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Showing metabocard for 3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate (HMDB0059637)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
enzymes (1) Show 1 protein
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-10-30 10:32:48 UTC
Update Date2022-03-07 03:17:34 UTC
HMDB IDHMDB0059637
Secondary Accession Numbers
  • HMDB59637
Metabolite Identification
Common Name3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate
Description3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate, also known as hydroxydiiodophenylpyruvic acid, belongs to the class of organic compounds known as phenylpyruvic acid derivatives. Phenylpyruvic acid derivatives are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid. 3-(3,5-diiodo-4-hydroxyphenyl)pyruvate is part of the Citrate cycle (TCA cycle), Pyruvate metabolism, Glyoxylate and dicarboxylate metabolism, and Proximal tubule bicarbonate reclamation pathways. 3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563865958
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0059637 (3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate)


  Mrv0541 10301209522D          

 15 15  0  0  0  0            999 V2000
    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    2.0625    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
    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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  4  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  2  0  0  0  0
  7  3  1  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15  9  2  0  0  0  0
M  END
Download

3D MOL for HMDB0059637 (3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate)

HMDB0059637
     RDKit          3D
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate
 21 21  0  0  0  0  0  0  0  0999 V2000
    4.0356   -0.3130   -1.3523 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5981   -0.0504   -0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4931    0.2006    0.8042 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1859   -0.0112    0.0263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7498    0.2515    1.1645 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2428   -0.2822   -1.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1657   -0.2016   -0.6585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8275   -1.3072   -0.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1663   -1.2392    0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2093   -2.9148    0.9322 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8033   -0.0217    0.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1449    0.0357    0.5157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1650    1.1106   -0.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1527    2.9617   -0.4911 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8344    0.9944   -0.7378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5835    1.1196    1.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5054   -1.3043   -1.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4410    0.4950   -1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3599   -2.2869   -0.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6841    0.8927    0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3220    1.8708   -1.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15  7  1  0
  3 16  1  0
  6 17  1  0
  6 18  1  0
  8 19  1  0
 12 20  1  0
 15 21  1  0
M  END
Download

3D SDF for HMDB0059637 (3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate)


  Mrv0541 10301209522D          

 15 15  0  0  0  0            999 V2000
    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    2.0625    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
    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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  4  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  2  0  0  0  0
  7  3  1  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15  9  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059637

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C(=O)CC1=CC(I)=C(O)C(I)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H6I2O4/c10-5-1-4(2-6(11)8(5)13)3-7(12)9(14)15/h1-2,13H,3H2,(H,14,15)

> <INCHI_KEY>
TZPLBTUUWSVGCY-UHFFFAOYSA-N

> <FORMULA>
C9H6I2O4

> <MOLECULAR_WEIGHT>
431.9505

> <EXACT_MASS>
431.83554552

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
27.56822209412173

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(4-hydroxy-3,5-diiodophenyl)-2-oxopropanoic acid

> <ALOGPS_LOGP>
3.19

> <JCHEM_LOGP>
3.4545374079999998

> <ALOGPS_LOGS>
-3.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.250108902638561

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5504033861619826

> <JCHEM_PKA_STRONGEST_BASIC>
-6.973780439236589

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
71.41749999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(4-hydroxy-3,5-diiodophenyl)-2-oxopropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0059637 (3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate)

HMDB0059637
     RDKit          3D
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate
 21 21  0  0  0  0  0  0  0  0999 V2000
    4.0356   -0.3130   -1.3523 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5981   -0.0504   -0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4931    0.2006    0.8042 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1859   -0.0112    0.0263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7498    0.2515    1.1645 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2428   -0.2822   -1.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1657   -0.2016   -0.6585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8275   -1.3072   -0.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1663   -1.2392    0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2093   -2.9148    0.9322 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8033   -0.0217    0.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1449    0.0357    0.5157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1650    1.1106   -0.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1527    2.9617   -0.4911 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8344    0.9944   -0.7378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5835    1.1196    1.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5054   -1.3043   -1.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4410    0.4950   -1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3599   -2.2869   -0.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6841    0.8927    0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3220    1.8708   -1.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15  7  1  0
  3 16  1  0
  6 17  1  0
  6 18  1  0
  8 19  1  0
 12 20  1  0
 15 21  1  0
M  END
Download

PDB for HMDB0059637 (3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate)

HEADER    PROTEIN                                 30-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-OCT-12         0                                  
HETATM    1  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   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   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   10  I   UNK     0       4.001  -0.770   0.000  0.00  0.00           I+0
HETATM   11  I   UNK     0      -1.334  -0.770   0.000  0.00  0.00           I+0
HETATM   12  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
CONECT    1    4    5                                                       
CONECT    2    4    6                                                       
CONECT    3    4    7                                                       
CONECT    4    1    2    3                                                  
CONECT    5    1    8   10                                                  
CONECT    6    2    8   11                                                  
CONECT    7    3    9   12                                                  
CONECT    8    5    6   13                                                  
CONECT    9    7   14   15                                                  
CONECT   10    5                                                            
CONECT   11    6                                                            
CONECT   12    7                                                            
CONECT   13    8                                                            
CONECT   14    9                                                            
CONECT   15    9                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END
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3D PDB for HMDB0059637 (3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate)

COMPND    HMDB0059637
HETATM    1  O1  UNL     1       4.036  -0.313  -1.352  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.598  -0.050  -0.214  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.493   0.201   0.804  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.186  -0.011   0.026  1.00  0.00           C  
HETATM    5  O3  UNL     1       1.750   0.251   1.165  1.00  0.00           O  
HETATM    6  C3  UNL     1       1.243  -0.282  -1.075  1.00  0.00           C  
HETATM    7  C4  UNL     1      -0.166  -0.202  -0.659  1.00  0.00           C  
HETATM    8  C5  UNL     1      -0.827  -1.307  -0.189  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.166  -1.239   0.209  1.00  0.00           C  
HETATM   10  I1  UNL     1      -3.209  -2.915   0.932  1.00  0.00           I  
HETATM   11  C7  UNL     1      -2.803  -0.022   0.114  1.00  0.00           C  
HETATM   12  O4  UNL     1      -4.145   0.036   0.516  1.00  0.00           O  
HETATM   13  C8  UNL     1      -2.165   1.111  -0.354  1.00  0.00           C  
HETATM   14  I2  UNL     1      -3.153   2.962  -0.491  1.00  0.00           I  
HETATM   15  C9  UNL     1      -0.834   0.994  -0.738  1.00  0.00           C  
HETATM   16  H1  UNL     1       4.583   1.120   1.225  1.00  0.00           H  
HETATM   17  H2  UNL     1       1.505  -1.304  -1.471  1.00  0.00           H  
HETATM   18  H3  UNL     1       1.441   0.495  -1.858  1.00  0.00           H  
HETATM   19  H4  UNL     1      -0.360  -2.287  -0.100  1.00  0.00           H  
HETATM   20  H5  UNL     1      -4.684   0.893   0.477  1.00  0.00           H  
HETATM   21  H6  UNL     1      -0.322   1.871  -1.106  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   16
CONECT    4    5    5    6
CONECT    6    7   17   18
CONECT    7    8    8   15
CONECT    8    9   19
CONECT    9   10   11   11
CONECT   11   12   13
CONECT   12   20
CONECT   13   14   15   15
CONECT   15   21
END
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SMILES for HMDB0059637 (3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate)

OC(=O)C(=O)CC1=CC(I)=C(O)C(I)=C1
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INCHI for HMDB0059637 (3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate)

InChI=1S/C9H6I2O4/c10-5-1-4(2-6(11)8(5)13)3-7(12)9(14)15/h1-2,13H,3H2,(H,14,15)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
3,5-Diiodo-4-hydroxyphenylpyruvateChEBI
beta-(3,5-Diiodo-4-hydroxyphenyl)pyruvateChEBI
3,5-Diiodo-4-hydroxyphenylpyruvic acidGenerator
b-(3,5-Diiodo-4-hydroxyphenyl)pyruvateGenerator
b-(3,5-Diiodo-4-hydroxyphenyl)pyruvic acidGenerator
beta-(3,5-Diiodo-4-hydroxyphenyl)pyruvic acidGenerator
Β-(3,5-diiodo-4-hydroxyphenyl)pyruvateGenerator
Β-(3,5-diiodo-4-hydroxyphenyl)pyruvic acidGenerator
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvic acidGenerator
(3,5-Diiodo-4-hydroxyphenyl)pyruvateHMDB
Hydroxydiiodophenylpyruvic acidHMDB
3-(3,5-diiodo-4-Hydroxyphenyl)pyruvateChEBI
Chemical FormulaC9H6I2O4
Average Molecular Weight431.9505
Monoisotopic Molecular Weight431.83554552
IUPAC Name3-(4-hydroxy-3,5-diiodophenyl)-2-oxopropanoic acid
Traditional Name3-(4-hydroxy-3,5-diiodophenyl)-2-oxopropanoic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C(=O)CC1=CC(I)=C(O)C(I)=C1
InChI Identifier
InChI=1S/C9H6I2O4/c10-5-1-4(2-6(11)8(5)13)3-7(12)9(14)15/h1-2,13H,3H2,(H,14,15)
InChI KeyTZPLBTUUWSVGCY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylpyruvic acid derivatives. Phenylpyruvic acid derivatives are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylpyruvic acid derivatives
Direct ParentPhenylpyruvic acid derivatives
Alternative Parents
Substituents
  • Phenylpyruvate
  • 3-phenylpropanoic-acid
  • 2-halophenol
  • 2-iodophenol
  • Phenol
  • Halobenzene
  • Iodobenzene
  • Alpha-keto acid
  • Aryl halide
  • Aryl iodide
  • Keto acid
  • Alpha-hydroxy ketone
  • Ketone
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organohalogen compound
  • Organoiodide
  • Carbonyl group
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
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
Water Solubility0.067 g/LALOGPS
logP3.19ALOGPS
logP3.45ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)1.55ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity71.42 m³·mol⁻¹ChemAxon
Polarizability27.57 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+171.86630932474
DeepCCS[M-H]-169.50830932474
DeepCCS[M-2H]-202.39530932474
DeepCCS[M+Na]+177.95930932474
AllCCS[M+H]+177.132859911
AllCCS[M+H-H2O]+174.332859911
AllCCS[M+NH4]+179.832859911
AllCCS[M+Na]+180.532859911
AllCCS[M-H]-163.132859911
AllCCS[M+Na-2H]-164.532859911
AllCCS[M+HCOO]-166.132859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
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, 2022.5.4 minutes32390414
Predicted by Siyang on May 30, 202210.6209 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.39 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1211.7 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid345.3 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid98.9 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid197.2 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid66.5 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid503.1 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 Acid560.7 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)267.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid725.5 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid418.4 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1121.9 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid249.8 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid351.8 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate628.4 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA293.2 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water260.0 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvateOC(=O)C(=O)CC1=CC(I)=C(O)C(I)=C13803.0Standard polar33892256
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvateOC(=O)C(=O)CC1=CC(I)=C(O)C(I)=C12363.0Standard non polar33892256
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvateOC(=O)C(=O)CC1=CC(I)=C(O)C(I)=C12386.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate,1TMS,isomer #1C[Si](C)(C)OC(=O)C(=O)CC1=CC(I)=C(O)C(I)=C12394.4Semi standard non polar33892256
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate,1TMS,isomer #2C[Si](C)(C)OC1=C(I)C=C(CC(=O)C(=O)O)C=C1I2406.0Semi standard non polar33892256
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate,1TMS,isomer #3C[Si](C)(C)OC(=CC1=CC(I)=C(O)C(I)=C1)C(=O)O2506.6Semi standard non polar33892256
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate,2TMS,isomer #1C[Si](C)(C)OC(=O)C(=O)CC1=CC(I)=C(O[Si](C)(C)C)C(I)=C12466.0Semi standard non polar33892256
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate,2TMS,isomer #2C[Si](C)(C)OC(=O)C(=CC1=CC(I)=C(O)C(I)=C1)O[Si](C)(C)C2496.2Semi standard non polar33892256
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate,2TMS,isomer #3C[Si](C)(C)OC(=CC1=CC(I)=C(O[Si](C)(C)C)C(I)=C1)C(=O)O2545.9Semi standard non polar33892256
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate,3TMS,isomer #1C[Si](C)(C)OC(=O)C(=CC1=CC(I)=C(O[Si](C)(C)C)C(I)=C1)O[Si](C)(C)C2572.8Semi standard non polar33892256
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate,3TMS,isomer #1C[Si](C)(C)OC(=O)C(=CC1=CC(I)=C(O[Si](C)(C)C)C(I)=C1)O[Si](C)(C)C2350.7Standard non polar33892256
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=O)CC1=CC(I)=C(O)C(I)=C12647.0Semi standard non polar33892256
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=C(I)C=C(CC(=O)C(=O)O)C=C1I2682.0Semi standard non polar33892256
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=CC1=CC(I)=C(O)C(I)=C1)C(=O)O2769.4Semi standard non polar33892256
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=O)CC1=CC(I)=C(O[Si](C)(C)C(C)(C)C)C(I)=C12967.1Semi standard non polar33892256
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(=CC1=CC(I)=C(O)C(I)=C1)O[Si](C)(C)C(C)(C)C2993.9Semi standard non polar33892256
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=CC1=CC(I)=C(O[Si](C)(C)C(C)(C)C)C(I)=C1)C(=O)O3062.3Semi standard non polar33892256
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=CC1=CC(I)=C(O[Si](C)(C)C(C)(C)C)C(I)=C1)O[Si](C)(C)C(C)(C)C3305.0Semi standard non polar33892256
3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=CC1=CC(I)=C(O[Si](C)(C)C(C)(C)C)C(I)=C1)O[Si](C)(C)C(C)(C)C3025.1Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-1009000000-478925321aeaed981ee02017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate GC-MS (2 TMS) - 70eV, Positivesplash10-05ai-3100910000-45a5de75d45564776a0b2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate 10V, Positive-QTOFsplash10-08gr-0006900000-5bc80087ce697bb07e5b2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate 20V, Positive-QTOFsplash10-0bti-0009300000-ef1eb19698da1f99209f2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate 40V, Positive-QTOFsplash10-0560-0019000000-5244a9c5f5f915de85ee2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate 10V, Negative-QTOFsplash10-001i-1002900000-c80adf27818b330ae3d72017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate 20V, Negative-QTOFsplash10-06sr-1009500000-7011599ded17b2ee58e32017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate 40V, Negative-QTOFsplash10-0a59-1049000000-905953b28ebe8ab1e8382017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate 10V, Positive-QTOFsplash10-001i-0005900000-fc31efd7e4281f0a4e1c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate 20V, Positive-QTOFsplash10-0a4r-0019400000-67e5718962c9c355cd8e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate 40V, Positive-QTOFsplash10-0a59-0269000000-ec2c3367bbb17d2e3ecc2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate 10V, Negative-QTOFsplash10-001i-0102900000-da2908eb654c0930daf62021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate 20V, Negative-QTOFsplash10-056r-2913300000-9a83b19f224f6caaa5812021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate 40V, Negative-QTOFsplash10-004i-0900000000-0dba40d354fa6a5575e02021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
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 IDNot Available
KEGG Compound IDC01244
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound192726
PDB IDNot Available
ChEBI ID17131
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 ReferencesNot Available

Enzymes

Enzyme Details
1. Malate dehydrogenase, cytoplasmic
General function:
Involved in oxidoreductase activity, acting on the CH-OH group of donors, NAD or NADP as acceptor
Specific function:
Not Available
Gene Name:
MDH1
Uniprot ID:
P40925
Molecular weight:
38627.255
Reactions
3-(3,5-Diiodo-4-hydroxyphenyl)lactate + NAD → 3-(3,5-Diiodo-4-hydroxyphenyl)pyruvate + NADHdetails