ChemFOnt: Showing chemical card for 3-Amino-2,3-dihydrobenzoic acid (CFc000231051)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:59:06 UTC

Chemfont ID

CFc000231051

Molecule Identification

Common Name

3-Amino-2,3-dihydrobenzoic acid

Definition

5-aminocyclohexa-1,3-diene-1-carboxylic acid, also known as 3-amino-2,3-dihydrobenzoic acid or gabaculin, belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom. 5-aminocyclohexa-1,3-diene-1-carboxylic acid exists in all living organisms, ranging from bacteria to humans. Based on a literature review a significant number of articles have been published on 5-aminocyclohexa-1,3-diene-1-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5-Amino-1,3-cyclohexadiene-1-carboxylic acid	ChEBI
3-Amino-2,3-dihydrobenzoic acid	Kegg
5-Amino-1,3-cyclohexadiene-1-carboxylate	Generator
3-Amino-2,3-dihydrobenzoate	Generator
5-Aminocyclohexa-1,3-diene-1-carboxylate	Generator
Gabaculin	MeSH
Gabaculine hydrochloride	MeSH
Gabaculine hydrochloride, (+-)-isomer	MeSH
Gabaculine, (+-)-isomer	MeSH
Gabaculine, (-)-isomer	MeSH
Gabaculine	MeSH

Chemical Formula

C₇H₉NO₂

Average Molecular Weight

139.1519

Monoisotopic Molecular Weight

139.063328537

IUPAC Name

5-aminocyclohexa-1,3-diene-1-carboxylic acid

Traditional Name

gabaculine

CAS Registry Number

87980-11-8

SMILES

NC1CC(=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C7H9NO2/c8-6-3-1-2-5(4-6)7(9)10/h1-3,6H,4,8H2,(H,9,10)

InChI Key

KFNRJXCQEJIBER-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Gamma amino acids and derivatives

Alternative Parents

Substituents

Gamma amino acid or derivatives
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Primary aliphatic amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	55.5 g/L	ALOGPS
logP	-2	ALOGPS
logP	-2.2	ChemAxon
logS	-0.4	ALOGPS
pKa (Strongest Acidic)	4.4	ChemAxon
pKa (Strongest Basic)	9.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	39.01 m³·mol⁻¹	ChemAxon
Polarizability	13.83 Å³	ChemAxon
Number of Rings	1	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

HMDB0252566

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3327

KEGG Compound ID

C12110

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3445

PDB ID

Not Available

ChEBI ID

29585

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-Amino-2,3-dihydrobenzoic acid (CFc000231051)

MOL for CFc000231051 (3-Amino-2,3-dihydrobenzoic acid)

3D MOL for CFc000231051 (3-Amino-2,3-dihydrobenzoic acid)

3D SDF for CFc000231051 (3-Amino-2,3-dihydrobenzoic acid)

3D-SDF for CFc000231051 (3-Amino-2,3-dihydrobenzoic acid)

PDB for CFc000231051 (3-Amino-2,3-dihydrobenzoic acid)

3D PDB for CFc000231051 (3-Amino-2,3-dihydrobenzoic acid)

SMILES for CFc000231051 (3-Amino-2,3-dihydrobenzoic acid)

INCHI for CFc000231051 (3-Amino-2,3-dihydrobenzoic acid)

Structure for CFc000231051 (3-Amino-2,3-dihydrobenzoic acid)

3D Structure for CFc000231051 (3-Amino-2,3-dihydrobenzoic acid)