Np mrd loader

Showing NP-Card for Indolepyruvate (NP0001305)

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Record Information
Version2.0
Created at2013-05-17 01:24:10 UTC
Updated at2024-09-17 15:44:51 UTC
NP-MRD IDNP0001305
Secondary Accession NumbersNone
Natural Product Identification
Common NameIndolepyruvate
DescriptionThe thiamin diphosphate (ThDP)-dependent enzyme indolepyruvate decarboxylase (IPDC) is involved in the biosynthetic pathway of the phytohormone 3-indoleacetic acid and catalyzes the nonoxidative decarboxylation of 3-indolepyruvate to 3-indoleacetaldehyde and carbon dioxide. (PMID:15835904 )  In addition, the enzyme was compared with the phenylpyruvate decarboxylase from Azospirillum brasilense and the indolepyruvate decarboxylase from Enterobacter cloacae. (PMID:21501384 ) Indole-3-pyruvate is a microbial metabolite, urinary indole-3-pyruvate is produced by Clostridium sporogenes (PMID:29168502 ) And Trypanasoma brucei (PMID:27856732 ).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001305 (Indolepyruvate)


  Mrv1652307222018322D          

 15 16  0  0  0  0            999 V2000
   -1.6433    0.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8982   -0.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3462   -1.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5392   -0.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4239    1.1418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8363    0.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2843   -0.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4693    0.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3830    0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1838   -0.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8982    0.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8982    0.9748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6127   -0.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6127   -1.0876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3271    0.1499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  8 10  1  0  0  0  0
  4  7  1  0  0  0  0
  6  1  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 10 11  1  0  0  0  0
 11 13  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
Download

3D MOL for NP0001305 (Indolepyruvate)

HMDB0060484
     RDKit          3D
Indolepyruvate
 24 25  0  0  0  0  0  0  0  0999 V2000
    3.5592   -1.7883    0.4523 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4369   -0.5078    0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2873    0.1905    1.3137 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4056    0.1292   -0.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3601    1.4093   -0.2844 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4386   -0.6127   -1.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1281   -0.7934   -0.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3614   -1.9830    0.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5764   -1.7559    0.5514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9085   -0.4479    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0276    0.2900    0.6945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1438    1.6368    0.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0861    2.2205   -0.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9612    1.4984   -0.5714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8364    0.1577   -0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2721    0.2105    1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2914   -0.1079   -2.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8387   -1.5952   -1.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2329   -2.8894    0.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1889   -2.4808    1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8613   -0.2114    1.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0528    2.1720    0.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0968    3.2638   -0.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1494    1.9952   -1.0840 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
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  7  1  0
 15 10  1  0
  3 16  1  0
  6 17  1  0
  6 18  1  0
  8 19  1  0
  9 20  1  0
 11 21  1  0
 12 22  1  0
 13 23  1  0
 14 24  1  0
M  END
Download

3D SDF for NP0001305 (Indolepyruvate)


  Mrv1652307222018322D          

 15 16  0  0  0  0            999 V2000
   -1.6433    0.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8982   -0.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3462   -1.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5392   -0.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4239    1.1418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8363    0.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2843   -0.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4693    0.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3830    0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1838   -0.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8982    0.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8982    0.9748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6127   -0.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6127   -1.0876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3271    0.1499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  8 10  1  0  0  0  0
  4  7  1  0  0  0  0
  6  1  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 10 11  1  0  0  0  0
 11 13  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0001305

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C(=O)CC1=CNC2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C11H9NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H,14,15)

> <INCHI_KEY>
RSTKLPZEZYGQPY-UHFFFAOYSA-N

> <FORMULA>
C11H9NO3

> <MOLECULAR_WEIGHT>
203.1941

> <EXACT_MASS>
203.058243159

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
19.72292001680295

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(1H-indol-3-yl)-2-oxopropanoic acid

> <ALOGPS_LOGP>
1.71

> <JCHEM_LOGP>
1.9989757659999996

> <ALOGPS_LOGS>
-2.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.040628284598952

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4941090875988134

> <JCHEM_PKA_STRONGEST_BASIC>
-9.759146672079298

> <JCHEM_POLAR_SURFACE_AREA>
70.16

> <JCHEM_REFRACTIVITY>
53.79810000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(indol-3-yl)pyruvic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0001305 (Indolepyruvate)

HMDB0060484
     RDKit          3D
Indolepyruvate
 24 25  0  0  0  0  0  0  0  0999 V2000
    3.5592   -1.7883    0.4523 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4369   -0.5078    0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2873    0.1905    1.3137 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4056    0.1292   -0.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3601    1.4093   -0.2844 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4386   -0.6127   -1.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1281   -0.7934   -0.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3614   -1.9830    0.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5764   -1.7559    0.5514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9085   -0.4479    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0276    0.2900    0.6945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1438    1.6368    0.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0861    2.2205   -0.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9612    1.4984   -0.5714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8364    0.1577   -0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2721    0.2105    1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2914   -0.1079   -2.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8387   -1.5952   -1.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2329   -2.8894    0.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1889   -2.4808    1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8613   -0.2114    1.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0528    2.1720    0.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0968    3.2638   -0.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1494    1.9952   -1.0840 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
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  7  1  0
 15 10  1  0
  3 16  1  0
  6 17  1  0
  6 18  1  0
  8 19  1  0
  9 20  1  0
 11 21  1  0
 12 22  1  0
 13 23  1  0
 14 24  1  0
M  END
Download

PDB for NP0001305 (Indolepyruvate)

HEADER    PROTEIN                                 22-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUL-20         0                                  
HETATM    1  C   UNK     0      -3.067   0.477   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.543  -0.987   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.513  -2.131   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.007  -1.811   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -0.791   2.131   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.561   0.798   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.531  -0.347   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.876   0.280   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.715   1.811   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.210  -0.490   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.543   0.280   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.543   1.820   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.877  -0.490   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.877  -2.030   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.211   0.280   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    7                                                       
CONECT    5    6    9                                                       
CONECT    6    7    5    1                                                  
CONECT    7    6    8    4                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    5                                                       
CONECT   10    8   11                                                       
CONECT   11   10   13   12                                                  
CONECT   12   11                                                            
CONECT   13   14   15   11                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END
Download

3D PDB for NP0001305 (Indolepyruvate)

COMPND    HMDB0060484
HETATM    1  O1  UNL     1       3.559  -1.788   0.452  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.437  -0.508   0.497  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.287   0.190   1.314  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.406   0.129  -0.311  1.00  0.00           C  
HETATM    5  O3  UNL     1       2.360   1.409  -0.284  1.00  0.00           O  
HETATM    6  C3  UNL     1       1.439  -0.613  -1.128  1.00  0.00           C  
HETATM    7  C4  UNL     1       0.128  -0.793  -0.481  1.00  0.00           C  
HETATM    8  C5  UNL     1      -0.361  -1.983   0.053  1.00  0.00           C  
HETATM    9  N1  UNL     1      -1.576  -1.756   0.551  1.00  0.00           N  
HETATM   10  C6  UNL     1      -1.908  -0.448   0.363  1.00  0.00           C  
HETATM   11  C7  UNL     1      -3.028   0.290   0.695  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.144   1.637   0.406  1.00  0.00           C  
HETATM   13  C9  UNL     1      -2.086   2.220  -0.233  1.00  0.00           C  
HETATM   14  C10 UNL     1      -0.961   1.498  -0.571  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.836   0.158  -0.287  1.00  0.00           C  
HETATM   16  H1  UNL     1       5.272   0.210   1.114  1.00  0.00           H  
HETATM   17  H2  UNL     1       1.291  -0.108  -2.135  1.00  0.00           H  
HETATM   18  H3  UNL     1       1.839  -1.595  -1.388  1.00  0.00           H  
HETATM   19  H4  UNL     1       0.233  -2.889   0.015  1.00  0.00           H  
HETATM   20  H5  UNL     1      -2.189  -2.481   1.025  1.00  0.00           H  
HETATM   21  H6  UNL     1      -3.861  -0.211   1.208  1.00  0.00           H  
HETATM   22  H7  UNL     1      -4.053   2.172   0.693  1.00  0.00           H  
HETATM   23  H8  UNL     1      -2.097   3.264  -0.484  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.149   1.995  -1.084  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   20
CONECT   10   11   11   15
CONECT   11   12   21
CONECT   12   13   13   22
CONECT   13   14   23
CONECT   14   15   15   24
END
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SMILES for NP0001305 (Indolepyruvate)

OC(=O)C(=O)CC1=CNC2=C1C=CC=C2
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INCHI for NP0001305 (Indolepyruvate)

InChI=1S/C11H9NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H,14,15)
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View in JSmolView NMR Assignments
Synonyms
ValueSource
Indole-3-pyruvic acidChEBI
Indolepyruvic acidChEBI
(indol-3-yl)PyruvateKegg
Indole-3-pyruvateKegg
3-(indol-3-yl)PyruvateKegg
(indol-3-yl)Pyruvic acidGenerator
3-(indol-3-yl)Pyruvic acidGenerator
indol-3-yl Pyruvic acidHMDB
1H-Indole-3-pyruvic acidHMDB
3-(1H-indol-3-yl)-2-Oxopropanoic acidHMDB
3-(1H-indol-3-yl)-2-Oxopropionic acidHMDB
3-(3-Indolyl)-2-oxopropanoic acidHMDB
3-(3-Indolyl)-2-oxopropionic acidHMDB
3-(3-Indolyl)pyruvic acidHMDB
3-Indole-2-oxopropanoateHMDB
3-Indole-2-oxopropionateHMDB
3-Indolylpyroracemic acidHMDB
3-Indolylpyruvic acidHMDB
IPAHMDB
Indolyl-3-pyruvateHMDB
alpha-oxo-1H-Indole-3-propanoic acidHMDB
alpha-oxo-1H-Indole-3-propionic acidHMDB
beta-Indolepyruvic acidHMDB
beta-Indolylpyruvic acidHMDB
Α-oxo-1H-indole-3-propanoic acidHMDB
Α-oxo-1H-indole-3-propionic acidHMDB
Β-indolepyruvic acidHMDB
Β-indolylpyruvic acidHMDB
IndolepyruvateHMDB, Generator
Chemical FormulaC11H9NO3
Average Mass203.1941 Da
Monoisotopic Mass203.05824 Da
IUPAC Name3-(1H-indol-3-yl)-2-oxopropanoic acid
Traditional Name3-(indol-3-yl)pyruvic acid
CAS Registry Number35656-49-6
SMILES
OC(=O)C(=O)CC1=CNC2=CC=CC=C12
InChI Identifier
InChI=1S/C11H9NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H,14,15)
InChI KeyRSTKLPZEZYGQPY-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Solanum lycopersicumKNApSAcK Database
Trypanosoma bruceiLOTUS Database
Species Where Detected
Species NameSourceReference
Aspergillus nidulansKNApSAcK Database
Aspergillus terreusKNApSAcK Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndolyl carboxylic acids and derivatives
Direct ParentIndolyl carboxylic acids and derivatives
Alternative Parents
Substituents
  • Indolyl carboxylic acid derivative
  • 3-alkylindole
  • Indole
  • Alpha-keto acid
  • Keto acid
  • Substituted pyrrole
  • Benzenoid
  • Alpha-hydroxy ketone
  • Pyrrole
  • Heteroaromatic compound
  • Ketone
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Azacycle
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility37160 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.24 g/LALOGPS
logP1.71ALOGPS
logP2ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)3.49ChemAxon
pKa (Strongest Basic)-9.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area70.16 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity53.8 m³·mol⁻¹ChemAxon
Polarizability19.72 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0060484
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB030941
KNApSAcK IDC00007571
Chemspider ID781
KEGG Compound IDC00331
BioCyc IDINDOLE_PYRUVATE
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound803
PDB ID3IO
ChEBI ID29750
Good Scents IDrw1251541
References
General References
  1. Schutz A, Golbik R, Konig S, Hubner G, Tittmann K: Intermediates and transition states in thiamin diphosphate-dependent decarboxylases. A kinetic and NMR study on wild-type indolepyruvate decarboxylase and variants using indolepyruvate, benzoylformate, and pyruvate as substrates. Biochemistry. 2005 Apr 26;44(16):6164-79. [PubMed:15835904 ]
  2. Kneen MM, Stan R, Yep A, Tyler RP, Saehuan C, McLeish MJ: Characterization of a thiamin diphosphate-dependent phenylpyruvate decarboxylase from Saccharomyces cerevisiae. FEBS J. 2011 Jun;278(11):1842-53. doi: 10.1111/j.1742-4658.2011.08103.x. Epub 2011 Apr 18. [PubMed:21501384 ]
  3. McGettrick AF, Corcoran SE, Barry PJ, McFarland J, Cres C, Curtis AM, Franklin E, Corr SC, Mok KH, Cummins EP, Taylor CT, O'Neill LA, Nolan DP: Trypanosoma brucei metabolite indolepyruvate decreases HIF-1alpha and glycolysis in macrophages as a mechanism of innate immune evasion. Proc Natl Acad Sci U S A. 2016 Nov 29;113(48):E7778-E7787. doi: 10.1073/pnas.1608221113. Epub 2016 Nov 15. [PubMed:27856732 ]