Bovine Metabolome Database: Showing metabocard for 2-Aminoacrylic acid (BMDB0003609)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:05:34 UTC

Update Date

2020-04-22 15:12:35 UTC

BMDB ID

BMDB0003609

Secondary Accession Numbers

BMDB03609

Metabolite Identification

Common Name

2-Aminoacrylic acid

Description

2-Aminoacrylic acid, also known as 2-aminoacrylic acid or 2-aminoacrylic acid, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). 2-Aminoacrylic acid is possibly soluble (in water) and a very strong basic compound (based on its pKa). 2-Aminoacrylic acid exists in all living species, ranging from bacteria to humans. In cattle, 2-aminoacrylic acid is involved in the metabolic pathway called thyroid hormone synthesis pathway.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
2,3-Didehydroalanine	ChEBI
2-Aminoacrylate	ChEBI
alpha,beta-Dehydroalanine	ChEBI
Anhydroserine2-aminopropenoic acid	ChEBI
Dehydroalanine	ChEBI
2-Aminoprop-2-enoate	Kegg
a,b-Dehydroalanine	Generator
Α,β-dehydroalanine	Generator
Anhydroserine2-aminopropenoate	Generator
2-Aminoprop-2-enoic acid	Generator
(alpha)-(beta)-Di-dehydroalanine	HMDB
a-b-Di-dehydroalanine	HMDB
alpha-beta-Di-dehydroalanine	HMDB
alpha-Aminoacrylate	HMDB
2-Amino-2-propenoic acid	HMDB
Aminoacrylic acid	HMDB
Dehydro-L-alanine	HMDB
alpha,beta-Didehydroalanine	HMDB
alpha-Aminoacrylic acid	HMDB
α,β-Didehydroalanine	HMDB
α-Aminoacrylic acid	HMDB

Chemical Formula

C₃H₅NO₂

Average Molecular Weight

87.0773

Monoisotopic Molecular Weight

87.032028409

IUPAC Name

2-aminoprop-2-enoic acid

Traditional Name

dehydroalanine

CAS Registry Number

28453-71-6

SMILES

NC(=C)C(O)=O

InChI Identifier

InChI=1S/C3H5NO2/c1-2(4)3(5)6/h1,4H2,(H,5,6)

InChI Key

UQBOJOOOTLPNST-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

non-proteinogenic alpha-amino acid (CHEBI:17123 )
enamine (CHEBI:17123 )
alpha,beta-unsaturated monocarboxylic acid (CHEBI:17123 )
dehydroamino acid (CHEBI:17123 )

Ontology

Status

Expected but not Quantified

Origin

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	-2.651	Not Available

Predicted Properties

Property	Value	Source
logP	-0.13	ALOGPS
logP	-2.9	ChemAxon
logS	0.43	ALOGPS
pKa (Strongest Acidic)	2.58	ChemAxon
pKa (Strongest Basic)	8.64	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	20.92 m³·mol⁻¹	ChemAxon
Polarizability	7.72 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon