Compound
(3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate
The 1-pyrrolinecarboxylate formed by deprotonation of the carboxy group of (3R,5S)-1-pyrroline-3-hydroxy-5-carboxylic acid; principal microspecies at pH 7.3.
Definition from ChEBI (CHEBI:62612), read 2026-09-23. CC BY 4.0.
Structure
Loading the model…
- Class
- Organic compound, anion
- Formula
- C5H6NO3
- Mass
- 128.107 g/mol
- Charge
- -1
- InChIKey
- WFOFKRKDDKGRIK-DMTCNVIQSA-M
- SMILES
- O=C([O-])[C@@H]1C[C@@H](O)C=N1
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
2 entities
2 entities reached.
0 reported hops2 assembled from the scaffold
What the reference databases state
Statements
8 statements
8 statements · 2 reference databases · Subject: (3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate · Sources: Human-GEM, Rhea
- CHEBI:18095 is converted to (3R,5S)-1-pyrroline-3-hydroxy-5-carboxylateCompoundHuman-GEM MAR04778Inferred only
- CHEBI:18095 is converted to (3R,5S)-1-pyrroline-3-hydroxy-5-carboxylateCompoundHuman-GEM MAR04779Inferred only
- CHEBI:18095 is converted to (3R,5S)-1-pyrroline-3-hydroxy-5-carboxylateCompoundHuman-GEM MAR04780Inferred only
- CHEBI:18095 is converted to (3R,5S)-1-pyrroline-3-hydroxy-5-carboxylateCompoundHuman-GEM MAR04781Inferred only
- (3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate is metabolised by ALDH4A1ProteinHuman-GEM MAR04784Inferred only
- (3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate is metabolised by ALDH4A1ProteinHuman-GEM MAR04785Inferred only
- (3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate is metabolised by ALDH4A1ProteinHuman-GEM MAR08096Inferred only
- (3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate is a substrate of PRODH2ProteinRhea RHEA:52512Inferred only
Reactions
12 reactions
NAD(+)+CHEBI:180952proton+(3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate+NADH(2-)
Catalysed by PYCR3 or PYCR2 or PYCR1
Reaction pageLeft to rightBalancedEC 1.5.1.2GO:0005829
Human-GEM MAR04778CC BY 4.0Reference data
NAD(+)+CHEBI:180952proton+(3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate+NADH(2-)
Catalysed by PYCR3 or PYCR2 or PYCR1
Reaction pageLeft to rightBalancedEC 1.5.1.2GO:0005759
Human-GEM MAR04779CC BY 4.0Reference data
NADP(3-)+CHEBI:180952proton+(3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate+NADPH(4-)
Catalysed by PYCR3 or PYCR2 or PYCR1
Reaction pageLeft to rightBalancedEC 1.5.1.2GO:0005829
Human-GEM MAR04780CC BY 4.0Reference data
NADP(3-)+CHEBI:180952proton+(3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate+NADPH(4-)
Catalysed by PYCR3 or PYCR2 or PYCR1
Reaction pageLeft to rightBalancedEC 1.5.1.2GO:0005759
Human-GEM MAR04781CC BY 4.0Reference data
2water+(3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate+NAD(+)proton+MAM02358m+NADH(2-)
Catalysed by ALDH4A1
Reaction pageLeft to rightBalancedEC 1.2.1.88GO:0005759
Human-GEM MAR04784CC BY 4.0Reference data
2water+(3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate+NADP(3-)proton+MAM02358m+NADPH(4-)
Catalysed by ALDH4A1
Reaction pageLeft to rightBalancedEC 1.2.1.88GO:0005759
Human-GEM MAR04785CC BY 4.0Reference data
proton+water+(3R,5S)-1-pyrroline-3-hydroxy-5-carboxylateMAM02327m
Catalysed by ALDH4A1
Reaction pageReversibleBalancedEC 1.2.1.88GO:0005759
Human-GEM MAR08096CC BY 4.0Reference data
(3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate(3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate
Reaction pageReversibleBalancedGO:0005759, GO:0005829
Human-GEM MAR09677CC BY 4.0Reference data
(3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate+NADP(3-)+2waterCHEBI:6331+NADPH(4-)+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:24943CC BY 4.0Reference data
(3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate+NAD(1-)+2waterCHEBI:6331+NADH(2-)+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:31155CC BY 4.0Reference data
trans-4-hydroxy-L-proline+a quinone(3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate+a quinol+hydron
Catalysed by PRODH2
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:52512CC BY 4.0Reference data
coenzyme Q10+trans-4-hydroxy-L-proline(3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate+ubiquinol-10+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:52516CC BY 4.0Reference data
Other names
5 names
Resolves to: (3R,5S)-1-pyrroline-3-hydroxy-5-carboxylate
- Also called
- L-1-pyrroline-3-hydroxy-5-carboxylate(1-)L-1-pyrroline-3-hydroxy-5-carboxylate(1−)L-Delta(1)-pyrroline 3-hydroxy-5-carboxylateL-Δ1-pyrroline 3-hydroxy-5-carboxylate
- Systematic name
- (2S,4R)-4-hydroxy-3,4-dihydro-2H-pyrrole-2-carboxylate