Compound
(S)-malyl-CoA
A acyl-CoA oxoanion that is the pentaanion of (3S)-3-carboxy-3-hydroxypropanoyl-CoA, arising from deprotonation of phosphate, diphosphate and carboxy functions.
Definition from ChEBI (CHEBI:57317), read 2026-09-23. CC BY 4.0.
Structure
No three-dimensional record for this entry.
- Class
- Organic compound, anion
- Formula
- C25H35N7O20P3S
- Mass
- 878.573 g/mol
- Charge
- -5
- InChIKey
- HJQWLHMLMCDAEL-ZTGLTYRUSA-I
- SMILES
- CC(C)(COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-])[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)C(=O)[O-]
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. 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
12 statements
12 statements · 1 reference database · Subject: (S)-malyl-CoA · Sources: Rhea
- (S)-malyl-CoA is converted to (4S)-4-hydroxy-2-oxoglutarateCompoundRhea RHEA:86299Inferred only
- (4S)-4-hydroxy-2-oxoglutarate is converted to (S)-malyl-CoACompoundRhea RHEA:86299Inferred only
- (S)-malate is converted to (S)-malyl-CoACompoundRhea RHEA:86303Inferred only
- (S)-malyl-CoA is converted to (S)-malateCompoundRhea RHEA:26193Inferred only
- (S)-malyl-CoA is converted to (S)-malateCompoundRhea RHEA:38291Inferred only
- (S)-malyl-CoA is converted to (S)-malateCompoundRhea RHEA:86303Inferred only
- (S)-malate is converted to (S)-malyl-CoACompoundRhea RHEA:26193Inferred only
- glyoxylate is converted to (S)-malyl-CoACompoundRhea RHEA:16629Inferred only
- (S)-malyl-CoA is converted to glyoxylateCompoundRhea RHEA:16629Inferred only
- (S)-malyl-CoA is a substrate of CLYBLProteinRhea RHEA:38291Inferred only
- (S)-malyl-CoA is a substrate of SUCLA2ProteinRhea RHEA:26193Inferred only
- (S)-malyl-CoA is a substrate of SUCLG1ProteinRhea RHEA:26193Inferred only
Reactions
7 reactions
(S)-malyl-CoAglyoxylate+acetyl-CoA
Reaction pageDirection not assertedBalanced
Rhea RHEA:16629CC BY 4.0Reference data
(S)-malate+ATP(4-)+coenzyme A(4-)(S)-malyl-CoA+ADP(3-)+hydrogenphosphate
Reaction pageDirection not assertedBalanced
Rhea RHEA:26193CC BY 4.0Reference data
succinyl-CoA+(S)-malate(S)-malyl-CoA+succinate(2-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:38255CC BY 4.0Reference data
(S)-malyl-CoA+water(S)-malate+coenzyme A(4-)+hydron
Catalysed by CLYBL
Reaction pageLeft to rightBalanced
Rhea RHEA:38291CC BY 4.0Reference data
(4S)-4-hydroxy-2-oxoglutarate+NAD(1-)+coenzyme A(4-)(S)-malyl-CoA+carbon dioxide+NADH(2-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:86299CC BY 4.0Reference data
(S)-malate+GTP+coenzyme A(4-)(S)-malyl-CoA+GDP+hydrogenphosphate
Reaction pageDirection not assertedBalanced
Rhea RHEA:86303CC BY 4.0Reference data
(S)-malyl-CoA+N(6)-[(R)-dihydrolipoyl]-L-lysyl-[protein]N(6)-[(R)-S(8)-((S)-malyl)dihydrolipoyl]-L-lysyl-[protein]+coenzyme A(4-)
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:86327CC BY 4.0Reference data
Other names
4 names
Resolves to: (S)-malyl-CoA
- Also called
- (3S)-3-carboxy-3-hydroxypropanoyl-CoA pentaanion(3S)-3-carboxy-3-hydroxypropanoyl-coenzyme A(5-)(3S)-3-carboxy-3-hydroxypropanoyl-coenzyme A(5−)
- Systematic name
- 3'-phosphonatoadenosine 5'-{3-[(3R)-4-({3-[(2-{[(3S)-3-carboxylato-3-hydroxypropanoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl] diphosphate}