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Showing metabocard for Indole-3-acetamide (HMDB0029739)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:32:20 UTC
Update Date2023-02-21 17:19:11 UTC
HMDB IDHMDB0029739
Secondary Accession Numbers
  • HMDB29739
Metabolite Identification
Common NameIndole-3-acetamide
DescriptionIndole-3-acetamide, also known as 2-(3-indolyl)acetamide or IAM, 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 Alaska wild rhubarbs, lingonberries, butternut squash, pineapples, and agaves. Indole-3-acetamide is also found in the common pea and has been isolated from the etiolated seedlings of the black gram (Phaseolus mungo).
Structure
Data?1676999951
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0029739 (Indole-3-acetamide)


  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 HMDB0029739 (Indole-3-acetamide)

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 HMDB0029739 (Indole-3-acetamide)


  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>
HMDB0029739

> <DATABASE_NAME>
hmdb

> <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 HMDB0029739 (Indole-3-acetamide)

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

PDB for HMDB0029739 (Indole-3-acetamide)

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 HMDB0029739 (Indole-3-acetamide)

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 HMDB0029739 (Indole-3-acetamide)

NC(=O)CC1=CNC2=C1C=CC=C2
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INCHI for HMDB0029739 (Indole-3-acetamide)

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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View in JSmolView Stereo Labels
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
Chemical FormulaC10H10N2O
Average Molecular Weight174.1992
Monoisotopic Molecular Weight174.079312952
IUPAC Name2-(1H-indol-3-yl)acetamide
Traditional Nameindole-3-acetamide
CAS Registry Number879-37-8
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
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndoles
Direct Parent3-alkylindoles
Alternative Parents
Substituents
  • 3-alkylindole
  • Benzenoid
  • Substituted pyrrole
  • Heteroaromatic compound
  • Pyrrole
  • Azacycle
  • Carboximidic acid derivative
  • Carboximidic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point150 - 151 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility13440 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available136.0http://allccs.zhulab.cn/database/detail?ID=AllCCS00002125
[M+H]+Not Available137.4http://allccs.zhulab.cn/database/detail?ID=AllCCS00002125
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.25 g/LALOGPS
logP1.17ALOGPS
logP0.9ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)15.94ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.88 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity50.27 m³·mol⁻¹ChemAxon
Polarizability18.23 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+138.55831661259
DarkChem[M-H]-136.08231661259
DeepCCS[M+H]+136.03530932474
DeepCCS[M-H]-133.2630932474
DeepCCS[M-2H]-169.46630932474
DeepCCS[M+Na]+145.00430932474
AllCCS[M+H]+137.632859911
AllCCS[M+H-H2O]+133.232859911
AllCCS[M+NH4]+141.732859911
AllCCS[M+Na]+142.932859911
AllCCS[M-H]-137.632859911
AllCCS[M+Na-2H]-138.032859911
AllCCS[M+HCOO]-138.432859911

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. Predicted by Afia on May 17, 2022.3.29 minutes32390414
Predicted by Siyang on May 30, 202210.2472 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.56 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid40.8 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1380.3 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid341.1 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid115.9 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid193.2 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid215.8 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid317.1 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 Acid300.7 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)144.3 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid785.9 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid318.9 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1020.5 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid301.9 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid249.8 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate431.0 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA284.6 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water136.9 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Indole-3-acetamideNC(=O)CC1=CNC2=C1C=CC=C23254.5Standard polar33892256
Indole-3-acetamideNC(=O)CC1=CNC2=C1C=CC=C22059.5Standard non polar33892256
Indole-3-acetamideNC(=O)CC1=CNC2=C1C=CC=C22098.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Indole-3-acetamide,1TMS,isomer #1C[Si](C)(C)NC(=O)CC1=C[NH]C2=CC=CC=C122041.3Semi standard non polar33892256
Indole-3-acetamide,1TMS,isomer #1C[Si](C)(C)NC(=O)CC1=C[NH]C2=CC=CC=C121983.4Standard non polar33892256
Indole-3-acetamide,1TMS,isomer #2C[Si](C)(C)N1C=C(CC(N)=O)C2=CC=CC=C212083.3Semi standard non polar33892256
Indole-3-acetamide,1TMS,isomer #2C[Si](C)(C)N1C=C(CC(N)=O)C2=CC=CC=C211940.7Standard non polar33892256
Indole-3-acetamide,2TMS,isomer #1C[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C2165.8Semi standard non polar33892256
Indole-3-acetamide,2TMS,isomer #1C[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C2147.7Standard non polar33892256
Indole-3-acetamide,2TMS,isomer #2C[Si](C)(C)NC(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C122077.8Semi standard non polar33892256
Indole-3-acetamide,2TMS,isomer #2C[Si](C)(C)NC(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C122075.3Standard non polar33892256
Indole-3-acetamide,3TMS,isomer #1C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C2204.7Semi standard non polar33892256
Indole-3-acetamide,3TMS,isomer #1C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C2202.4Standard non polar33892256
Indole-3-acetamide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=O)CC1=C[NH]C2=CC=CC=C122281.3Semi standard non polar33892256
Indole-3-acetamide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=O)CC1=C[NH]C2=CC=CC=C122168.9Standard non polar33892256
Indole-3-acetamide,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C=C(CC(N)=O)C2=CC=CC=C212324.7Semi standard non polar33892256
Indole-3-acetamide,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C=C(CC(N)=O)C2=CC=CC=C212134.2Standard non polar33892256
Indole-3-acetamide,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C(C)(C)C2615.7Semi standard non polar33892256
Indole-3-acetamide,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C(C)(C)C2577.3Standard non polar33892256
Indole-3-acetamide,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C122510.1Semi standard non polar33892256
Indole-3-acetamide,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C122490.5Standard non polar33892256
Indole-3-acetamide,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C2793.6Semi standard non polar33892256
Indole-3-acetamide,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C2821.6Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Indole-3-acetamide GC-MS (3 TMS)splash10-000i-1940000000-2e0b818a401b68b37cb02014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Indole-3-acetamide GC-MS (2 TMS)splash10-0udi-1690000000-bd0b44e69af5595426d52014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Indole-3-acetamide GC-MS (Non-derivatized)splash10-000i-1940000000-2e0b818a401b68b37cb02017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Indole-3-acetamide GC-MS (Non-derivatized)splash10-0udi-1690000000-bd0b44e69af5595426d52017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Indole-3-acetamide GC-EI-TOF (Non-derivatized)splash10-0udi-0690000000-7d97254bac7f634f8ef62017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Indole-3-acetamide GC-EI-TOF (Non-derivatized)splash10-0006-0790000000-3baf5bdb295590ef5e302017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Indole-3-acetamide GC-EI-TOF (Non-derivatized)splash10-014i-0490000000-68d3c7497fdc144df3ff2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Indole-3-acetamide GC-EI-TOF (Non-derivatized)splash10-014i-0962600000-44dab9af3d483d3248602017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Indole-3-acetamide GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-1900000000-bee6d4f863595e61f64c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Indole-3-acetamide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-001i-4900000000-6404e04bc67c64bf01fe2015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Indole-3-acetamide LC-ESI-QQ , negative-QTOFsplash10-00di-0900000000-8e500497980b176c3b932017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Indole-3-acetamide LC-ESI-QQ , negative-QTOFsplash10-0089-0900000000-7ed0e1427315880135e92017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Indole-3-acetamide LC-ESI-QQ , negative-QTOFsplash10-001i-0900000000-fc7d0772d90e4729aef22017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Indole-3-acetamide LC-ESI-QQ , negative-QTOFsplash10-0059-3900000000-f1a9ae54e7b833bbf7262017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Indole-3-acetamide LC-ESI-QQ , negative-QTOFsplash10-0006-9500000000-1c040087111497793e632017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Indole-3-acetamide , negative-QTOFsplash10-00e9-0900000000-9f05f0a7e9fe3835ecf32017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Indole-3-acetamide , positive-QTOFsplash10-001i-0900000000-67ccc2768cce859f24992017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Indole-3-acetamide 35V, Negative-QTOFsplash10-00e9-0900000000-40c799aeb47a282dda9e2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Indole-3-acetamide 10V, Negative-QTOFsplash10-00di-0900000000-94ea4a1c3d4e34debac92021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Indole-3-acetamide 20V, Positive-QTOFsplash10-001i-0900000000-c5a3e3d2da08ed3d6ab92021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Indole-3-acetamide 10V, Positive-QTOFsplash10-001i-0900000000-269e12170dc5be0e70732021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Indole-3-acetamide 35V, Negative-QTOFsplash10-001i-0900000000-c1b8fc03b1893c6c77322021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Indole-3-acetamide 40V, Positive-QTOFsplash10-0fc0-4900000000-8071bee81ef6d0157bee2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Indole-3-acetamide 35V, Positive-QTOFsplash10-001i-0900000000-0f6021a437dc4ae1d5892021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Indole-3-acetamide 35V, Positive-QTOFsplash10-001i-0900000000-2781bfef6ced20d656662021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Indole-3-acetamide 35V, Positive-QTOFsplash10-001i-0900000000-5de87672862d9a87ffad2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Indole-3-acetamide 40V, Negative-QTOFsplash10-0006-9000000000-a7211114eee7d20849642021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Indole-3-acetamide 20V, Negative-QTOFsplash10-001i-1900000000-3de8c91d628d34d622902021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Indole-3-acetamide 10V, Positive-QTOFsplash10-0a6r-0900000000-1f155ed0ed5f83f867252015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Indole-3-acetamide 20V, Positive-QTOFsplash10-0a59-0900000000-07eabe3745639209f1332015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Indole-3-acetamide 40V, Positive-QTOFsplash10-001i-1900000000-b726329bdc2f6e86c3312015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Indole-3-acetamide 10V, Negative-QTOFsplash10-00di-0900000000-a3d953ff50b9cf8574732015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Indole-3-acetamide 20V, Negative-QTOFsplash10-00ec-2900000000-945fb87e55e153b511602015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Indole-3-acetamide 40V, Negative-QTOFsplash10-0006-9300000000-8838f76ce5faa9a043372015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Indole-3-acetamide 10V, Negative-QTOFsplash10-00di-2900000000-10871b30e21061e9ad032021-09-21Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-17Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB08652
Phenol Explorer Compound IDNot Available
FooDB IDFDB000937
KNApSAcK IDC00000108
Chemspider ID386
KEGG Compound IDC02693
BioCyc IDCPD-237
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound397
PDB IDTSR
ChEBI ID16031
Food Biomarker OntologyNot Available
VMH IDIND3ACAM
MarkerDB IDNot Available
Good Scents IDrw1251491
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .