P. aeruginosa Metabolome Database: 1-pyrroline-4-hydroxy-2-carboxylate (PAMDB110071)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 12:54:54 PM

Metabolite ID

PAMDB110071

Identification

Name:

1-pyrroline-4-hydroxy-2-carboxylate

Description:

The conjugate base of 4-hydroxy-1-pyrroline-2-carboxylic acid; major species at pH 7.3.

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

4-hydroxyproline degradation II'
WIDTH
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1-pyrroline-4-hydroxy-2-carboxylate + H⁺ + H₂O → ammonium + 2,5-dioxopentanoate

Chemical Formula:

C₅H₆NO₃

Average Molecular Weight:

129.0425930962

Monoisotopic Molecular Weight:

129.0425930962

InChI Key:

AOMLMYXPXUTBQH-UHFFFAOYSA-M

InChI:

InChI=1S/C5H7NO3/c7-3-1-4(5(8)9)6-2-3/h3,7H,1-2H2,(H,8,9)/p-1

CAS number:

9054-77-7

IUPAC Name:

3-hydroxy-3,4-dihydro-2H-pyrrole-5-carboxylate

Traditional IUPAC Name:

4-hydroxy-4,5-dihydro-3H-pyrrole-2-carboxylic acid

SMILES:

C1(N=C(C([O-])=O)CC(O)1)

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of chemical entities known as pyrrolines. These are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms.

Kingdom

Chemical entities

Super Class

Organic compounds

Class

Organoheterocyclic compounds

Sub Class

Pyrrolines

Direct Parent

Pyrrolines

Alternative Parents

Substituents

Pyrroline
Ketimine
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Imine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

1-pyrrolinecarboxylic acid (CHEBI:16352 )

Physical Properties

State:

Solid

Charge:

-1

Melting point:

Not Available

Experimental Properties:

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

Predicted Properties

Property	Value	Source
Water Solubility	18.3 mg/mL	ALOGPS
logP	-0.87	ALOGPS
logP	-0.39	ChemAxon
logS	-0.85	ALOGPS
pKa (Strongest Acidic)	3.66	ChemAxon
pKa (Strongest Basic)	0.53	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	69.89 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	29.05 m³·mol^-1	ChemAxon
Polarizability	11.76 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Not Available

Reactions:

Pathways:

Arginine and Proline Metabolism pae00330

Spectra

Spectra:

Not Available

References

References:

Heacock AM, Adams E: Formation and excretion of pyrrole-2-carboxylate in man. J Clin Invest. 1974 Oct;54(4):810-8. [4430715 ]

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
ChEBI	57745
ChemSpider	20171608
HMDB	HMDB02234
KEGG	C04282
PubChem	20849161

1-pyrroline-4-hydroxy-2-carboxylate (PAMDB110071)

Structure for 1-pyrroline-4-hydroxy-2-carboxylate (PAMDB110071)