Showing Compound 5-Hydroxyindoleacetylglycine (FDB023328)

Record Information

Version

1.0

Creation date

2011-09-21 00:28:11 UTC

Update date

2015-07-21 06:57:38 UTC

Primary ID

FDB023328

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

5-Hydroxyindoleacetylglycine

Description

5-Hydroxyindoleacetylglycine belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. 5-Hydroxyindoleacetylglycine exists in all living organisms, ranging from bacteria to humans. 5-Hydroxyindoleacetylglycine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 5-hydroxyindoleacetylglycine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 5-Hydroxyindoleacetylglycine.

CAS Number

Not Available

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
2-[2-(5-Hydroxy-1H-indol-3-yl)acetamido]acetate	Generator
2-[2-(5-Hydroxy-1H-indol-3-yl)acetamido]acetic acid	ChEBI
5-Hydroxyindole acetylglycine	HMDB
5-Hydroxyindoleacetyl glycine	ChEBI
N-[(5-Hydroxyindol-3-yl)acetyl]-glycine	ChEBI

Showing 1 to 5 of 5 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.77 g/L	ALOGPS
logP	0.83	ALOGPS
logP	0.3	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	3.65	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	102.42 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	63.24 m³·mol⁻¹	ChemAxon
Polarizability	24.15 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

Chemical Formula

C12H12N2O4

IUPAC name

2-[2-(5-hydroxy-1H-indol-3-yl)acetamido]acetic acid

InChI Identifier

InChI=1S/C12H12N2O4/c15-8-1-2-10-9(4-8)7(5-13-10)3-11(16)14-6-12(17)18/h1-2,4-5,13,15H,3,6H2,(H,14,16)(H,17,18)

InChI Key

LFUCRBSGQMAKCO-UHFFFAOYSA-N

Isomeric SMILES

OC(=O)CNC(=O)CC1=CNC2=C1C=C(O)C=C2

Average Molecular Weight

248.2347

Monoisotopic Molecular Weight

248.079706882

Classification

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

glycine derivative (CHEBI:27631 )

Ontology

Disposition

Source:

Endogenous

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	5-Hydroxyindoleacetylglycine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00dj-2910000000-8f9961b92d4cc975ff90	Spectrum
Predicted GC-MS	5-Hydroxyindoleacetylglycine, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00dm-9235000000-11c6442198c07ba85d06	Spectrum
Predicted GC-MS	5-Hydroxyindoleacetylglycine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-3390000000-267322535235e15256fe	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a6s-9530000000-ed7fc433b7621b5b4cb1	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0691-5900000000-22519d1552585ade8ea5	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0090000000-c9c63b6d897b01770e8a	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-006t-4490000000-7e245b831db0a93cc000	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05gi-9600000000-4109844798ae0129bc7e	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-006t-0970000000-43e031352772fd99f5eb	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0900000000-7c41be203b1014f8e167	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000t-0900000000-511a18631f279b1065db	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001j-0940000000-9645d51451c00d03a732	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-1900000000-9e255dc577ae372b9ee6	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ac3-9400000000-d45217f4fe448259003b	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

389669

ChEMBL ID

Not Available

KEGG Compound ID

C05832

Pubchem Compound ID

440806

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB04185

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound 5-Hydroxyindoleacetylglycine (FDB023328)

Structure for FDB023328 (5-Hydroxyindoleacetylglycine)