Compound

(22R)-hydroxycholesterol

An oxysterol that is the 22R-hydroxy derivative of cholesterol.

Definition from ChEBI (CHEBI:67237), read 2026-09-23. CC BY 4.0.

CHEBI:67237ChEBI

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Structure

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A generated conformer of (22R)-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: RZPAXNJLEKLXNO-GFKLAVDKSA-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)[C@H](O)CCC(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

2 entities

2 entities reached.

0 reported hops2 assembled from the scaffold

What the reference databases state

Chemical structure

(22R)-hydroxycholesterol has the functional parent cholesterolCompoundChEBI CHEBI:67237Inferred only

Statements

2 statements

2 statements · 1 reference database · Subject: (22R)-hydroxycholesterol · Sources: Rhea

Order

(22R)-hydroxycholesterol is metabolised by CYP11A1ProteinRhea RHEA:34335Inferred only
(22R)-hydroxycholesterol is metabolised by CYP3A4ProteinRhea RHEA:46140Inferred only

Reactions

4 reactions

2reduced [adrenodoxin]+cholesterol+dioxygen+2hydron(22R)-hydroxycholesterol+2oxidized [adrenodoxin]+water
Catalysed by CYP11A1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:34335CC BY 4.0Reference data
(22R)-hydroxycholesterol+2reduced [adrenodoxin]+dioxygen+2hydron(20R,22R)-20,22-dihydroxycholesterol+2oxidized [adrenodoxin]+water
Catalysed by CYP11A1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:34339CC BY 4.0Reference data
cholesterol+reduced [NADPH--hemoprotein reductase]+dioxygen(22R)-hydroxycholesterol+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP3A4
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:46140CC BY 4.0Reference data
(22R)-hydroxycholesterol+reduced [NADPH--hemoprotein reductase]+dioxygenCHEBI:86145+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP7B1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:46460CC BY 4.0Reference data

Other names

10 names

Resolves to: (22R)-hydroxycholesterol

Also called: (22R)-22-Hydroxycholesterol(3beta,22R)-cholest-5-ene-3,22-diol(3β,22R)-cholest-5-ene-3,22-diol22beta-Hydroxycholesterol22R-hydroxycholesterolcholest-5-en-3beta,22R-diolcholest-5-en-3β,22R-diolST 27:1;O2
Systematic name: (22R)-cholest-5-ene-3beta,22-diol(22R)-cholest-5-ene-3β,22-diol