Compound

11beta-hydroxyandrost-4-ene-3,17-dione

CHEBI:27967ChEBI

Structure

2D depiction · 3D model shown

Loading the model…

A generated conformer of 11beta-hydroxyandrost-4-ene-3,17-dione — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound
Formula: C19H26O3
Mass: 302.414 g/mol
Charge: 0
InChIKey: WSCUHXPGYUMQEX-KCZNZURUSA-N
SMILES: [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])[C@@H](O)C[C@]1(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

3 entities

3 entities reached.

0 reported hops3 assembled from the scaffold

What the reference databases state

Statements

7 statements

7 statements · 1 reference database · Subject: 11beta-hydroxyandrost-4-ene-3,17-dione · Sources: Rhea

Order

11beta-hydroxyandrost-4-ene-3,17-dione is converted to 11beta,17beta-dihydroxyandrost-4-ene-3-oneCompoundRhea RHEA:53488Inferred only
11beta-hydroxyandrost-4-ene-3,17-dione is converted to androst-4-ene-3,11,17-trioneCompoundRhea RHEA:69408Inferred only
11beta-hydroxyandrost-4-ene-3,17-dione is converted to androst-4-ene-3,11,17-trioneCompoundRhea RHEA:86411Inferred only
androst-4-ene-3,11,17-trione is converted to 11beta-hydroxyandrost-4-ene-3,17-dioneCompoundRhea RHEA:86411Inferred only
11beta-hydroxyandrost-4-ene-3,17-dione is a substrate of HSD11B1ProteinRhea RHEA:86411Inferred only
11beta-hydroxyandrost-4-ene-3,17-dione is a substrate of HSD11B2ProteinRhea RHEA:69408Inferred only
11beta-hydroxyandrost-4-ene-3,17-dione is a substrate of HSD17B3ProteinRhea RHEA:53488Inferred only

Reactions

9 reactions

11R-hydroperoxy-(5Z,8Z,12E,14Z)-eicosatetraenoate+15-oxoprostaglandin E1+MAM00014x+(18R)-hydroxy-(5Z,8Z,11Z,14Z,16E)-eicosapentaenoate+MAM00254c+MAM00254m+MAM00254x+20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+MAM00274c+MAM00274r+MAM00276c+MAM00277c+MAM00278c+MAM00280c+MAM00282c+11beta-hydroxyandrost-4-ene-3,17-dione+11beta-hydroxyandrost-4-ene-3,17-dione+11beta-hydroxyandrost-4-ene-3,17-dione+MAM00293c+MAM00297c+MAM00298c+MAM00304c+MAM00306c+MAM00308c+MAM00318c+MAM00318r+MAM00319c+MAM00320c+MAM00321c+MAM00322c+MAM00323c+MAM00323r+MAM00324r+MAM00327c+MAM00327r+MAM00328c+MAM00328r+MAM00333r+12-oxo-(5Z,8Z,10E,14Z)-eicosatetraenoate+(13S)-hydroxy-(9Z,11E)-octadecadienoate+MAM00338c+MAM00340c+MAM00352r+13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+MAM00364c+14,15-epoxy-(5Z,8Z,11Z)-eicosatrienoate+(15S)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoate+MAM00378c+MAM00382c+15-deoxy-Delta(12,14)-prostaglandin J2+MAM00384c+MAM00386c+MAM00386r+MAM00386x+MAM00387c+MAM00387r+MAM00387x+MAM00388c+MAM00388r+MAM00388x+MAM00389c+MAM00389r+MAM00389x+15-oxoprostaglandin F2alpha+MAM00395c+16(R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+MAM00398x+17-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+MAM00424m+MAM00425x+MAM00426c+18-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+MAM00430c+MAM00590c+MAM00595c+MAM00595r+MAM00598c+MAM00598r+MAM00602c+MAM00687m+MAM00687x+MAM01038n+MAM01039x+MAM01041n+MAM01046c+MAM01047c+MAM01049c+MAM01050c+MAM01051c+5,6-epoxy-(8Z,11Z,14Z)-eicosatrienoate+MAM01055c+MAM01120c+MAM01120r+MAM01122c+MAM01122r+MAM01150c+MAM01150m+MAM01150x+MAM01153c+MAM01153m+MAM01153r+MAM01153x+MAM01167c+MAM01168r+MAM01171c+MAM01171m+MAM01171x+MAM01172c+MAM01172m+MAM01172x+7-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate+MAM01202c+MAM01208c+8,9-epoxy-(5Z,11Z,14Z)-eicosatrienoate+MAM01210c+MAM01213c+MAM01239c+(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate+(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate+MAM02368c+MAM02395n+MAM02395r+MAM02395x+MAM02396r+MAM02396x+malonaldehyde+MAM02538c+MAM02538n+MAM02649m+MAM02649x+prostaglandin E2+prostaglandin E3+prostaglandin H1+prostaglandin J2+MAM02797c+MAM02798c+MAM02799c+MAM02851c+MAM02852c+MAM02862c+MAM02863c+MAM02864c+MAM03055c+MAM03055r+MAM03055x+MAM03056cMAM10003e
Reaction pageLeft to rightBalance undeterminablecytosol, peroxisome, mitochondrial matrix, endoplasmic reticulum, nucleus, extracellular space
Human-GEM MAR00036CC BY 4.0Reference data
cortisol+proton+2NADPH(4-)+dioxygen11beta-hydroxyandrost-4-ene-3,17-dione+acetate+2water+2NADP(3-)
Catalysed by CYP17A1 or CYP11B1 or CYP11B2 or BCO2
Reaction pageLeft to rightBalancedEC 1.14.15.4, 1.14.14.19cytosol
Human-GEM MAR01999CC BY 4.0Reference data
cortisol+proton+2NADPH(4-)+dioxygen11beta-hydroxyandrost-4-ene-3,17-dione+acetate+2water+2NADP(3-)
Catalysed by CYP17A1 or CYP11B1 or CYP11B2
Reaction pageLeft to rightBalancedEC 1.14.15.4, 1.14.99.-mitochondrial matrix
Human-GEM MAR02000CC BY 4.0Reference data
cortisol+proton+2NADPH(4-)+dioxygen11beta-hydroxyandrost-4-ene-3,17-dione+acetate+2water+2NADP(3-)
Catalysed by CYP17A1 or CYP11B1 or CYP11B2
Reaction pageLeft to rightBalancedEC 1.14.15.4, 1.14.99.-endoplasmic reticulum
Human-GEM MAR02001CC BY 4.0Reference data
cortisol+proton+NADPH(4-)11beta-hydroxyandrost-4-ene-3,17-dione+acetaldehyde+water+NADP(3-)
Catalysed by CYP17A1
Reaction pageLeft to rightBalancedEC 2.3.1.65endoplasmic reticulum
Human-GEM MAR03257CC BY 4.0Reference data
11beta-hydroxyandrost-4-ene-3,17-dione+NADPH(4-)+hydron11beta,17beta-dihydroxyandrost-4-ene-3-one+NADP(3-)
Catalysed by HSD17B3
Reaction pageLeft to rightBalanced
Rhea RHEA:53488CC BY 4.0Reference data
11beta-hydroxyandrost-4-ene-3,17-dione+NAD(1-)androst-4-ene-3,11,17-trione+NADH(2-)+hydron
Catalysed by HSD11B2
Reaction pageLeft to rightBalanced
Rhea RHEA:69408CC BY 4.0Reference data
androst-4-ene-3,17-dione+2reduced [adrenodoxin]+dioxygen+2hydron11beta-hydroxyandrost-4-ene-3,17-dione+2oxidized [adrenodoxin]+water
Catalysed by CYP11B1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:84071CC BY 4.0Reference data
11beta-hydroxyandrost-4-ene-3,17-dione+NADP(3-)androst-4-ene-3,11,17-trione+NADPH(4-)+hydron
Catalysed by HSD11B1
Reaction pageReversibleBalanced
Rhea RHEA:86411CC BY 4.0Reference data

Other names

8 names

Resolves to: 11beta-hydroxyandrost-4-ene-3,17-dione

Also called: 11beta-Hydroxy-4-androstene-3,17-dione11beta-Hydroxyandrostenedione11beta-OHA411β-Hydroxy-4-androstene-3,17-dione4-Androsten-11beta-ol-3,17-dioneAndrost-4-ene-3,17-dione-11beta-olST 19:3;O3
Systematic name: 11β-hydroxyandrost-4-ene-3,17-dione