Compound

(24S)-hydroxycholesterol

A 24-hydroxycholesterol that has S configuration at position 24. It is the major metabolic breakdown product of cholesterol in the brain.

Definition from ChEBI (CHEBI:34310), read 2026-09-23. CC BY 4.0.

CHEBI:34310ChEBI

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Structure

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A generated conformer of (24S)-hydroxycholesterol — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound
Formula: C27H46O2
Mass: 402.663 g/mol
Charge: 0
InChIKey: IOWMKBFJCNLRTC-XWXSNNQWSA-N
SMILES: [H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])[C@H](C)CC[C@H](O)C(C)C
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

8 entities

8 entities reached.

0 reported hops8 assembled from the scaffold

What the reference databases state

Chemical structure

(24S)-24-hydroxycholesterol ester has the functional parent (24S)-hydroxycholesterolCompoundChEBI CHEBI:82869Inferred only

Statements

19 statements

19 statements · 2 reference databases · Subject: (24S)-hydroxycholesterol · Sources: Human-GEM, Rhea

Order

(24S)-hydroxycholesterol is converted to (24S)-7alpha-dihydroxycholesterolCompoundHuman-GEM MAR01737Inferred only
(24S)-hydroxycholesterol is converted to (24S)-7alpha-dihydroxycholesterolCompoundHuman-GEM MAR01569Inferred only
(24S)-hydroxycholesterol is converted to (24S)-hydroxycholesterol 24-sulfateCompoundRhea RHEA:52344Inferred only
(24S)-hydroxycholesterol is converted to (24S)-hydroxycholesterol 3-sulfateCompoundRhea RHEA:52348Inferred only
CHEBI:1307929 is converted to (24S)-hydroxycholesterolCompoundHuman-GEM MAR01571Inferred only
CHEBI:1307929 is converted to (24S)-hydroxycholesterolCompoundHuman-GEM MAR01735Inferred only
(24S)-hydroxycholesterol is metabolised by CYP39A1ProteinHuman-GEM MAR01569Inferred only
(24S)-hydroxycholesterol is metabolised by CYP39A1ProteinHuman-GEM MAR01737Inferred only
(24S)-hydroxycholesterol is metabolised by CYP39A1ProteinRhea RHEA:46124Inferred only
(24S)-hydroxycholesterol is metabolised by CYP46A1ProteinRhea RHEA:46388Inferred only
(24S)-hydroxycholesterol is metabolised by CYP46A1ProteinRhea RHEA:46384Inferred only
(24S)-hydroxycholesterol is metabolised by CYP7A1ProteinRhea RHEA:46124Inferred only

Show the remaining 7

(24S)-hydroxycholesterol is metabolised by CYP7B1ProteinRhea RHEA:46124Inferred only
(24S)-hydroxycholesterol is metabolised by SULT1E1ProteinRhea RHEA:52348Inferred only
(24S)-hydroxycholesterol is metabolised by SULT2A1ProteinRhea RHEA:52344Inferred only
(24S)-hydroxycholesterol is metabolised by SULT2A1ProteinRhea RHEA:52348Inferred only
(24S)-hydroxycholesterol is metabolised by SULT2B1ProteinRhea RHEA:52348Inferred only
(24S)-hydroxycholesterol is a substrate of LCATProteinRhea RHEA:43224Inferred only
(24S)-hydroxycholesterol is a substrate of LCATProteinRhea RHEA:43216Inferred only

Reactions

15 reactions

(24S)-hydroxycholesterol+proton+NADPH(4-)+dioxygen(24S)-7alpha-dihydroxycholesterol+water+NADP(3-)
Catalysed by CYP39A1
Reaction pageLeft to rightBalancedEC 1.14.15.15endoplasmic reticulum
Human-GEM MAR01569CC BY 4.0Reference data
CHEBI:1307929+proton+NADPH(4-)+dioxygen(24S)-hydroxycholesterol+water+NADP(3-)
Catalysed by CYP46A1
Reaction pageLeft to rightBalancedEC 1.14.14.25endoplasmic reticulum
Human-GEM MAR01571CC BY 4.0Reference data
CHEBI:1307929+proton+NADPH(4-)+dioxygen(24S)-hydroxycholesterol+water+NADP(3-)
Catalysed by CYP46A1
Reaction pageLeft to rightBalancedEC 1.14.14.25cytosol
Human-GEM MAR01735CC BY 4.0Reference data
(24S)-hydroxycholesterol+proton+NADPH(4-)+dioxygen(24S)-7alpha-dihydroxycholesterol+water+NADP(3-)
Catalysed by CYP39A1
Reaction pageLeft to rightBalancedEC 1.14.14.26cytosol
Human-GEM MAR01737CC BY 4.0Reference data
(24S)-hydroxycholesterol(24S)-hydroxycholesterol
Reaction pageLeft to rightBalancedendoplasmic reticulum, cytosol
Human-GEM MAR11877CC BY 4.0Reference data
(24S)-hydroxycholesterol(24S)-hydroxycholesterol
Reaction pageLeft to rightBalancedcytosol, extracellular space
Human-GEM MAR11878CC BY 4.0Reference data
(24S)-hydroxycholesterol
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR11879CC BY 4.0Reference data
cholesterol+reduced [NADPH--hemoprotein reductase]+dioxygen(24S)-hydroxycholesterol+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP46A1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:22716CC BY 4.0Reference data
a 1-hexadecanoyl-2-acyl-sn-glycero-3-phosphocholine+(24S)-hydroxycholesterol(24S)-24-hydroxycholesterol ester+1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by LCAT
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:43216CC BY 4.0Reference data
(24S)-hydroxycholesterol+1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine(24S)-hydroxycholesterol 3-linoleoate+1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by LCAT
Reaction pageLeft to rightBalanced
Rhea RHEA:43224CC BY 4.0Reference data
(24S)-hydroxycholesterol+reduced [NADPH--hemoprotein reductase]+dioxygen(24S)-7alpha-dihydroxycholesterol+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP7B1 or CYP7A1 or CYP39A1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:46124CC BY 4.0Reference data
(24S)-hydroxycholesterol+reduced [NADPH--hemoprotein reductase]+dioxygen24S,25-dihydroxycholesterol+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP46A1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:46384CC BY 4.0Reference data

Show the remaining 3

Other names

15 names

Resolves to: (24S)-hydroxycholesterol

Also called: (24S)-24-Hydroxycholesterol(3beta,24S)-cholest-5-ene-3,24-diol(3β,24S)-cholest-5-ene-3,24-diol24-Hydroxycholesterol24(S)-hydroxycholesterol24S-hydroxy-cholesterol24S-hydroxycholesterol24S-OHCCerebrosterolcholest-5-en-3beta,24S-diolcholest-5-en-3β,24S-diolCholest-5-ene-3,24-diolST 27:1;O2
Systematic name: (24S)-cholest-5-ene-3beta,24-diol(24S)-cholest-5-ene-3β,24-diol