Compound
(3S)-3-hydroxybutanoyl-CoA
Tetraanion of (S)-3-hydroxybutanoyl-CoA arising from deprotonation of the phosphate and diphosphate OH groups.
Definition from ChEBI (CHEBI:57316), read 2026-09-23. CC BY 4.0.
Structure
No three-dimensional record for this entry.
- Class
- Organic compound, anion
- Formula
- C25H38N7O18P3S
- Mass
- 849.599 g/mol
- Charge
- -4
- InChIKey
- QHHKKMYHDBRONY-VKBDFPRVSA-J
- SMILES
- C[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(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-]
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. Not evidence.
What it touches on the way
Mechanistic reach
6 entities
6 entities reached.
0 reported hops6 assembled from the scaffold
- HSD17B10ProteinUNIPROT:Q99714substrate ofInferred only66 paths33 endpoints
- HADHProteinUNIPROT:Q16836substrate ofInferred only44 paths22 endpoints
- HADHAProteinUNIPROT:P40939substrate ofInferred only37 paths37 endpoints
- HSD17B4ProteinUNIPROT:P51659substrate ofInferred only27 paths27 endpoints
- ACAA1ProteinUNIPROT:P09110substrate ofInferred only24 paths24 endpoints
- EHHADHProteinUNIPROT:Q08426substrate ofInferred only21 paths21 endpoints
What the reference databases state
Statements
18 statements
18 statements · 2 reference databases · Subject: (3S)-3-hydroxybutanoyl-CoA · Sources: Human-GEM, Rhea
- (2E)-butenoyl-CoA is converted to (3S)-3-hydroxybutanoyl-CoACompoundHuman-GEM MAR03164Inferred only
- (2E)-butenoyl-CoA is converted to (3S)-3-hydroxybutanoyl-CoACompoundRhea RHEA:26558Inferred only
- (S)-3-hydroxybutanoate is converted to (3S)-3-hydroxybutanoyl-CoACompoundRhea RHEA:65208Inferred only
- (3S)-3-hydroxybutanoyl-CoA is converted to (S)-3-hydroxybutanoateCompoundRhea RHEA:65208Inferred only
- (3S)-3-hydroxybutanoyl-CoA is converted to acetoacetyl-CoACompoundRhea RHEA:30799Inferred only
- (3S)-3-hydroxybutanoyl-CoA is converted to acetoacetyl-CoACompoundRhea RHEA:16197Inferred only
- acetoacetyl-CoA is converted to (3S)-3-hydroxybutanoyl-CoACompoundRhea RHEA:16197Inferred only
- acetoacetyl-CoA is converted to (3S)-3-hydroxybutanoyl-CoACompoundRhea RHEA:30799Inferred only
- (3S)-3-hydroxybutanoyl-CoA is converted to CHEBI:15345CompoundHuman-GEM MAR03166Inferred only
- (3S)-3-hydroxybutanoyl-CoA is converted to CHEBI:15345CompoundHuman-GEM MAR03104Inferred only
- (3S)-3-hydroxybutanoyl-CoA is a substrate of ACAA1ProteinHuman-GEM MAR03104Inferred only
- (3S)-3-hydroxybutanoyl-CoA is a substrate of EHHADHProteinHuman-GEM MAR03104Inferred only
Show the remaining 6
- (3S)-3-hydroxybutanoyl-CoA is a substrate of HADHProteinRhea RHEA:30799Inferred only
- (3S)-3-hydroxybutanoyl-CoA is a substrate of HADHProteinHuman-GEM MAR03166Inferred only
- (3S)-3-hydroxybutanoyl-CoA is a substrate of HADHAProteinHuman-GEM MAR03166Inferred only
- (3S)-3-hydroxybutanoyl-CoA is a substrate of HSD17B10ProteinRhea RHEA:30799Inferred only
- (3S)-3-hydroxybutanoyl-CoA is a substrate of HSD17B10ProteinHuman-GEM MAR03166Inferred only
- (3S)-3-hydroxybutanoyl-CoA is a substrate of HSD17B4ProteinHuman-GEM MAR03104Inferred only
Reactions
9 reactions
(3S)-3-hydroxybutanoyl-CoA+NAD(+)CHEBI:15345+proton+NADH(2-)
Catalysed by ACAA1 & HSD17B4 & EHHADH
Reaction pageLeft to rightBalancedEC 1.1.1.35, 1.1.1.211peroxisome
Human-GEM MAR03104CC BY 4.0Reference data
(2E)-butenoyl-CoA+water(3S)-3-hydroxybutanoyl-CoA
Catalysed by ECHS1
Reaction pageLeft to rightBalancedEC 4.2.1.17mitochondrial matrix
Human-GEM MAR03164CC BY 4.0Reference data
(3S)-3-hydroxybutanoyl-CoA+NAD(+)CHEBI:15345+proton+NADH(2-)
Catalysed by HADHA & HADH & HSD17B10
Reaction pageLeft to rightBalancedEC 1.1.1.35, 1.1.1.211mitochondrial matrix
Human-GEM MAR03166CC BY 4.0Reference data
(3S)-3-hydroxybutanoyl-CoA+NADP(3-)acetoacetyl-CoA+NADPH(4-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:16197CC BY 4.0Reference data
(3S)-3-hydroxybutanoyl-CoACHEBI:57315
Reaction pageDirection not assertedBalanced
Rhea RHEA:21760CC BY 4.0Reference data
(3S)-3-hydroxybutanoyl-CoA(2E)-butenoyl-CoA+water
Catalysed by ECHS1
Reaction pageRight to leftBalanced
Rhea RHEA:26558CC BY 4.0Reference data
(3S)-3-hydroxybutanoyl-CoA+NAD(1-)acetoacetyl-CoA+NADH(2-)+hydron
Reaction pageReversibleBalanced
Rhea RHEA:30799CC BY 4.0Reference data
CHEBI:131780(3S)-3-hydroxybutanoyl-CoA
Reaction pageDirection not assertedBalanced
Rhea RHEA:49592CC BY 4.0Reference data
(3S)-3-hydroxybutanoyl-CoA+water(S)-3-hydroxybutanoate+coenzyme A(4-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:65208CC BY 4.0Reference data
Other names
2 names
Resolves to: (3S)-3-hydroxybutanoyl-CoA
- Also called
- (3S)-hydroxybutanoyl-CoA
- Systematic name
- 3'-phosphonatoadenosine 5'-{3-[(3R)-3-hydroxy-4-({3-[(2-{[(3S)-3-hydroxybutanoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] diphosphate}