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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 09:23:07 UTC

Update Date

2021-09-24 09:23:07 UTC

HMDB ID

HMDB0304385

Secondary Accession Numbers

None

Metabolite Identification

Common Name

indole-3-acetyl-phenylalanine

Description

Indole-3-acetyl-phenylalanine is also known as iaa-phe. Indole-3-acetyl-phenylalanine is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Indole-3-acetyl-phenylalanine can be found in a number of food items such as blackcurrant, apricot, common grape, and roselle, which makes indole-3-acetyl-phenylalanine a potential biomarker for the consumption of these food products.

Structure

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

HMDB0304385
     RDKit          3D
indole-3-acetyl-phenylalanine
 41 43  0  0  0  0  0  0  0  0999 V2000
    1.2049   -0.4450   -1.4220 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4915   -0.0031   -0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0211    0.9980    0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4109    1.3864    0.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8093    2.5554   -0.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1482    2.5622   -0.5325 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6552    1.4279   -0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9403    0.9392    0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -0.2945    0.7547 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0405   -1.0005    1.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7500   -0.5284    1.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5719    0.6909    0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264   -0.4808   -0.3531 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347   -1.4683   -1.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6513   -0.9196   -1.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7000   -0.4758   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7122    0.8242   -0.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6998    1.2778    0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6755    0.4260    0.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6896   -0.8799    0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6911   -1.3198   -0.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7493   -2.7211   -0.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7882   -2.6777    0.7685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0017   -3.9337   -1.1039 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.3810    1.9052    0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9182    0.6772    1.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1957    3.3708   -0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7411    3.3224   -0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7979    1.5372   -0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1673   -0.6768    0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1863   -1.9713    1.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8839   -1.0783    1.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155   -0.1105    0.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6954   -1.7469   -1.9969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2806   -0.1151   -2.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0643   -1.7148   -2.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9736    1.5576   -0.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7138    2.2996    0.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4839    0.7177    1.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4651   -1.5552    0.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7517   -2.3584   -0.8893 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  2  0
 19 20  1  0
 20 21  2  0
 14 22  1  0
 22 23  2  0
 22 24  1  0
 12  4  1  0
 21 16  1  0
 12  7  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
M  CHG  1  24  -1
M  END


  Mrv1533005141513002D          

 24 26  0  0  0  0            999 V2000
    0.2570   -0.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0785   -1.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3340   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1590   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715   -2.5470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3965   -2.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8090   -3.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6340   -3.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465   -2.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8715   -2.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2840   -3.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8715   -3.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465   -3.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8090   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3965   -1.1181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6340   -1.8326    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.5715   -1.1181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8990   -1.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5121   -1.5839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2967   -1.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4683   -0.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8552    0.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0705   -0.2249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3561    0.1876    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  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  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  8 13  2  0  0  0  0
  6 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  4 17  2  0  0  0  0
  2 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  1 24  1  0  0  0  0
 18 23  2  0  0  0  0
M  CHG  1  16  -1
M  END
> <DATABASE_ID>
HMDB0304385

> <DATABASE_NAME>
hmdb

> <SMILES>
[O-]C(=O)C(CC1=CC=CC=C1)NC(=O)CC1=CNC2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C19H18N2O3/c22-18(11-14-12-20-16-9-5-4-8-15(14)16)21-17(19(23)24)10-13-6-2-1-3-7-13/h1-9,12,17,20H,10-11H2,(H,21,22)(H,23,24)/p-1

> <INCHI_KEY>
BUGQHORRADGONS-UHFFFAOYSA-M

> <FORMULA>
C19H17N2O3

> <MOLECULAR_WEIGHT>
321.357

> <EXACT_MASS>
321.124465995

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
33.33991080059597

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.68

> <JCHEM_LOGP>
2.8295634686666657

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.06363737777405

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.095968280816976

> <JCHEM_PKA_STRONGEST_BASIC>
-2.794394924537306

> <JCHEM_POLAR_SURFACE_AREA>
85.01999999999998

> <JCHEM_REFRACTIVITY>
101.20560000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304385
     RDKit          3D
indole-3-acetyl-phenylalanine
 41 43  0  0  0  0  0  0  0  0999 V2000
    1.2049   -0.4450   -1.4220 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4915   -0.0031   -0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0211    0.9980    0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4109    1.3864    0.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8093    2.5554   -0.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1482    2.5622   -0.5325 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6552    1.4279   -0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9403    0.9392    0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -0.2945    0.7547 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0405   -1.0005    1.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7500   -0.5284    1.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5719    0.6909    0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264   -0.4808   -0.3531 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347   -1.4683   -1.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6513   -0.9196   -1.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7000   -0.4758   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7122    0.8242   -0.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6998    1.2778    0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6755    0.4260    0.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6896   -0.8799    0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6911   -1.3198   -0.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7493   -2.7211   -0.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7882   -2.6777    0.7685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0017   -3.9337   -1.1039 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.3810    1.9052    0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9182    0.6772    1.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1957    3.3708   -0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7411    3.3224   -0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7979    1.5372   -0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1673   -0.6768    0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1863   -1.9713    1.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8839   -1.0783    1.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155   -0.1105    0.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6954   -1.7469   -1.9969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2806   -0.1151   -2.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0643   -1.7148   -2.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9736    1.5576   -0.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7138    2.2996    0.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4839    0.7177    1.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4651   -1.5552    0.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7517   -2.3584   -0.8893 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  2  0
 19 20  1  0
 20 21  2  0
 14 22  1  0
 22 23  2  0
 22 24  1  0
 12  4  1  0
 21 16  1  0
 12  7  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
M  CHG  1  24  -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       0.480  -0.680   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.147  -2.087   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.623  -3.421   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.163  -3.421   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.933  -4.754   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       4.473  -4.754   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.243  -6.088   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.783  -6.088   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.553  -4.754   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.093  -4.754   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.863  -6.088   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.093  -7.422   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.553  -7.422   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.243  -3.421   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.473  -2.087   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       6.783  -3.421   0.000  0.00  0.00           O-1
HETATM   17  O   UNK     0       2.933  -2.087   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.678  -1.926   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.823  -2.957   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.287  -2.481   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.607  -0.974   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.463   0.056   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.998  -0.420   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      -0.665   0.350   0.000  0.00  0.00           N+0
CONECT    1    2   24                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   17                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14    6   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    4                                                            
CONECT   18    2   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   18                                                  
CONECT   24   23    1                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0304385
HETATM    1  O1  UNL     1       1.205  -0.445  -1.422  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.491  -0.003  -0.495  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.021   0.998   0.429  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.411   1.386   0.153  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.809   2.555  -0.447  1.00  0.00           C  
HETATM    6  N1  UNL     1       4.148   2.562  -0.532  1.00  0.00           N  
HETATM    7  C5  UNL     1       4.655   1.428  -0.004  1.00  0.00           C  
HETATM    8  C6  UNL     1       5.940   0.939   0.159  1.00  0.00           C  
HETATM    9  C7  UNL     1       6.148  -0.294   0.755  1.00  0.00           C  
HETATM   10  C8  UNL     1       5.041  -1.001   1.170  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.750  -0.528   1.016  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.572   0.691   0.425  1.00  0.00           C  
HETATM   13  N2  UNL     1      -0.826  -0.481  -0.353  1.00  0.00           N  
HETATM   14  C11 UNL     1      -1.435  -1.468  -1.219  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.651  -0.920  -1.931  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.700  -0.476  -1.019  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.712   0.824  -0.569  1.00  0.00           C  
HETATM   18  C15 UNL     1      -4.700   1.278   0.304  1.00  0.00           C  
HETATM   19  C16 UNL     1      -5.675   0.426   0.728  1.00  0.00           C  
HETATM   20  C17 UNL     1      -5.690  -0.880   0.296  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.691  -1.320  -0.582  1.00  0.00           C  
HETATM   22  C19 UNL     1      -1.749  -2.721  -0.484  1.00  0.00           C  
HETATM   23  O2  UNL     1      -1.788  -2.678   0.768  1.00  0.00           O  
HETATM   24  O3  UNL     1      -2.002  -3.934  -1.104  1.00  0.00           O1-
HETATM   25  H1  UNL     1       0.381   1.905   0.347  1.00  0.00           H  
HETATM   26  H2  UNL     1       0.918   0.677   1.490  1.00  0.00           H  
HETATM   27  H3  UNL     1       2.196   3.371  -0.812  1.00  0.00           H  
HETATM   28  H4  UNL     1       4.741   3.322  -0.943  1.00  0.00           H  
HETATM   29  H5  UNL     1       6.798   1.537  -0.188  1.00  0.00           H  
HETATM   30  H6  UNL     1       7.167  -0.677   0.881  1.00  0.00           H  
HETATM   31  H7  UNL     1       5.186  -1.971   1.640  1.00  0.00           H  
HETATM   32  H8  UNL     1       2.884  -1.078   1.340  1.00  0.00           H  
HETATM   33  H9  UNL     1      -1.415  -0.110   0.420  1.00  0.00           H  
HETATM   34  H10 UNL     1      -0.695  -1.747  -1.997  1.00  0.00           H  
HETATM   35  H11 UNL     1      -2.281  -0.115  -2.624  1.00  0.00           H  
HETATM   36  H12 UNL     1      -3.064  -1.715  -2.585  1.00  0.00           H  
HETATM   37  H13 UNL     1      -2.974   1.558  -0.860  1.00  0.00           H  
HETATM   38  H14 UNL     1      -4.714   2.300   0.661  1.00  0.00           H  
HETATM   39  H15 UNL     1      -6.484   0.718   1.416  1.00  0.00           H  
HETATM   40  H16 UNL     1      -6.465  -1.555   0.632  1.00  0.00           H  
HETATM   41  H17 UNL     1      -4.752  -2.358  -0.889  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   13
CONECT    3    4   25   26
CONECT    4    5    5   12
CONECT    5    6   27
CONECT    6    7   28
CONECT    7    8    8   12
CONECT    8    9   29
CONECT    9   10   10   30
CONECT   10   11   31
CONECT   11   12   12   32
CONECT   13   14   33
CONECT   14   15   22   34
CONECT   15   16   35   36
CONECT   16   17   17   21
CONECT   17   18   37
CONECT   18   19   19   38
CONECT   19   20   39
CONECT   20   21   21   40
CONECT   21   41
CONECT   22   23   23   24
END

HMDB0304385
     RDKit          3D
indole-3-acetyl-phenylalanine
 41 43  0  0  0  0  0  0  0  0999 V2000
    1.2049   -0.4450   -1.4220 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4915   -0.0031   -0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0211    0.9980    0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4109    1.3864    0.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8093    2.5554   -0.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1482    2.5622   -0.5325 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6552    1.4279   -0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9403    0.9392    0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -0.2945    0.7547 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0405   -1.0005    1.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7500   -0.5284    1.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5719    0.6909    0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264   -0.4808   -0.3531 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347   -1.4683   -1.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6513   -0.9196   -1.9315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7000   -0.4758   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7122    0.8242   -0.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6998    1.2778    0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6755    0.4260    0.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6896   -0.8799    0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6911   -1.3198   -0.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7493   -2.7211   -0.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7882   -2.6777    0.7685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0017   -3.9337   -1.1039 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.3810    1.9052    0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9182    0.6772    1.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1957    3.3708   -0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7411    3.3224   -0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7979    1.5372   -0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1673   -0.6768    0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1863   -1.9713    1.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8839   -1.0783    1.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155   -0.1105    0.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6954   -1.7469   -1.9969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2806   -0.1151   -2.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0643   -1.7148   -2.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9736    1.5576   -0.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7138    2.2996    0.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4839    0.7177    1.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4651   -1.5552    0.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7517   -2.3584   -0.8893 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  2  0
 19 20  1  0
 20 21  2  0
 14 22  1  0
 22 23  2  0
 22 24  1  0
 12  4  1  0
 21 16  1  0
 12  7  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
M  CHG  1  24  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(1-Carboxy-2-phenylethyl)-2-(1H-indol-3-yl)ethanecarboximidic acid	Generator
IAA-phe	MetaCyc
IAA-phenylalanine	MetaCyc

Chemical Formula

C₁₉H₁₇N₂O₃

Average Molecular Weight

321.357

Monoisotopic Molecular Weight

321.124465995

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[O-]C(=O)C(CC1=CC=CC=C1)NC(=O)CC1=CNC2=C1C=CC=C2

InChI Identifier

InChI=1S/C19H18N2O3/c22-18(11-14-12-20-16-9-5-4-8-15(14)16)21-17(19(23)24)10-13-6-2-1-3-7-13/h1-9,12,17,20H,10-11H2,(H,21,22)(H,23,24)/p-1

InChI Key

BUGQHORRADGONS-UHFFFAOYSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Phenylalanine and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a small molecule (CPD-9582 )

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	2.68	ALOGPS
logP	2.83	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.1	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.02 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	101.21 m³·mol⁻¹	ChemAxon
Polarizability	33.34 Å³	ChemAxon
Number of Rings	3	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]+	177.306	32859911
AllCCS	[M+H-H2O]+	174.102	32859911
AllCCS	[M+Na]+	181.124	32859911
AllCCS	[M+NH4]+	180.272	32859911
AllCCS	[M-H]-	177.196	32859911
AllCCS	[M+Na-2H]-	176.758	32859911
AllCCS	[M+HCOO]-	176.412	32859911
DeepCCS	[M+H]+	169.316	30932474
DeepCCS	[M-H]-	166.958	30932474
DeepCCS	[M-2H]-	200.675	30932474
DeepCCS	[M+Na]+	175.902	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
indole-3-acetyl-phenylalanine,1TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC1=CC=CC=C1)C(=O)[O-]	2861.5	Semi standard non polar	33892256
indole-3-acetyl-phenylalanine,1TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC1=CC=CC=C1)C(=O)[O-]	2847.6	Standard non polar	33892256
indole-3-acetyl-phenylalanine,1TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC1=CC=CC=C1)C(=O)[O-]	3828.7	Standard polar	33892256
indole-3-acetyl-phenylalanine,1TMS,isomer #2	C[Si](C)(C)N1C=C(CC(=O)NC(CC2=CC=CC=C2)C(=O)[O-])C2=CC=CC=C21	2913.5	Semi standard non polar	33892256
indole-3-acetyl-phenylalanine,1TMS,isomer #2	C[Si](C)(C)N1C=C(CC(=O)NC(CC2=CC=CC=C2)C(=O)[O-])C2=CC=CC=C21	2832.8	Standard non polar	33892256
indole-3-acetyl-phenylalanine,1TMS,isomer #2	C[Si](C)(C)N1C=C(CC(=O)NC(CC2=CC=CC=C2)C(=O)[O-])C2=CC=CC=C21	3777.2	Standard polar	33892256
indole-3-acetyl-phenylalanine,2TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(CC1=CC=CC=C1)C(=O)[O-]	2847.8	Semi standard non polar	33892256
indole-3-acetyl-phenylalanine,2TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(CC1=CC=CC=C1)C(=O)[O-]	2863.5	Standard non polar	33892256
indole-3-acetyl-phenylalanine,2TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(CC1=CC=CC=C1)C(=O)[O-]	3506.6	Standard polar	33892256
indole-3-acetyl-phenylalanine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC1=CC=CC=C1)C(=O)[O-]	3156.2	Semi standard non polar	33892256
indole-3-acetyl-phenylalanine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC1=CC=CC=C1)C(=O)[O-]	3065.7	Standard non polar	33892256
indole-3-acetyl-phenylalanine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC1=CC=CC=C1)C(=O)[O-]	3821.8	Standard polar	33892256
indole-3-acetyl-phenylalanine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C(CC(=O)NC(CC2=CC=CC=C2)C(=O)[O-])C2=CC=CC=C21	3124.0	Semi standard non polar	33892256
indole-3-acetyl-phenylalanine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C(CC(=O)NC(CC2=CC=CC=C2)C(=O)[O-])C2=CC=CC=C21	3017.8	Standard non polar	33892256
indole-3-acetyl-phenylalanine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C(CC(=O)NC(CC2=CC=CC=C2)C(=O)[O-])C2=CC=CC=C21	3799.9	Standard polar	33892256
indole-3-acetyl-phenylalanine,2TBDMS,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=CC=CC=C1)C(=O)[O-]	3311.8	Semi standard non polar	33892256
indole-3-acetyl-phenylalanine,2TBDMS,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=CC=CC=C1)C(=O)[O-]	3240.5	Standard non polar	33892256
indole-3-acetyl-phenylalanine,2TBDMS,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=CC=CC=C1)C(=O)[O-]	3582.7	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-phenylalanine 10V, Negative-QTOF	splash10-00di-0119000000-c1f5833373863ae2ca0a	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - indole-3-acetyl-phenylalanine 20V, Negative-QTOF	splash10-00fu-1933000000-fa9243721de99a65f295	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - indole-3-acetyl-phenylalanine 40V, Negative-QTOF	splash10-014i-5900000000-6dcfc54bee3df552d95e	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

FDB030930

KNApSAcK ID

Not Available

Chemspider ID

24785332

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25201422

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-phenylalanine (HMDB0304385)

MOL for HMDB0304385 (indole-3-acetyl-phenylalanine)

3D MOL for HMDB0304385 (indole-3-acetyl-phenylalanine)

3D SDF for HMDB0304385 (indole-3-acetyl-phenylalanine)

3D-SDF for HMDB0304385 (indole-3-acetyl-phenylalanine)

PDB for HMDB0304385 (indole-3-acetyl-phenylalanine)

3D PDB for HMDB0304385 (indole-3-acetyl-phenylalanine)

SMILES for HMDB0304385 (indole-3-acetyl-phenylalanine)

INCHI for HMDB0304385 (indole-3-acetyl-phenylalanine)

Structure for HMDB0304385 (indole-3-acetyl-phenylalanine)

3D Structure for HMDB0304385 (indole-3-acetyl-phenylalanine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra