Compound

(3S)-3-hydroxy-3-methylglutaryl-CoA

An acyl-CoA oxoanion that results from the removal of all five protons from the phosphate and carboxylic acid groups of (3S)-3-hydroxy-3-methylglutaryl-CoA.

Definition from ChEBI (CHEBI:43074), read 2026-09-23. CC BY 4.0.

CHEBI:43074ChEBI

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Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound, anion
Formula: C27H39N7O20P3S
Mass: 906.627 g/mol
Charge: -5
InChIKey: CABVTRNMFUVUDM-VRHQGPGLSA-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@@](C)(O)CC(=O)[O-]
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

4 entities

4 entities reached.

0 reported hops4 assembled from the scaffold

What the reference databases state

Statements

14 statements

14 statements · 1 reference database · Subject: (3S)-3-hydroxy-3-methylglutaryl-CoA · Sources: Rhea

Order

(R)-mevalonate is converted to (3S)-3-hydroxy-3-methylglutaryl-CoACompoundRhea RHEA:14833Inferred only
(3S)-3-hydroxy-3-methylglutaryl-CoA is converted to (R)-mevalonateCompoundRhea RHEA:14833Inferred only
(3S)-3-hydroxy-3-methylglutaryl-CoA is converted to (R)-mevalonateCompoundRhea RHEA:15989Inferred only
(3S)-3-hydroxy-3-methylglutaryl-CoA is converted to 3-hydroxy-3-methylglutarateCompoundRhea RHEA:16305Inferred only
3-methyl-(2E)-glutaconyl-CoA is converted to (3S)-3-hydroxy-3-methylglutaryl-CoACompoundRhea RHEA:21536Inferred only
acetoacetate is converted to (3S)-3-hydroxy-3-methylglutaryl-CoACompoundRhea RHEA:24404Inferred only
(3S)-3-hydroxy-3-methylglutaryl-CoA is converted to acetoacetateCompoundRhea RHEA:24404Inferred only
acetoacetyl-CoA is converted to (3S)-3-hydroxy-3-methylglutaryl-CoACompoundRhea RHEA:10188Inferred only
(3S)-3-hydroxy-3-methylglutaryl-CoA is a substrate of ACOT8ProteinRhea RHEA:16305Inferred only
(3S)-3-hydroxy-3-methylglutaryl-CoA is a substrate of HMGCLProteinRhea RHEA:24404Inferred only
(3S)-3-hydroxy-3-methylglutaryl-CoA is a substrate of HMGCLL1ProteinRhea RHEA:24404Inferred only
(3S)-3-hydroxy-3-methylglutaryl-CoA is a substrate of HMGCRProteinRhea RHEA:15989Inferred only

Show the remaining 2

(3S)-3-hydroxy-3-methylglutaryl-CoA is a substrate of SUGCTProteinRhea RHEA:12284Inferred only
(3S)-3-hydroxy-3-methylglutaryl-CoA is a substrate of SUGCTProteinRhea RHEA:81723Inferred only

Reactions

9 reactions

acetoacetyl-CoA+acetyl-CoA+water(3S)-3-hydroxy-3-methylglutaryl-CoA+coenzyme A(4-)+hydron
Catalysed by HMGCS2 or HMGCS1
Reaction pageLeft to rightBalanced
Rhea RHEA:10188CC BY 4.0Reference data
3-hydroxy-3-methylglutarate+succinyl-CoA(3S)-3-hydroxy-3-methylglutaryl-CoA+succinate(2-)
Catalysed by SUGCT
Reaction pageReversibleBalanced
Rhea RHEA:12284CC BY 4.0Reference data
(R)-mevalonate+2NAD(1-)+coenzyme A(4-)(3S)-3-hydroxy-3-methylglutaryl-CoA+2NADH(2-)+2hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:14833CC BY 4.0Reference data
(R)-mevalonate+2NADP(3-)+coenzyme A(4-)(3S)-3-hydroxy-3-methylglutaryl-CoA+2NADPH(4-)+2hydron
Catalysed by HMGCR
Reaction pageRight to leftBalanced
Rhea RHEA:15989CC BY 4.0Reference data
(3S)-3-hydroxy-3-methylglutaryl-CoA+water3-hydroxy-3-methylglutarate+coenzyme A(4-)+hydron
Catalysed by ACOT8
Reaction pageLeft to rightBalanced
Rhea RHEA:16305CC BY 4.0Reference data
(3S)-3-hydroxy-3-methylglutaryl-CoA3-methyl-(2E)-glutaconyl-CoA+water
Catalysed by AUH
Reaction pageRight to leftBalanced
Rhea RHEA:21536CC BY 4.0Reference data
(3S)-3-hydroxy-3-methylglutaryl-CoAacetoacetate+acetyl-CoA
Catalysed by HMGCL or HMGCLL1
Reaction pageDirection not assertedBalanced
Rhea RHEA:24404CC BY 4.0Reference data
3-hydroxy-3-methylglutarate+malonyl-CoA(3S)-3-hydroxy-3-methylglutaryl-CoA+malonate
Reaction pageDirection not assertedBalanced
Rhea RHEA:24948CC BY 4.0Reference data
3-hydroxy-3-methylglutarate+glutaryl-CoA(3S)-3-hydroxy-3-methylglutaryl-CoA+glutarate
Catalysed by SUGCT
Reaction pageReversibleBalanced
Rhea RHEA:81723CC BY 4.0Reference data

Other names

2 names

Resolves to: (3S)-3-hydroxy-3-methylglutaryl-CoA

Also called: (S)-3-hydroxy-3-methylglutaryl-CoA3-HYDROXY-3-METHYLGLUTARYL-COENZYME A