Showing metabocard for 2-Dehydropantoic acid (MMDBc0032918)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:27:20 UTC
Update Date2022-08-31 21:48:31 UTC
Metabolite IDMMDBc0032918
Metabolite Identification
Common Name2-Dehydropantoic acid
Description2-Dehydropantoate, also known as ketopantoic acid or ketopantoate, belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms. 2-Dehydropantoate is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on 2-Dehydropantoate.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fec76ed9990>


  Mrv0541 02231217112D          

 10  9  0  0  0  0            999 V2000
    1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fec76ed9990>

HMDB0304068
     RDKit          3D
2-dehydropantoate
 20 19  0  0  0  0  0  0  0  0999 V2000
   -0.6665    1.2184   -0.8041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2291    0.2481    0.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4080    1.0061    1.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1936   -0.9180    0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2339   -1.5934   -0.9554 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1643   -0.1781    0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9355    0.0406    1.1310 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7515   -0.8300   -1.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0730   -1.0760   -2.0349 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0830   -1.2018   -1.0157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5454    1.7644   -0.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432    0.6344   -1.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0989    1.9542   -1.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2130    0.3294    2.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4268    1.4166    1.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3185    1.8233    1.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8355   -1.6737    1.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2146   -0.5497    0.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0975   -1.4608   -1.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6825   -0.9539   -0.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  2  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
 10 20  1  0
M  END
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3D SDF for #<Metabolite:0x00007fec76ed9990>


  Mrv0541 02231217112D          

 10  9  0  0  0  0            999 V2000
    1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032918

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)(CO)C(=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H10O4/c1-6(2,3-7)4(8)5(9)10/h7H,3H2,1-2H3,(H,9,10)

> <INCHI_KEY>
PKVVTUWHANFMQC-UHFFFAOYSA-N

> <FORMULA>
C6H10O4

> <MOLECULAR_WEIGHT>
146.1412

> <EXACT_MASS>
146.057908808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
13.833096792405735

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-hydroxy-3,3-dimethyl-2-oxobutanoic acid

> <ALOGPS_LOGP>
-0.35

> <JCHEM_LOGP>
0.5846392240000005

> <ALOGPS_LOGS>
-0.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.980989916536032

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.245393682919492

> <JCHEM_PKA_STRONGEST_BASIC>
-2.820508568337858

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
33.4668

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.09e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ketopantoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007fec76ed9990>

HMDB0304068
     RDKit          3D
2-dehydropantoate
 20 19  0  0  0  0  0  0  0  0999 V2000
   -0.6665    1.2184   -0.8041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2291    0.2481    0.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4080    1.0061    1.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1936   -0.9180    0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2339   -1.5934   -0.9554 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1643   -0.1781    0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9355    0.0406    1.1310 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7515   -0.8300   -1.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0730   -1.0760   -2.0349 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0830   -1.2018   -1.0157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5454    1.7644   -0.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432    0.6344   -1.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0989    1.9542   -1.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2130    0.3294    2.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4268    1.4166    1.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3185    1.8233    1.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8355   -1.6737    1.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2146   -0.5497    0.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0975   -1.4608   -1.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6825   -0.9539   -0.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  2  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
 10 20  1  0
M  END
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PDB for #<Metabolite:0x00007fec76ed9990>

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       3.080   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.976   0.564   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.357   1.334   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.644   3.644   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.311   2.104   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       4.977  -0.206   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    6                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4                                                            
CONECT    6    2    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for #<Metabolite:0x00007fec76ed9990>

COMPND    HMDB0304068
HETATM    1  C1  UNL     1      -0.667   1.218  -0.804  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.229   0.248   0.272  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.408   1.006   1.598  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.194  -0.918   0.256  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.234  -1.593  -0.955  1.00  0.00           O  
HETATM    6  C5  UNL     1       1.164  -0.178   0.143  1.00  0.00           C  
HETATM    7  O2  UNL     1       1.935   0.041   1.131  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.751  -0.830  -1.010  1.00  0.00           C  
HETATM    9  O3  UNL     1       1.073  -1.076  -2.035  1.00  0.00           O  
HETATM   10  O4  UNL     1       3.083  -1.202  -1.016  1.00  0.00           O  
HETATM   11  H1  UNL     1      -1.545   1.764  -0.403  1.00  0.00           H  
HETATM   12  H2  UNL     1      -1.043   0.634  -1.683  1.00  0.00           H  
HETATM   13  H3  UNL     1       0.099   1.954  -1.065  1.00  0.00           H  
HETATM   14  H4  UNL     1      -0.213   0.329   2.439  1.00  0.00           H  
HETATM   15  H5  UNL     1      -1.427   1.417   1.566  1.00  0.00           H  
HETATM   16  H6  UNL     1       0.318   1.823   1.607  1.00  0.00           H  
HETATM   17  H7  UNL     1      -0.836  -1.674   1.011  1.00  0.00           H  
HETATM   18  H8  UNL     1      -2.215  -0.550   0.553  1.00  0.00           H  
HETATM   19  H9  UNL     1      -2.097  -1.461  -1.390  1.00  0.00           H  
HETATM   20  H10 UNL     1       3.683  -0.954  -0.214  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    4    6
CONECT    3   14   15   16
CONECT    4    5   17   18
CONECT    5   19
CONECT    6    7    7    8
CONECT    8    9    9   10
CONECT   10   20
END
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SMILES for #<Metabolite:0x00007fec76ed9990>

CC(C)(CO)C(=O)C(O)=O
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INCHI for #<Metabolite:0x00007fec76ed9990>

InChI=1S/C6H10O4/c1-6(2,3-7)4(8)5(9)10/h7H,3H2,1-2H3,(H,9,10)
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Synonyms
ValueSource
Ketopantoic acidChEBI
KetopantoateGenerator
2-Dehydropantoic acidGenerator
2-DehydropantoateChEBI, Generator
Molecular FormulaC6H10O4
Average Mass146.1412
Monoisotopic Mass146.057908808
IUPAC Name4-hydroxy-3,3-dimethyl-2-oxobutanoic acid
Traditional Nameketopantoic acid
CAS Registry NumberNot Available
SMILES
CC(C)(CO)C(=O)C(O)=O
InChI Identifier
InChI=1S/C6H10O4/c1-6(2,3-7)4(8)5(9)10/h7H,3H2,1-2H3,(H,9,10)
InChI KeyPKVVTUWHANFMQC-UHFFFAOYSA-N