Compound

androst-5-en-3beta,17beta-diol

An intermediate in testosterone biosynthesis, found in the testis or the adrenal glands. Androstenediol, derived from dehydroepiandrosterone by the reduction of the 17-keto group (17-hydroxysteroid dehydrogenases), is converted to testosterone by the oxidation of the 3-beta hydroxyl group to a 3-keto group (3-hydroxysteroid dehydrogenases).

Definition from MeSH (D015114), National Library of Medicine, read 2026-09-23. NLM revises MeSH; this copy may not reflect its current record.

CHEBI:2710ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of androst-5-en-3beta,17beta-diol — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound
Formula: C19H30O2
Mass: 290.447 g/mol
Charge: 0
InChIKey: QADHLRWLCPCEKT-LOVVWNRFSA-N
SMILES: [H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@H](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

3 entities

3 entities reached.

0 reported hops3 assembled from the scaffold

What the reference databases state

Statements

19 statements

19 statements · 2 reference databases · Subject: androst-5-en-3beta,17beta-diol · Sources: Human-GEM, Rhea

Order

androst-5-en-3beta,17beta-diol is converted to 17beta-hydroxy-5alpha-androstan-3-oneCompoundHuman-GEM MAR03400Inferred only
androst-5-en-3beta,17beta-diol is converted to 17beta-hydroxy-5alpha-androstan-3-oneCompoundHuman-GEM MAR02024Inferred only
androst-5-en-3beta,17beta-diol is converted to 17beta-hydroxy-5alpha-androstan-3-oneCompoundHuman-GEM MAR02022Inferred only
17beta-hydroxy-5alpha-androstan-3-one is converted to androst-5-en-3beta,17beta-diolCompoundHuman-GEM MAR02024Inferred only
17beta-hydroxy-5alpha-androstan-3-one is converted to androst-5-en-3beta,17beta-diolCompoundHuman-GEM MAR02022Inferred only
17beta-hydroxy-5alpha-androstan-3-one is converted to androst-5-en-3beta,17beta-diolCompoundHuman-GEM MAR03400Inferred only
17beta-hydroxy-androst-5-en-3-one is converted to androst-5-en-3beta,17beta-diolCompoundRhea RHEA:56932Inferred only
androst-5-en-3beta,17beta-diol is converted to 17beta-hydroxy-androst-5-en-3-oneCompoundRhea RHEA:56932Inferred only
3beta-hydroxyandrost-5-en-17-one is converted to androst-5-en-3beta,17beta-diolCompoundRhea RHEA:46628Inferred only
androst-5-en-3beta,17beta-diol is converted to 3beta-hydroxyandrost-5-en-17-oneCompoundRhea RHEA:46220Inferred only
3beta-hydroxyandrost-5-en-17-one is converted to androst-5-en-3beta,17beta-diolCompoundRhea RHEA:46220Inferred only
androst-5-en-3beta,17beta-diol is metabolised by CYP7B1ProteinRhea RHEA:46204Inferred only

Show the remaining 7

androst-5-en-3beta,17beta-diol is a substrate of HSD3B1ProteinHuman-GEM MAR02024Inferred only
androst-5-en-3beta,17beta-diol is a substrate of HSD3B1ProteinRhea RHEA:56932Inferred only
androst-5-en-3beta,17beta-diol is a substrate of HSD3B1ProteinHuman-GEM MAR02022Inferred only
androst-5-en-3beta,17beta-diol is a substrate of HSD3B1ProteinHuman-GEM MAR03400Inferred only
androst-5-en-3beta,17beta-diol is a substrate of HSD3B2ProteinHuman-GEM MAR02022Inferred only
androst-5-en-3beta,17beta-diol is a substrate of HSD3B2ProteinHuman-GEM MAR02024Inferred only
androst-5-en-3beta,17beta-diol is a substrate of HSD3B2ProteinHuman-GEM MAR03400Inferred only

Reactions

7 reactions

17beta-hydroxy-5alpha-androstan-3-one+NADH(2-)androst-5-en-3beta,17beta-diol+proton+NAD(+)
Catalysed by HSD3B1 or HSD3B2
Reaction pageReversibleUnbalancedEC 1.1.1.145cytosol
Human-GEM MAR02022CC BY 4.0Reference data
17beta-hydroxy-5alpha-androstan-3-one+NADH(2-)androst-5-en-3beta,17beta-diol+proton+NAD(+)
Catalysed by HSD3B1 or HSD3B2
Reaction pageReversibleUnbalancedEC 1.1.1.145endoplasmic reticulum
Human-GEM MAR02024CC BY 4.0Reference data
androst-5-en-3beta,17beta-diol+proton+NAD(+)17beta-hydroxy-5alpha-androstan-3-one+NADH(2-)
Catalysed by HSD3B1 or HSD3B2
Reaction pageReversibleUnbalancedEC 1.1.1.145mitochondrial matrix
Human-GEM MAR03400CC BY 4.0Reference data
androst-5-en-3beta,17beta-diol+reduced [NADPH--hemoprotein reductase]+dioxygenandrost-5-en-3beta,7alpha,17beta-triol+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP7B1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:46204CC BY 4.0Reference data
androst-5-en-3beta,17beta-diol+NAD(1-)3beta-hydroxyandrost-5-en-17-one+NADH(2-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:46220CC BY 4.0Reference data
3beta-hydroxyandrost-5-en-17-one+NADPH(4-)+hydronandrost-5-en-3beta,17beta-diol+NADP(3-)
Catalysed by AKR1B15 or HSD17B3
Reaction pageLeft to rightBalanced
Rhea RHEA:46628CC BY 4.0Reference data
androst-5-en-3beta,17beta-diol+NAD(1-)17beta-hydroxy-androst-5-en-3-one+NADH(2-)+hydron
Catalysed by HSD3B1
Reaction pageDirection not assertedBalanced
Rhea RHEA:56932CC BY 4.0Reference data

Other names

12 names

Resolves to: androst-5-en-3beta,17beta-diol

Also called: (3beta,17beta)-androst-5-ene-3,17-diol(3β,17β)-androst-5-ene-3,17-diol3beta,17beta-Dihydroxy-5-androstene3beta,17beta-Dihydroxyandrost-5-ene3β,17β-dihydroxyandrost-5-ene5-androstenediolandrost-5-enediolAndrostenediolhermaphrodiolST 19:1;O2
Systematic name: androst-5-ene-3beta,17beta-diolandrost-5-ene-3β,17β-diol