Showing metabocard for INDOLEACETAMIDE (MMDBc0010040)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-15 02:21:26 UTC
Update Date2024-04-30 19:34:20 UTC
Metabolite IDMMDBc0010040
Metabolite Identification
Common NameINDOLEACETAMIDE
DescriptionIndole-3-acetamide, also known as auxin amide, belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Indole-3-acetamide has been detected, but not quantified in, several different foods, such as lemon grasses (Cymbopogon citratus), green onion, calabashes (Lagenaria siceraria), grass peas (Lathyrus sativus), and summer grapes (Vitis aestivalis). This could make indole-3-acetamide a potential biomarker for the consumption of these foods. Indole-3-acetamide is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Indole-3-acetamide.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f47055c16f8>


  Mrv1652305052017392D          

 13 14  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 N   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
 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 #<Metabolite:0x00007f47055c16f8>

HMDB0029739
     RDKit          3D
Indole-3-acetamide
 23 24  0  0  0  0  0  0  0  0999 V2000
   -2.8874    1.3714    0.3947 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6868   -0.0179    0.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3442   -0.7606    1.0966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8087   -0.6956   -0.6985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5051   -1.0510   -0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0708   -2.2435    0.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2095   -2.0699    0.8035 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5542   -0.7879    0.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7177   -0.0672    0.8574 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8037    1.2705    0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7402    1.9158   -0.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5662    1.2515   -0.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5183   -0.0929    0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1967    1.9050   -0.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7393    1.9070    1.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6126   -0.0997   -1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3344   -1.6280   -1.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5844   -3.2060    0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8024   -2.7964    1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5573   -0.5623    1.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7415    1.7505    0.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8471    2.9664   -0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2878    1.7409   -0.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  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
  1 14  1  0
  1 15  1  0
  4 16  1  0
  4 17  1  0
  6 18  1  0
  7 19  1  0
  9 20  1  0
 10 21  1  0
 11 22  1  0
 12 23  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f47055c16f8>


  Mrv1652305052017392D          

 13 14  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 N   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
 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>
MMDBc0010040

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H10N2O/c11-10(13)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H2,11,13)

> <INCHI_KEY>
ZOAMBXDOGPRZLP-UHFFFAOYSA-N

> <FORMULA>
C10H10N2O

> <MOLECULAR_WEIGHT>
174.1992

> <EXACT_MASS>
174.079312952

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
18.225110654059137

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.17

> <JCHEM_LOGP>
0.9028134846666664

> <ALOGPS_LOGS>
-2.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.93598196036075

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.943467257936039

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7379629363377562

> <JCHEM_POLAR_SURFACE_AREA>
58.88

> <JCHEM_REFRACTIVITY>
50.27430000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.67e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
indole-3-acetamide

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f47055c16f8>

HMDB0029739
     RDKit          3D
Indole-3-acetamide
 23 24  0  0  0  0  0  0  0  0999 V2000
   -2.8874    1.3714    0.3947 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6868   -0.0179    0.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3442   -0.7606    1.0966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8087   -0.6956   -0.6985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5051   -1.0510   -0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0708   -2.2435    0.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2095   -2.0699    0.8035 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5542   -0.7879    0.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7177   -0.0672    0.8574 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8037    1.2705    0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7402    1.9158   -0.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5662    1.2515   -0.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5183   -0.0929    0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1967    1.9050   -0.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7393    1.9070    1.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6126   -0.0997   -1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3344   -1.6280   -1.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5844   -3.2060    0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8024   -2.7964    1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5573   -0.5623    1.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7415    1.7505    0.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8471    2.9664   -0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2878    1.7409   -0.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  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
  1 14  1  0
  1 15  1  0
  4 16  1  0
  4 17  1  0
  6 18  1  0
  7 19  1  0
  9 20  1  0
 10 21  1  0
 11 22  1  0
 12 23  1  0
M  END
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PDB for #<Metabolite:0x00007f47055c16f8>

HEADER    PROTEIN                                 05-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-MAY-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  N   UNK     0       4.877  -0.490   0.000  0.00  0.00           N+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   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END
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3D PDB for #<Metabolite:0x00007f47055c16f8>

COMPND    HMDB0029739
HETATM    1  N1  UNL     1      -2.887   1.371   0.395  1.00  0.00           N  
HETATM    2  C1  UNL     1      -2.687  -0.018   0.266  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.344  -0.761   1.097  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.809  -0.696  -0.699  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.505  -1.051  -0.131  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.071  -2.244   0.352  1.00  0.00           C  
HETATM    7  N2  UNL     1       1.210  -2.070   0.803  1.00  0.00           N  
HETATM    8  C5  UNL     1       1.554  -0.788   0.592  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.718  -0.067   0.857  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.804   1.270   0.543  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.740   1.916  -0.040  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.566   1.252  -0.324  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.518  -0.093   0.009  1.00  0.00           C  
HETATM   14  H1  UNL     1      -3.197   1.905  -0.429  1.00  0.00           H  
HETATM   15  H2  UNL     1      -2.739   1.907   1.284  1.00  0.00           H  
HETATM   16  H3  UNL     1      -1.613  -0.100  -1.610  1.00  0.00           H  
HETATM   17  H4  UNL     1      -2.334  -1.628  -1.054  1.00  0.00           H  
HETATM   18  H5  UNL     1      -0.584  -3.206   0.410  1.00  0.00           H  
HETATM   19  H6  UNL     1       1.802  -2.796   1.232  1.00  0.00           H  
HETATM   20  H7  UNL     1       3.557  -0.562   1.307  1.00  0.00           H  
HETATM   21  H8  UNL     1       3.741   1.751   0.770  1.00  0.00           H  
HETATM   22  H9  UNL     1       1.847   2.966  -0.283  1.00  0.00           H  
HETATM   23  H10 UNL     1      -0.288   1.741  -0.772  1.00  0.00           H  
CONECT    1    2   14   15
CONECT    2    3    3    4
CONECT    4    5   16   17
CONECT    5    6    6   13
CONECT    6    7   18
CONECT    7    8   19
CONECT    8    9    9   13
CONECT    9   10   20
CONECT   10   11   11   21
CONECT   11   12   22
CONECT   12   13   13   23
END
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SMILES for #<Metabolite:0x00007f47055c16f8>

NC(=O)CC1=CNC2=C1C=CC=C2
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INCHI for #<Metabolite:0x00007f47055c16f8>

InChI=1S/C10H10N2O/c11-10(13)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H2,11,13)
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Synonyms
ValueSource
1H-Indole-3-acetamideChEBI
3-IndoleacetamideChEBI
IndoleacetamideChEBI
Auxin amideMeSH
(indol-3-yl)AcetamideHMDB
1-Indole-3-acetamideHMDB
2-(1H-Indol-3-yl)acetamideHMDB
2-(3-Indolyl)acetamideHMDB
3-IndolylacetamideHMDB
IAMHMDB
Indole-3-acetamideHMDB, KEGG
Indole-3-acetamide (6ci,8ci)HMDB
Indole-3-acetamide (8ci)HMDB
TSCHMDB
TSRHMDB
Molecular FormulaC10H10N2O
Average Mass174.1992
Monoisotopic Mass174.079312952
IUPAC Name2-(1H-indol-3-yl)acetamide
Traditional Nameindole-3-acetamide
CAS Registry NumberNot Available
SMILES
NC(=O)CC1=CNC2=C1C=CC=C2
InChI Identifier
InChI=1S/C10H10N2O/c11-10(13)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H2,11,13)
InChI KeyZOAMBXDOGPRZLP-UHFFFAOYSA-N