ChemFOnt: Showing chemical card for 4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid (CFc000335534)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:28:08 UTC

Chemfont ID

CFc000335534

Molecule Identification

Common Name

4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid

Definition

L-cis-4-(hydroxymethyl)-2-pyrrolidinecarboxylic acid 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. L-cis-4-(hydroxymethyl)-2-pyrrolidinecarboxylic acid is soluble (in water) and a moderately acidic compound (based on its pKa). L-cis-4-(hydroxymethyl)-2-pyrrolidinecarboxylic acid can be found in fruits and pomes, which makes L-cis-4-(hydroxymethyl)-2-pyrrolidinecarboxylic acid a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylate	Generator
4-(Hydroxymethyl)pyrrolidine-2-carboxylate	Generator
(2R,4S)-4-(Hydroxymethyl)-2-pyrrolidinecarboxylate	Generator

Chemical Formula

C₆H₁₁NO₃

Average Molecular Weight

145.1564

Monoisotopic Molecular Weight

145.073893223

IUPAC Name

4-(hydroxymethyl)pyrrolidine-2-carboxylic acid

Traditional Name

4-(hydroxymethyl)pyrrolidine-2-carboxylic acid

CAS Registry Number

3850-38-2

SMILES

OCC1CNC(C1)C(O)=O

InChI Identifier

InChI=1S/C6H11NO3/c8-3-4-1-5(6(9)10)7-2-4/h4-5,7-8H,1-3H2,(H,9,10)

InChI Key

CISMGNUPDUKNQK-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
1,3-aminoalcohol
Pyrrolidine
Amino acid
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Secondary amine
Organoheterocyclic compound
Azacycle
Primary alcohol
Organooxygen compound
Organonitrogen compound
Alcohol
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Amine
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0029425)

Food

Fruit

Pome

Apple (FooDB: FOOD00105)
Pear (FooDB: FOOD00152)

Drupe

Sour cherry (FooDB: FOOD00146)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	119 g/L	ALOGPS
logP	-3	ALOGPS
logP	-3.6	ChemAxon
logS	-0.09	ALOGPS
pKa (Strongest Acidic)	1.78	ChemAxon
pKa (Strongest Basic)	10.94	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.56 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	34.37 m³·mol⁻¹	ChemAxon
Polarizability	14.44 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

HMDB0029425

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011871

KNApSAcK ID

Not Available

Chemspider ID

4476900

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5318294

PDB ID

Not Available

ChEBI ID

173604

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid (CFc000335534)

MOL for CFc000335534 (4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

3D MOL for CFc000335534 (4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

3D SDF for CFc000335534 (4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

3D-SDF for CFc000335534 (4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

PDB for CFc000335534 (4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

3D PDB for CFc000335534 (4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

SMILES for CFc000335534 (4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

INCHI for CFc000335534 (4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

Structure for CFc000335534 (4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

3D Structure for CFc000335534 (4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)