MiMeDB: Showing metabocard for (2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid (MMDBc0054861)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:36:34 UTC

Update Date

2025-10-07 16:08:44 UTC

Metabolite ID

MMDBc0054861

Metabolite Identification

Common Name

(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid

Description

(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid is a metabolite belonging to the class of pyrrolidine derivatives. There is limited literature available on this metabolite, indicating a need for further research to understand its biological significance and potential applications.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221362D          

 42 42  0  0  1  0            999 V2000
   -0.7337    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6952    1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820    1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4110    1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5474    2.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0193    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1242    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5531    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4097    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1255    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8399    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3951    2.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6952    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820    2.5559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4110    2.5559    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.5746    2.2784    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5544    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2689    2.5559    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
   10.0225    2.8915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3551    1.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3649    1.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8800    1.6972    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.1621    1.5639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5544    3.7934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1941    3.6984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7420    1.1834    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.1854    1.1160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0293    0.2761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2125    1.2123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0193    3.7934    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386    3.7934    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1242    1.7309    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5531    1.7309    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4097    3.7934    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1255    3.7934    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8399    1.7309    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676    2.1434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1255    2.1434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8702    3.0486    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  2  0  0  0  0
 10  8  2  0  0  0  0
 11  9  1  0  0  0  0
 13 12  2  0  0  0  0
 16  2  1  0  0  0  0
 16  6  2  0  0  0  0
 16 10  1  0  0  0  0
 17  3  1  6  0  0  0
 17 11  1  0  0  0  0
 17 14  1  0  0  0  0
 18  4  1  6  0  0  0
 18 12  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  6  0  0  0
 20 13  1  0  0  0  0
 21 20  1  0  0  0  0
 22 19  1  0  0  0  0
 22 21  1  0  0  0  0
 23 21  1  0  0  0  0
 25  5  1  6  0  0  0
 25 15  1  0  0  0  0
 25 24  1  0  0  0  0
 26 19  1  0  0  0  0
 26 23  2  0  0  0  0
 27 20  2  0  0  0  0
 28 22  2  0  0  0  0
 29 23  1  0  0  0  0
 30 24  2  0  0  0  0
 31 24  1  0  0  0  0
 25 32  1  6  0  0  0
 33  6  1  0  0  0  0
 34  7  1  0  0  0  0
 35  8  1  0  0  0  0
 36  9  1  0  0  0  0
 37 10  1  0  0  0  0
 38 12  1  0  0  0  0
 39 13  1  0  0  0  0
 17 40  1  1  0  0  0
 18 41  1  1  0  0  0
 19 42  1  1  0  0  0
M  CHG  2  21  -1  29  -1
M  END


  Mrv1652306172221362D          

 42 42  0  0  1  0            999 V2000
   -0.7337    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6952    1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820    1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4110    1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5474    2.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0193    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1242    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5531    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4097    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1255    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8399    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3951    2.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6952    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820    2.5559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4110    2.5559    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.5746    2.2784    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5544    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2689    2.5559    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
   10.0225    2.8915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3551    1.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3649    1.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8800    1.6972    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.1621    1.5639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5544    3.7934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1941    3.6984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7420    1.1834    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.1854    1.1160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0293    0.2761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2125    1.2123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0193    3.7934    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386    3.7934    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1242    1.7309    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5531    1.7309    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4097    3.7934    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1255    3.7934    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8399    1.7309    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676    2.1434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1255    2.1434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8702    3.0486    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  2  0  0  0  0
 10  8  2  0  0  0  0
 11  9  1  0  0  0  0
 13 12  2  0  0  0  0
 16  2  1  0  0  0  0
 16  6  2  0  0  0  0
 16 10  1  0  0  0  0
 17  3  1  6  0  0  0
 17 11  1  0  0  0  0
 17 14  1  0  0  0  0
 18  4  1  6  0  0  0
 18 12  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  6  0  0  0
 20 13  1  0  0  0  0
 21 20  1  0  0  0  0
 22 19  1  0  0  0  0
 22 21  1  0  0  0  0
 23 21  1  0  0  0  0
 25  5  1  6  0  0  0
 25 15  1  0  0  0  0
 25 24  1  0  0  0  0
 26 19  1  0  0  0  0
 26 23  2  0  0  0  0
 27 20  2  0  0  0  0
 28 22  2  0  0  0  0
 29 23  1  0  0  0  0
 30 24  2  0  0  0  0
 31 24  1  0  0  0  0
 25 32  1  6  0  0  0
 33  6  1  0  0  0  0
 34  7  1  0  0  0  0
 35  8  1  0  0  0  0
 36  9  1  0  0  0  0
 37 10  1  0  0  0  0
 38 12  1  0  0  0  0
 39 13  1  0  0  0  0
 17 40  1  1  0  0  0
 18 41  1  1  0  0  0
 19 42  1  1  0  0  0
M  CHG  2  21  -1  29  -1
M  END
> <DATABASE_ID>
MMDBc0054861

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(C)=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\[H])C[C@@]([H])(C)C[C@@]([H])(C)C(\[H])=C(/[H])C(=O)[C-]1C([O-])=N[C@@]([H])(C[C@](C)(O)C(O)=O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H34NO6/c1-6-16(2)10-8-7-9-11-17(3)14-18(4)12-13-20(27)21-22(28)19(26-23(21)29)15-25(5,32)24(30)31/h6-10,12-13,17-19,32H,11,14-15H2,1-5H3,(H,26,29)(H,30,31)/q-1/p-1/b9-7+,10-8+,13-12+,16-6+/t17-,18+,19+,25+/m1/s1

> <INCHI_KEY>
XWIZBMORQRLANJ-MJZDXNEPSA-M

> <FORMULA>
C25H33NO6

> <MOLECULAR_WEIGHT>
443.541

> <EXACT_MASS>
443.231884946

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
48.17713651555375

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-carboxy-2-hydroxy-2-methylethyl]-3-oxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]-3,4-dihydro-2H-pyrrol-4-id-5-olate

> <JCHEM_LOGP>
4.72495416305103

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.8094240226222564

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1867989999196995

> <JCHEM_PKA_STRONGEST_BASIC>
1.4125587246577682

> <JCHEM_POLAR_SURFACE_AREA>
127.09

> <JCHEM_REFRACTIVITY>
136.9983

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5S)-5-[(2S)-2-carboxy-2-hydroxy-2-methylethyl]-4-oxo-3-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]-3,5-dihydropyrrol-3-id-2-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -1.370   4.771   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.298   3.231   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.300   3.231   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.967   3.231   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.422   4.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.036   5.541   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.299   5.541   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.965   4.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.632   4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.631   5.541   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.966   5.541   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.301   5.541   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.635   4.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.633   5.541   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.271   4.414   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.298   4.771   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.300   4.771   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.967   4.771   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      19.739   4.253   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.968   5.541   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.302   4.771   0.000  0.00  0.00           C-1
HETATM   22  C   UNK     0      18.709   5.397   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.463   3.239   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      23.081   1.922   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.176   3.168   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      18.969   2.919   0.000  0.00  0.00           N+0
HETATM   27  O   UNK     0      15.968   7.081   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      19.029   6.904   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      16.318   2.209   0.000  0.00  0.00           O-1
HETATM   30  O   UNK     0      24.613   2.083   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      22.455   0.515   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      20.930   2.263   0.000  0.00  0.00           O+0
HETATM   33  H   UNK     0      -0.036   7.081   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.299   7.081   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.965   3.231   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.632   3.231   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.631   7.081   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0      13.301   7.081   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0      14.635   3.231   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       7.966   4.001   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0      13.301   4.001   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0      20.291   5.691   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4   18                                                            
CONECT    5   25                                                            
CONECT    6    1   16   33                                                  
CONECT    7    8    9   34                                                  
CONECT    8    7   10   35                                                  
CONECT    9    7   11   36                                                  
CONECT   10    8   16   37                                                  
CONECT   11    9   17                                                       
CONECT   12   13   18   38                                                  
CONECT   13   12   20   39                                                  
CONECT   14   17   18                                                       
CONECT   15   19   25                                                       
CONECT   16    2    6   10                                                  
CONECT   17    3   11   14   40                                             
CONECT   18    4   12   14   41                                             
CONECT   19   15   22   26   42                                             
CONECT   20   13   21   27                                                  
CONECT   21   20   22   23                                                  
CONECT   22   19   21   28                                                  
CONECT   23   21   26   29                                                  
CONECT   24   25   30   31                                                  
CONECT   25    5   15   24   32                                             
CONECT   26   19   23                                                       
CONECT   27   20                                                            
CONECT   28   22                                                            
CONECT   29   23                                                            
CONECT   30   24                                                            
CONECT   31   24                                                            
CONECT   32   25                                                            
CONECT   33    6                                                            
CONECT   34    7                                                            
CONECT   35    8                                                            
CONECT   36    9                                                            
CONECT   37   10                                                            
CONECT   38   12                                                            
CONECT   39   13                                                            
CONECT   40   17                                                            
CONECT   41   18                                                            
CONECT   42   19                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   84    0
END

Synonyms

Value	Source
(2S)-2-[(2S)-2-Carboxy-2-hydroxy-2-methylethyl]-3-oxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]-3,4-dihydro-2H-pyrrol-4-id-5-olic acid	Generator

Molecular Formula

C₂₅H₃₃NO₆

Average Mass

443.541

Monoisotopic Mass

443.231884946

IUPAC Name

(2S)-2-[(2S)-2-carboxy-2-hydroxy-2-methylethyl]-3-oxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]-3,4-dihydro-2H-pyrrol-4-id-5-olate

Traditional Name

(5S)-5-[(2S)-2-carboxy-2-hydroxy-2-methylethyl]-4-oxo-3-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]-3,5-dihydropyrrol-3-id-2-olate

CAS Registry Number

Not Available

SMILES

[H]\C(C)=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\[H])C[C@@]([H])(C)C[C@@]([H])(C)C(\[H])=C(/[H])C(=O)[C-]1C([O-])=N[C@@]([H])(C[C@](C)(O)C(O)=O)C1=O

InChI Identifier

InChI=1S/C25H34NO6/c1-6-16(2)10-8-7-9-11-17(3)14-18(4)12-13-20(27)21-22(28)19(26-23(21)29)15-25(5,32)24(30)31/h6-10,12-13,17-19,32H,11,14-15H2,1-5H3,(H,26,29)(H,30,31)/q-1/p-1/b9-7+,10-8+,13-12+,16-6+/t17-,18+,19+,25+/m1/s1

InChI Key

XWIZBMORQRLANJ-MJZDXNEPSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolidine-3-ones. These are pyrrolidines which bear a C=O group at position 3 of the pyrrolidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolidines

Sub Class

Pyrrolidones

Direct Parent

Pyrrolidine-3-ones

Alternative Parents

Substituents

3-pyrrolidone
2-pyrrolidone
Alpha,beta-unsaturated ketone
Tertiary alcohol
Enone
Acryloyl-group
Cyclic ketone
Secondary carboxylic acid amide
Lactam
Ketone
Carboxamide group
Azacycle
Monocarboxylic acid or derivatives
Enolate
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	4.72	ChemAxon
pKa (Strongest Acidic)	3.19	ChemAxon
pKa (Strongest Basic)	1.41	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	127.09 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	137 m³·mol⁻¹	ChemAxon
Polarizability	48.18 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

Spectra

Spectrum Type	Description	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-21	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (void)	2025-10-24	58.0
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-24	31.3
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	715.4
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	725.1
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	873.6
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	381.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	3414.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	90.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	446.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	705.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	323.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	191.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	207.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	8.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	187.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	164.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	534.9
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1646.6
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	1668.8

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_1	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C(=O)[C@H](C[C@](C)(O[Si](C)(C)C)C(=O)O)N=C1[O-]	standard non polar	2025-10-24	2007.6
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_2	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C(=O)[C@H](C[C@](C)(O)C(=O)O[Si](C)(C)C)N=C1[O-]	standard non polar	2025-10-24	1131.47
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_3	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C([O-])=NC(C[C@](C)(O)C(=O)O)=C1O[Si](C)(C)C	standard non polar	2025-10-24	1665.15
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_4	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C(=O)[C@H](C[C@](C)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)N=C1[O-]	standard non polar	2025-10-24	1562.85
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_5	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C([O-])=NC(C[C@](C)(O[Si](C)(C)C)C(=O)O)=C1O[Si](C)(C)C	standard non polar	2025-10-24	1724.2
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_6	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C([O-])=NC(C[C@](C)(O)C(=O)O[Si](C)(C)C)=C1O[Si](C)(C)C	standard non polar	2025-10-24	2887.46
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_7	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C([O-])=NC(C[C@](C)(O[Si](C)(C)C)C(=O)O)=C1O[Si](C)(C)C	standard non polar	2025-10-24	3147.23
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_8	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C([O-])=NC(C[C@](C)(O)C(=O)O[Si](C)(C)C)=C1O[Si](C)(C)C	standard non polar	2025-10-24	2707.65
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_9	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C([O-])=NC(C[C@](C)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1O[Si](C)(C)C	standard non polar	2025-10-24	2148.88
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_10	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C([O-])=NC(C[C@](C)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1O[Si](C)(C)C	standard non polar	2025-10-24	1845.04
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_1	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C(=O)[C@H](C[C@](C)(O[Si](C)(C)C)C(=O)O)N=C1[O-]	standard polar	2025-10-24	2761.58
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_2	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C(=O)[C@H](C[C@](C)(O)C(=O)O[Si](C)(C)C)N=C1[O-]	standard polar	2025-10-24	798.091
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_3	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C([O-])=NC(C[C@](C)(O)C(=O)O)=C1O[Si](C)(C)C	standard polar	2025-10-24	2096.9
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_4	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C(=O)[C@H](C[C@](C)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)N=C1[O-]	standard polar	2025-10-24	1398.64
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_5	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C([O-])=NC(C[C@](C)(O[Si](C)(C)C)C(=O)O)=C1O[Si](C)(C)C	standard polar	2025-10-24	1750.02
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_6	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C([O-])=NC(C[C@](C)(O)C(=O)O[Si](C)(C)C)=C1O[Si](C)(C)C	standard polar	2025-10-24	2097.59
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_7	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C([O-])=NC(C[C@](C)(O[Si](C)(C)C)C(=O)O)=C1O[Si](C)(C)C	standard polar	2025-10-24	1670.37
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_8	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C([O-])=NC(C[C@](C)(O)C(=O)O[Si](C)(C)C)=C1O[Si](C)(C)C	standard polar	2025-10-24	3664.53
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_9	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C([O-])=NC(C[C@](C)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1O[Si](C)(C)C	standard polar	2025-10-24	3370.8
Gas Chromatography	(2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid_TMS_10	C/C=C(C)/C=C/C=C/C[C@@H](C)C[C@@H](C)/C=C/C(=O)[C-]1C([O-])=NC(C[C@](C)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)=C1O[Si](C)(C)C	standard polar	2025-10-24	1191.02

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	2

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

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

Not Available

PDB ID

Not Available

ChEBI ID

167907

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for (2S)-3-[(2S)-3,5-dioxo-4-[(2E,4R,6R,8E,10E,12E)-4,6,12-trimethyltetradeca-2,8,10,12-tetraenoyl]pyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid (MMDBc0054861)

MOL for #<Metabolite:0x00007fae00c93078>

3D MOL for #<Metabolite:0x00007fae00c93078>

3D SDF for #<Metabolite:0x00007fae00c93078>

3D-SDF for #<Metabolite:0x00007fae00c93078>

PDB for #<Metabolite:0x00007fae00c93078>

3D PDB for #<Metabolite:0x00007fae00c93078>

SMILES for #<Metabolite:0x00007fae00c93078>

INCHI for #<Metabolite:0x00007fae00c93078>

Structure for #<Metabolite:0x00007fae00c93078>

3D Structure for #<Metabolite:0x00007fae00c93078>