ChemFOnt: Showing chemical card for L-4-Methylene-2-pyrrolidinecarboxylic acid (CFc000332912)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:12:30 UTC

Chemfont ID

CFc000332912

Molecule Identification

Common Name

L-4-Methylene-2-pyrrolidinecarboxylic acid

Definition

(±)-4-methylene-2-pyrrolidinecarboxylic acid, also known as 4-methylene-L-proline or 4-methyleneproline, (dl)-isomer, belongs to proline and derivatives class of compounds. Those are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom (±)-4-methylene-2-pyrrolidinecarboxylic acid is soluble (in water) and a moderately acidic compound (based on its pKa). (±)-4-methylene-2-pyrrolidinecarboxylic acid can be found in fruits, which makes (±)-4-methylene-2-pyrrolidinecarboxylic acid a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(±)-4-methylene-2-pyrrolidinecarboxylate	Generator
4-Methyleneproline, (DL)-isomer	HMDB
4-Methylene-L-proline	HMDB
4-Methylidenepyrrolidine-2-carboxylate	HMDB
4-Methyleneproline	HMDB

Chemical Formula

C₆H₉NO₂

Average Molecular Weight

127.1412

Monoisotopic Molecular Weight

127.063328537

IUPAC Name

4-methylidenepyrrolidine-2-carboxylic acid

Traditional Name

4-methylidenepyrrolidine-2-carboxylic acid

CAS Registry Number

20309-87-9

SMILES

OC(=O)C1CC(=C)CN1

InChI Identifier

InChI=1S/C6H9NO2/c1-4-2-5(6(8)9)7-3-4/h5,7H,1-3H2,(H,8,9)

InChI Key

PEYQZZMUNYLHII-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Proline and derivatives

Alternative Parents

Substituents

Proline or derivatives
Alpha-amino acid
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine
Amino acid
Azacycle
Organoheterocyclic compound
Secondary amine
Monocarboxylic acid or derivatives
Secondary aliphatic amine
Carboxylic acid
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Organic nitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0029434)
Extracellular (HMDB: HMDB0029434)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029434)

Source

Endogenous

Endogenous (HMDB: HMDB0029434)

Plant

Plant (HMDB: HMDB0029434)

Exogenous

Food

Food (HMDB: HMDB0029434)

Nut

Peanut (FooDB: FOOD00016)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	177 g/L	ALOGPS
logP	-2.2	ALOGPS
logP	-2.5	ChemAxon
logS	0.14	ALOGPS
pKa (Strongest Acidic)	1.96	ChemAxon
pKa (Strongest Basic)	10.48	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.33 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	32.24 m³·mol⁻¹	ChemAxon
Polarizability	12.69 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

HMDB0029434

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000538

KNApSAcK ID

C00050723

Chemspider ID

485385

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

558375

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for L-4-Methylene-2-pyrrolidinecarboxylic acid (CFc000332912)

MOL for CFc000332912 (L-4-Methylene-2-pyrrolidinecarboxylic acid)

3D MOL for CFc000332912 (L-4-Methylene-2-pyrrolidinecarboxylic acid)

3D SDF for CFc000332912 (L-4-Methylene-2-pyrrolidinecarboxylic acid)

3D-SDF for CFc000332912 (L-4-Methylene-2-pyrrolidinecarboxylic acid)

PDB for CFc000332912 (L-4-Methylene-2-pyrrolidinecarboxylic acid)

3D PDB for CFc000332912 (L-4-Methylene-2-pyrrolidinecarboxylic acid)

SMILES for CFc000332912 (L-4-Methylene-2-pyrrolidinecarboxylic acid)

INCHI for CFc000332912 (L-4-Methylene-2-pyrrolidinecarboxylic acid)

Structure for CFc000332912 (L-4-Methylene-2-pyrrolidinecarboxylic acid)

3D Structure for CFc000332912 (L-4-Methylene-2-pyrrolidinecarboxylic acid)