ChemFOnt: Showing chemical card for L-N-(1H-Indol-3-ylacetyl)aspartic acid (CFc000019566)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:10:34 UTC

Chemfont ID

CFc000019566

Molecule Identification

Common Name

L-N-(1H-Indol-3-ylacetyl)aspartic acid

Definition

L-N-(1H-Indol-3-ylacetyl)aspartic acid is found in garden tomato (var.). L-N-(1H-Indol-3-ylacetyl)aspartic acid is a constituent of many plant species including soybean Glycine max. It is a metabolite of 1H-Indole-3-acetic acid BNC14-M in plant tissues.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
L-N-(1H-indol-3-Ylacetyl)aspartate	Generator
(Indole-3-acetyl)aspartic acid	HMDB
(Indoleacetyl)aspartic acid	HMDB
3-Indolylacetyl-L-aspartic acid	HMDB
Aspartic acid, N-(indol-3-ylacetyl)- (7ci)	HMDB
Aspartic acid, N-(indol-3-ylacetyl)-, L- (8ci)	HMDB
Indole-3-acetyl-L-aspartic acid	HMDB
Indole-3-acetylasparaginic acid	HMDB
Indoleacetylaspartate	HMDB
Indolyl-3-aspartic acid	HMDB
L-Aspartic acid, N-indol-3-ylacetyl- (6ci)	HMDB
N-(1H-indol-3-Ylacetyl)-L-aspartic acid	HMDB
2-{[1-hydroxy-2-(1H-indol-3-yl)ethylidene]amino}butanedioate	Generator

Chemical Formula

C₁₄H₁₄N₂O₅

Average Molecular Weight

290.2714

Monoisotopic Molecular Weight

290.090271568

IUPAC Name

2-[2-(1H-indol-3-yl)acetamido]butanedioic acid

Traditional Name

2-[2-(1H-indol-3-yl)acetamido]butanedioic acid

CAS Registry Number

2456-73-7

SMILES

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

InChI Identifier

InChI=1S/C14H14N2O5/c17-12(16-11(14(20)21)6-13(18)19)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

VAFNMNRKDDAKRM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid 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

Aspartic acid and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aspartic acid derivative (CHEBI:86909 )

Functional Ontology

Not Available

Feces (PMID: 25037050)

Cellular substructure

Extracellular (HMDB: HMDB0038666)
Cytoplasm (HMDB: HMDB0038666)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038666)

Source

Exogenous

Exogenous (HMDB: HMDB0038666)

Food

Food (HMDB: HMDB0038666)

Herb and spice

Spice

Opium poppy (FooDB: FOOD00438)

Vegetable

Fruit vegetable

Garden tomato (var.) (FooDB: FOOD00173)

Pulse

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Plant (HMDB: HMDB0038666)
Fabaceae (HMDB: HMDB0038666)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038666)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.23 g/L	ALOGPS
logP	1.04	ALOGPS
logP	0.53	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.74	ChemAxon
pKa (Strongest Basic)	-2.7	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	71.78 m³·mol⁻¹	ChemAxon
Polarizability	28.18 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

External Links

HMDB ID

HMDB0038666

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018065

KNApSAcK ID

C00000117

Chemspider ID

3845644

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4656408

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for L-N-(1H-Indol-3-ylacetyl)aspartic acid (CFc000019566)

MOL for CFc000019566 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)

3D MOL for CFc000019566 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)

3D SDF for CFc000019566 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)

3D-SDF for CFc000019566 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)

PDB for CFc000019566 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)

3D PDB for CFc000019566 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)

SMILES for CFc000019566 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)

INCHI for CFc000019566 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)

Structure for CFc000019566 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)

3D Structure for CFc000019566 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)