ChemFOnt: Showing chemical card for L-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid (CFc000016669)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:06:19 UTC

Chemfont ID

CFc000016669

Molecule Identification

Common Name

L-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid

Definition

L-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid is found in garden tomato (var.). L-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid is widespread in many foodstuffs especially fruit juices, jams and fermented foods or beverages. L-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid is formed by Pictet-Spengler condensation of L-tryptophan and formaldehyde in nature or during food processin

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Carboxy-1,2,3,4-tetrahydro-2-carboline	ChEBI
CCRIS 6486	ChEBI
NSC 96912	ChEBI
L-1,2,3,4-Tetrahydro-b-carboline-3-carboxylate	Generator
L-1,2,3,4-Tetrahydro-b-carboline-3-carboxylic acid	Generator
L-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylate	Generator
L-1,2,3,4-Tetrahydro-β-carboline-3-carboxylate	Generator
L-1,2,3,4-Tetrahydro-β-carboline-3-carboxylic acid	Generator
(-)-3-Carboxy-1,2,3,4-tetrahydro-beta-carboline	HMDB
3-Carboxy-1,2,3,4-tetrahydro-beta-carboline	HMDB
Cyclomethyltryptophan	HMDB
L-1,2,3,4-Tetrahydronorharman-3-carboxylic acid	HMDB
1,2,3,4-Tetrahydro-b-carboline-3-carboxylate	Generator
1,2,3,4-Tetrahydro-b-carboline-3-carboxylic acid	Generator
1,2,3,4-Tetrahydro-beta-carboline-3-carboxylate	Generator
1,2,3,4-Tetrahydro-β-carboline-3-carboxylate	Generator
1,2,3,4-Tetrahydro-β-carboline-3-carboxylic acid	Generator
3S-Tetrahydro-beta-carboline-3-carboxylic acid	MeSH
1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid, (S)-isomer	MeSH
1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid,(+-)-isomer	MeSH
THBC-CA	MeSH
1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid	MeSH

Chemical Formula

C₁₂H₁₂N₂O₂

Average Molecular Weight

216.2359

Monoisotopic Molecular Weight

216.089877638

IUPAC Name

1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid

Traditional Name

1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid

CAS Registry Number

42438-90-4

SMILES

OC(=O)C1CC2=C(CN1)NC1=CC=CC=C21

InChI Identifier

InChI=1S/C12H12N2O2/c15-12(16)10-5-8-7-3-1-2-4-9(7)14-11(8)6-13-10/h1-4,10,13-14H,5-6H2,(H,15,16)

InChI Key

FSNCEEGOMTYXKY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Beta carbolines

Alternative Parents

Substituents

Beta-carboline
Alpha-amino acid
Alpha-amino acid or derivatives
3-alkylindole
Indole
Aralkylamine
Benzenoid
Pyrrole
Heteroaromatic compound
Amino acid
Amino acid or derivatives
Carboxylic acid derivative
Secondary amine
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Azacycle
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0035665)
Cytoplasm (HMDB: HMDB0035665)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035665)

Source

Exogenous

Exogenous (HMDB: HMDB0035665)

Food

Food (HMDB: HMDB0035665)

Vegetable

Fruit vegetable

Garden tomato (var.) (FooDB: FOOD00173)

Endogenous

Plant

Plant (HMDB: HMDB0035665)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0035665)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.92 g/L	ALOGPS
logP	-0.47	ALOGPS
logP	-1.2	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	1.97	ChemAxon
pKa (Strongest Basic)	8.99	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	65.12 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	59.41 m³·mol⁻¹	ChemAxon
Polarizability	22.85 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

HMDB0035665

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014381

KNApSAcK ID

C00026660

Chemspider ID

88749

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

98285

PDB ID

Not Available

ChEBI ID

91151

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for L-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid (CFc000016669)

MOL for CFc000016669 (L-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid)

3D MOL for CFc000016669 (L-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid)

3D SDF for CFc000016669 (L-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid)

3D-SDF for CFc000016669 (L-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid)

PDB for CFc000016669 (L-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid)

3D PDB for CFc000016669 (L-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid)

SMILES for CFc000016669 (L-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid)

INCHI for CFc000016669 (L-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid)

Structure for CFc000016669 (L-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid)

3D Structure for CFc000016669 (L-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid)