Survey with prize
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Bovine Metabolome Database.

Showing metabocard for Pyrroline hydroxycarboxylic acid (BMDB0001369)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 22:44:50 UTC
Update Date2020-05-21 16:28:29 UTC
BMDB IDBMDB0001369
Secondary Accession Numbers
  • BMDB01369
Metabolite Identification
Common NamePyrroline hydroxycarboxylic acid
DescriptionPyrroline hydroxycarboxylic acid, also known as L-1-pyrroline 3-hydroxy-5-carboxylate or 3-hydroxy-L-1-pyrroline-5-carboxylate, belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Pyrroline hydroxycarboxylic acid is a moderately basic compound (based on its pKa). Pyrroline hydroxycarboxylic acid exists in all living species, ranging from bacteria to humans.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Pyrroline hydroxycarboxylateGenerator
3-Hydroxy-L-1-pyrroline-5-carboxylateHMDB
L-1-Pyrroline 3-hydroxy-5-carboxylateHMDB
L-1-Pyrroline-3-hydroxy-5-carboxylateHMDB
L-Delta1-Pyrroline 3-hydroxy-5-carboxylateHMDB
Pyrroline-hydroxy-carboxylateHMDB
3,4-Dihydro-3-hydroxy-2H-pyrrole-5-carboxylic acidHMDB
3-Hydroxy delta 1-pyrroline-5-carboxylic acidHMDB
3-Hydroxy delta 1-pyrroline-5-carboxylic acid, anionHMDB
Chemical FormulaC5H7NO3
Average Molecular Weight129.114
Monoisotopic Molecular Weight129.042593095
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number22573-88-2
SMILESNot Available
InChI Identifier
InChI=1S/C5H7NO3/c7-3-1-4(5(8)9)6-2-3/h2-4,7H,1H2,(H,8,9)
InChI KeyWFOFKRKDDKGRIK-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids and derivatives
Alternative Parents
Substituents
  • Alpha-amino acid or derivatives
  • Pyrroline carboxylic acid
  • Pyrroline carboxylic acid or derivatives
  • Pyrroline
  • Secondary alcohol
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Organoheterocyclic compound
  • Azacycle
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Carbonyl group
  • Alcohol
  • Imine
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Mitochondria
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted PropertiesNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Biological Properties
Cellular Locations
  • Mitochondria
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0001369
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022582
KNApSAcK IDNot Available
Chemspider ID1030
KEGG Compound IDC04281
BioCyc IDNot Available
BiGG ID43511
Wikipedia LinkNot Available
METLIN ID6196
PubChem Compound1059
PDB IDNot Available
ChEBI ID27391
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Pyrroline-5-carboxylate reductase 2
General function:
Amino acid transport and metabolism
Specific function:
Housekeeping enzyme that catalyzes the last step in proline biosynthesis. In some cell types, such as erythrocytes, its primary function may be the generation of NADP(+). Can utilize both NAD and NADP. Has higher affinity for NADP, but higher catalytic efficiency with NADH (By similarity). Involved in cellular response to oxidative stress (By similarity).
Gene Name:
PYCR2
Uniprot ID:
Q17QJ7
Molecular weight:
33630.0
Reactions
Hydroxyproline + NAD → Pyrroline hydroxycarboxylic acid + NADHdetails
Enzyme Details
2. Proline dehydrogenase 1, mitochondrial
General function:
Not Available
Specific function:
Converts proline to delta-1-pyrroline-5-carboxylate.
Gene Name:
PRODH
Uniprot ID:
Q148G5
Molecular weight:
67080.0
Reactions
Hydroxyproline → Pyrroline hydroxycarboxylic aciddetails