ChemFOnt: Showing chemical card for 1-(2-carboxy-2-hydroxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid (CFc000161531)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:50:53 UTC

Chemfont ID

CFc000161531

Molecule Identification

Common Name

1-(2-carboxy-2-hydroxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid

Definition

1-(2-carboxy-2-hydroxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. Based on a literature review very few articles have been published on 1-(2-carboxy-2-hydroxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-(2-Carboxy-2-hydroxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylate	Generator

Chemical Formula

C₁₅H₁₆N₂O₅

Average Molecular Weight

304.302

Monoisotopic Molecular Weight

304.105921623

IUPAC Name

1-(2-carboxy-2-hydroxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid

Traditional Name

1-(2-carboxy-2-hydroxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(CC1NC(CC2=C1NC1=CC=CC=C21)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C15H16N2O5/c18-12(15(21)22)6-10-13-8(5-11(16-10)14(19)20)7-3-1-2-4-9(7)17-13/h1-4,10-12,16-18H,5-6H2,(H,19,20)(H,21,22)

InChI Key

WQKMJNHGJLPGMO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Harmala alkaloids

Sub Class

Not Available

Direct Parent

Harmala alkaloids

Alternative Parents

Substituents

Harman
Beta-carboline
Pyridoindole
Alpha-amino acid
Alpha-amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Aralkylamine
Dicarboxylic acid or derivatives
Alpha-hydroxy acid
Hydroxy acid
Benzenoid
1,3-aminoalcohol
Heteroaromatic compound
Pyrrole
Amino acid or derivatives
Amino acid
Secondary alcohol
Organoheterocyclic compound
Carboxylic acid derivative
Azacycle
Secondary aliphatic amine
Secondary amine
Carboxylic acid
Organic nitrogen compound
Organonitrogen compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.05 g/L	ALOGPS
logP	-0.25	ALOGPS
logP	-2.1	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	1.65	ChemAxon
pKa (Strongest Basic)	8.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	122.65 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	76.07 m³·mol⁻¹	ChemAxon
Polarizability	30.75 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0181123

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 1-(2-carboxy-2-hydroxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid (CFc000161531)

MOL for CFc000161531 (1-(2-carboxy-2-hydroxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)

3D MOL for CFc000161531 (1-(2-carboxy-2-hydroxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)

3D SDF for CFc000161531 (1-(2-carboxy-2-hydroxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)

3D-SDF for CFc000161531 (1-(2-carboxy-2-hydroxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)

PDB for CFc000161531 (1-(2-carboxy-2-hydroxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)

3D PDB for CFc000161531 (1-(2-carboxy-2-hydroxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)

SMILES for CFc000161531 (1-(2-carboxy-2-hydroxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)

INCHI for CFc000161531 (1-(2-carboxy-2-hydroxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)

Structure for CFc000161531 (1-(2-carboxy-2-hydroxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)

3D Structure for CFc000161531 (1-(2-carboxy-2-hydroxyethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid)