Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:38:35 UTC

Update Date

2021-09-26 23:10:56 UTC

HMDB ID

HMDB0255797

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid

Description

NSC401077 belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. Based on a literature review very few articles have been published on NSC401077. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-(1h-indol-3-yl)-propionic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652309112117382D          

 25 28  0  0  0  0            999 V2000
   -0.6197   -5.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4043   -5.5451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5758   -4.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628   -4.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -4.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0066   -5.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3068   -3.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1318   -3.7736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628   -3.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6302   -2.8762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.9238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2822   -1.8800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  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  1  0  0  0  0
 17 18  2  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
 17 22  1  0  0  0  0
 14 22  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END

HMDB0255797
     RDKit          3D
2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid
 39 42  0  0  0  0  0  0  0  0999 V2000
    1.3779   -2.4039   -1.7611 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5520   -2.6571   -0.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2718   -3.7492   -1.0591 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4610   -1.8366    0.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067   -1.4496    0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7405   -0.6815   -0.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5860   -0.5056   -1.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987    0.2738   -1.9703 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3852    0.5802   -0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5462    1.3409   -0.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2236    1.5322    0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7350    0.9668    1.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5799    0.2165    1.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895    0.0109    0.2198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5183   -0.8696    0.5076 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7817    0.2961   -0.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1551    0.7994   -1.1960 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046    0.9611    0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7000    2.0958   -0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8526    2.4727    0.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3201    1.7189    1.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6463    0.5842    2.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4912    0.2185    1.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6020   -0.9001    1.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7422   -1.7891    2.3377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9528   -3.8579   -1.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7080   -2.6650    1.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4451   -2.4200    1.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9032   -0.9080    1.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8164   -0.8796   -2.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7168    0.5588   -2.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9742    1.8098   -1.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1256    2.1251    0.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2685    1.1238    2.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2240   -0.2142    2.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3597    2.7028   -0.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3649    3.3645    0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2226    2.0448    2.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0294   -0.0107    2.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  4 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 14  6  1  0
 24 15  1  0
 14  9  1  0
 23 18  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
  8 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
M  END


  Mrv1652309112117382D          

 25 28  0  0  0  0            999 V2000
   -0.6197   -5.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4043   -5.5451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5758   -4.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628   -4.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -4.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0066   -5.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3068   -3.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1318   -3.7736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628   -3.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6302   -2.8762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.9238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2822   -1.8800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  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  1  0  0  0  0
 17 18  2  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
 17 22  1  0  0  0  0
 14 22  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255797

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C(CC1=CNC2=CC=CC=C12)N1C(=O)C2=CC=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H14N2O4/c22-17-13-6-1-2-7-14(13)18(23)21(17)16(19(24)25)9-11-10-20-15-8-4-3-5-12(11)15/h1-8,10,16,20H,9H2,(H,24,25)

> <INCHI_KEY>
HPTXLHAHLXOAKV-UHFFFAOYSA-N

> <FORMULA>
C19H14N2O4

> <MOLECULAR_WEIGHT>
334.331

> <EXACT_MASS>
334.095356939

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
33.814293465349195

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-3-(1H-indol-3-yl)propanoic acid

> <ALOGPS_LOGP>
2.58

> <JCHEM_LOGP>
2.718935015333333

> <ALOGPS_LOGS>
-4.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.155983287848496

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5167680957058347

> <JCHEM_PKA_STRONGEST_BASIC>
-6.872755916811044

> <JCHEM_POLAR_SURFACE_AREA>
90.47000000000001

> <JCHEM_REFRACTIVITY>
90.4955

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(1,3-dioxoisoindol-2-yl)-3-(1H-indol-3-yl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255797
     RDKit          3D
2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid
 39 42  0  0  0  0  0  0  0  0999 V2000
    1.3779   -2.4039   -1.7611 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5520   -2.6571   -0.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2718   -3.7492   -1.0591 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4610   -1.8366    0.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067   -1.4496    0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7405   -0.6815   -0.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5860   -0.5056   -1.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987    0.2738   -1.9703 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3852    0.5802   -0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5462    1.3409   -0.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2236    1.5322    0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7350    0.9668    1.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5799    0.2165    1.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895    0.0109    0.2198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5183   -0.8696    0.5076 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7817    0.2961   -0.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1551    0.7994   -1.1960 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046    0.9611    0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7000    2.0958   -0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8526    2.4727    0.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3201    1.7189    1.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6463    0.5842    2.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4912    0.2185    1.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6020   -0.9001    1.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7422   -1.7891    2.3377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9528   -3.8579   -1.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7080   -2.6650    1.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4451   -2.4200    1.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9032   -0.9080    1.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8164   -0.8796   -2.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7168    0.5588   -2.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9742    1.8098   -1.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1256    2.1251    0.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2685    1.1238    2.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2240   -0.2142    2.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3597    2.7028   -0.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3649    3.3645    0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2226    2.0448    2.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0294   -0.0107    2.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  4 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 14  6  1  0
 24 15  1  0
 14  9  1  0
 23 18  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
  8 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.157 -10.827   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.621 -10.351   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.942  -8.844   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.797  -7.814   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.333  -8.290   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.012  -9.796   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.573  -7.044   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.113  -7.044   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      -0.333  -5.798   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -1.797  -6.274   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.043  -5.369   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.887  -3.189   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.411  -1.724   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -2.393  -3.509   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   12                                                  
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    9   13   23                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17   14                                                  
CONECT   23   12   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0255797
HETATM    1  O1  UNL     1       1.378  -2.404  -1.761  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.552  -2.657  -0.850  1.00  0.00           C  
HETATM    3  O2  UNL     1      -0.272  -3.749  -1.059  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.461  -1.837   0.389  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.907  -1.450   0.780  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.740  -0.682  -0.137  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.586  -0.506  -1.479  1.00  0.00           C  
HETATM    8  N1  UNL     1      -2.599   0.274  -1.970  1.00  0.00           N  
HETATM    9  C6  UNL     1      -3.385   0.580  -0.922  1.00  0.00           C  
HETATM   10  C7  UNL     1      -4.546   1.341  -0.893  1.00  0.00           C  
HETATM   11  C8  UNL     1      -5.224   1.532   0.309  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.735   0.967   1.452  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.580   0.216   1.396  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.889   0.011   0.220  1.00  0.00           C  
HETATM   15  N2  UNL     1       1.518  -0.870   0.508  1.00  0.00           N  
HETATM   16  C12 UNL     1       1.782   0.296  -0.233  1.00  0.00           C  
HETATM   17  O3  UNL     1       1.155   0.799  -1.196  1.00  0.00           O  
HETATM   18  C13 UNL     1       3.005   0.961   0.275  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.700   2.096  -0.079  1.00  0.00           C  
HETATM   20  C15 UNL     1       4.853   2.473   0.595  1.00  0.00           C  
HETATM   21  C16 UNL     1       5.320   1.719   1.630  1.00  0.00           C  
HETATM   22  C17 UNL     1       4.646   0.584   2.003  1.00  0.00           C  
HETATM   23  C18 UNL     1       3.491   0.218   1.315  1.00  0.00           C  
HETATM   24  C19 UNL     1       2.602  -0.900   1.474  1.00  0.00           C  
HETATM   25  O4  UNL     1       2.742  -1.789   2.338  1.00  0.00           O  
HETATM   26  H1  UNL     1      -0.953  -3.858  -1.755  1.00  0.00           H  
HETATM   27  H2  UNL     1       0.708  -2.665   1.207  1.00  0.00           H  
HETATM   28  H3  UNL     1      -1.445  -2.420   1.077  1.00  0.00           H  
HETATM   29  H4  UNL     1      -0.903  -0.908   1.793  1.00  0.00           H  
HETATM   30  H5  UNL     1      -0.816  -0.880  -2.153  1.00  0.00           H  
HETATM   31  H6  UNL     1      -2.717   0.559  -2.968  1.00  0.00           H  
HETATM   32  H7  UNL     1      -4.974   1.810  -1.762  1.00  0.00           H  
HETATM   33  H8  UNL     1      -6.126   2.125   0.319  1.00  0.00           H  
HETATM   34  H9  UNL     1      -5.268   1.124   2.376  1.00  0.00           H  
HETATM   35  H10 UNL     1      -3.224  -0.214   2.321  1.00  0.00           H  
HETATM   36  H11 UNL     1       3.360   2.703  -0.882  1.00  0.00           H  
HETATM   37  H12 UNL     1       5.365   3.365   0.286  1.00  0.00           H  
HETATM   38  H13 UNL     1       6.223   2.045   2.135  1.00  0.00           H  
HETATM   39  H14 UNL     1       5.029  -0.011   2.831  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   26
CONECT    4    5   15   27
CONECT    5    6   28   29
CONECT    6    7    7   14
CONECT    7    8   30
CONECT    8    9   31
CONECT    9   10   10   14
CONECT   10   11   32
CONECT   11   12   12   33
CONECT   12   13   34
CONECT   13   14   14   35
CONECT   15   16   24
CONECT   16   17   17   18
CONECT   18   19   19   23
CONECT   19   20   36
CONECT   20   21   21   37
CONECT   21   22   38
CONECT   22   23   23   39
CONECT   23   24
CONECT   24   25   25
END

HMDB0255797
     RDKit          3D
2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid
 39 42  0  0  0  0  0  0  0  0999 V2000
    1.3779   -2.4039   -1.7611 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5520   -2.6571   -0.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2718   -3.7492   -1.0591 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4610   -1.8366    0.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067   -1.4496    0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7405   -0.6815   -0.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5860   -0.5056   -1.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987    0.2738   -1.9703 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3852    0.5802   -0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5462    1.3409   -0.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2236    1.5322    0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7350    0.9668    1.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5799    0.2165    1.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895    0.0109    0.2198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5183   -0.8696    0.5076 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7817    0.2961   -0.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1551    0.7994   -1.1960 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046    0.9611    0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7000    2.0958   -0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8526    2.4727    0.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3201    1.7189    1.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6463    0.5842    2.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4912    0.2185    1.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6020   -0.9001    1.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7422   -1.7891    2.3377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9528   -3.8579   -1.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7080   -2.6650    1.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4451   -2.4200    1.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9032   -0.9080    1.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8164   -0.8796   -2.1526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7168    0.5588   -2.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9742    1.8098   -1.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1256    2.1251    0.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2685    1.1238    2.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2240   -0.2142    2.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3597    2.7028   -0.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3649    3.3645    0.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2226    2.0448    2.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0294   -0.0107    2.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  4 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 14  6  1  0
 24 15  1  0
 14  9  1  0
 23 18  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
  8 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionate	Generator

Chemical Formula

C₁₉H₁₄N₂O₄

Average Molecular Weight

334.331

Monoisotopic Molecular Weight

334.095356939

IUPAC Name

2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-3-(1H-indol-3-yl)propanoic acid

Traditional Name

2-(1,3-dioxoisoindol-2-yl)-3-(1H-indol-3-yl)propanoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C(CC1=CNC2=CC=CC=C12)N1C(=O)C2=CC=CC=C2C1=O

InChI Identifier

InChI=1S/C19H14N2O4/c22-17-13-6-1-2-7-14(13)18(23)21(17)16(19(24)25)9-11-10-20-15-8-4-3-5-12(11)15/h1-8,10,16,20H,9H2,(H,24,25)

InChI Key

HPTXLHAHLXOAKV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolyl carboxylic acids and derivatives

Direct Parent

Indolyl carboxylic acids and derivatives

Alternative Parents

Substituents

Indolyl carboxylic acid derivative
Phthalimide
Alpha-amino acid or derivatives
Isoindolone
3-alkylindole
Indole
Isoindoline
Isoindole
Isoindole or derivatives
Benzenoid
Substituted pyrrole
Carboxylic acid imide, n-substituted
Carboxylic acid imide
Heteroaromatic compound
Pyrrole
Monocarboxylic acid or derivatives
Azacycle
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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	2.58	ALOGPS
logP	2.72	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	3.52	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	90.47 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	90.5 m³·mol⁻¹	ChemAxon
Polarizability	33.81 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	200.966	30932474
DeepCCS	[M+Na]+	176.193	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid	OC(=O)C(CC1=CNC2=CC=CC=C12)N1C(=O)C2=CC=CC=C2C1=O	4589.6	Standard polar	33892256
2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid	OC(=O)C(CC1=CNC2=CC=CC=C12)N1C(=O)C2=CC=CC=C2C1=O	3023.1	Standard non polar	33892256
2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid	OC(=O)C(CC1=CNC2=CC=CC=C12)N1C(=O)C2=CC=CC=C2C1=O	3314.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N1C(=O)C2=CC=CC=C2C1=O	3165.1	Semi standard non polar	33892256
2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N1C(=O)C2=CC=CC=C2C1=O	3125.8	Standard non polar	33892256
2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N1C(=O)C2=CC=CC=C2C1=O	3819.6	Standard polar	33892256
2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N1C(=O)C2=CC=CC=C2C1=O	3648.4	Semi standard non polar	33892256
2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N1C(=O)C2=CC=CC=C2C1=O	3491.3	Standard non polar	33892256
2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N1C(=O)C2=CC=CC=C2C1=O	3930.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fac-1932000000-9d0f1fa5b0ee908bdd32	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

305235

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

344265

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid (HMDB0255797)

MOL for HMDB0255797 (2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid)

3D MOL for HMDB0255797 (2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid)

3D SDF for HMDB0255797 (2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid)

3D-SDF for HMDB0255797 (2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid)

PDB for HMDB0255797 (2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid)

3D PDB for HMDB0255797 (2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid)

SMILES for HMDB0255797 (2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid)

INCHI for HMDB0255797 (2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid)

Structure for HMDB0255797 (2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid)

3D Structure for HMDB0255797 (2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra