Showing Compound 2-Aminoacrylic acid (FDB023206)

Record Information

Version

1.0

Creation date

2011-09-21 00:26:19 UTC

Update date

2019-11-26 03:21:08 UTC

Primary ID

FDB023206

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

2-Aminoacrylic acid

Description

2-Aminoacrylic acid, also known as 2,3-didehydroalanine or 2-aminoacrylate, 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 a very strong basic compound (based on its pKa). 2-Aminoacrylic acid exists in all living species, ranging from bacteria to humans. 2-Aminoacrylic acid has been detected, but not quantified in, several different foods, such as celery leaves, pulses, chinese bayberries, common cabbages, and eggplants. This could make 2-aminoacrylic acid a potential biomarker for the consumption of these foods.

CAS Number

28453-71-6

Structure

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

Synonyms

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Synonym	Source
(alpha)-(beta)-Di-dehydroalanine	HMDB
(alpha)-(beta)-di-dehydroalanine	hmdb
2,3-Didehydroalanine	ChEBI
2-Amino-2-propenoic acid	HMDB
2-Aminoacrylate	ChEBI
2-Aminoacrylic acid	hmdb
2-Aminoprop-2-enoate	Kegg
2-Aminoprop-2-enoic acid	Generator
a,b-Dehydroalanine	Generator
a-b-Di-dehydroalanine	HMDB

Showing 1 to 10 of 26 entries

Predicted Properties

Property	Value	Source
Water Solubility	233 g/L	ALOGPS
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	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C3H5NO2

IUPAC name

2-aminoprop-2-enoic acid

InChI Identifier

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

InChI Key

UQBOJOOOTLPNST-UHFFFAOYSA-N

Isomeric SMILES

NC(=C)C(O)=O

Average Molecular Weight

87.0773

Monoisotopic Molecular Weight

87.032028409

Classification

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

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant:

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	2-Aminoacrylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9000000000-91e0ae8251c533ccb7ad	Spectrum
Predicted GC-MS	2-Aminoacrylic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00dl-9500000000-d9a0c6188aef6b8aec5a	Spectrum
Predicted GC-MS	2-Aminoacrylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Aminoacrylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000f-9000000000-15dc8dc52e98be913462	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-dc312ec6c67a0557dea5	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-6abf262be2b6f2447777	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-8d7c53619f483f86f61a	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-e78e6283f6f0fd640c07	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014u-9000000000-f45341969a54a57e8b77	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9000000000-ff7f2c935a022bb6caf6	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-ff7f2c935a022bb6caf6	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-ff7f2c935a022bb6caf6	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-cb7bf9d7a9fec42be16c	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-56882758237b475e8194	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-f6f1fa2beae1e80da0d0	2021-09-22	View Spectrum