Compound
21-hydroxyprogesterone
A steroid metabolite that is the 11-deoxy derivative of corticosterone and the 21-hydroxy derivative of progesterone
Structure
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- Class
- Organic compound
- Formula
- C21H30O3
- Mass
- 330.468 g/mol
- Charge
- 0
- InChIKey
- ZESRJSPZRDMNHY-YFWFAHHUSA-N
- SMILES
- [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])C(=O)CO
- Look it up
- ChEBIPubChemBy 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
Chemical structure
- 21-hydroxyprogesterone has the functional parent progesteroneCompoundChEBI CHEBI:16973Inferred only
Statements
14 statements
14 statements · 2 reference databases · Subject: 21-hydroxyprogesterone · Sources: Human-GEM, Rhea
- 21-hydroxyprogesterone is converted to aldosteroneCompoundHuman-GEM MAR07934Inferred only
- 21-hydroxyprogesterone is converted to corticosteroneCompoundHuman-GEM MAR02009Inferred only
- progesterone is converted to 21-hydroxyprogesteroneCompoundHuman-GEM MAR07932Inferred only
- progesterone is converted to 21-hydroxyprogesteroneCompoundHuman-GEM MAR02007Inferred only
- 21-hydroxyprogesterone is metabolised by CYP11B1ProteinHuman-GEM MAR02009Inferred only
- 21-hydroxyprogesterone is metabolised by CYP11B1ProteinRhea RHEA:46104Inferred only
- 21-hydroxyprogesterone is metabolised by CYP11B1ProteinHuman-GEM MAR01942Inferred only
- 21-hydroxyprogesterone is metabolised by CYP11B2ProteinHuman-GEM MAR07934Inferred only
- 21-hydroxyprogesterone is metabolised by CYP11B2ProteinHuman-GEM MAR01942Inferred only
- 21-hydroxyprogesterone is metabolised by CYP11B2ProteinHuman-GEM MAR02009Inferred only
- 21-hydroxyprogesterone is metabolised by CYP11B2ProteinRhea RHEA:76151Inferred only
- 21-hydroxyprogesterone is metabolised by CYP11B2ProteinRhea RHEA:46104Inferred only
Show the remaining 2
- 21-hydroxyprogesterone is a substrate of AKR1D1ProteinRhea RHEA:46668Inferred only
- 21-hydroxyprogesterone is transported by ABCB1ProteinHuman-GEM MAR11767Inferred only
Reactions
19 reactions
MAM00605c+NAD(+)21-hydroxyprogesterone+proton+NADH(2-)
Reaction pageLeft to rightBalancedEC 1.1.1.145, 5.3.3.1cytosol
Human-GEM MAR01941CC BY 4.0Reference data
21-hydroxyprogesterone+2proton+dioxygen+2MAM02828ccorticosterone+water+2MAM02665c
Catalysed by CYP11B1 or CYP11B2
Reaction pageLeft to rightBalance undeterminableEC 1.14.15.4cytosol
Human-GEM MAR01942CC BY 4.0Reference data
proton+NADPH(4-)+dioxygen+progesterone21-hydroxyprogesterone+water+NADP(3-)
Catalysed by CYP21A2
Reaction pageLeft to rightBalancedEC 1.14.14.16cytosol
Human-GEM MAR02007CC BY 4.0Reference data
21-hydroxyprogesterone21-hydroxyprogesterone
Reaction pageLeft to rightBalancedcytosol, mitochondrial matrix
Human-GEM MAR02008CC BY 4.0Reference data
21-hydroxyprogesterone+proton+NADPH(4-)+dioxygencorticosterone+water+NADP(3-)
Catalysed by CYP11B1 or CYP11B2
Reaction pageLeft to rightBalancedEC 1.14.15.4mitochondrial matrix
Human-GEM MAR02009CC BY 4.0Reference data
proton+NADPH(4-)+dioxygen+progesterone21-hydroxyprogesterone+water+NADP(3-)
Catalysed by CYP21A2
Reaction pageLeft to rightBalancedEC 1.14.14.16endoplasmic reticulum
Human-GEM MAR07932CC BY 4.0Reference data
21-hydroxyprogesterone21-hydroxyprogesterone
Reaction pageReversibleBalancedcytosol, endoplasmic reticulum
Human-GEM MAR07933CC BY 4.0Reference data
21-hydroxyprogesterone+proton+NADPH(4-)+2dioxygenaldosterone+2water+NADP(3-)
Catalysed by CYP11B2
Reaction pageLeft to rightBalancedEC 1.14.15.5mitochondrial matrix
Human-GEM MAR07934CC BY 4.0Reference data
21-hydroxyprogesterone+ATP+water21-hydroxyprogesterone+ADP+proton+phosphate(3-)
Transported by ABCB1
Reaction pageLeft to rightBalancedcytosol, extracellular space
Human-GEM MAR11767CC BY 4.0Reference data
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR11866CC BY 4.0Reference data
21-hydroxyprogesteroneCHEBI:15690
Reaction pageDirection not assertedBalanced
Rhea RHEA:17861CC BY 4.0Reference data
21-hydroxyprogesterone+2reduced [adrenodoxin]+dioxygen+2hydroncorticosterone+2oxidized [adrenodoxin]+water
Catalysed by CYP11B1 or CYP11B2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:46104CC BY 4.0Reference data
Where it reaches
3 systems, 6 regions, 11 tissues, 11 transporter routes — routes, not measurements: transporters known to carry 21-hydroxyprogesterone are expressed there, and no source reports it arriving.
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Other names
12 names
Resolves to: 21-hydroxyprogesterone
- Also called
- 11-Deoxycorticosterone21-Hydroxy-4-pregnene-3,20-dione4-pregnen-21-ol-3,20-dioneCortexoneDeoxycorticosteroneDESOXYCORTICOSTERONEdesoxycortoneDOCKendall's desoxy compound BReichstein's substance QST 21:3;O3
- Systematic name
- 21-hydroxypregn-4-ene-3,20-dione