| Record Information |
|---|
| Version |
3.5 |
| Creation Date |
2005-11-16 08:48:42 -0700 |
| Update Date |
2013-02-08 17:10:25 -0700 |
| HMDB ID |
HMDB01369 |
| Secondary Accession Numbers |
None |
| Metabolite Identification |
|---|
| Common Name |
Pyrroline hydroxycarboxylic acid |
| Description |
Pyrroline hydroxycarboxylic acid is a metabolite identified in the urine of patients with type II hyperprolinemia. (OMIM 239510  ). The urinary excretion of Pyrroline hydroxycarboxylic acid increased in hyperprolinemic patients but not in healthy controls during oral loading of hydroxyproline and hydroxyproline-ornithine. (PMID: 533224 ). Hyperprolinemia type II (HP II) is a rare inherited metabolic disease due to the deficiency of pyroline-5-carboxylate dehydrogenase. It is generally believed to be a benign condition although some patients have neurological problems such as refractory convulsions. (PMID: 15214748 ). The oxidation of pyrroline-carboxylate generates glutamate and pyrroline-hydroxycarboxylate, a reaction catalyzed by hydroxyproline oxidase (PMID: 500817 ). |
| Structure |
Download:
MOL |
SDF |
SMILES |
InChI
Display:
2D Structure |
3D Structure
|
| Synonyms |
- 3-Hydroxy-L-1-pyrroline-5-carboxylate
- L-1-Pyrroline 3-hydroxy-5-carboxylate
- L-1-Pyrroline-3-hydroxy-5-carboxylate
- L-Delta1-pyrroline 3-hydroxy-5-carboxylate
- Pyrroline-hydroxy-carboxylate
|
| Chemical Formula |
C5H7NO3 |
| Average Molecular Weight |
129.114 |
| Monoisotopic Molecular Weight |
129.042593095 |
| IUPAC Name |
4-hydroxy-3,4-dihydro-2H-pyrrole-2-carboxylic acid |
| Traditional IUPAC Name |
4-hydroxy-3,4-dihydro-2H-pyrrole-2-carboxylic acid |
| CAS Registry Number |
22573-88-2 |
| SMILES |
OC1CC(N=C1)C(O)=O |
| InChI Identifier |
InChI=1S/C5H7NO3/c7-3-1-4(5(8)9)6-2-3/h2-4,7H,1H2,(H,8,9) |
| InChI Key |
WFOFKRKDDKGRIK-UHFFFAOYSA-N |
| Chemical Taxonomy |
|---|
| Kingdom |
Organic Compounds |
| Super Class |
Aliphatic Heteromonocyclic Compounds |
| Class |
Pyrrolines |
| Sub Class |
N/A |
| Other Descriptors |
- 1-pyrrolinecarboxylic acid(ChEBI)
- Aliphatic Heteromonocyclic Compounds
|
| Substituents |
- Carboxylic Acid
- Imine
- Secondary Alcohol
|
| Direct Parent |
Pyrrolines |
| Ontology |
|---|
| Status |
Expected and Not Quantified |
| Origin |
|
| Biofunction |
- Protein synthesis, amino acid biosynthesis
|
| Application |
Not Available |
| Cellular locations |
|
| Physical Properties |
|---|
| State |
Solid |
| 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 |
|
| Spectra |
|---|
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| Biological Properties |
|---|
| Cellular Locations |
|
| Biofluid Locations |
Not Available
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| Tissue Location |
Not Available
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| Pathways |
|
| Normal Concentrations |
|---|
|
Not Available |
| Abnormal Concentrations |
|---|
|
Not Available |
| Associated Disorders and Diseases |
|---|
| Disease References |
None |
| Associated OMIM IDs |
None |
| External Links |
|---|
| DrugBank ID |
Not Available |
| Phenol Explorer Compound ID |
Not Available |
| Phenol Explorer Metabolite ID |
Not Available |
| FoodDB ID |
FDB022582 |
| KNApSAcK ID |
Not Available |
| Chemspider ID |
1030 |
| KEGG Compound ID |
C04281 |
| BioCyc ID |
PYRROLINE-HYDROXY-CARBOXYLATE |
| BiGG ID |
43511 |
| Wikipedia Link |
Not Available |
| NuGOwiki Link |
HMDB01369 |
| Metagene Link |
HMDB01369 |
| METLIN ID |
6196 |
| PubChem Compound |
1059 |
| PDB ID |
Not Available |
| ChEBI ID |
27391 |
| References |
|---|
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available
|
| General References |
Not Available
|
