Compound

(S)-1-pyrroline-5-carboxylate

A 1-pyrroline-5-carboxylate resulting from the removal of the proton from the carboxy group of (S)-1-pyrroline-5-carboxylic acid.

Definition from ChEBI (CHEBI:17388), read 2026-09-23. CC BY 4.0.

CHEBI:17388ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of (S)-1-pyrroline-5-carboxylate — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, anion
Formula: C5H6NO2
Mass: 112.108 g/mol
Charge: -1
InChIKey: DWAKNKKXGALPNW-BYPYZUCNSA-M
SMILES: [H][C@@]1(C(=O)[O-])CCC=N1
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

6 entities

6 entities reached.

0 reported hops6 assembled from the scaffold

What the reference databases state

Statements

35 statements

35 statements · 2 reference databases · Subject: (S)-1-pyrroline-5-carboxylate · Sources: Human-GEM, Rhea

Order

(S)-1-pyrroline-5-carboxylate is converted to CHEBI:17203CompoundHuman-GEM MAR08609Inferred only
CHEBI:17203 is converted to (S)-1-pyrroline-5-carboxylateCompoundHuman-GEM MAR08611Inferred only
(S)-1-pyrroline-5-carboxylate is converted to CHEBI:17203CompoundHuman-GEM MAR03837Inferred only
(S)-1-pyrroline-5-carboxylate is converted to CHEBI:17203CompoundHuman-GEM MAR03835Inferred only
(S)-1-pyrroline-5-carboxylate is converted to CHEBI:17203CompoundHuman-GEM MAR03833Inferred only
CHEBI:17203 is converted to (S)-1-pyrroline-5-carboxylateCompoundHuman-GEM MAR08610Inferred only
(S)-1-pyrroline-5-carboxylate is converted to L-glutamate 5-semialdehydeCompoundRhea RHEA:28234Inferred only
L-glutamate 5-semialdehyde is converted to (S)-1-pyrroline-5-carboxylateCompoundRhea RHEA:28234Inferred only
(S)-1-pyrroline-5-carboxylate is converted to L-glutamic 5-semialdehydeCompoundHuman-GEM MAR03820Inferred only
L-glutamic 5-semialdehyde is converted to (S)-1-pyrroline-5-carboxylateCompoundHuman-GEM MAR03819Inferred only
L-glutamic 5-semialdehyde is converted to (S)-1-pyrroline-5-carboxylateCompoundHuman-GEM MAR03820Inferred only
(S)-1-pyrroline-5-carboxylate is converted to L-glutamic 5-semialdehydeCompoundHuman-GEM MAR03819Inferred only

Show the remaining 23

(S)-1-pyrroline-5-carboxylate is converted to L-prolineCompoundRhea RHEA:14109Inferred only
(S)-1-pyrroline-5-carboxylate is converted to L-prolineCompoundRhea RHEA:14105Inferred only
(S)-1-pyrroline-5-carboxylate is converted to trans-4-hydroxy-L-prolineCompoundRhea RHEA:54644Inferred only
trans-4-hydroxy-L-proline is converted to (S)-1-pyrroline-5-carboxylateCompoundRhea RHEA:54644Inferred only
(S)-1-pyrroline-5-carboxylate is metabolised by ALDH4A1ProteinHuman-GEM MAR03819Inferred only
(S)-1-pyrroline-5-carboxylate is metabolised by ALDH4A1ProteinHuman-GEM MAR03820Inferred only
(S)-1-pyrroline-5-carboxylate is metabolised by ALDH4A1ProteinHuman-GEM MAR03822Inferred only
(S)-1-pyrroline-5-carboxylate is a substrate of PRODHProteinRhea RHEA:23784Inferred only
(S)-1-pyrroline-5-carboxylate is a substrate of PRODH2ProteinRhea RHEA:23784Inferred only
(S)-1-pyrroline-5-carboxylate is a substrate of PYCR1ProteinRhea RHEA:14105Inferred only
(S)-1-pyrroline-5-carboxylate is a substrate of PYCR1ProteinHuman-GEM MAR08609Inferred only
(S)-1-pyrroline-5-carboxylate is a substrate of PYCR1ProteinHuman-GEM MAR03837Inferred only
(S)-1-pyrroline-5-carboxylate is a substrate of PYCR1ProteinRhea RHEA:14109Inferred only
(S)-1-pyrroline-5-carboxylate is a substrate of PYCR2ProteinRhea RHEA:14105Inferred only
(S)-1-pyrroline-5-carboxylate is a substrate of PYCR2ProteinHuman-GEM MAR03833Inferred only
(S)-1-pyrroline-5-carboxylate is a substrate of PYCR2ProteinRhea RHEA:14109Inferred only
(S)-1-pyrroline-5-carboxylate is a substrate of PYCR2ProteinHuman-GEM MAR03835Inferred only
(S)-1-pyrroline-5-carboxylate is a substrate of PYCR2ProteinHuman-GEM MAR03837Inferred only
(S)-1-pyrroline-5-carboxylate is a substrate of PYCR2ProteinHuman-GEM MAR08609Inferred only
(S)-1-pyrroline-5-carboxylate is a substrate of PYCR3ProteinHuman-GEM MAR03835Inferred only
(S)-1-pyrroline-5-carboxylate is a substrate of PYCR3ProteinHuman-GEM MAR03833Inferred only
(S)-1-pyrroline-5-carboxylate is a substrate of PYCR3ProteinRhea RHEA:14109Inferred only
(S)-1-pyrroline-5-carboxylate is a substrate of PYCR3ProteinRhea RHEA:14105Inferred only

Reactions

19 reactions

(S)-1-pyrroline-5-carboxylate+proton+waterL-glutamic 5-semialdehyde
Catalysed by ALDH4A1
Reaction pageReversibleBalancedEC 1.2.1.88cytosol
Human-GEM MAR03819CC BY 4.0Reference data
(S)-1-pyrroline-5-carboxylate+proton+waterL-glutamic 5-semialdehyde
Catalysed by ALDH4A1
Reaction pageReversibleBalancedEC 1.2.1.88mitochondrial matrix
Human-GEM MAR03820CC BY 4.0Reference data
(S)-1-pyrroline-5-carboxylate+2water+NAD(+)L-glutamate(1-)+proton+NADH(2-)
Catalysed by ALDH4A1
Reaction pageLeft to rightBalancedEC 1.2.1.88mitochondrial matrix
Human-GEM MAR03822CC BY 4.0Reference data
(S)-1-pyrroline-5-carboxylate+2proton+NADPH(4-)NADP(3-)+CHEBI:17203
Catalysed by PYCR3 or PYCR2
Reaction pageLeft to rightBalancedEC 1.5.1.2cytosol
Human-GEM MAR03833CC BY 4.0Reference data
(S)-1-pyrroline-5-carboxylate+2proton+NADH(2-)NAD(+)+CHEBI:17203
Catalysed by PYCR3 or PYCR2
Reaction pageLeft to rightBalancedEC 1.5.1.2cytosol
Human-GEM MAR03835CC BY 4.0Reference data
(S)-1-pyrroline-5-carboxylate+2proton+NADH(2-)NAD(+)+CHEBI:17203
Catalysed by PYCR2 or PYCR1
Reaction pageLeft to rightBalancedEC 1.5.1.2mitochondrial matrix
Human-GEM MAR03837CC BY 4.0Reference data
(S)-1-pyrroline-5-carboxylate+2proton+NADPH(4-)NADP(3-)+CHEBI:17203
Catalysed by PYCR2 or PYCR1
Reaction pageLeft to rightBalancedEC 1.5.1.2mitochondrial matrix
Human-GEM MAR08609CC BY 4.0Reference data
FAD+CHEBI:17203(S)-1-pyrroline-5-carboxylate+FADH2+proton
Catalysed by PRODH2
Reaction pageLeft to rightBalancedEC 1.5.5.2cytosol
Human-GEM MAR08610CC BY 4.0Reference data
FAD+CHEBI:17203(S)-1-pyrroline-5-carboxylate+FADH2+proton
Catalysed by PRODH or PRODH2
Reaction pageLeft to rightBalancedEC 1.5.5.2mitochondrial matrix
Human-GEM MAR08611CC BY 4.0Reference data
L-proline+NAD(1-)(S)-1-pyrroline-5-carboxylate+NADH(2-)+2hydron
Catalysed by PYCR1 or PYCR3 or PYCR2
Reaction pageRight to leftBalanced
Rhea RHEA:14105CC BY 4.0Reference data
L-proline+NADP(3-)(S)-1-pyrroline-5-carboxylate+NADPH(4-)+2hydron
Catalysed by PYCR1 or PYCR3 or PYCR2
Reaction pageRight to leftBalanced
Rhea RHEA:14109CC BY 4.0Reference data
(S)-1-pyrroline-5-carboxylate+NAD(1-)+2waterL-glutamate(1-)+NADH(2-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:16417CC BY 4.0Reference data

Show the remaining 7

Other names

2 names

Resolves to: (S)-1-pyrroline-5-carboxylate

Also called: S-1-pyrroline-5-carboxylate
Systematic name: (2S)-3,4-dihydro-2H-pyrrole-2-carboxylate