.204  1.00  0.00           H  
HETATM   26  H11 UNL     1       2.733  -0.847   1.292  1.00  0.00           H  
HETATM   27  H12 UNL     1       4.015   1.886   0.627  1.00  0.00           H  
HETATM   28  H13 UNL     1       4.201   0.475  -0.435  1.00  0.00           H  
HETATM   29  H14 UNL     1       5.143  -0.665   1.210  1.00  0.00           H  
HETATM   30  H15 UNL     1       2.050   1.396  -1.356  1.00  0.00           H  
HETATM   31  H16 UNL     1       1.840  -0.422  -1.345  1.00  0.00           H  
HETATM   32  H17 UNL     1      -0.024   0.921  -2.451  1.00  0.00           H  
HETATM   33  H18 UNL     1      -0.284   1.652  -0.805  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3    4    5
CONECT    4   16
CONECT    5    6   17   18
CONECT    6    7   19   20
CONECT    7    8   15
CONECT    8    9   21   22
CONECT    9   10   23   24
CONECT   10   11   14
CONECT   11   12   25   26
CONECT   12   13   27   28
CONECT   13   29
CONECT   14   15   30   31
CONECT   15   32   33
END

HMDB0062295
     RDKit          3D
15(R)-hydroperoxy-EPE
 33 33  0  0  0  0  0  0  0  0999 V2000
   -5.1639    0.7177    0.4749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8490   -0.0608    0.3605 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.2473   -1.5033    0.6279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8840    0.5262    1.5872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1903    0.1498   -1.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9366   -0.5216   -1.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7389   -0.3510   -0.9705 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4199   -0.8765    0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3793    0.0273    1.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5140    0.6162    0.4923 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7056    0.2558    1.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9813    0.7718    0.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0474    0.3201    1.3772 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4918    0.5206   -0.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0689    0.7703   -1.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4412    0.7886    2.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1042    1.2677   -1.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0192   -0.1431   -1.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1791   -1.6533   -1.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8322   -0.3843   -2.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2650   -1.3105    0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2596   -1.7862    0.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2191    0.8725    1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7450   -0.5363    2.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6236    0.6646    2.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7328   -0.8467    1.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    1.8859    0.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2009    0.4751   -0.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1431   -0.6646    1.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0497    1.3963   -1.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399   -0.4221   -1.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0237    0.9213   -2.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2843    1.6518   -0.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 10 14  1  0
 14 15  1  0
 15  7  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-(2-HYDROXYETHYL)-1-piperazine ethanesulfonIC ACID	ChEBI
4-(2-Hydroxyethyl)-1-piperazineethane sulfonic acid	ChEBI
Hepes	ChEBI
4-(2-HYDROXYETHYL)-1-piperazine ethanesulfonate	Generator
4-(2-HYDROXYETHYL)-1-piperazine ethanesulphonate	Generator
4-(2-HYDROXYETHYL)-1-piperazine ethanesulphonic acid	Generator
4-(2-Hydroxyethyl)-1-piperazineethane sulfonate	Generator
4-(2-Hydroxyethyl)-1-piperazineethane sulphonate	Generator
4-(2-Hydroxyethyl)-1-piperazineethane sulphonic acid	Generator
2-[4-(2-Hydroxyethyl)piperazin-1-yl]ethanesulfonate	HMDB
2-[4-(2-Hydroxyethyl)piperazin-1-yl]ethanesulphonate	HMDB
2-[4-(2-Hydroxyethyl)piperazin-1-yl]ethanesulphonic acid	HMDB

Chemical Formula

C₈H₁₈N₂O₄S

Average Molecular Weight

238.305

Monoisotopic Molecular Weight

238.098727764

IUPAC Name

2-[4-(2-hydroxyethyl)piperazin-1-yl]ethane-1-sulfonic acid

Traditional Name

hepes

CAS Registry Number

7365-45-9

SMILES

OCCN1CCN(CCS(O)(=O)=O)CC1

InChI Identifier

InChI=1S/C8H18N2O4S/c11-7-5-9-1-3-10(4-2-9)6-8-15(12,13)14/h11H,1-8H2,(H,12,13,14)

InChI Key

JKMHFZQWWAIEOD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-alkylpiperazines. These are organic compounds containing a piperazine ring where the nitrogen ring atom carries an alkyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazinanes

Sub Class

Piperazines

Direct Parent

N-alkylpiperazines

Alternative Parents

Substituents

N-alkylpiperazine
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Alkanesulfonic acid
1,2-aminoalcohol
Tertiary amine
Tertiary aliphatic amine
Alkanolamine
Azacycle
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary alcohol
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Amine
Organic nitrogen compound
Alcohol
Organic zwitterion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

organosulfonic acid (CHEBI:42334 )
HEPES (CHEBI:42334 )

Ontology

Not Available

Exogenous (HMDB: HMDB0062295)

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	52.5 g/l	ALOGPS
LogP	-1.95	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-2	ALOGPS
logP	-3.1	ChemAxon
logS	-0.66	ALOGPS
pKa (Strongest Acidic)	-1.3	ChemAxon
pKa (Strongest Basic)	7.74	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	81.08 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	57.02 m³·mol⁻¹	ChemAxon
Polarizability	24.14 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
DarkChem	[M+H]+	152.281	31661259
DarkChem	[M-H]-	148.937	31661259
DeepCCS	[M+H]+	147.597	30932474
DeepCCS	[M-H]-	144.698	30932474
DeepCCS	[M-2H]-	181.12	30932474
DeepCCS	[M+Na]+	156.659	30932474
AllCCS	[M+H]+	150.6	32859911
AllCCS	[M+H-H2O]+	147.2	32859911
AllCCS	[M+NH4]+	153.8	32859911
AllCCS	[M+Na]+	154.7	32859911
AllCCS	[M-H]-	150.6	32859911
AllCCS	[M+Na-2H]-	151.6	32859911
AllCCS	[M+HCOO]-	152.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	1.36 minutes	32390414
Predicted by Siyang on May 30, 2022	8.2256 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.3 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	347.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	233.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	68.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	157.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	47.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	249.5 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	237.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	1005.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	585.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	44.9 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	562.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	173.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	206.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	718.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	635.3 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	379.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
15(R)-hydroperoxy-EPE	OCCN1CCN(CCS(O)(=O)=O)CC1	3242.5	Standard polar	33892256
15(R)-hydroperoxy-EPE	OCCN1CCN(CCS(O)(=O)=O)CC1	1534.2	Standard non polar	33892256
15(R)-hydroperoxy-EPE	OCCN1CCN(CCS(O)(=O)=O)CC1	1991.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
15(R)-hydroperoxy-EPE,1TMS,isomer #1	C[Si](C)(C)OCCN1CCN(CCS(=O)(=O)O)CC1	2111.7	Semi standard non polar	33892256
15(R)-hydroperoxy-EPE,1TMS,isomer #2	C[Si](C)(C)OS(=O)(=O)CCN1CCN(CCO)CC1	2102.1	Semi standard non polar	33892256
15(R)-hydroperoxy-EPE,2TMS,isomer #1	C[Si](C)(C)OCCN1CCN(CCS(=O)(=O)O[Si](C)(C)C)CC1	2165.3	Semi standard non polar	33892256
15(R)-hydroperoxy-EPE,2TMS,isomer #1	C[Si](C)(C)OCCN1CCN(CCS(=O)(=O)O[Si](C)(C)C)CC1	2241.0	Standard non polar	33892256
15(R)-hydroperoxy-EPE,2TMS,isomer #1	C[Si](C)(C)OCCN1CCN(CCS(=O)(=O)O[Si](C)(C)C)CC1	3063.5	Standard polar	33892256
15(R)-hydroperoxy-EPE,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCN1CCN(CCS(=O)(=O)O)CC1	2362.4	Semi standard non polar	33892256
15(R)-hydroperoxy-EPE,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)CCN1CCN(CCO)CC1	2332.0	Semi standard non polar	33892256
15(R)-hydroperoxy-EPE,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCN1CCN(CCS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC1	2637.9	Semi standard non polar	33892256
15(R)-hydroperoxy-EPE,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCN1CCN(CCS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC1	2786.8	Standard non polar	33892256
15(R)-hydroperoxy-EPE,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCN1CCN(CCS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC1	3126.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 15(R)-hydroperoxy-EPE GC-MS (Non-derivatized) - 70eV, Positive	splash10-054p-8920000000-90ee71f032ee18247f4e	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15(R)-hydroperoxy-EPE GC-MS (1 TMS) - 70eV, Positive	splash10-0fi0-9680000000-4aaac8dcc1612dab8186	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15(R)-hydroperoxy-EPE GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 15(R)-hydroperoxy-EPE 40V, Negative-QTOF	splash10-004i-9000000000-1aca13170650fe783a84	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 15(R)-hydroperoxy-EPE 30V, Negative-QTOF	splash10-004i-9010000000-b449dc931eb4630c116c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 15(R)-hydroperoxy-EPE 10V, Negative-QTOF	splash10-000i-0090000000-8f4d9077d47971e419a1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 15(R)-hydroperoxy-EPE 20V, Negative-QTOF	splash10-000i-4090000000-84fd97492247bbc54e5f	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15(R)-hydroperoxy-EPE 10V, Positive-QTOF	splash10-0079-0190000000-d842a0ec96920a7c8822	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15(R)-hydroperoxy-EPE 20V, Positive-QTOF	splash10-0ab9-1960000000-feee86bd4cb187d07db4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15(R)-hydroperoxy-EPE 40V, Positive-QTOF	splash10-03dl-7900000000-96c00e262fce52aa79e5	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15(R)-hydroperoxy-EPE 10V, Negative-QTOF	splash10-000i-2090000000-f35fb56705711fd722fe	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15(R)-hydroperoxy-EPE 20V, Negative-QTOF	splash10-001r-6290000000-06d2b5db6727a863b064	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15(R)-hydroperoxy-EPE 40V, Negative-QTOF	splash10-001l-9200000000-498c881152fbffa04e7a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15(R)-hydroperoxy-EPE 10V, Positive-QTOF	splash10-000i-0090000000-8ce94accee735ac9dc39	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15(R)-hydroperoxy-EPE 20V, Positive-QTOF	splash10-000i-0390000000-4ebfbd333167296b2573	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15(R)-hydroperoxy-EPE 40V, Positive-QTOF	splash10-0c0v-9300000000-8df201bc987e412431de	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15(R)-hydroperoxy-EPE 10V, Negative-QTOF	splash10-000i-0090000000-490287987c643998da23	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15(R)-hydroperoxy-EPE 20V, Negative-QTOF	splash10-000i-0290000000-d1c3617866f0ce231806	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15(R)-hydroperoxy-EPE 40V, Negative-QTOF	splash10-001i-9210000000-70df33b35b4e469b30e7	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Asthma	33739820	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Asthma	33739820	details

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23830

PDB ID

Not Available

ChEBI ID

42334

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

Not Available

Showing metabocard for 15(R)-hydroperoxy-EPE (HMDB0062295)

MOL for HMDB0062295 (15(R)-hydroperoxy-EPE)

3D MOL for HMDB0062295 (15(R)-hydroperoxy-EPE)

3D SDF for HMDB0062295 (15(R)-hydroperoxy-EPE)

3D-SDF for HMDB0062295 (15(R)-hydroperoxy-EPE)

PDB for HMDB0062295 (15(R)-hydroperoxy-EPE)

3D PDB for HMDB0062295 (15(R)-hydroperoxy-EPE)

SMILES for HMDB0062295 (15(R)-hydroperoxy-EPE)

INCHI for HMDB0062295 (15(R)-hydroperoxy-EPE)

Structure for HMDB0062295 (15(R)-hydroperoxy-EPE)

3D Structure for HMDB0062295 (15(R)-hydroperoxy-EPE)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra