Showing metabocard for (R)-Pantoic acid (MMDBc0032972)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:29:26 UTC
Update Date2024-04-30 19:57:06 UTC
Metabolite IDMMDBc0032972
Metabolite Identification
Common Name(R)-Pantoic acid
DescriptionPantoic acid (along with beta-alanine) is used to synthesize pantothenic acid (vitamin B5) in most microorganisms and plants. Pantothenic acid is a structural component of coenzyme A (CoA) which is involved in essential biological processes such as the citric acid cycle (TCA cycle) and the synthesis of carbohydrates, proteins, and fat. Pantothenic acid is found widespread in foods but especially in egg yolk, offal, fish, whole-grains, legumes, mushrooms, avocados, broccoli, and royal jelly (from bees).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9234e489c8>


  Mrv1652309241918162D          

 10  9  0  0  0  0            999 V2000
 9985.0292 9984.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.3157 9984.4427    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9983.6016 9984.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9982.8873 9984.4427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9983.6016 9985.6785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9984.3157 9983.6180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9985.7442 9984.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.4591 9984.8544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9985.4413 9985.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.6165 9985.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1  9  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  1  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  7  8  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f9234e489c8>

HMDB0240389
     RDKit          3D
Pantoic acid
 22 21  0  0  0  0  0  0  0  0999 V2000
   -1.1119   -0.6650    1.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4726   -0.1104    0.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5111   -1.2062   -0.9044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2869    1.0715   -0.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9286    1.7425   -1.4023 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9625    0.1812    0.4878 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4616   -1.0911    0.9019 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7956    0.6924   -0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6112    1.8276   -1.0997 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8082   -0.1044   -1.1274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4831    0.1839    2.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3749   -1.2032    2.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9851   -1.2882    1.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1940   -2.1804   -0.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1279   -1.0133   -1.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5545   -1.3319   -1.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3533    0.7140   -0.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3180    1.8031    0.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    2.2234   -1.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0043    0.8479    1.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7563   -1.0730    1.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7498   -0.0206   -0.7783 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  1  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
  6 20  1  1
  7 21  1  0
 10 22  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f9234e489c8>


  Mrv1652309241918162D          

 10  9  0  0  0  0            999 V2000
 9985.0292 9984.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.3157 9984.4427    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9983.6016 9984.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9982.8873 9984.4427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9983.6016 9985.6785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9984.3157 9983.6180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9985.7442 9984.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.4591 9984.8544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9985.4413 9985.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.6165 9985.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1  9  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  1  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032972

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)(CO)[C@@H](O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O4/c1-6(2,3-7)4(8)5(9)10/h4,7-8H,3H2,1-2H3,(H,9,10)/t4-/m0/s1

> <INCHI_KEY>
OTOIIPJYVQJATP-BYPYZUCNSA-N

> <FORMULA>
C6H12O4

> <MOLECULAR_WEIGHT>
148.1571

> <EXACT_MASS>
148.073558872

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
14.359601053217895

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2,4-dihydroxy-3,3-dimethylbutanoic acid

> <ALOGPS_LOGP>
-0.59

> <JCHEM_LOGP>
-0.48710460333333305

> <ALOGPS_LOGS>
0.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.75748740826327

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.963302291289117

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7868824038873443

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
34.008199999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.08e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(R)-pantoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f9234e489c8>

HMDB0240389
     RDKit          3D
Pantoic acid
 22 21  0  0  0  0  0  0  0  0999 V2000
   -1.1119   -0.6650    1.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4726   -0.1104    0.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5111   -1.2062   -0.9044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2869    1.0715   -0.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9286    1.7425   -1.4023 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9625    0.1812    0.4878 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4616   -1.0911    0.9019 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7956    0.6924   -0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6112    1.8276   -1.0997 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8082   -0.1044   -1.1274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4831    0.1839    2.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3749   -1.2032    2.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9851   -1.2882    1.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1940   -2.1804   -0.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1279   -1.0133   -1.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5545   -1.3319   -1.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3533    0.7140   -0.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3180    1.8031    0.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    2.2234   -1.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0043    0.8479    1.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7563   -1.0730    1.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7498   -0.0206   -0.7783 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  1  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
  6 20  1  1
  7 21  1  0
 10 22  1  0
M  END
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PDB for #<Metabolite:0x00007f9234e489c8>

HEADER    PROTEIN                                 24-SEP-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-SEP-19         0                                  
HETATM    1  C   UNK     0    8638.7218638.395   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8637.3898637.626   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8636.0568638.395   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8634.7238637.626   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8636.0568639.933   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8637.3898636.087   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8640.0568637.626   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8641.3908638.395   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8639.4908639.729   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8637.9518639.729   0.000  0.00  0.00           C+0
CONECT    1    2    7    9   10                                             
CONECT    2    1    3    6                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    2                                                            
CONECT    7    1    8                                                       
CONECT    8    7                                                            
CONECT    9    1                                                            
CONECT   10    1                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for #<Metabolite:0x00007f9234e489c8>

COMPND    HMDB0240389
HETATM    1  C1  UNL     1      -1.112  -0.665   1.401  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.473  -0.110   0.105  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.511  -1.206  -0.904  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.287   1.072  -0.267  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.929   1.742  -1.402  1.00  0.00           O  
HETATM    6  C5  UNL     1       0.963   0.181   0.488  1.00  0.00           C  
HETATM    7  O2  UNL     1       1.462  -1.091   0.902  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.796   0.692  -0.615  1.00  0.00           C  
HETATM    9  O3  UNL     1       1.611   1.828  -1.100  1.00  0.00           O  
HETATM   10  O4  UNL     1       2.808  -0.104  -1.127  1.00  0.00           O  
HETATM   11  H1  UNL     1      -1.483   0.184   2.018  1.00  0.00           H  
HETATM   12  H2  UNL     1      -0.375  -1.203   2.005  1.00  0.00           H  
HETATM   13  H3  UNL     1      -1.985  -1.288   1.166  1.00  0.00           H  
HETATM   14  H4  UNL     1      -0.194  -2.180  -0.442  1.00  0.00           H  
HETATM   15  H5  UNL     1       0.128  -1.013  -1.787  1.00  0.00           H  
HETATM   16  H6  UNL     1      -1.554  -1.332  -1.287  1.00  0.00           H  
HETATM   17  H7  UNL     1      -2.353   0.714  -0.369  1.00  0.00           H  
HETATM   18  H8  UNL     1      -1.318   1.803   0.570  1.00  0.00           H  
HETATM   19  H9  UNL     1      -1.704   2.223  -1.779  1.00  0.00           H  
HETATM   20  H10 UNL     1       1.004   0.848   1.373  1.00  0.00           H  
HETATM   21  H11 UNL     1       1.756  -1.073   1.830  1.00  0.00           H  
HETATM   22  H12 UNL     1       3.750  -0.021  -0.778  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    8   20
CONECT    7   21
CONECT    8    9    9   10
CONECT   10   22
END
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SMILES for #<Metabolite:0x00007f9234e489c8>

CC(C)(CO)[C@@H](O)C(O)=O
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INCHI for #<Metabolite:0x00007f9234e489c8>

InChI=1S/C6H12O4/c1-6(2,3-7)4(8)5(9)10/h4,7-8H,3H2,1-2H3,(H,9,10)/t4-/m0/s1
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Synonyms
ValueSource
PantoateChEBI
(R)-Pantoic acidHMDB
(R)-PantoateHMDB
Pantoic acidChEBI
Molecular FormulaC6H12O4
Average Mass148.1571
Monoisotopic Mass148.073558872
IUPAC Name(2R)-2,4-dihydroxy-3,3-dimethylbutanoic acid
Traditional Name(R)-pantoic acid
CAS Registry Number470-29-1
SMILES
CC(C)(CO)[C@@H](O)C(O)=O
InChI Identifier
InChI=1S/C6H12O4/c1-6(2,3-7)4(8)5(9)10/h4,7-8H,3H2,1-2H3,(H,9,10)/t4-/m0/s1
InChI KeyOTOIIPJYVQJATP-BYPYZUCNSA-N