Compound
5alpha-androstan-3,17-dione
The 5α-stereoisomer of androstane-3,17-dione.
Definition from ChEBI (CHEBI:15994), read 2026-09-23. CC BY 4.0.
Structure
Loading the model…
- Class
- Organic compound
- Formula
- C19H28O2
- Mass
- 288.431 g/mol
- Charge
- 0
- InChIKey
- RAJWOBJTTGJROA-WZNAKSSCSA-N
- SMILES
- [H][C@@]12CC[C@]3([H])[C@]([H])(CC[C@]4(C)C(=O)CC[C@@]34[H])[C@@]1(C)CCC(=O)C2
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
16 entities
16 entities reached.
0 reported hops16 assembled from the scaffold
- AKR1C1ProteinUNIPROT:Q04828substrate ofInferred only150 paths25 endpoints
- AKR1C3ProteinUNIPROT:P42330substrate ofInferred only127 paths32 endpoints
- AKR1C4ProteinUNIPROT:P17516substrate ofInferred only105 paths21 endpoints
- AKR1C2ProteinUNIPROT:P52895substrate ofInferred only80 paths16 endpoints
- SRD5A3ProteinUNIPROT:Q9H8P0substrate ofInferred only36 paths18 endpoints
- SRD5A1ProteinUNIPROT:P18405substrate ofInferred only22 paths11 endpoints
- ABCB1ProteinUNIPROT:P08183transported byInferred only21 paths20 endpoints
- HSD3B1ProteinUNIPROT:P14060substrate ofInferred only18 paths18 endpoints
- HSD17B3ProteinUNIPROT:P37058substrate ofInferred only17 paths17 endpoints
- RDH5ProteinUNIPROT:Q92781substrate ofInferred only16 paths16 endpoints
- AKR1D1ProteinUNIPROT:P51857substrate ofInferred only15 paths15 endpoints
- SRD5A2ProteinUNIPROT:P31213substrate ofInferred only13 paths13 endpoints
Show the remaining 4
What the reference databases state
Statements
55 statements
55 statements · 2 reference databases · Subject: 5alpha-androstan-3,17-dione · Sources: Human-GEM, Rhea
- 17beta-hydroxy-5alpha-androstan-3-one is converted to 5alpha-androstan-3,17-dioneCompoundRhea RHEA:41992Inferred only
- 5alpha-androstan-3,17-dione is converted to 17beta-hydroxy-5alpha-androstan-3-oneCompoundRhea RHEA:42120Inferred only
- 5alpha-androstan-3,17-dione is converted to 3beta-hydroxy-5alpha-androstan-17-oneCompoundRhea RHEA:42188Inferred only
- 5alpha-androstan-3,17-dione is converted to 3beta-hydroxy-5alpha-androstan-17-oneCompoundRhea RHEA:56916Inferred only
- 3beta-hydroxy-5alpha-androstan-17-one is converted to 5alpha-androstan-3,17-dioneCompoundRhea RHEA:56916Inferred only
- 3beta,16alpha-dihydroxy-androst-5-en-17-one is converted to 5alpha-androstan-3,17-dioneCompoundHuman-GEM MAR07971Inferred only
- 3beta,16alpha-dihydroxy-androst-5-en-17-one is converted to 5alpha-androstan-3,17-dioneCompoundHuman-GEM MAR07972Inferred only
- androst-4-ene-3,17-dione is converted to 5alpha-androstan-3,17-dioneCompoundHuman-GEM MAR02014Inferred only
- androst-4-ene-3,17-dione is converted to 5alpha-androstan-3,17-dioneCompoundRhea RHEA:50816Inferred only
- 5alpha-androstan-3,17-dione is converted to androst-4-ene-3,17-dioneCompoundHuman-GEM MAR02015Inferred only
- 5alpha-androstan-3,17-dione is converted to androst-4-ene-3,17-dioneCompoundHuman-GEM MAR02014Inferred only
- 5alpha-androstan-3,17-dione is converted to androst-4-ene-3,17-dioneCompoundRhea RHEA:50816Inferred only
Show the remaining 43
- androst-4-ene-3,17-dione is converted to 5alpha-androstan-3,17-dioneCompoundHuman-GEM MAR02015Inferred only
- 5alpha-androstan-3,17-dione is converted to androsteroneCompoundHuman-GEM MAR02018Inferred only
- 5alpha-androstan-3,17-dione is converted to androsteroneCompoundHuman-GEM MAR02016Inferred only
- 5alpha-androstan-3,17-dione is converted to androsteroneCompoundHuman-GEM MAR02019Inferred only
- 5alpha-androstan-3,17-dione is converted to androsteroneCompoundRhea RHEA:20377Inferred only
- 5alpha-androstan-3,17-dione is converted to androsteroneCompoundRhea RHEA:20381Inferred only
- androsterone is converted to 5alpha-androstan-3,17-dioneCompoundRhea RHEA:20381Inferred only
- 5alpha-androstan-3,17-dione is converted to androsteroneCompoundHuman-GEM MAR02017Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1B15ProteinRhea RHEA:42120Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C1ProteinRhea RHEA:20377Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C1ProteinHuman-GEM MAR02017Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C1ProteinHuman-GEM MAR02018Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C1ProteinHuman-GEM MAR02019Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C1ProteinHuman-GEM MAR02016Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C1ProteinRhea RHEA:42120Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C2ProteinHuman-GEM MAR02018Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C2ProteinHuman-GEM MAR02019Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C2ProteinRhea RHEA:20377Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C2ProteinHuman-GEM MAR02016Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C2ProteinHuman-GEM MAR02017Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C3ProteinHuman-GEM MAR02017Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C3ProteinHuman-GEM MAR02019Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C3ProteinHuman-GEM MAR02016Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C3ProteinHuman-GEM MAR02018Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C4ProteinRhea RHEA:20377Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C4ProteinHuman-GEM MAR02016Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C4ProteinHuman-GEM MAR02017Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C4ProteinHuman-GEM MAR02018Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1C4ProteinHuman-GEM MAR02019Inferred only
- 5alpha-androstan-3,17-dione is a substrate of AKR1D1ProteinHuman-GEM MAR02014Inferred only
- 5alpha-androstan-3,17-dione is a substrate of DHRS9ProteinRhea RHEA:20381Inferred only
- 5alpha-androstan-3,17-dione is a substrate of HSD17B3ProteinRhea RHEA:42120Inferred only
- 5alpha-androstan-3,17-dione is a substrate of HSD17B6ProteinRhea RHEA:42188Inferred only
- 5alpha-androstan-3,17-dione is a substrate of HSD17B6ProteinRhea RHEA:20381Inferred only
- 5alpha-androstan-3,17-dione is a substrate of HSD3B1ProteinRhea RHEA:56916Inferred only
- 5alpha-androstan-3,17-dione is a substrate of RDH16ProteinRhea RHEA:20381Inferred only
- 5alpha-androstan-3,17-dione is a substrate of RDH5ProteinRhea RHEA:20381Inferred only
- 5alpha-androstan-3,17-dione is a substrate of SRD5A1ProteinRhea RHEA:50816Inferred only
- 5alpha-androstan-3,17-dione is a substrate of SRD5A1ProteinHuman-GEM MAR02015Inferred only
- 5alpha-androstan-3,17-dione is a substrate of SRD5A2ProteinHuman-GEM MAR02015Inferred only
- 5alpha-androstan-3,17-dione is a substrate of SRD5A3ProteinRhea RHEA:50816Inferred only
- 5alpha-androstan-3,17-dione is a substrate of SRD5A3ProteinHuman-GEM MAR02015Inferred only
- 5alpha-androstan-3,17-dione is transported by ABCB1ProteinHuman-GEM MAR11760Inferred only
Reactions
20 reactions
androst-4-ene-3,17-dione+proton+NADPH(4-)5alpha-androstan-3,17-dione+NADP(3-)
Catalysed by AKR1D1
Reaction pageReversibleBalancedEC 1.3.1.3, 1.3.99.6cytosol
Human-GEM MAR02014CC BY 4.0Reference data
androst-4-ene-3,17-dione+proton+NADPH(4-)5alpha-androstan-3,17-dione+NADP(3-)
Catalysed by SRD5A3 or SRD5A1 or SRD5A2
Reaction pageReversibleBalancedEC 1.3.1.22endoplasmic reticulum
Human-GEM MAR02015CC BY 4.0Reference data
5alpha-androstan-3,17-dione+proton+NADH(2-)androsterone+NAD(+)
Catalysed by AKR1C2 or AKR1C1 or AKR1C3 or AKR1C4
Reaction pageLeft to rightBalancedEC 1.1.1.209, 1.1.1.213, 1.1.1.50cytosol
Human-GEM MAR02016CC BY 4.0Reference data
5alpha-androstan-3,17-dione+proton+NADH(2-)androsterone+NAD(+)
Catalysed by AKR1C2 or AKR1C1 or AKR1C3 or AKR1C4
Reaction pageLeft to rightBalancedEC 1.1.1.209, 1.1.1.213, 1.1.1.50endoplasmic reticulum
Human-GEM MAR02017CC BY 4.0Reference data
5alpha-androstan-3,17-dione+proton+NADPH(4-)androsterone+NADP(3-)
Catalysed by AKR1C2 or AKR1C1 or AKR1C3 or AKR1C4
Reaction pageLeft to rightBalancedEC 1.1.1.209, 1.1.1.213, 1.1.1.50cytosol
Human-GEM MAR02018CC BY 4.0Reference data
5alpha-androstan-3,17-dione+proton+NADPH(4-)androsterone+NADP(3-)
Catalysed by AKR1C2 or AKR1C1 or AKR1C3 or AKR1C4
Reaction pageLeft to rightBalancedEC 1.1.1.209, 1.1.1.213, 1.1.1.50endoplasmic reticulum
Human-GEM MAR02019CC BY 4.0Reference data
3beta,16alpha-dihydroxy-androst-5-en-17-one+proton+NADH(2-)5alpha-androstan-3,17-dione+water+NAD(+)
Reaction pageLeft to rightBalancedEC 5.3.3.1endoplasmic reticulum
Human-GEM MAR07971CC BY 4.0Reference data
3beta,16alpha-dihydroxy-androst-5-en-17-one+proton+NADPH(4-)5alpha-androstan-3,17-dione+water+NADP(3-)
Reaction pageLeft to rightBalancedEC 5.3.3.1endoplasmic reticulum
Human-GEM MAR07972CC BY 4.0Reference data
5alpha-androstan-3,17-dione+ATP+water5alpha-androstan-3,17-dione+ADP+proton+phosphate(3-)
Transported by ABCB1
Reaction pageLeft to rightBalancedcytosol, extracellular space
Human-GEM MAR11760CC BY 4.0Reference data
5alpha-androstan-3,17-dione+ATP+water5alpha-androstan-3,17-dione+ADP+proton+phosphate(3-)
Reaction pageLeft to rightBalancedendoplasmic reticulum, cytosol
Human-GEM MAR11854CC BY 4.0Reference data
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR11855CC BY 4.0Reference data
androsterone+NADP(3-)5alpha-androstan-3,17-dione+NADPH(4-)+hydron
Catalysed by AKR1C4 or AKR1C2 or AKR1C1
Reaction pageRight to leftBalanced
Rhea RHEA:20377CC BY 4.0Reference data
Where it reaches
3 systems, 6 regions, 11 tissues, 11 transporter routes — routes, not measurements: transporters known to carry 5alpha-androstan-3,17-dione are expressed there, and no source reports it arriving.
Loading the model…
Other names
3 names
Resolves to: 5alpha-androstan-3,17-dione
- Also called
- 5alpha-androstane-3,17-dioneAndrostanedioneST 19:2;O2