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(22R)-hydroxycholesterol

362,296 routes · scope human · up to 3 steps · built 5 October 2026 · Reactions · API

Inferred

Every route here is a hypothesis drawn from reference reactions (Rhea and Human-GEM), not a finding. Currency species such as water, ATP and NAD(H) never form a step. Evidence key

9 compounds within 3 steps: 1 in 1, 2 in 2, 6 in 3

Does it reach a compound?

One step

(20R,22R)-20,22-dihydroxycholesterolReach from here →
1. (22R)-hydroxycholesterol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (20R,22R)-20,22-dihydroxycholesterol + 2 oxidized [adrenodoxin] + H2O
Catalysed by CYP11A1

Two steps

pregnenoloneReach from here →
1. (22R)-hydroxycholesterol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (20R,22R)-20,22-dihydroxycholesterol + 2 oxidized [adrenodoxin] + H2O
2. cytochrome P450
Catalysed by CYP11A1mitochondrial matrixOne of 2 routes
4-methylpentanalReach from here →
1. (22R)-hydroxycholesterol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (20R,22R)-20,22-dihydroxycholesterol + 2 oxidized [adrenodoxin] + H2O
2. cytochrome P450
Catalysed by CYP11A1mitochondrial matrixOne of 2 routes

Three steps

pregnenolone sulfateReach from here →
Catalysed by CYP11A1, SULT2B1mitochondrial matrix, cytosolOne of 4 routes
progesteroneReach from here →
Catalysed by

mitochondrial matrix, cytosol

One of 2 routes

17alpha-hydroxypregnenoloneReach from here →

(22R)-hydroxycholesterol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (20R,22R)-20,22-dihydroxycholesterol + 2 oxidized [adrenodoxin] + H2O
cytochrome P450
cytochrome P450 (pregnenolone)

Catalysed by CYP11A1, CYP17A1mitochondrial matrix, cytosolOne of 3 routes

pregn-5-ene-3,20-dioneReach from here →

(22R)-hydroxycholesterol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (20R,22R)-20,22-dihydroxycholesterol + 2 oxidized [adrenodoxin] + H2O
cytochrome P450
Pregnenolone:NAD+ 3-oxidoreductase

Catalysed by CYP11A1, HSD3B1, HSD3B2mitochondrial matrix, cytosolOne of 2 routes

4-methylpentan-1-olReach from here →

(22R)-hydroxycholesterol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (20R,22R)-20,22-dihydroxycholesterol + 2 oxidized [adrenodoxin] + H2O
cytochrome P450
aldose reductase (isocaproic-aldehyde)

Catalysed by CYP11A1, AKR1B10, AKR1B1mitochondrial matrix, cytosolOne of 2 routes

7alpha-hydroxypregnenoloneReach from here →

(22R)-hydroxycholesterol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = (20R,22R)-20,22-dihydroxycholesterol + 2 oxidized [adrenodoxin] + H2O
cytochrome P450
pregnenolone,NADPH:oxygen oxidoreductase (7alpha-hydroxylating)

Catalysed by CYP11A1, CYP7B1mitochondrial matrix, cytosolOne of 2 routes