ChemFOnt: Showing chemical card for (S)-4-Aminohex-5-enoic acid (CFc000226882)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:51:29 UTC

Chemfont ID

CFc000226882

Molecule Identification

Common Name

(S)-4-Aminohex-5-enoic acid

Definition

Vigabatrin, also known as sabril or gamma-vinyl gaba, 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. Based on a literature review a significant number of articles have been published on Vigabatrin.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Amino-5-hexenoic acid	ChEBI
gamma-Vinyl gaba	ChEBI
gamma-Vinyl-gamma-aminobutyric acid	ChEBI
GVG	ChEBI
Vigabatrina	ChEBI
Vigabatrine	ChEBI
Vigabatrinum	ChEBI
Sabril	Kegg
4-Amino-5-hexenoate	Generator
g-Vinyl gaba	Generator
Γ-vinyl gaba	Generator
g-Vinyl-g-aminobutyrate	Generator
g-Vinyl-g-aminobutyric acid	Generator
gamma-Vinyl-gamma-aminobutyrate	Generator
Γ-vinyl-γ-aminobutyrate	Generator
Γ-vinyl-γ-aminobutyric acid	Generator
Acid, gamma-vinyl-gamma-aminobutyric	HMDB
Yamanouchi brand OF vigabatrin	HMDB
gamma Vinyl gaba	HMDB
gamma-Vinyl-gaba	HMDB
Sabrilex	HMDB
Vigabatrin aventis brand	HMDB
Hoechst brand OF vigabatrin	HMDB
Vigabatrin hoechst brand	HMDB
gamma Vinyl gamma aminobutyric acid	HMDB
Aventis brand OF vigabatrin	HMDB
Vigabatrin yamanouchi brand	HMDB

Chemical Formula

C₆H₁₁NO₂

Average Molecular Weight

129.157

Monoisotopic Molecular Weight

129.078978601

IUPAC Name

4-aminohex-5-enoic acid

Traditional Name

vigabatrin

CAS Registry Number

60643-86-9

SMILES

NC(CCC(O)=O)C=C

InChI Identifier

InChI=1S/C6H11NO2/c1-2-5(7)3-4-6(8)9/h2,5H,1,3-4,7H2,(H,8,9)

InChI Key

PJDFLNIOAUIZSL-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
Medium-chain fatty acid
Amino fatty acid
Unsaturated fatty acid
Fatty acyl
Fatty acid
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Organic oxide
Primary aliphatic amine
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

gamma-amino acid (CHEBI:63638 )

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	96.6 g/L	ALOGPS
logP	-2.6	ALOGPS
logP	-2.1	ChemAxon
logS	-0.13	ALOGPS
pKa (Strongest Acidic)	4.61	ChemAxon
pKa (Strongest Basic)	9.91	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	4	ChemAxon
Refractivity	34.29 m³·mol⁻¹	ChemAxon
Polarizability	13.64 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon