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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 09:24:00 UTC

Update Date

2021-09-24 09:24:00 UTC

HMDB ID

HMDB0304387

Secondary Accession Numbers

None

Metabolite Identification

Common Name

indole-3-acetyl-tryptophan

Description

N-[1-carboxy-2-(1H-indol-3-yl)ethyl]-2-(1H-indol-3-yl)ethanecarboximidate belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Based on a literature review very few articles have been published on N-[1-carboxy-2-(1H-indol-3-yl)ethyl]-2-(1H-indol-3-yl)ethanecarboximidate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1533005141521452D          

 27 30  0  0  0  0            999 V2000
    4.8799   -1.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645   -0.8161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    0.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8799    0.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3950   -0.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700   -0.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1575   -1.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325   -1.1181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9200   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6825   -2.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1380   -2.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3095   -3.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0942   -3.6952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7072   -3.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357   -2.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7511   -2.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4049   -3.8527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0180   -3.3007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325   -2.5470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3950   -1.8326    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.1575   -2.5470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7084    1.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3215    1.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1061    1.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2776    0.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 11 19  2  0  0  0  0
  9 20  2  0  0  0  0
  7 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
  1  5  2  0  0  0  0
  4 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
  3 27  2  0  0  0  0
M  CHG  1  22  -1
M  END

HMDB0304387
     RDKit          3D
indole-3-acetyl-tryptophan
 45 48  0  0  0  0  0  0  0  0999 V2000
    1.5544    1.4997   -0.4483 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5247    0.5041   -1.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7856    0.0061   -1.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6250   -0.5585   -0.7274 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7723   -1.9104   -0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5976   -2.0318    0.5859 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0029   -0.8094    1.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8447   -0.3867    2.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0912    0.9586    2.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4982    1.9094    1.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6580    1.4591    0.4020 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3989    0.1060    0.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3075   -0.2168   -1.4310 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158    0.2965   -0.8115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0943    0.1128   -1.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3945    0.5745   -1.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0235    1.7608   -1.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1742    1.7798   -0.8178 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3209    0.6917   -0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3523    0.3102    0.7435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2773   -0.9154    1.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1839   -1.7211    1.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1781   -1.2997    0.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1980   -0.1036   -0.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9720   -0.3828    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5575    0.1452    1.4806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3617   -1.6100    0.6847 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.6233   -0.7521   -2.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2897    0.8762   -2.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2945   -2.7355   -0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9165   -2.9208    1.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2999   -1.1470    2.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7626    1.2191    3.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6898    2.9804    1.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1962    2.2093   -0.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3062   -1.0657   -2.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6841    1.3875   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -0.9948   -1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8582    0.5572   -2.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6568    2.5436   -2.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8580    2.5715   -0.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2244    0.9293    0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0943   -1.2143    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1221   -2.6634    1.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3153   -1.9488    0.2339 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
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 14 25  1  0
 25 26  2  0
 25 27  1  0
 12  4  1  0
 24 16  1  0
 12  7  1  0
 24 19  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 18 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 23 45  1  0
M  CHG  1  27  -1
M  END


  Mrv1533005141521452D          

 27 30  0  0  0  0            999 V2000
    4.8799   -1.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645   -0.8161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    0.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8799    0.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3950   -0.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700   -0.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1575   -1.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325   -1.1181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9200   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6825   -2.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1380   -2.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3095   -3.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0942   -3.6952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7072   -3.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357   -2.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7511   -2.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4049   -3.8527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0180   -3.3007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325   -2.5470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3950   -1.8326    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.1575   -2.5470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7084    1.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3215    1.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1061    1.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2776    0.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 11 19  2  0  0  0  0
  9 20  2  0  0  0  0
  7 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
  1  5  2  0  0  0  0
  4 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
  3 27  2  0  0  0  0
M  CHG  1  22  -1
M  END
> <DATABASE_ID>
HMDB0304387

> <DATABASE_NAME>
hmdb

> <SMILES>
[O-]C(=O)C(CC1=CNC2=CC=CC=C12)NC(=O)CC1=CNC2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C21H19N3O3/c25-20(10-14-12-23-18-8-4-2-6-16(14)18)24-19(21(26)27)9-13-11-22-17-7-3-1-5-15(13)17/h1-8,11-12,19,22-23H,9-10H2,(H,24,25)(H,26,27)/p-1

> <INCHI_KEY>
FOSPCYZZRVNHJS-UHFFFAOYSA-M

> <FORMULA>
C21H18N3O3

> <MOLECULAR_WEIGHT>
360.394

> <EXACT_MASS>
360.135365032

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
37.2172473147934

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(1H-indol-3-yl)-2-[2-(1H-indol-3-yl)acetamido]propanoate

> <ALOGPS_LOGP>
3.18

> <JCHEM_LOGP>
2.9283254616666667

> <ALOGPS_LOGS>
-4.84

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.103855324672526

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.151161257303727

> <JCHEM_PKA_STRONGEST_BASIC>
-2.794426354562484

> <JCHEM_POLAR_SURFACE_AREA>
100.81

> <JCHEM_REFRACTIVITY>
112.29210000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.46e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(1H-indol-3-yl)-2-[2-(1H-indol-3-yl)acetamido]propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304387
     RDKit          3D
indole-3-acetyl-tryptophan
 45 48  0  0  0  0  0  0  0  0999 V2000
    1.5544    1.4997   -0.4483 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5247    0.5041   -1.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7856    0.0061   -1.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6250   -0.5585   -0.7274 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7723   -1.9104   -0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5976   -2.0318    0.5859 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0029   -0.8094    1.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8447   -0.3867    2.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0912    0.9586    2.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4982    1.9094    1.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6580    1.4591    0.4020 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3989    0.1060    0.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3075   -0.2168   -1.4310 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158    0.2965   -0.8115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0943    0.1128   -1.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3945    0.5745   -1.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0235    1.7608   -1.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1742    1.7798   -0.8178 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3209    0.6917   -0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3523    0.3102    0.7435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2773   -0.9154    1.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1839   -1.7211    1.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1781   -1.2997    0.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1980   -0.1036   -0.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9720   -0.3828    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5575    0.1452    1.4806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3617   -1.6100    0.6847 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.6233   -0.7521   -2.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2897    0.8762   -2.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2945   -2.7355   -0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9165   -2.9208    1.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2999   -1.1470    2.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7626    1.2191    3.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6898    2.9804    1.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1962    2.2093   -0.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3062   -1.0657   -2.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6841    1.3875   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -0.9948   -1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8582    0.5572   -2.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6568    2.5436   -2.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8580    2.5715   -0.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2244    0.9293    0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0943   -1.2143    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1221   -2.6634    1.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3153   -1.9488    0.2339 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
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 14 25  1  0
 25 26  2  0
 25 27  1  0
 12  4  1  0
 24 16  1  0
 12  7  1  0
 24 19  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 18 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 23 45  1  0
M  CHG  1  27  -1
M  END

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0       9.109  -1.999   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      10.574  -1.523   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      10.574   0.017   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.109   0.492   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.204  -0.753   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.664  -0.753   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.894  -2.087   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       4.354  -2.087   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       3.584  -3.421   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.044  -3.421   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.274  -4.754   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.258  -4.915   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.578  -6.422   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.042  -6.898   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.187  -5.867   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.867  -4.361   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.402  -3.885   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       0.756  -7.192   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       1.900  -6.161   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.354  -4.754   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.664  -3.421   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.204  -3.421   0.000  0.00  0.00           O-1
HETATM   23  O   UNK     0       5.894  -4.754   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.789   1.999   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.933   3.029   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.398   2.553   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.718   1.047   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   27                                                  
CONECT    4    3    5   24                                                  
CONECT    5    4    6    1                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   21                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   20                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   19                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   13   19                                                       
CONECT   19   18   11                                                       
CONECT   20    9                                                            
CONECT   21    7   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24    4   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26    3                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0304387
HETATM    1  O1  UNL     1       1.554   1.500  -0.448  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.525   0.504  -1.164  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.786   0.006  -1.785  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.625  -0.559  -0.727  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.772  -1.910  -0.448  1.00  0.00           C  
HETATM    6  N1  UNL     1       4.598  -2.032   0.586  1.00  0.00           N  
HETATM    7  C5  UNL     1       5.003  -0.809   1.002  1.00  0.00           C  
HETATM    8  C6  UNL     1       5.845  -0.387   2.010  1.00  0.00           C  
HETATM    9  C7  UNL     1       6.091   0.959   2.213  1.00  0.00           C  
HETATM   10  C8  UNL     1       5.498   1.909   1.406  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.658   1.459   0.402  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.399   0.106   0.186  1.00  0.00           C  
HETATM   13  N2  UNL     1       0.307  -0.217  -1.431  1.00  0.00           N  
HETATM   14  C11 UNL     1      -0.916   0.297  -0.812  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.094   0.113  -1.676  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.395   0.575  -1.180  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.023   1.761  -1.499  1.00  0.00           C  
HETATM   18  N3  UNL     1      -5.174   1.780  -0.818  1.00  0.00           N  
HETATM   19  C15 UNL     1      -5.321   0.692  -0.091  1.00  0.00           C  
HETATM   20  C16 UNL     1      -6.352   0.310   0.743  1.00  0.00           C  
HETATM   21  C17 UNL     1      -6.277  -0.915   1.406  1.00  0.00           C  
HETATM   22  C18 UNL     1      -5.184  -1.721   1.220  1.00  0.00           C  
HETATM   23  C19 UNL     1      -4.178  -1.300   0.378  1.00  0.00           C  
HETATM   24  C20 UNL     1      -4.198  -0.104  -0.298  1.00  0.00           C  
HETATM   25  C21 UNL     1      -0.972  -0.383   0.522  1.00  0.00           C  
HETATM   26  O2  UNL     1      -1.557   0.145   1.481  1.00  0.00           O  
HETATM   27  O3  UNL     1      -0.362  -1.610   0.685  1.00  0.00           O1-
HETATM   28  H1  UNL     1       2.623  -0.752  -2.562  1.00  0.00           H  
HETATM   29  H2  UNL     1       3.290   0.876  -2.255  1.00  0.00           H  
HETATM   30  H3  UNL     1       3.294  -2.736  -0.983  1.00  0.00           H  
HETATM   31  H4  UNL     1       4.916  -2.921   1.044  1.00  0.00           H  
HETATM   32  H5  UNL     1       6.300  -1.147   2.632  1.00  0.00           H  
HETATM   33  H6  UNL     1       6.763   1.219   3.019  1.00  0.00           H  
HETATM   34  H7  UNL     1       5.690   2.980   1.557  1.00  0.00           H  
HETATM   35  H8  UNL     1       4.196   2.209  -0.230  1.00  0.00           H  
HETATM   36  H9  UNL     1       0.306  -1.066  -2.041  1.00  0.00           H  
HETATM   37  H10 UNL     1      -0.684   1.388  -0.620  1.00  0.00           H  
HETATM   38  H11 UNL     1      -2.223  -0.995  -1.876  1.00  0.00           H  
HETATM   39  H12 UNL     1      -1.858   0.557  -2.691  1.00  0.00           H  
HETATM   40  H13 UNL     1      -3.657   2.544  -2.184  1.00  0.00           H  
HETATM   41  H14 UNL     1      -5.858   2.572  -0.875  1.00  0.00           H  
HETATM   42  H15 UNL     1      -7.224   0.929   0.901  1.00  0.00           H  
HETATM   43  H16 UNL     1      -7.094  -1.214   2.066  1.00  0.00           H  
HETATM   44  H17 UNL     1      -5.122  -2.663   1.730  1.00  0.00           H  
HETATM   45  H18 UNL     1      -3.315  -1.949   0.234  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   13
CONECT    3    4   28   29
CONECT    4    5    5   12
CONECT    5    6   30
CONECT    6    7   31
CONECT    7    8    8   12
CONECT    8    9   32
CONECT    9   10   10   33
CONECT   10   11   34
CONECT   11   12   12   35
CONECT   13   14   36
CONECT   14   15   25   37
CONECT   15   16   38   39
CONECT   16   17   17   24
CONECT   17   18   40
CONECT   18   19   41
CONECT   19   20   20   24
CONECT   20   21   42
CONECT   21   22   22   43
CONECT   22   23   44
CONECT   23   24   24   45
CONECT   25   26   26   27
END

HMDB0304387
     RDKit          3D
indole-3-acetyl-tryptophan
 45 48  0  0  0  0  0  0  0  0999 V2000
    1.5544    1.4997   -0.4483 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5247    0.5041   -1.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7856    0.0061   -1.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6250   -0.5585   -0.7274 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7723   -1.9104   -0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5976   -2.0318    0.5859 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0029   -0.8094    1.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8447   -0.3867    2.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0912    0.9586    2.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4982    1.9094    1.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6580    1.4591    0.4020 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3989    0.1060    0.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3075   -0.2168   -1.4310 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9158    0.2965   -0.8115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0943    0.1128   -1.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3945    0.5745   -1.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0235    1.7608   -1.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1742    1.7798   -0.8178 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3209    0.6917   -0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3523    0.3102    0.7435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2773   -0.9154    1.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1839   -1.7211    1.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1781   -1.2997    0.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1980   -0.1036   -0.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9720   -0.3828    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5575    0.1452    1.4806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3617   -1.6100    0.6847 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.6233   -0.7521   -2.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2897    0.8762   -2.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2945   -2.7355   -0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9165   -2.9208    1.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2999   -1.1470    2.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7626    1.2191    3.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6898    2.9804    1.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1962    2.2093   -0.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3062   -1.0657   -2.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6841    1.3875   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -0.9948   -1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8582    0.5572   -2.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6568    2.5436   -2.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8580    2.5715   -0.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2244    0.9293    0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0943   -1.2143    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1221   -2.6634    1.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3153   -1.9488    0.2339 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
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 14 25  1  0
 25 26  2  0
 25 27  1  0
 12  4  1  0
 24 16  1  0
 12  7  1  0
 24 19  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 18 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 23 45  1  0
M  CHG  1  27  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-[1-Carboxy-2-(1H-indol-3-yl)ethyl]-2-(1H-indol-3-yl)ethanecarboximidic acid	Generator
Indole-3-acetyl-TRP	MetaCyc
IAA-TRP	MetaCyc

Chemical Formula

C₂₁H₁₈N₃O₃

Average Molecular Weight

360.394

Monoisotopic Molecular Weight

360.135365032

IUPAC Name

3-(1H-indol-3-yl)-2-[2-(1H-indol-3-yl)acetamido]propanoate

Traditional Name

3-(1H-indol-3-yl)-2-[2-(1H-indol-3-yl)acetamido]propanoate

CAS Registry Number

Not Available

SMILES

[O-]C(=O)C(CC1=CNC2=CC=CC=C12)NC(=O)CC1=CNC2=C1C=CC=C2

InChI Identifier

InChI=1S/C21H19N3O3/c25-20(10-14-12-23-18-8-4-2-6-16(14)18)24-19(21(26)27)9-13-11-22-17-7-3-1-5-15(13)17/h1-8,11-12,19,22-23H,9-10H2,(H,24,25)(H,26,27)/p-1

InChI Key

FOSPCYZZRVNHJS-UHFFFAOYSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
3-alkylindole
Indole
Indole or derivatives
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Secondary carboxylic acid amide
Carboxamide group
Monocarboxylic acid or derivatives
Carboxylic acid
Organoheterocyclic compound
Azacycle
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a small molecule (CPD-11230 )

Ontology

Not Available

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.18	ALOGPS
logP	2.93	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.15	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	100.81 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	112.29 m³·mol⁻¹	ChemAxon
Polarizability	37.22 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	187.252	32859911
AllCCS	[M+H-H2O]+	184.345	32859911
AllCCS	[M+Na]+	190.706	32859911
AllCCS	[M+NH4]+	189.936	32859911
AllCCS	[M-H]-	186.149	32859911
AllCCS	[M+Na-2H]-	185.691	32859911
AllCCS	[M+HCOO]-	185.335	32859911
DeepCCS	[M-2H]-	210.532	30932474
DeepCCS	[M+Na]+	185.731	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
indole-3-acetyl-tryptophan,1TMS,isomer #1	C[Si](C)(C)N1C=C(CC(NC(=O)CC2=C[NH]C3=CC=CC=C23)C(=O)[O-])C2=CC=CC=C21	3553.2	Semi standard non polar	33892256
indole-3-acetyl-tryptophan,1TMS,isomer #1	C[Si](C)(C)N1C=C(CC(NC(=O)CC2=C[NH]C3=CC=CC=C23)C(=O)[O-])C2=CC=CC=C21	3381.1	Standard non polar	33892256
indole-3-acetyl-tryptophan,1TMS,isomer #1	C[Si](C)(C)N1C=C(CC(NC(=O)CC2=C[NH]C3=CC=CC=C23)C(=O)[O-])C2=CC=CC=C21	4575.2	Standard polar	33892256
indole-3-acetyl-tryptophan,1TMS,isomer #2	C[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC1=C[NH]C2=CC=CC=C12)C(=O)[O-]	3522.6	Semi standard non polar	33892256
indole-3-acetyl-tryptophan,1TMS,isomer #2	C[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC1=C[NH]C2=CC=CC=C12)C(=O)[O-]	3351.9	Standard non polar	33892256
indole-3-acetyl-tryptophan,1TMS,isomer #2	C[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC1=C[NH]C2=CC=CC=C12)C(=O)[O-]	4626.0	Standard polar	33892256
indole-3-acetyl-tryptophan,1TMS,isomer #3	C[Si](C)(C)N1C=C(CC(=O)NC(CC2=C[NH]C3=CC=CC=C23)C(=O)[O-])C2=CC=CC=C21	3558.1	Semi standard non polar	33892256
indole-3-acetyl-tryptophan,1TMS,isomer #3	C[Si](C)(C)N1C=C(CC(=O)NC(CC2=C[NH]C3=CC=CC=C23)C(=O)[O-])C2=CC=CC=C21	3363.4	Standard non polar	33892256
indole-3-acetyl-tryptophan,1TMS,isomer #3	C[Si](C)(C)N1C=C(CC(=O)NC(CC2=C[NH]C3=CC=CC=C23)C(=O)[O-])C2=CC=CC=C21	4572.0	Standard polar	33892256
indole-3-acetyl-tryptophan,2TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)[O-]	3528.1	Semi standard non polar	33892256
indole-3-acetyl-tryptophan,2TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)[O-]	3435.1	Standard non polar	33892256
indole-3-acetyl-tryptophan,2TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)[O-]	4196.0	Standard polar	33892256
indole-3-acetyl-tryptophan,2TMS,isomer #2	C[Si](C)(C)N1C=C(CC(=O)NC(CC2=CN([Si](C)(C)C)C3=CC=CC=C23)C(=O)[O-])C2=CC=CC=C21	3530.4	Semi standard non polar	33892256
indole-3-acetyl-tryptophan,2TMS,isomer #2	C[Si](C)(C)N1C=C(CC(=O)NC(CC2=CN([Si](C)(C)C)C3=CC=CC=C23)C(=O)[O-])C2=CC=CC=C21	3405.2	Standard non polar	33892256
indole-3-acetyl-tryptophan,2TMS,isomer #2	C[Si](C)(C)N1C=C(CC(=O)NC(CC2=CN([Si](C)(C)C)C3=CC=CC=C23)C(=O)[O-])C2=CC=CC=C21	4163.2	Standard polar	33892256
indole-3-acetyl-tryptophan,2TMS,isomer #3	C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(CC1=C[NH]C2=CC=CC=C12)C(=O)[O-]	3516.4	Semi standard non polar	33892256
indole-3-acetyl-tryptophan,2TMS,isomer #3	C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(CC1=C[NH]C2=CC=CC=C12)C(=O)[O-]	3420.1	Standard non polar	33892256
indole-3-acetyl-tryptophan,2TMS,isomer #3	C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(CC1=C[NH]C2=CC=CC=C12)C(=O)[O-]	4195.3	Standard polar	33892256
indole-3-acetyl-tryptophan,3TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)[O-]	3544.9	Semi standard non polar	33892256
indole-3-acetyl-tryptophan,3TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)[O-]	3440.7	Standard non polar	33892256
indole-3-acetyl-tryptophan,3TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)[O-]	3932.2	Standard polar	33892256
indole-3-acetyl-tryptophan,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C=C(CC(NC(=O)CC2=C[NH]C3=CC=CC=C23)C(=O)[O-])C2=CC=CC=C21	3786.1	Semi standard non polar	33892256
indole-3-acetyl-tryptophan,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C=C(CC(NC(=O)CC2=C[NH]C3=CC=CC=C23)C(=O)[O-])C2=CC=CC=C21	3571.2	Standard non polar	33892256
indole-3-acetyl-tryptophan,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C=C(CC(NC(=O)CC2=C[NH]C3=CC=CC=C23)C(=O)[O-])C2=CC=CC=C21	4549.1	Standard polar	33892256
indole-3-acetyl-tryptophan,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC1=C[NH]C2=CC=CC=C12)C(=O)[O-]	3817.4	Semi standard non polar	33892256
indole-3-acetyl-tryptophan,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC1=C[NH]C2=CC=CC=C12)C(=O)[O-]	3574.2	Standard non polar	33892256
indole-3-acetyl-tryptophan,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC1=C[NH]C2=CC=CC=C12)C(=O)[O-]	4566.4	Standard polar	33892256
indole-3-acetyl-tryptophan,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C=C(CC(=O)NC(CC2=C[NH]C3=CC=CC=C23)C(=O)[O-])C2=CC=CC=C21	3785.0	Semi standard non polar	33892256
indole-3-acetyl-tryptophan,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C=C(CC(=O)NC(CC2=C[NH]C3=CC=CC=C23)C(=O)[O-])C2=CC=CC=C21	3553.2	Standard non polar	33892256
indole-3-acetyl-tryptophan,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C=C(CC(=O)NC(CC2=C[NH]C3=CC=CC=C23)C(=O)[O-])C2=CC=CC=C21	4545.6	Standard polar	33892256
indole-3-acetyl-tryptophan,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)[O-]	4001.5	Semi standard non polar	33892256
indole-3-acetyl-tryptophan,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)[O-]	3831.6	Standard non polar	33892256
indole-3-acetyl-tryptophan,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)[O-]	4215.6	Standard polar	33892256
indole-3-acetyl-tryptophan,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C(CC(=O)NC(CC2=CN([Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C(=O)[O-])C2=CC=CC=C21	3961.9	Semi standard non polar	33892256
indole-3-acetyl-tryptophan,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C(CC(=O)NC(CC2=CN([Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C(=O)[O-])C2=CC=CC=C21	3778.2	Standard non polar	33892256
indole-3-acetyl-tryptophan,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C(CC(=O)NC(CC2=CN([Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C(=O)[O-])C2=CC=CC=C21	4198.5	Standard polar	33892256
indole-3-acetyl-tryptophan,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(CC1=C[NH]C2=CC=CC=C12)C(=O)[O-]	3986.0	Semi standard non polar	33892256
indole-3-acetyl-tryptophan,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(CC1=C[NH]C2=CC=CC=C12)C(=O)[O-]	3822.6	Standard non polar	33892256
indole-3-acetyl-tryptophan,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(CC1=C[NH]C2=CC=CC=C12)C(=O)[O-]	4214.1	Standard polar	33892256
indole-3-acetyl-tryptophan,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)[O-]	4159.0	Semi standard non polar	33892256
indole-3-acetyl-tryptophan,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)[O-]	3971.1	Standard non polar	33892256
indole-3-acetyl-tryptophan,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)[O-]	4045.3	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - indole-3-acetyl-tryptophan 10V, Negative-QTOF	splash10-03di-0019000000-32a69f19c1d167c788f4	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - indole-3-acetyl-tryptophan 20V, Negative-QTOF	splash10-07m3-1978000000-e196077bd3f7e7e10e0a	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - indole-3-acetyl-tryptophan 40V, Negative-QTOF	splash10-06ec-2900000000-936b2e5ca01ebba1a713	2019-02-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030932

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for indole-3-acetyl-tryptophan (HMDB0304387)

MOL for HMDB0304387 (indole-3-acetyl-tryptophan)

3D MOL for HMDB0304387 (indole-3-acetyl-tryptophan)

3D SDF for HMDB0304387 (indole-3-acetyl-tryptophan)

3D-SDF for HMDB0304387 (indole-3-acetyl-tryptophan)

PDB for HMDB0304387 (indole-3-acetyl-tryptophan)

3D PDB for HMDB0304387 (indole-3-acetyl-tryptophan)

SMILES for HMDB0304387 (indole-3-acetyl-tryptophan)

INCHI for HMDB0304387 (indole-3-acetyl-tryptophan)

Structure for HMDB0304387 (indole-3-acetyl-tryptophan)

3D Structure for HMDB0304387 (indole-3-acetyl-tryptophan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra