Showing Compound N-Malonyltryptophan (FDB019107)

Record Information

Version

1.0

Creation date

2010-04-08 22:14:08 UTC

Update date

2019-11-26 03:17:06 UTC

Primary ID

FDB019107

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

N-Malonyltryptophan

Description

N-Malonyltryptophan 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. N-Malonyltryptophan has been detected, but not quantified in, several different foods, such as garden tomatoes (Solanum lycopersicum), herbs and spices, opium poppies (Papaver somniferum), and pulses. This could make N-malonyltryptophan a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on N-Malonyltryptophan.

CAS Number

29399-11-9

Structure

MOL SDF PDB SMILES InChI

Synonyms

Show entries

Search:

Synonym	Source
2-(2-Carboxyacetamido)-3-(1H-indol-3-yl)propanoate	Generator
2-(2-Carboxyacetamido)-3-(1H-indol-3-yl)propanoic acid	ChEBI
2-[(2-Carboxy-1-hydroxyethylidene)amino]-3-(1H-indol-3-yl)propanoate	HMDB
N-Malonyl-tryptophan	ChEBI
N-Malonyltryptophan	db_source

Showing 1 to 5 of 5 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.21 g/L	ALOGPS
logP	1.1	ALOGPS
logP	0.89	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.52	ChemAxon
pKa (Strongest Basic)	-6.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	119.49 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	71.99 m³·mol⁻¹	ChemAxon
Polarizability	27.89 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

C14H14N2O5

IUPAC name

2-(2-carboxyacetamido)-3-(1H-indol-3-yl)propanoic acid

InChI Identifier

InChI=1S/C14H14N2O5/c17-12(6-13(18)19)16-11(14(20)21)5-8-7-15-10-4-2-1-3-9(8)10/h1-4,7,11,15H,5-6H2,(H,16,17)(H,18,19)(H,20,21)

InChI Key

OVEAWSPZRGBTSS-UHFFFAOYSA-N

Isomeric SMILES

OC(=O)CC(=O)NC(CC1=CNC2=C1C=CC=C2)C(O)=O

Average Molecular Weight

290.2714

Monoisotopic Molecular Weight

290.090271568

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
Indolyl carboxylic acid derivative
3-alkylindole
Indole
Indole or derivatives
Dicarboxylic acid or derivatives
Substituted pyrrole
Benzenoid
1,3-dicarbonyl compound
Heteroaromatic compound
Pyrrole
Carboxamide group
Secondary carboxylic acid amide
Azacycle
Carboxylic acid
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant:

Fabaceae

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Show entries

Search:

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	C 57.93%; H 4.86%; N 9.65%; O 27.56%	DFC
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	N-Malonyltryptophan, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-053l-5940000000-264b37a6cf0eebbfd6e7	Spectrum
Predicted GC-MS	N-Malonyltryptophan, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00y0-9316100000-f70dcee73556a467ae90	Spectrum
Predicted GC-MS	N-Malonyltryptophan, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-052b-0950000000-ea020894ddaac7f81fb5	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 6V, Negative	splash10-0002-0090000000-2badaf878362323490f1	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0znc-0290000000-677c4ce778b72d8af9ef	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0pb9-2980000000-85c5e6129e98c0ace076	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-1900000000-f0b3da08bd5bb0f5afc0	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000j-1190000000-8b025a4cda8ee96fe961	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0f6t-3590000000-c92e1c4829b6a4eaa0d8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0aor-9510000000-83d59e239be1567ea0e0	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0970000000-d95f7fa4b71b68025ecd	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014l-9840000000-ae3608182db2f1ef5031	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-8910000000-cf75faff429da4987b7e	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4u-0290000000-945f9f9146439b728fe2	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4r-0910000000-b33cfb7fd547b3834377	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-053r-1900000000-ef5e1303ef2c170f0c5e	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

4371010

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

5199636

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB39500

CRC / DFC (Dictionary of Food Compounds) ID

CHP14-U:LPD40-Q

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

C00000118

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

Show entries

Search:

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

— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.

Showing Compound N-Malonyltryptophan (FDB019107)

Structure for FDB019107 (N-Malonyltryptophan)