Compound

11beta-hydroxyprogesterone

A 11β-hydroxy steroid that is progesterone substituted by a β-hydroxy group at position 11.

Definition from ChEBI (CHEBI:28247), read 2026-09-23. CC BY 4.0.

CHEBI:28247ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of 11beta-hydroxyprogesterone — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound
Formula: C21H30O3
Mass: 330.468 g/mol
Charge: 0
InChIKey: BFZHCUBIASXHPK-ATWVFEABSA-N
SMILES: [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])[C@@H](O)C[C@]1(C)[C@@H](C(C)=O)CC[C@@]21[H]
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

1 entity

1 entities reached.

0 reported hops1 assembled from the scaffold

CYP21A2ProteinUNIPROT:P08686metabolized byInferred only21 paths21 endpoints

What the reference databases state

Chemical structure

11beta-hydroxyprogesterone has the functional parent progesteroneCompoundChEBI CHEBI:28247Inferred only

Statements

3 statements

3 statements · 1 reference database · Subject: 11beta-hydroxyprogesterone · Sources: Human-GEM

Order

11beta-hydroxyprogesterone is converted to corticosteroneCompoundHuman-GEM MAR01992Inferred only
progesterone is converted to 11beta-hydroxyprogesteroneCompoundHuman-GEM MAR01993Inferred only
11beta-hydroxyprogesterone is metabolised by CYP21A2ProteinHuman-GEM MAR01992Inferred only

Reactions

7 reactions

MAM00603c+water+NADP(3-)11beta-hydroxyprogesterone+proton+NADPH(4-)+dioxygen
Catalysed by CYP17A1
Reaction pageLeft to rightBalancedEC 1.14.14.19cytosol
Human-GEM MAR01991CC BY 4.0Reference data
11beta-hydroxyprogesterone+proton+NADPH(4-)+dioxygencorticosterone+water+NADP(3-)
Catalysed by CYP21A2
Reaction pageLeft to rightBalancedEC 1.14.14.16cytosol
Human-GEM MAR01992CC BY 4.0Reference data
proton+NADPH(4-)+dioxygen+progesterone11beta-hydroxyprogesterone+water+NADP(3-)
Catalysed by CYP11B1 or CYP11B2
Reaction pageLeft to rightBalancedEC 1.14.15.4cytosol
Human-GEM MAR01993CC BY 4.0Reference data
progesterone+2reduced [adrenodoxin]+dioxygen+2hydron11beta-hydroxyprogesterone+2oxidized [adrenodoxin]+water
Catalysed by CYP11B2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:84067CC BY 4.0Reference data
11beta-hydroxyprogesterone+NADP(3-)CHEBI:166773+NADPH(4-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:84079CC BY 4.0Reference data
11beta-hydroxyprogesterone+NAD(1-)CHEBI:166773+NADH(2-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:84083CC BY 4.0Reference data
11beta-hydroxyprogesterone+NADPH(4-)+hydronCHEBI:233590+NADP(3-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:84191CC BY 4.0Reference data

Other names

6 names

Resolves to: 11beta-hydroxyprogesterone

Also called: (11beta)-11-hydroxypregn-4-ene-3,20-dione(11β)-11-hydroxypregn-4-ene-3,20-dione21-deoxycorticosteroneST 21:3;O3
Systematic name: 11beta-hydroxypregn-4-ene-3,20-dione11β-hydroxypregn-4-ene-3,20-dione