Compound
progesterone
The major progestational steroid that is secreted primarily by the corpus luteum and the placenta. Progesterone acts on the uterus, the mammary glands and the brain. It is required in embryo implantation; pregnancy maintenance, and the development of mammary tissue for milk production. Progesterone, converted from pregnenolone, also serves as an intermediate in the biosynthesis of gonadal steroid hormones and adrenal corticosteroids.
Structure
Loading the model…
- Class
- Organic compound
- Formula
- C21H30O2
- Mass
- 314.469 g/mol
- Charge
- 0
- InChIKey
- RJKFOVLPORLFTN-LEKSSAKUSA-N
- SMILES
- [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@H](C(C)=O)CC[C@@]21[H]
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
18 entities
18 entities reached.
0 reported hops18 assembled from the scaffold
- CYP3A4ProteinUNIPROT:P08684metabolized byInferred only106 paths53 endpoints
- CYP17A1ProteinUNIPROT:P05093metabolized byInferred only84 paths28 endpoints
- AKR1C1ProteinUNIPROT:Q04828substrate ofInferred only75 paths25 endpoints
- AKR1C3ProteinUNIPROT:P42330substrate ofInferred only70 paths35 endpoints
- CYP21A2ProteinUNIPROT:P08686metabolized byInferred only63 paths21 endpoints
- CYP1B1ProteinUNIPROT:Q16678metabolized byInferred only60 paths30 endpoints
- CYP11B2ProteinUNIPROT:P19099metabolized byInferred only48 paths24 endpoints
- AKR1C4ProteinUNIPROT:P17516substrate ofInferred only42 paths21 endpoints
- AKR1C2ProteinUNIPROT:P52895substrate ofInferred only32 paths16 endpoints
- SRD5A2ProteinUNIPROT:P31213substrate ofInferred only26 paths13 endpoints
- SRD5A1ProteinUNIPROT:P18405substrate ofInferred only22 paths11 endpoints
- CYP11B1ProteinUNIPROT:P15538metabolized byInferred only21 paths21 endpoints
Show the remaining 6
- SRD5A3ProteinUNIPROT:Q9H8P0substrate ofInferred only18 paths18 endpoints
- CYP3A5ProteinUNIPROT:P20815metabolized byInferred only18 paths18 endpoints
- HSD17B7ProteinUNIPROT:P56937substrate ofInferred only17 paths17 endpoints
- CYP46A1ProteinUNIPROT:Q9Y6A2metabolized byInferred only16 paths16 endpoints
- AKR1D1ProteinUNIPROT:P51857substrate ofInferred only15 paths15 endpoints
- HSD17B2ProteinUNIPROT:P37059substrate ofInferred only12 paths12 endpoints
What the reference databases state
Regulatory determinations
LiverTox likelihood score ALiverTox
LiverTox Likelihood Score A — well known, well described and well reported to cause liver injury. Chapter: "Progestins". Source: LiverTox Master List (NBK571102).
The document·Public Domain (NLM/NIH)·Transcribed, not assessed
Chemical structure
- 11beta-hydroxyprogesterone has the functional parent progesteroneCompoundChEBI CHEBI:28247Inferred only
- 16alpha-hydroxyprogesterone has the functional parent progesteroneCompoundChEBI CHEBI:15826Inferred only
- 17alpha-hydroxyprogesterone has the functional parent progesteroneCompoundChEBI CHEBI:17252Inferred only
- 21-hydroxyprogesterone has the functional parent progesteroneCompoundChEBI CHEBI:16973Inferred only
- 3beta-hydroxypregn-4-ene-20-one has the functional parent progesteroneCompoundChEBI CHEBI:85899Inferred only
- 5alpha-pregnane-3,20-dione has the functional parent progesteroneCompoundChEBI CHEBI:28952Inferred only
- 6beta,16alpha,17alpha-trihydroxyprogesterone has the functional parent progesteroneCompoundChEBI CHEBI:137046Inferred only
Statements
53 statements
53 statements · 2 reference databases · Subject: progesterone · Sources: Human-GEM, Rhea
- progesterone is converted to (20R)-20-hydroxypregn-4-en-3-oneCompoundHuman-GEM MAR07976Inferred only
- progesterone is converted to (20R)-20-hydroxypregn-4-en-3-oneCompoundRhea RHEA:46016Inferred only
- (20R)-20-hydroxypregn-4-en-3-one is converted to progesteroneCompoundRhea RHEA:46016Inferred only
- (20R)-20-hydroxypregn-4-en-3-one is converted to progesteroneCompoundHuman-GEM MAR10066Inferred only
- progesterone is converted to (20S)-hydroxypregn-4-en-3-oneCompoundRhea RHEA:42108Inferred only
- (20S)-hydroxypregn-4-en-3-one is converted to progesteroneCompoundRhea RHEA:42108Inferred only
- progesterone is converted to (20S)-hydroxypregn-4-en-3-oneCompoundRhea RHEA:42112Inferred only
- progesterone is converted to 11beta-hydroxyprogesteroneCompoundHuman-GEM MAR01993Inferred only
- progesterone is converted to 17alpha-hydroxyprogesteroneCompoundHuman-GEM MAR01981Inferred only
- progesterone is converted to 17alpha-hydroxyprogesteroneCompoundHuman-GEM MAR07937Inferred only
- progesterone is converted to 21-hydroxyprogesteroneCompoundHuman-GEM MAR02007Inferred only
- progesterone is converted to 21-hydroxyprogesteroneCompoundHuman-GEM MAR07932Inferred only
Show the remaining 41
- progesterone is converted to 3beta-hydroxypregn-4-ene-20-oneCompoundRhea RHEA:46216Inferred only
- progesterone is converted to 5alpha-pregnane-3,20-dioneCompoundRhea RHEA:21952Inferred only
- progesterone is converted to 5alpha-pregnane-3,20-dioneCompoundHuman-GEM MAR02002Inferred only
- 5alpha-pregnane-3,20-dione is converted to progesteroneCompoundHuman-GEM MAR02002Inferred only
- progesterone is converted to 5beta-pregnan-3,20-dioneCompoundRhea RHEA:46660Inferred only
- pregn-5-ene-3,20-dione is converted to progesteroneCompoundRhea RHEA:43928Inferred only
- pregn-5-ene-3,20-dione is converted to progesteroneCompoundHuman-GEM MAR01980Inferred only
- pregnenolone is converted to progesteroneCompoundHuman-GEM MAR07930Inferred only
- pregnenolone is converted to progesteroneCompoundHuman-GEM MAR07931Inferred only
- progesterone is metabolised by CYP11B1ProteinHuman-GEM MAR01993Inferred only
- progesterone is metabolised by CYP11B2ProteinRhea RHEA:84067Inferred only
- progesterone is metabolised by CYP11B2ProteinHuman-GEM MAR01993Inferred only
- progesterone is metabolised by CYP17A1ProteinHuman-GEM MAR07937Inferred only
- progesterone is metabolised by CYP17A1ProteinHuman-GEM MAR01981Inferred only
- progesterone is metabolised by CYP17A1ProteinRhea RHEA:46308Inferred only
- progesterone is metabolised by CYP1B1ProteinRhea RHEA:47260Inferred only
- progesterone is metabolised by CYP1B1ProteinRhea RHEA:47252Inferred only
- progesterone is metabolised by CYP21A2ProteinRhea RHEA:50304Inferred only
- progesterone is metabolised by CYP21A2ProteinHuman-GEM MAR07932Inferred only
- progesterone is metabolised by CYP21A2ProteinHuman-GEM MAR02007Inferred only
- progesterone is metabolised by CYP3A4ProteinRhea RHEA:47252Inferred only
- progesterone is metabolised by CYP3A4ProteinRhea RHEA:47260Inferred only
- progesterone is metabolised by CYP3A5ProteinRhea RHEA:47252Inferred only
- progesterone is metabolised by CYP46A1ProteinRhea RHEA:46308Inferred only
- progesterone is a substrate of AKR1C1ProteinHuman-GEM MAR07976Inferred only
- progesterone is a substrate of AKR1C1ProteinRhea RHEA:42112Inferred only
- progesterone is a substrate of AKR1C1ProteinRhea RHEA:42108Inferred only
- progesterone is a substrate of AKR1C2ProteinRhea RHEA:42112Inferred only
- progesterone is a substrate of AKR1C2ProteinRhea RHEA:42108Inferred only
- progesterone is a substrate of AKR1C3ProteinRhea RHEA:42108Inferred only
- progesterone is a substrate of AKR1C3ProteinRhea RHEA:42112Inferred only
- progesterone is a substrate of AKR1C4ProteinRhea RHEA:42112Inferred only
- progesterone is a substrate of AKR1C4ProteinRhea RHEA:42108Inferred only
- progesterone is a substrate of AKR1D1ProteinRhea RHEA:46660Inferred only
- progesterone is a substrate of HSD17B2ProteinRhea RHEA:42108Inferred only
- progesterone is a substrate of HSD17B7ProteinRhea RHEA:46216Inferred only
- progesterone is a substrate of SRD5A1ProteinRhea RHEA:21952Inferred only
- progesterone is a substrate of SRD5A1ProteinHuman-GEM MAR02002Inferred only
- progesterone is a substrate of SRD5A2ProteinRhea RHEA:21952Inferred only
- progesterone is a substrate of SRD5A2ProteinHuman-GEM MAR02002Inferred only
- progesterone is a substrate of SRD5A3ProteinHuman-GEM MAR02002Inferred only
Reactions
30 reactions
pregn-5-ene-3,20-dioneprogesterone
Reaction pageLeft to rightBalancedEC 5.3.3.1cytosol
Human-GEM MAR01980CC BY 4.0Reference data
proton+NADPH(4-)+dioxygen+progesterone17alpha-hydroxyprogesterone+water+NADP(3-)
Catalysed by CYP17A1
Reaction pageLeft to rightBalancedEC 1.14.14.19cytosol
Human-GEM MAR01981CC BY 4.0Reference data
proton+NADPH(4-)+dioxygen+progesterone11beta-hydroxyprogesterone+water+NADP(3-)
Catalysed by CYP11B1 or CYP11B2
Reaction pageLeft to rightBalancedEC 1.14.15.4cytosol
Human-GEM MAR01993CC BY 4.0Reference data
5alpha-pregnane-3,20-dione+NADP(3-)proton+NADPH(4-)+progesterone
Catalysed by SRD5A3 or SRD5A1 or SRD5A2
Reaction pageReversibleBalancedEC 1.3.1.22cytosol
Human-GEM MAR02002CC 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
NAD(+)+pregnenoloneproton+NADH(2-)+progesterone
Reaction pageLeft to rightBalancedEC 5.3.3.1cytosol
Human-GEM MAR07930CC BY 4.0Reference data
NAD(+)+pregnenoloneproton+NADH(2-)+progesterone
Reaction pageLeft to rightBalancedEC 5.3.3.1endoplasmic reticulum
Human-GEM MAR07931CC 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
proton+NADPH(4-)+dioxygen+progesterone17alpha-hydroxyprogesterone+water+NADP(3-)
Catalysed by CYP17A1
Reaction pageLeft to rightBalancedEC 1.14.14.19endoplasmic reticulum
Human-GEM MAR07937CC BY 4.0Reference data
proton+NADPH(4-)+progesterone(20R)-20-hydroxypregn-4-en-3-one+NADP(3-)
Catalysed by AKR1C1
Reaction pageLeft to rightBalancedEC 1.1.1.149cytosol
Human-GEM MAR07976CC BY 4.0Reference data
Reaction pageReversibleBalancedcytosol, extracellular space
Human-GEM MAR08931CC BY 4.0Reference data
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR09393CC BY 4.0Reference data
On the label
Labelled products
3 products
Source: NIH DSLD · Ingredient: progesterone · 3 products · Declared amount per serving: Not stated
0 labels state an amount3 do not
- ATS LabsBeastamount not statedper 1 Capsule(s)DSLD:219007
- Biomedx ResearchGerovitalamount not statedper 2 Vegetarian Capsule(s)DSLD:66455
- Complete AscentialsRNA SprayProgesterone Note: 12x/16xamount not statedper 3 Spray(s)DSLD:214584
Label record: NIH Office of Dietary Supplements · CC0
Other names
17 names
Resolves to: progesterone
- Also called
- (S)-4-Pregnene-3,20-dione(S)-Pregn-4-en-3,20-dione(S)-Progesterone17alpha-progesterone17α-progesterone4-Pregnene-3,20-dioneAgolutinAkrolutincorpus luteum hormoneCrinoneDelta(4)-pregnene-3,20-dioneGelbkoerperhormonluteohormoneProgesteronST 21:3;O2Δ4-pregnene-3,20-dione
- Systematic name
- pregn-4-ene-3,20-dione