Showing metabocard for Indoxyl (MMDBc0048025)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-04-19 21:49:59 UTC
Update Date2024-04-30 20:35:12 UTC
Metabolite IDMMDBc0048025
Metabolite Identification
Common NameIndoxyl
DescriptionIndoxyl, also known as 1H-indol-3-ol, belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group. Indoxyl is isomeric with oxindol and is obtained as an oily liquid. Indoxyl exists in all living organisms, ranging from bacteria to humans. Indoxyl is obtained from indican, which is a glycoside. Obermayer's reagent is a dilute solution FeCl3 in hydrochloric acid. The hydrolysis of indican yields β-D-glucose and indoxyl. Indigo dye is a product of the reaction of indoxyl by a mild oxidizing agent such as atmospheric oxygen. In chemistry, indoxyl is a nitrogenous substance with the chemical formula: C8H7NO. Indoxyl can be found in urine and is titrated with Obermayer's reagent.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9239a245e0>


  Mrv1652305271900162D          

 10 11  0  0  0  0            999 V2000
   24.1110  -12.4368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8548  -14.5489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8548  -13.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0742  -14.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0742  -13.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3363  -13.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3596  -14.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3596  -13.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6451  -14.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6451  -13.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  6  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  2  0  0  0  0
  4  5  1  0  0  0  0
  4  7  2  0  0  0  0
  5  8  2  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 10  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f9239a245e0>

HMDB0004094
     RDKit          3D
Indoxyl
 17 18  0  0  0  0  0  0  0  0999 V2000
    2.9861   -0.0262   -0.0708 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6995   -0.5431   -0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3838   -1.8667   -0.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0427   -1.9483   -0.3250 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5185   -0.7519   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8255   -0.2904   -0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1280    1.0327    0.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0947    1.9231    0.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2136    1.4951    0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5215    0.1602    0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1148    0.9676    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0826   -2.7041   -0.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4693   -2.8481   -0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6024   -1.0570   -0.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1644    1.3270    0.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2911    2.9576    0.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0492    2.1726    0.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  2  1  0
 10  5  1  0
  1 11  1  0
  3 12  1  0
  4 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
  9 17  1  0
M  END
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3D SDF for #<Metabolite:0x00007f9239a245e0>


  Mrv1652305271900162D          

 10 11  0  0  0  0            999 V2000
   24.1110  -12.4368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8548  -14.5489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8548  -13.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0742  -14.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0742  -13.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3363  -13.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3596  -14.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3596  -13.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6451  -14.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6451  -13.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  6  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  2  0  0  0  0
  4  5  1  0  0  0  0
  4  7  2  0  0  0  0
  5  8  2  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 10  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0048025

> <DATABASE_NAME>
MIME

> <SMILES>
OC1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C8H7NO/c10-8-5-9-7-4-2-1-3-6(7)8/h1-5,9-10H

> <INCHI_KEY>
PCKPVGOLPKLUHR-UHFFFAOYSA-N

> <FORMULA>
C8H7NO

> <MOLECULAR_WEIGHT>
133.1473

> <EXACT_MASS>
133.052763851

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
13.780140299547636

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1H-indol-3-ol

> <ALOGPS_LOGP>
1.29

> <JCHEM_LOGP>
1.768442487333333

> <ALOGPS_LOGS>
-1.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.369886121128292

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.148720316813929

> <JCHEM_PKA_STRONGEST_BASIC>
-6.265104403410967

> <JCHEM_POLAR_SURFACE_AREA>
36.019999999999996

> <JCHEM_REFRACTIVITY>
39.1254

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.67e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
indoxyl

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f9239a245e0>

HMDB0004094
     RDKit          3D
Indoxyl
 17 18  0  0  0  0  0  0  0  0999 V2000
    2.9861   -0.0262   -0.0708 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6995   -0.5431   -0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3838   -1.8667   -0.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0427   -1.9483   -0.3250 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5185   -0.7519   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8255   -0.2904   -0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1280    1.0327    0.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0947    1.9231    0.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2136    1.4951    0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5215    0.1602    0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1148    0.9676    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0826   -2.7041   -0.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4693   -2.8481   -0.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6024   -1.0570   -0.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1644    1.3270    0.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2911    2.9576    0.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0492    2.1726    0.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  2  1  0
 10  5  1  0
  1 11  1  0
  3 12  1  0
  4 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
  9 17  1  0
M  END
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PDB for #<Metabolite:0x00007f9239a245e0>

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0      45.007 -23.215   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0      44.529 -27.158   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      44.529 -24.679   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      43.072 -26.688   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      43.072 -25.148   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      45.428 -25.918   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      41.738 -27.458   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      41.738 -24.378   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      40.404 -26.688   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      40.404 -25.148   0.000  0.00  0.00           C+0
CONECT    1    3                                                            
CONECT    2    4    6                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2    5    7                                                  
CONECT    5    3    4    8                                                  
CONECT    6    2    3                                                       
CONECT    7    4    9                                                       
CONECT    8    5   10                                                       
CONECT    9    7   10                                                       
CONECT   10    8    9                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   22    0
END
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3D PDB for #<Metabolite:0x00007f9239a245e0>

COMPND    HMDB0004094
HETATM    1  O1  UNL     1       2.986  -0.026  -0.071  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.699  -0.543  -0.128  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.384  -1.867  -0.341  1.00  0.00           C  
HETATM    4  N1  UNL     1       0.043  -1.948  -0.325  1.00  0.00           N  
HETATM    5  C3  UNL     1      -0.518  -0.752  -0.114  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.826  -0.290  -0.008  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.128   1.033   0.219  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.095   1.923   0.344  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.214   1.495   0.244  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.522   0.160   0.015  1.00  0.00           C  
HETATM   11  H1  UNL     1       3.115   0.968   0.092  1.00  0.00           H  
HETATM   12  H2  UNL     1       2.083  -2.704  -0.496  1.00  0.00           H  
HETATM   13  H3  UNL     1      -0.469  -2.848  -0.463  1.00  0.00           H  
HETATM   14  H4  UNL     1      -2.602  -1.057  -0.118  1.00  0.00           H  
HETATM   15  H5  UNL     1      -3.164   1.327   0.291  1.00  0.00           H  
HETATM   16  H6  UNL     1      -1.291   2.958   0.521  1.00  0.00           H  
HETATM   17  H7  UNL     1       1.049   2.173   0.338  1.00  0.00           H  
CONECT    1    2   11
CONECT    2    3    3   10
CONECT    3    4   12
CONECT    4    5   13
CONECT    5    6    6   10
CONECT    6    7   14
CONECT    7    8    8   15
CONECT    8    9   16
CONECT    9   10   10   17
END
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SMILES for #<Metabolite:0x00007f9239a245e0>

OC1=CNC2=CC=CC=C12
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INCHI for #<Metabolite:0x00007f9239a245e0>

InChI=1S/C8H7NO/c10-8-5-9-7-4-2-1-3-6(7)8/h1-5,9-10H
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Synonyms
ValueSource
1H-indol-3-OlChEBI
Molecular FormulaC8H7NO
Average Mass133.1473
Monoisotopic Mass133.052763851
IUPAC Name1H-indol-3-ol
Traditional Nameindoxyl
CAS Registry NumberNot Available
SMILES
OC1=CNC2=CC=CC=C12
InChI Identifier
InChI=1S/C8H7NO/c10-8-5-9-7-4-2-1-3-6(7)8/h1-5,9-10H
InChI KeyPCKPVGOLPKLUHR-UHFFFAOYSA-N