Showing metabocard for 3-(Hydroxyacetyl)-indole (MMDBc0003181)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-14 21:17:09 UTC
Update Date2025-01-16 05:37:02 UTC
Metabolite IDMMDBc0003181
Metabolite Identification
Common Name3-(Hydroxyacetyl)-indole
DescriptionHydroxymethyl indol-3-yl ketone is found in mushrooms. Hydroxymethyl indol-3-yl ketone is an alkaloid from liquid cultures of the fungus Lactarius deliciosus.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9228d29828>


  Mrv0541 05061310332D          

 13 14  0  0  0  0            999 V2000
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -0.8853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -0.5422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  3  2  0  0  0  0
  8  5  2  0  0  0  0
  8  7  1  0  0  0  0
  9  4  2  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  1  0  0  0  0
 12  6  1  0  0  0  0
 13 10  2  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f9228d29828>

HMDB0038628
     RDKit          3D
Hydroxymethyl indol-3-yl ketone
 22 23  0  0  0  0  0  0  0  0999 V2000
    2.9766    0.2789    1.5156 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0617   -0.1290    0.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4276   -1.1959   -0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7866   -1.5723   -0.0331 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7359    0.4522    0.7760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558    1.4928    1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9210    1.8065    1.4553 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4154    1.0162    0.4776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659    0.9440   -0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9035    0.0337   -1.0843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9300   -0.8196   -1.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6729   -0.7315   -0.9534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4041    0.1810    0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3126   -0.8406   -1.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8464   -2.1097   -0.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1490   -1.9258   -0.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0636    1.9230    2.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4713    2.5351    1.9565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4502    1.6254    0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8899   -0.0245   -1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1074   -1.5554   -2.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1158   -1.3844   -1.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  5  1  0
 13  8  1  0
  3 14  1  0
  3 15  1  0
  4 16  1  0
  6 17  1  0
  7 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f9228d29828>


  Mrv0541 05061310332D          

 13 14  0  0  0  0            999 V2000
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -0.8853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -0.5422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  3  2  0  0  0  0
  8  5  2  0  0  0  0
  8  7  1  0  0  0  0
  9  4  2  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  1  0  0  0  0
 12  6  1  0  0  0  0
 13 10  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0003181

> <DATABASE_NAME>
MIME

> <SMILES>
OCC(=O)C1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C10H9NO2/c12-6-10(13)8-5-11-9-4-2-1-3-7(8)9/h1-5,11-12H,6H2

> <INCHI_KEY>
IBLZDDPFMAFWKP-UHFFFAOYSA-N

> <FORMULA>
C10H9NO2

> <MOLECULAR_WEIGHT>
175.184

> <EXACT_MASS>
175.063328537

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
18.022118940493574

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-1-(1H-indol-3-yl)ethan-1-one

> <ALOGPS_LOGP>
1.23

> <JCHEM_LOGP>
0.8124072816666665

> <ALOGPS_LOGS>
-1.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.887871689929828

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.970763314133286

> <JCHEM_PKA_STRONGEST_BASIC>
-3.348616101667295

> <JCHEM_POLAR_SURFACE_AREA>
53.089999999999996

> <JCHEM_REFRACTIVITY>
49.2495

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.11e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-1-(1H-indol-3-yl)ethanone

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f9228d29828>

HMDB0038628
     RDKit          3D
Hydroxymethyl indol-3-yl ketone
 22 23  0  0  0  0  0  0  0  0999 V2000
    2.9766    0.2789    1.5156 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0617   -0.1290    0.7262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4276   -1.1959   -0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7866   -1.5723   -0.0331 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7359    0.4522    0.7760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558    1.4928    1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9210    1.8065    1.4553 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4154    1.0162    0.4776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659    0.9440   -0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9035    0.0337   -1.0843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9300   -0.8196   -1.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6729   -0.7315   -0.9534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4041    0.1810    0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3126   -0.8406   -1.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8464   -2.1097   -0.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1490   -1.9258   -0.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0636    1.9230    2.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4713    2.5351    1.9565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4502    1.6254    0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8899   -0.0245   -1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1074   -1.5554   -2.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1158   -1.3844   -1.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  5  1  0
 13  8  1  0
  3 14  1  0
  3 15  1  0
  4 16  1  0
  6 17  1  0
  7 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
Download

PDB for #<Metabolite:0x00007f9228d29828>

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.143  -0.188   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0      -0.332  -1.653   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       2.680  -1.012   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    7                                                       
CONECT    4    2    9                                                       
CONECT    5    8   11                                                       
CONECT    6   10   12                                                       
CONECT    7    3    8    9                                                  
CONECT    8    5    7   10                                                  
CONECT    9    4    7   11                                                  
CONECT   10    6    8   13                                                  
CONECT   11    5    9                                                       
CONECT   12    6                                                            
CONECT   13   10                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END
Download

3D PDB for #<Metabolite:0x00007f9228d29828>

COMPND    HMDB0038628
HETATM    1  O1  UNL     1       2.977   0.279   1.516  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.062  -0.129   0.726  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.428  -1.196  -0.211  1.00  0.00           C  
HETATM    4  O2  UNL     1       3.787  -1.572  -0.033  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.736   0.452   0.776  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.356   1.493   1.653  1.00  0.00           C  
HETATM    7  N1  UNL     1      -0.921   1.807   1.455  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.415   1.016   0.478  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.666   0.944  -0.091  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.904   0.034  -1.084  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.930  -0.820  -1.540  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.673  -0.731  -0.953  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.404   0.181   0.054  1.00  0.00           C  
HETATM   14  H1  UNL     1       2.313  -0.841  -1.259  1.00  0.00           H  
HETATM   15  H2  UNL     1       1.846  -2.110  -0.019  1.00  0.00           H  
HETATM   16  H3  UNL     1       4.149  -1.926  -0.900  1.00  0.00           H  
HETATM   17  H4  UNL     1       1.064   1.923   2.360  1.00  0.00           H  
HETATM   18  H5  UNL     1      -1.471   2.535   1.956  1.00  0.00           H  
HETATM   19  H6  UNL     1      -3.450   1.625   0.271  1.00  0.00           H  
HETATM   20  H7  UNL     1      -3.890  -0.025  -1.534  1.00  0.00           H  
HETATM   21  H8  UNL     1      -2.107  -1.555  -2.337  1.00  0.00           H  
HETATM   22  H9  UNL     1       0.116  -1.384  -1.284  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    5
CONECT    3    4   14   15
CONECT    4   16
CONECT    5    6    6   13
CONECT    6    7   17
CONECT    7    8   18
CONECT    8    9    9   13
CONECT    9   10   19
CONECT   10   11   11   20
CONECT   11   12   21
CONECT   12   13   13   22
END
Download

SMILES for #<Metabolite:0x00007f9228d29828>

OCC(=O)C1=CNC2=CC=CC=C12
Download

INCHI for #<Metabolite:0x00007f9228d29828>

InChI=1S/C10H9NO2/c12-6-10(13)8-5-11-9-4-2-1-3-7(8)9/h1-5,11-12H,6H2
Download
Synonyms
ValueSource
3-(Hydroxyacetyl)indoleChEMBL, HMDB, MeSH
3-(Hydroxylacetyl)-indoleChEMBL, HMDB
2-Hydroxy-1-(1H-indol-3-yl)-ethanoneHMDB
2-Hydroxy-1-(1H-indol-3-yl)ethanoneHMDB
2-Hydroxy-1-(1H-indol-3-yl)ethanone, 9ciHMDB
3-GlyceroindoleHMDB
Hydroxymethyl indol-3-yl ketone, 8ciHMDB
INDOLE-3-ketolHMDB
Molecular FormulaC10H9NO2
Average Mass175.184
Monoisotopic Mass175.063328537
IUPAC Name2-hydroxy-1-(1H-indol-3-yl)ethan-1-one
Traditional Name2-hydroxy-1-(1H-indol-3-yl)ethanone
CAS Registry NumberNot Available
SMILES
OCC(=O)C1=CNC2=CC=CC=C12
InChI Identifier
InChI=1S/C10H9NO2/c12-6-10(13)8-5-11-9-4-2-1-3-7(8)9/h1-5,11-12H,6H2
InChI KeyIBLZDDPFMAFWKP-UHFFFAOYSA-N