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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 20:31:28 UTC

Update Date

2023-02-21 17:24:49 UTC

HMDB ID

HMDB0035514

Secondary Accession Numbers

HMDB35514

Metabolite Identification

Common Name

xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid

Description

xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid, also known as 2-oxindol-3-yl-acetic acid or oxindole-3-acetate, 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. xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid has been detected, but not quantified in, several different foods, such as brassicas, breakfast cereal, cereals and cereal products, fats and oils, and fruits. This could make XI-2,3-dihydro-2-oxo-1H-indole-3-acetic acid a potential biomarker for the consumption of these foods. xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid.

Structure

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


  Mrv1652305171800302D          

 14 15  0  0  0  0            999 V2000
   -0.1712   -0.6979    0.0000 O   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
    1.1387   -1.3654    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
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 10  2  1  0  0  0  0
  9  4  1  0  0  0  0
 14 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035514

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CC1C(O)=NC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C10H9NO3/c12-9(13)5-7-6-3-1-2-4-8(6)11-10(7)14/h1-4,7H,5H2,(H,11,14)(H,12,13)

> <INCHI_KEY>
ILGMGHZPXRDCCS-UHFFFAOYSA-N

> <FORMULA>
C10H9NO3

> <MOLECULAR_WEIGHT>
191.1834

> <EXACT_MASS>
191.058243159

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
18.767883193047002

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-hydroxy-3H-indol-3-yl)acetic acid

> <ALOGPS_LOGP>
0.43

> <JCHEM_LOGP>
1.4668200356666665

> <ALOGPS_LOGS>
-2.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.7541057142843

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7374778267910145

> <JCHEM_PKA_STRONGEST_BASIC>
0.8313455880067988

> <JCHEM_POLAR_SURFACE_AREA>
69.89

> <JCHEM_REFRACTIVITY>
51.1809

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-hydroxy-3H-indol-3-yl)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-MAY-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-MAY-18         0                                  
HETATM    1  O   UNK     0      -0.320  -1.303   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.333  -5.798   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -0.887  -3.189   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10    4                                                  
CONECT   10    9   11    2                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Oxindol-3-yl-acetic acid	ChEBI
Oxindole-3-acetic acid	ChEBI
2-Oxindol-3-yl-acetate	Generator
Oxindole-3-acetate	Generator
XI-2,3-dihydro-2-oxo-1H-indole-3-acetate	Generator
2-(2-oxo-3-Indolinyl)acetic acid	HMDB
2-Hydroxy-1H-indole-3-acetic acid	HMDB
2-Oxindole-3-acetate	Generator
2-Oxindole-3-acetic acid	MeSH

Chemical Formula

C₁₀H₉NO₃

Average Molecular Weight

191.1834

Monoisotopic Molecular Weight

191.058243159

IUPAC Name

2-(2-hydroxy-3H-indol-3-yl)acetic acid

Traditional Name

(2-hydroxy-3H-indol-3-yl)acetic acid

CAS Registry Number

2971-31-5

SMILES

OC(=O)CC1C(O)=NC2=CC=CC=C12

InChI Identifier

InChI=1S/C10H9NO3/c12-9(13)5-7-6-3-1-2-4-8(6)11-10(7)14/h1-4,7H,5H2,(H,11,14)(H,12,13)

InChI Key

ILGMGHZPXRDCCS-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
Indole
Dihydroindole
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Lactam
Carboxylic acid derivative
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Feces (PMID: 27275383)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	146 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	11880 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.66 g/L	ALOGPS
logP	0.43	ALOGPS
logP	1.47	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	3.74	ChemAxon
pKa (Strongest Basic)	0.83	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	69.89 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	51.18 m³·mol⁻¹	ChemAxon
Polarizability	18.77 Å³	ChemAxon
Number of Rings	2	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
DarkChem	[M+H]+	142.214	31661259
DarkChem	[M-H]-	139.437	31661259
DarkChem	[M+H]+	142.214	31661259
DarkChem	[M-H]-	139.437	31661259
DeepCCS	[M+H]+	137.975	30932474
DeepCCS	[M-H]-	135.516	30932474
DeepCCS	[M-2H]-	170.956	30932474
DeepCCS	[M+Na]+	146.17	30932474
AllCCS	[M+H]+	140.9	32859911
AllCCS	[M+H-H2O]+	136.6	32859911
AllCCS	[M+NH4]+	144.9	32859911
AllCCS	[M+Na]+	146.1	32859911
AllCCS	[M-H]-	140.4	32859911
AllCCS	[M+Na-2H]-	140.6	32859911
AllCCS	[M+HCOO]-	140.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid	OC(=O)CC1C(O)=NC2=C1C=CC=C2	3188.1	Standard polar	33892256
xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid	OC(=O)CC1C(O)=NC2=C1C=CC=C2	1881.1	Standard non polar	33892256
xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid	OC(=O)CC1C(O)=NC2=C1C=CC=C2	1890.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)CC1C(O)=NC2=CC=CC=C21	1870.2	Semi standard non polar	33892256
xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid,1TMS,isomer #2	C[Si](C)(C)OC1=NC2=CC=CC=C2C1CC(=O)O	1922.3	Semi standard non polar	33892256
xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC1C(O[Si](C)(C)C)=NC2=CC=CC=C21	1906.7	Semi standard non polar	33892256
xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1C(O)=NC2=CC=CC=C21	2139.3	Semi standard non polar	33892256
xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=NC2=CC=CC=C2C1CC(=O)O	2184.3	Semi standard non polar	33892256
xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1C(O[Si](C)(C)C(C)(C)C)=NC2=CC=CC=C21	2353.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-000w-1900000000-e5a212fef915b5bbb8af	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid GC-MS (2 TMS) - 70eV, Positive	splash10-00xr-7091000000-9a678e4207c2b4a64178	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 35V, Negative-QTOF	splash10-0002-0900000000-d4feef136caeaca47117	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 35V, Positive-QTOF	splash10-004j-0900000000-6f63eb22bb20305d468a	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 10V, Positive-QTOF	splash10-006x-0900000000-61b1ae7ba4cc295dfebc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 20V, Positive-QTOF	splash10-0005-2900000000-df96872eeeeda61461a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 40V, Positive-QTOF	splash10-0f6y-4900000000-cfdd72592cdd31791a7a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 10V, Negative-QTOF	splash10-0007-0900000000-64cbb94b04cb529faf96	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 20V, Negative-QTOF	splash10-0007-1900000000-a9a300173b2b5995f6d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 40V, Negative-QTOF	splash10-000x-8900000000-26716a18ea0f2ee82b56	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 10V, Negative-QTOF	splash10-0007-0900000000-8c68ddb4684f01e96ee1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 20V, Negative-QTOF	splash10-0005-0900000000-204d9d33f962e6d224ee	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 40V, Negative-QTOF	splash10-0006-2900000000-8843562bb7e309912564	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 10V, Negative-QTOF	splash10-0002-0900000000-d599528bc7be47190d16	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 20V, Negative-QTOF	splash10-0002-0900000000-bbf70df619332b0d4020	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 40V, Negative-QTOF	splash10-0006-9800000000-c243d8b2c91bace472d9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 10V, Positive-QTOF	splash10-0002-0900000000-0e5a500057afafba6fe9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 20V, Positive-QTOF	splash10-000w-0900000000-5b222475c4515a318a99	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 40V, Positive-QTOF	splash10-0gb9-4900000000-0ff12fbb89d952a76319	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 10V, Positive-QTOF	splash10-00ec-0900000000-91006a9414082b768b7c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 20V, Positive-QTOF	splash10-000y-0900000000-ba344dc68d97e927e123	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid 40V, Positive-QTOF	splash10-0gb9-4900000000-5d3e07b5f34b93b1724c	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014206

KNApSAcK ID

C00054677

Chemspider ID

2338343

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3080590

PDB ID

Not Available

ChEBI ID

133221

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1850381

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid (HMDB0035514)

MOL for HMDB0035514 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)

3D MOL for HMDB0035514 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)

3D SDF for HMDB0035514 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)

3D-SDF for HMDB0035514 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)

PDB for HMDB0035514 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)

3D PDB for HMDB0035514 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)

SMILES for HMDB0035514 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)

INCHI for HMDB0035514 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)

Structure for HMDB0035514 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)

3D Structure for HMDB0035514 (xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra