Showing chemical card for L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid (CFc000010666)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:58:11 UTC

Chemfont ID

CFc000010666

Molecule Identification

Common Name

L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid

Definition

(2R,4S)-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid is found in fruits. (2R,4S)-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid is a constituent of the seeds of Eriobotrya japonica (loquat).

Structure

MOL SDF PDB SMILES InChI

SMILES for CFc000010666 (L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

OCC1CNC(C1)C(O)=O

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INCHI for CFc000010666 (L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

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

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Structure for CFc000010666 (L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

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3D Structure for CFc000010666 (L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

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

2370-39-0

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

Alpha amino acids
Pyrrolidine carboxylic acids
1,3-aminoalcohols
Amino acids
Monocarboxylic acids and derivatives
Dialkylamines
Carboxylic acids
Azacyclic compounds
Primary alcohols
Organopnictogen compounds
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds

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

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029425)
Cytoplasm (HMDB: HMDB0029425)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029425)

Source

Exogenous

Exogenous (HMDB: HMDB0029425)

Food

Food (HMDB: HMDB0029425)

Fruit

Pome

Pomes (FooDB: FOOD00856)

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0029425)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0029425)

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 L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid (CFc000010666)

MOL for CFc000010666 (L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

3D MOL for CFc000010666 (L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

3D SDF for CFc000010666 (L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

3D-SDF for CFc000010666 (L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

PDB for CFc000010666 (L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

3D PDB for CFc000010666 (L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

SMILES for CFc000010666 (L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

INCHI for CFc000010666 (L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

Structure for CFc000010666 (L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)

3D Structure for CFc000010666 (L-cis-4-(Hydroxymethyl)-2-pyrrolidinecarboxylic acid)