Compound

5beta-pregnan-3,20-dione

A C21-steroid that is 5β-pregnane with oxo groups at positions 3 and 20.

Definition from ChEBI (CHEBI:30154), read 2026-09-23. CC BY 4.0.

CHEBI:30154ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of 5beta-pregnan-3,20-dione — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound
Formula: C21H32O2
Mass: 316.485 g/mol
Charge: 0
InChIKey: XMRPGKVKISIQBV-XWOJZHJZSA-N
SMILES: [H][C@]12CC[C@]3([H])[C@]([H])(CC[C@]4(C)[C@@H](C(C)=O)CC[C@@]34[H])[C@@]1(C)CCC(=O)C2
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. 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

9 statements

9 statements · 1 reference database · Subject: 5beta-pregnan-3,20-dione · Sources: Rhea

Order

progesterone is converted to 5beta-pregnan-3,20-dioneCompoundRhea RHEA:46660Inferred only
5beta-pregnan-3,20-dione is a substrate of AKR1C1ProteinRhea RHEA:22944Inferred only
5beta-pregnan-3,20-dione is a substrate of AKR1C1ProteinRhea RHEA:42168Inferred only
5beta-pregnan-3,20-dione is a substrate of AKR1C1ProteinRhea RHEA:69016Inferred only
5beta-pregnan-3,20-dione is a substrate of AKR1C2ProteinRhea RHEA:42168Inferred only
5beta-pregnan-3,20-dione is a substrate of AKR1C2ProteinRhea RHEA:69016Inferred only
5beta-pregnan-3,20-dione is a substrate of AKR1C4ProteinRhea RHEA:69016Inferred only
5beta-pregnan-3,20-dione is a substrate of AKR1C4ProteinRhea RHEA:42168Inferred only
5beta-pregnan-3,20-dione is a substrate of DHRS4ProteinRhea RHEA:22944Inferred only

Reactions

4 reactions

CHEBI:16229+NADP(3-)5beta-pregnan-3,20-dione+NADPH(4-)+hydron
Catalysed by AKR1C1 or DHRS4
Reaction pageRight to leftBalanced
Rhea RHEA:22944CC BY 4.0Reference data
CHEBI:78666+NADP(3-)5beta-pregnan-3,20-dione+NADPH(4-)+hydron
Catalysed by AKR1C4 or AKR1C2 or AKR1C1
Reaction pageRight to leftBalanced
Rhea RHEA:42168CC BY 4.0Reference data
progesterone+NADPH(4-)+hydron5beta-pregnan-3,20-dione+NADP(3-)
Catalysed by AKR1D1
Reaction pageLeft to rightBalanced
Rhea RHEA:46660CC BY 4.0Reference data
CHEBI:1712+NADP(3-)5beta-pregnan-3,20-dione+NADPH(4-)+hydron
Catalysed by AKR1C4 or AKR1C2 or AKR1C1
Reaction pageRight to leftBalanced
Rhea RHEA:69016CC BY 4.0Reference data

Other names

7 names

Resolves to: 5beta-pregnan-3,20-dione

Also called: (5BETA)-PREGNANE-3,20-DIONE3,20-pregnanedione5beta-dihydroprogesterone5beta-Pregnane-3,20-dione5β-dihydroprogesteroneST 21:2;O2
Systematic name: 5β-pregnane-3,20-dione