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Showing metabocard for 3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one (HMDB0253169)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 11:23:12 UTC
Update Date2021-09-26 23:06:13 UTC
HMDB IDHMDB0253169
Secondary Accession NumbersNone
Metabolite Identification
Common Name3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one
Description3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one, also known as 2-hydroxyhemopyrroline-5-one or HHP lactam, belongs to the class of organic compounds known as pyrrolines. Pyrrolines are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms. Based on a literature review very few articles have been published on 3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0253169 (3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one)


  Mrv1652309112113232D          

 11 11  0  0  0  0            999 V2000
    0.0059   -1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1628    1.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9728    1.8330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 C   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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  2  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  0  0  0  0
  4 11  1  0  0  0  0
M  END
Download

3D MOL for HMDB0253169 (3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one)

HMDB0253169
     RDKit          3D
3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one
 24 24  0  0  0  0  0  0  0  0999 V2000
    3.0576   -0.0226   -0.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8578    0.6909   -0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6021   -0.0341   -0.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4268    0.4304    0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4645    1.8624    0.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4648   -0.5892    0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7992   -0.1742   -0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6160   -0.7965    1.8249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9341   -1.7586   -0.2086 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3314   -1.4235   -0.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0888   -2.2134   -1.3788 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9931    0.2546   -0.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8368   -1.1009   -0.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739    0.2233    0.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8518    1.7266   -0.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9486    0.6608   -1.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1045    1.8975    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0107    2.4994   -0.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5343    2.1410    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6818   -0.1174   -1.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0743    0.7767    0.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5158   -0.9877    0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7807   -1.2702    2.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4434   -2.6755   -0.2396 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
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10  3  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  5 17  1  0
  5 18  1  0
  5 19  1  0
  7 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
M  END
Download

3D SDF for HMDB0253169 (3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one)


  Mrv1652309112113232D          

 11 11  0  0  0  0            999 V2000
    0.0059   -1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1628    1.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9728    1.8330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 C   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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  2  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  0  0  0  0
  4 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253169

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1=C(C)C(C)(O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H13NO2/c1-4-6-5(2)8(3,11)9-7(6)10/h11H,4H2,1-3H3,(H,9,10)

> <INCHI_KEY>
BTIPRYZZYXEGPM-UHFFFAOYSA-N

> <FORMULA>
C8H13NO2

> <MOLECULAR_WEIGHT>
155.197

> <EXACT_MASS>
155.094628663

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
16.656322264386244

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-ethyl-5-hydroxy-4,5-dimethyl-2,5-dihydro-1H-pyrrol-2-one

> <ALOGPS_LOGP>
0.24

> <JCHEM_LOGP>
0.5414408613333338

> <ALOGPS_LOGS>
-0.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.513259246388241

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.069106195249724

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7572771352548152

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
42.489

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.48e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-ethyl-5-hydroxy-4,5-dimethyl-1H-pyrrol-2-one

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0253169 (3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one)

HMDB0253169
     RDKit          3D
3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one
 24 24  0  0  0  0  0  0  0  0999 V2000
    3.0576   -0.0226   -0.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8578    0.6909   -0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6021   -0.0341   -0.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4268    0.4304    0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4645    1.8624    0.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4648   -0.5892    0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7992   -0.1742   -0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6160   -0.7965    1.8249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9341   -1.7586   -0.2086 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3314   -1.4235   -0.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0888   -2.2134   -1.3788 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9931    0.2546   -0.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8368   -1.1009   -0.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739    0.2233    0.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8518    1.7266   -0.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9486    0.6608   -1.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1045    1.8975    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0107    2.4994   -0.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5343    2.1410    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6818   -0.1174   -1.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0743    0.7767    0.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5158   -0.9877    0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7807   -1.2702    2.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4434   -2.6755   -0.2396 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
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10  3  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  5 17  1  0
  5 18  1  0
  5 19  1  0
  7 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
M  END
Download

PDB for HMDB0253169 (3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one)

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       0.011  -2.943   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.615  -1.536   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       2.306   1.175   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.735  -1.536   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.304   3.422   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.816   3.422   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.651   1.651   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6    9   10                                             
CONECT    6    5    7                                                       
CONECT    7    6    3    8                                                  
CONECT    8    7                                                            
CONECT    9    5                                                            
CONECT   10    5                                                            
CONECT   11    4                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for HMDB0253169 (3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one)

COMPND    HMDB0253169
HETATM    1  C1  UNL     1       3.058  -0.023  -0.219  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.858   0.691  -0.852  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.602  -0.034  -0.444  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.427   0.430   0.225  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.464   1.862   0.696  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.465  -0.589   0.430  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.799  -0.174  -0.159  1.00  0.00           C  
HETATM    8  O1  UNL     1      -1.616  -0.796   1.825  1.00  0.00           O  
HETATM    9  N1  UNL     1      -0.934  -1.759  -0.209  1.00  0.00           N  
HETATM   10  C8  UNL     1       0.331  -1.424  -0.745  1.00  0.00           C  
HETATM   11  O2  UNL     1       1.089  -2.213  -1.379  1.00  0.00           O  
HETATM   12  H1  UNL     1       3.993   0.255  -0.711  1.00  0.00           H  
HETATM   13  H2  UNL     1       2.837  -1.101  -0.295  1.00  0.00           H  
HETATM   14  H3  UNL     1       3.074   0.223   0.879  1.00  0.00           H  
HETATM   15  H4  UNL     1       1.852   1.727  -0.493  1.00  0.00           H  
HETATM   16  H5  UNL     1       1.949   0.661  -1.946  1.00  0.00           H  
HETATM   17  H6  UNL     1       0.105   1.898   1.627  1.00  0.00           H  
HETATM   18  H7  UNL     1      -0.011   2.499  -0.063  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.534   2.141   0.836  1.00  0.00           H  
HETATM   20  H9  UNL     1      -2.682  -0.117  -1.242  1.00  0.00           H  
HETATM   21  H10 UNL     1      -3.074   0.777   0.300  1.00  0.00           H  
HETATM   22  H11 UNL     1      -3.516  -0.988   0.087  1.00  0.00           H  
HETATM   23  H12 UNL     1      -0.781  -1.270   2.092  1.00  0.00           H  
HETATM   24  H13 UNL     1      -1.443  -2.676  -0.240  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   15   16
CONECT    3    4    4   10
CONECT    4    5    6
CONECT    5   17   18   19
CONECT    6    7    8    9
CONECT    7   20   21   22
CONECT    8   23
CONECT    9   10   24
CONECT   10   11   11
END
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SMILES for HMDB0253169 (3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one)

CCC1=C(C)C(C)(O)NC1=O
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INCHI for HMDB0253169 (3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one)

InChI=1S/C8H13NO2/c1-4-6-5(2)8(3,11)9-7(6)10/h11H,4H2,1-3H3,(H,9,10)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2-Hydroxy-4-ethyl-2,3-dimethyl delta 3-pyrroline-5-oneHMDB
2-Hydroxyhemopyrroline-5-oneHMDB
3-Ethyl-5-hydroxy-4,5-dimethyl delta(3)-pyrrolin-2-oneHMDB
HHP LactamHMDB
Alpha'-hydroxyhemopyrrol alpha-lactamHMDB
Hydroxyhemopyrrolin-2-oneHMDB
Hydroxyjhaemopyrrole lactamHMDB
Mauve factorHMDB
3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-oneMeSH
Chemical FormulaC8H13NO2
Average Molecular Weight155.197
Monoisotopic Molecular Weight155.094628663
IUPAC Name3-ethyl-5-hydroxy-4,5-dimethyl-2,5-dihydro-1H-pyrrol-2-one
Traditional Name3-ethyl-5-hydroxy-4,5-dimethyl-1H-pyrrol-2-one
CAS Registry NumberNot Available
SMILES
CCC1=C(C)C(C)(O)NC1=O
InChI Identifier
InChI=1S/C8H13NO2/c1-4-6-5(2)8(3,11)9-7(6)10/h11H,4H2,1-3H3,(H,9,10)
InChI KeyBTIPRYZZYXEGPM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyrrolines. Pyrrolines are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrrolines
Sub ClassNot Available
Direct ParentPyrrolines
Alternative Parents
Substituents
  • Pyrroline
  • Secondary carboxylic acid amide
  • Lactam
  • Carboxamide group
  • Azacycle
  • Carboxylic acid derivative
  • Alkanolamine
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP0.24ALOGPS
logP0.54ChemAxon
logS-0.8ALOGPS
pKa (Strongest Acidic)11.07ChemAxon
pKa (Strongest Basic)-0.76ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.33 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity42.49 m³·mol⁻¹ChemAxon
Polarizability16.66 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+129.84530932474
DeepCCS[M-H]-126.00930932474
DeepCCS[M-2H]-162.73730932474
DeepCCS[M+Na]+138.40230932474
AllCCS[M+H]+134.332859911
AllCCS[M+H-H2O]+129.932859911
AllCCS[M+NH4]+138.332859911
AllCCS[M+Na]+139.532859911
AllCCS[M-H]-133.832859911
AllCCS[M+Na-2H]-135.432859911
AllCCS[M+HCOO]-137.232859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Predicted by Siyang on May 30, 202210.699 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.68 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1566.1 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid319.6 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid115.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid184.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid66.9 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid346.6 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid461.8 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)71.9 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid802.3 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid325.6 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1176.7 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid271.2 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid277.9 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate402.7 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA241.6 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water88.4 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-oneCCC1=C(C)C(C)(O)NC1=O2493.6Standard polar33892256
3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-oneCCC1=C(C)C(C)(O)NC1=O1287.6Standard non polar33892256
3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-oneCCC1=C(C)C(C)(O)NC1=O1367.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one,2TMS,isomer #1CCC1=C(C)C(C)(O[Si](C)(C)C)N([Si](C)(C)C)C1=O1483.0Semi standard non polar33892256
3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one,2TMS,isomer #1CCC1=C(C)C(C)(O[Si](C)(C)C)N([Si](C)(C)C)C1=O1534.3Standard non polar33892256
3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one,2TMS,isomer #1CCC1=C(C)C(C)(O[Si](C)(C)C)N([Si](C)(C)C)C1=O1614.1Standard polar33892256
3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one,2TBDMS,isomer #1CCC1=C(C)C(C)(O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C1=O1956.2Semi standard non polar33892256
3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one,2TBDMS,isomer #1CCC1=C(C)C(C)(O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C1=O2004.3Standard non polar33892256
3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one,2TBDMS,isomer #1CCC1=C(C)C(C)(O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C1=O1858.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one GC-MS (Non-derivatized) - 70eV, Positivesplash10-05n3-8900000000-0e5e108e60cb9ee5a7042021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one 10V, Positive-QTOFsplash10-0a4i-1900000000-66b4382ba6b5f72d28852021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one 20V, Positive-QTOFsplash10-000i-3900000000-3fa37bdd1812f11e2e2c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one 40V, Positive-QTOFsplash10-0f6x-9000000000-f97e725f81e6cce5a07f2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one 10V, Negative-QTOFsplash10-0udi-0900000000-473b4d5e3c6550becfa22021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one 20V, Negative-QTOFsplash10-0udi-1900000000-a358e6b0281cb0d1d8672021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-5-hydroxy-4,5-dimethyl-pyrrolin-2-one 40V, Negative-QTOFsplash10-0006-9600000000-96e36e0d1a2ccecb232f2021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID149741
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound171278
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]