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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 09:24:25 UTC

Update Date

2021-09-24 09:24:25 UTC

HMDB ID

HMDB0304388

Secondary Accession Numbers

None

Metabolite Identification

Common Name

indole-3-acetyl-tyrosine

Description

4-(2-carboxy-2-{[1-hydroxy-2-(1H-indol-3-yl)ethylidene]amino}ethyl)benzen-1-olate belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on 4-(2-carboxy-2-{[1-hydroxy-2-(1H-indol-3-yl)ethylidene]amino}ethyl)benzen-1-olate.

Structure

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


  Mrv1533005141521452D          

 25 27  0  0  0  0            999 V2000
   -2.8882   -0.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4402   -1.0705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0277   -1.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2208   -1.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6687   -2.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9237   -3.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7307   -3.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2827   -2.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1345   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4201   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7056   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0089   -0.3805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7233   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7233   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378   -2.0305    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0089   -2.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1523   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5812   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5812   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2957   -2.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668   -2.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1523   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7056   -1.6180    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  1  9  2  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  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 13 17  1  0  0  0  0
 17 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  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 18 24  2  0  0  0  0
 11 25  2  0  0  0  0
M  CHG  1  15  -1
M  END

HMDB0304388
     RDKit          3D
indole-3-acetyl-tyrosine
 42 44  0  0  0  0  0  0  0  0999 V2000
    0.9531   -0.3895   -1.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0293   -1.2688   -0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3716   -1.7371    0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4266   -1.0105   -0.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1848   -1.4676   -1.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0165   -0.4629   -1.9926 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8277    0.6192   -1.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4299    1.8603   -1.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9999    2.7676   -0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0055    2.4581    0.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4208    1.2170    0.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8396    0.2889   -0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1573   -1.7754    0.3499 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4574   -1.2634   -0.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0709   -0.5902    1.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3788    0.0206    0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5320   -0.6158    1.2528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7994   -0.0464    1.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8698    1.2011    0.4780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1294    1.7872    0.2749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7019    1.8354    0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4557    1.2864    0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1844   -2.4257   -0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1608   -2.9232   -0.0472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7522   -2.9953   -1.8089 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.4976   -1.5522    1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4562   -2.8340    0.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0881   -2.4607   -2.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7073   -0.5457   -2.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2099    2.1591   -1.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4304    3.7749   -0.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6617    3.1612    1.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6449    0.9086    1.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1099   -2.5054    1.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2457   -0.5385   -0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0631   -1.3383    1.9236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3901    0.2221    1.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5643   -1.5832    1.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7056   -0.5682    1.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1741    2.6989   -0.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7529    2.8187   -0.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458    1.8130    0.0034 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
 19 21  1  0
 21 22  2  0
 14 23  1  0
 23 24  2  0
 23 25  1  0
 12  4  1  0
 22 16  1  0
 12  7  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
M  CHG  1  25  -1
M  END


  Mrv1533005141521452D          

 25 27  0  0  0  0            999 V2000
   -2.8882   -0.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4402   -1.0705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0277   -1.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2208   -1.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6687   -2.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9237   -3.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7307   -3.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2827   -2.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1345   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4201   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7056   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0089   -0.3805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7233   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7233   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378   -2.0305    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0089   -2.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1523   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5812   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5812   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2957   -2.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668   -2.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1523   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7056   -1.6180    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  1  9  2  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  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 13 17  1  0  0  0  0
 17 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  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 18 24  2  0  0  0  0
 11 25  2  0  0  0  0
M  CHG  1  15  -1
M  END
> <DATABASE_ID>
HMDB0304388

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(CC(NC(=O)CC2=CNC3=C2C=CC=C3)C([O-])=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H18N2O4/c22-14-7-5-12(6-8-14)9-17(19(24)25)21-18(23)10-13-11-20-16-4-2-1-3-15(13)16/h1-8,11,17,20,22H,9-10H2,(H,21,23)(H,24,25)/p-1

> <INCHI_KEY>
HLBLLQMXYYYBLN-UHFFFAOYSA-M

> <FORMULA>
C19H17N2O4

> <MOLECULAR_WEIGHT>
337.356

> <EXACT_MASS>
337.119380615

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
34.275015166296726

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(4-hydroxyphenyl)-2-[2-(1H-indol-3-yl)acetamido]propanoate

> <ALOGPS_LOGP>
2.23

> <JCHEM_LOGP>
2.5259981469999992

> <ALOGPS_LOGS>
-4.00

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.504638341096902

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8631028148736664

> <JCHEM_PKA_STRONGEST_BASIC>
-2.794394980443287

> <JCHEM_POLAR_SURFACE_AREA>
105.25

> <JCHEM_REFRACTIVITY>
103.1865

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(4-hydroxyphenyl)-2-[2-(1H-indol-3-yl)acetamido]propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304388
     RDKit          3D
indole-3-acetyl-tyrosine
 42 44  0  0  0  0  0  0  0  0999 V2000
    0.9531   -0.3895   -1.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0293   -1.2688   -0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3716   -1.7371    0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4266   -1.0105   -0.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1848   -1.4676   -1.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0165   -0.4629   -1.9926 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8277    0.6192   -1.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4299    1.8603   -1.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9999    2.7676   -0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0055    2.4581    0.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4208    1.2170    0.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8396    0.2889   -0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1573   -1.7754    0.3499 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4574   -1.2634   -0.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0709   -0.5902    1.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3788    0.0206    0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5320   -0.6158    1.2528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7994   -0.0464    1.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8698    1.2011    0.4780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1294    1.7872    0.2749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7019    1.8354    0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4557    1.2864    0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1844   -2.4257   -0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1608   -2.9232   -0.0472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7522   -2.9953   -1.8089 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.4976   -1.5522    1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4562   -2.8340    0.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0881   -2.4607   -2.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7073   -0.5457   -2.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2099    2.1591   -1.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4304    3.7749   -0.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6617    3.1612    1.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6449    0.9086    1.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1099   -2.5054    1.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2457   -0.5385   -0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0631   -1.3383    1.9236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3901    0.2221    1.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5643   -1.5832    1.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7056   -0.5682    1.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1741    2.6989   -0.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7529    2.8187   -0.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458    1.8130    0.0034 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
 19 21  1  0
 21 22  2  0
 14 23  1  0
 23 24  2  0
 23 25  1  0
 12  4  1  0
 22 16  1  0
 12  7  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
M  CHG  1  25  -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      -5.391  -0.854   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -6.422  -1.998   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -5.652  -3.332   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.145  -3.012   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.115  -4.156   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.591  -5.621   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.097  -5.941   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.128  -4.797   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.984  -1.480   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.651  -0.710   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.317  -1.480   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       0.017  -0.710   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       1.350  -1.480   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.350  -3.020   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.684  -3.790   0.000  0.00  0.00           O-1
HETATM   16  O   UNK     0       0.017  -3.790   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.684  -0.710   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.018  -1.480   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.351  -0.710   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.685  -1.480   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.685  -3.020   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.019  -3.790   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.351  -3.790   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.018  -3.020   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.317  -3.020   0.000  0.00  0.00           O+0
CONECT    1    2    9                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    4    1   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   25                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   13   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   18                                                       
CONECT   25   11                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0304388
HETATM    1  O1  UNL     1       0.953  -0.390  -1.108  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.029  -1.269  -0.220  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.372  -1.737   0.191  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.427  -1.010  -0.564  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.185  -1.468  -1.625  1.00  0.00           C  
HETATM    6  N1  UNL     1       5.016  -0.463  -1.993  1.00  0.00           N  
HETATM    7  C5  UNL     1       4.828   0.619  -1.215  1.00  0.00           C  
HETATM    8  C6  UNL     1       5.430   1.860  -1.209  1.00  0.00           C  
HETATM    9  C7  UNL     1       5.000   2.768  -0.263  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.005   2.458   0.649  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.421   1.217   0.623  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.840   0.289  -0.322  1.00  0.00           C  
HETATM   13  N2  UNL     1      -0.157  -1.775   0.350  1.00  0.00           N  
HETATM   14  C11 UNL     1      -1.457  -1.263  -0.108  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.071  -0.590   1.072  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.379   0.021   0.889  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.532  -0.616   1.253  1.00  0.00           C  
HETATM   18  C15 UNL     1      -5.799  -0.046   1.058  1.00  0.00           C  
HETATM   19  C16 UNL     1      -5.870   1.201   0.478  1.00  0.00           C  
HETATM   20  O2  UNL     1      -7.129   1.787   0.275  1.00  0.00           O  
HETATM   21  C17 UNL     1      -4.702   1.835   0.115  1.00  0.00           C  
HETATM   22  C18 UNL     1      -3.456   1.286   0.301  1.00  0.00           C  
HETATM   23  C19 UNL     1      -2.184  -2.426  -0.620  1.00  0.00           C  
HETATM   24  O3  UNL     1      -3.161  -2.923  -0.047  1.00  0.00           O  
HETATM   25  O4  UNL     1      -1.752  -2.995  -1.809  1.00  0.00           O1-
HETATM   26  H1  UNL     1       2.498  -1.552   1.299  1.00  0.00           H  
HETATM   27  H2  UNL     1       2.456  -2.834   0.068  1.00  0.00           H  
HETATM   28  H3  UNL     1       4.088  -2.461  -2.047  1.00  0.00           H  
HETATM   29  H4  UNL     1       5.707  -0.546  -2.784  1.00  0.00           H  
HETATM   30  H5  UNL     1       6.210   2.159  -1.895  1.00  0.00           H  
HETATM   31  H6  UNL     1       5.430   3.775  -0.195  1.00  0.00           H  
HETATM   32  H7  UNL     1       3.662   3.161   1.395  1.00  0.00           H  
HETATM   33  H8  UNL     1       2.645   0.909   1.297  1.00  0.00           H  
HETATM   34  H9  UNL     1      -0.110  -2.505   1.088  1.00  0.00           H  
HETATM   35  H10 UNL     1      -1.246  -0.539  -0.937  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.063  -1.338   1.924  1.00  0.00           H  
HETATM   37  H12 UNL     1      -1.390   0.222   1.468  1.00  0.00           H  
HETATM   38  H13 UNL     1      -4.564  -1.583   1.729  1.00  0.00           H  
HETATM   39  H14 UNL     1      -6.706  -0.568   1.353  1.00  0.00           H  
HETATM   40  H15 UNL     1      -7.174   2.699  -0.149  1.00  0.00           H  
HETATM   41  H16 UNL     1      -4.753   2.819  -0.342  1.00  0.00           H  
HETATM   42  H17 UNL     1      -2.546   1.813   0.003  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   13
CONECT    3    4   26   27
CONECT    4    5    5   12
CONECT    5    6   28
CONECT    6    7   29
CONECT    7    8    8   12
CONECT    8    9   30
CONECT    9   10   10   31
CONECT   10   11   32
CONECT   11   12   12   33
CONECT   13   14   34
CONECT   14   15   23   35
CONECT   15   16   36   37
CONECT   16   17   17   22
CONECT   17   18   38
CONECT   18   19   19   39
CONECT   19   20   21
CONECT   20   40
CONECT   21   22   22   41
CONECT   22   42
CONECT   23   24   24   25
END

HMDB0304388
     RDKit          3D
indole-3-acetyl-tyrosine
 42 44  0  0  0  0  0  0  0  0999 V2000
    0.9531   -0.3895   -1.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0293   -1.2688   -0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3716   -1.7371    0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4266   -1.0105   -0.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1848   -1.4676   -1.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0165   -0.4629   -1.9926 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8277    0.6192   -1.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4299    1.8603   -1.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9999    2.7676   -0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0055    2.4581    0.6491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4208    1.2170    0.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8396    0.2889   -0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1573   -1.7754    0.3499 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4574   -1.2634   -0.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0709   -0.5902    1.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3788    0.0206    0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5320   -0.6158    1.2528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7994   -0.0464    1.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8698    1.2011    0.4780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1294    1.7872    0.2749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7019    1.8354    0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4557    1.2864    0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1844   -2.4257   -0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1608   -2.9232   -0.0472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7522   -2.9953   -1.8089 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.4976   -1.5522    1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4562   -2.8340    0.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0881   -2.4607   -2.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7073   -0.5457   -2.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2099    2.1591   -1.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4304    3.7749   -0.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6617    3.1612    1.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6449    0.9086    1.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1099   -2.5054    1.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2457   -0.5385   -0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0631   -1.3383    1.9236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3901    0.2221    1.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5643   -1.5832    1.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7056   -0.5682    1.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1741    2.6989   -0.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7529    2.8187   -0.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458    1.8130    0.0034 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
 19 21  1  0
 21 22  2  0
 14 23  1  0
 23 24  2  0
 23 25  1  0
 12  4  1  0
 22 16  1  0
 12  7  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
M  CHG  1  25  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-(2-Carboxy-2-{[1-hydroxy-2-(1H-indol-3-yl)ethylidene]amino}ethyl)benzen-1-olic acid	Generator
Indole-3-acetyl-tyr	MetaCyc
IAA-tyr	MetaCyc

Chemical Formula

C₁₉H₁₇N₂O₄

Average Molecular Weight

337.356

Monoisotopic Molecular Weight

337.119380615

IUPAC Name

3-(4-hydroxyphenyl)-2-[2-(1H-indol-3-yl)acetamido]propanoate

Traditional Name

3-(4-hydroxyphenyl)-2-[2-(1H-indol-3-yl)acetamido]propanoate

CAS Registry Number

Not Available

SMILES

OC1=CC=C(CC(NC(=O)CC2=CNC3=C2C=CC=C3)C([O-])=O)C=C1

InChI Identifier

InChI=1S/C19H18N2O4/c22-14-7-5-12(6-8-14)9-17(19(24)25)21-18(23)10-13-11-20-16-4-2-1-3-15(13)16/h1-8,11,17,20,22H,9-10H2,(H,21,23)(H,24,25)/p-1

InChI Key

HLBLLQMXYYYBLN-UHFFFAOYSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine 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

Tyrosine and derivatives

Alternative Parents

Substituents

Tyrosine or derivatives
Phenylalanine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
3-phenylpropanoic-acid
Amphetamine or derivatives
3-alkylindole
Indole
Indole or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a small molecule (CPD-11229 )

Ontology

Not Available

Exogenous (HMDB: HMDB0304388)

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	2.23	ALOGPS
logP	2.53	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3.86	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.25 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	103.19 m³·mol⁻¹	ChemAxon
Polarizability	34.28 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]+	180.348	32859911
AllCCS	[M+H-H2O]+	177.286	32859911
AllCCS	[M+Na]+	183.991	32859911
AllCCS	[M+NH4]+	183.179	32859911
AllCCS	[M-H]-	179.468	32859911
AllCCS	[M+Na-2H]-	179.1	32859911
AllCCS	[M+HCOO]-	178.833	32859911
DeepCCS	[M+H]+	179.763	30932474
DeepCCS	[M-H]-	177.184	30932474
DeepCCS	[M-2H]-	212.205	30932474
DeepCCS	[M+Na]+	188.495	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	12.3562 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.29 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2039.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	261.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	131.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	120.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	423.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	441.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	69.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	844.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	398.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1459.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	325.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	320.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	334.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	168.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	108.7 seconds	40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
indole-3-acetyl-tyrosine,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(CC(C(=O)[O-])N(C(=O)CC2=C[NH]C3=CC=CC=C23)[Si](C)(C)C)C=C1	3204.3	Semi standard non polar	33892256
indole-3-acetyl-tyrosine,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(CC(C(=O)[O-])N(C(=O)CC2=C[NH]C3=CC=CC=C23)[Si](C)(C)C)C=C1	3115.9	Standard non polar	33892256
indole-3-acetyl-tyrosine,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(CC(C(=O)[O-])N(C(=O)CC2=C[NH]C3=CC=CC=C23)[Si](C)(C)C)C=C1	3793.1	Standard polar	33892256
indole-3-acetyl-tyrosine,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(CC(NC(=O)CC2=CN([Si](C)(C)C)C3=CC=CC=C23)C(=O)[O-])C=C1	3235.6	Semi standard non polar	33892256
indole-3-acetyl-tyrosine,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(CC(NC(=O)CC2=CN([Si](C)(C)C)C3=CC=CC=C23)C(=O)[O-])C=C1	3071.4	Standard non polar	33892256
indole-3-acetyl-tyrosine,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(CC(NC(=O)CC2=CN([Si](C)(C)C)C3=CC=CC=C23)C(=O)[O-])C=C1	3772.0	Standard polar	33892256
indole-3-acetyl-tyrosine,2TMS,isomer #3	C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(CC1=CC=C(O)C=C1)C(=O)[O-]	3190.0	Semi standard non polar	33892256
indole-3-acetyl-tyrosine,2TMS,isomer #3	C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(CC1=CC=C(O)C=C1)C(=O)[O-]	3178.1	Standard non polar	33892256
indole-3-acetyl-tyrosine,2TMS,isomer #3	C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(CC1=CC=C(O)C=C1)C(=O)[O-]	3877.9	Standard polar	33892256
indole-3-acetyl-tyrosine,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(CC(C(=O)[O-])N(C(=O)CC2=CN([Si](C)(C)C)C3=CC=CC=C23)[Si](C)(C)C)C=C1	3186.9	Semi standard non polar	33892256
indole-3-acetyl-tyrosine,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(CC(C(=O)[O-])N(C(=O)CC2=CN([Si](C)(C)C)C3=CC=CC=C23)[Si](C)(C)C)C=C1	3083.5	Standard non polar	33892256
indole-3-acetyl-tyrosine,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(CC(C(=O)[O-])N(C(=O)CC2=CN([Si](C)(C)C)C3=CC=CC=C23)[Si](C)(C)C)C=C1	3556.5	Standard polar	33892256
indole-3-acetyl-tyrosine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(CC(C(=O)[O-])N(C(=O)CC2=C[NH]C3=CC=CC=C23)[Si](C)(C)C(C)(C)C)C=C1	3767.1	Semi standard non polar	33892256
indole-3-acetyl-tyrosine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(CC(C(=O)[O-])N(C(=O)CC2=C[NH]C3=CC=CC=C23)[Si](C)(C)C(C)(C)C)C=C1	3531.2	Standard non polar	33892256
indole-3-acetyl-tyrosine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(CC(C(=O)[O-])N(C(=O)CC2=C[NH]C3=CC=CC=C23)[Si](C)(C)C(C)(C)C)C=C1	3863.2	Standard polar	33892256
indole-3-acetyl-tyrosine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(CC(NC(=O)CC2=CN([Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C(=O)[O-])C=C1	3718.3	Semi standard non polar	33892256
indole-3-acetyl-tyrosine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(CC(NC(=O)CC2=CN([Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C(=O)[O-])C=C1	3462.5	Standard non polar	33892256
indole-3-acetyl-tyrosine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(CC(NC(=O)CC2=CN([Si](C)(C)C(C)(C)C)C3=CC=CC=C23)C(=O)[O-])C=C1	3852.3	Standard polar	33892256
indole-3-acetyl-tyrosine,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=CC=C(O)C=C1)C(=O)[O-]	3677.7	Semi standard non polar	33892256
indole-3-acetyl-tyrosine,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=CC=C(O)C=C1)C(=O)[O-]	3552.4	Standard non polar	33892256
indole-3-acetyl-tyrosine,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=CC=C(O)C=C1)C(=O)[O-]	3926.2	Standard polar	33892256
indole-3-acetyl-tyrosine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(CC(C(=O)[O-])N(C(=O)CC2=CN([Si](C)(C)C(C)(C)C)C3=CC=CC=C23)[Si](C)(C)C(C)(C)C)C=C1	3907.9	Semi standard non polar	33892256
indole-3-acetyl-tyrosine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(CC(C(=O)[O-])N(C(=O)CC2=CN([Si](C)(C)C(C)(C)C)C3=CC=CC=C23)[Si](C)(C)C(C)(C)C)C=C1	3635.5	Standard non polar	33892256
indole-3-acetyl-tyrosine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(CC(C(=O)[O-])N(C(=O)CC2=CN([Si](C)(C)C(C)(C)C)C3=CC=CC=C23)[Si](C)(C)C(C)(C)C)C=C1	3708.0	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-tyrosine 10V, Negative-QTOF	splash10-000i-0129000000-bdff2f3ab613cd6505ff	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - indole-3-acetyl-tyrosine 20V, Negative-QTOF	splash10-0apu-0943000000-1f996c0da3b5df584b53	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - indole-3-acetyl-tyrosine 40V, Negative-QTOF	splash10-01b9-5900000000-6f43ec79d6f2276a09e9	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

FDB030933

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

44123409

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-tyrosine (HMDB0304388)

MOL for HMDB0304388 (indole-3-acetyl-tyrosine)

3D MOL for HMDB0304388 (indole-3-acetyl-tyrosine)

3D SDF for HMDB0304388 (indole-3-acetyl-tyrosine)

3D-SDF for HMDB0304388 (indole-3-acetyl-tyrosine)

PDB for HMDB0304388 (indole-3-acetyl-tyrosine)

3D PDB for HMDB0304388 (indole-3-acetyl-tyrosine)

SMILES for HMDB0304388 (indole-3-acetyl-tyrosine)

INCHI for HMDB0304388 (indole-3-acetyl-tyrosine)

Structure for HMDB0304388 (indole-3-acetyl-tyrosine)

3D Structure for HMDB0304388 (indole-3-acetyl-tyrosine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra