Compound
estrone
An aromatized C18 steroid with a 3-hydroxyl group and a 17-ketone, a major mammalian estrogen. It is converted from androstenedione directly, or from testosterone via estradiol. In humans, it is produced primarily by the cyclic ovaries, placenta, and the adipose tissue of men and postmenopausal women.
CHEBI:17263ChEBI
Structure
Loading the model…
- Class
- Organic compound
- Formula
- C18H22O2
- Mass
- 270.372 g/mol
- Charge
- 0
- InChIKey
- DNXHEGUUPJUMQT-CBZIJGRNSA-N
- SMILES
- [H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])c3ccc(O)cc3CC[C@@]21[H]
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
40 entities
40 entities reached.
0 reported hops40 assembled from the scaffold
- CYP3A4ProteinUNIPROT:P08684metabolized byInferred only444 paths42 endpoints
- CYP1A2ProteinUNIPROT:P05177metabolized byInferred only128 paths32 endpoints
- CYP1A1ProteinUNIPROT:P04798metabolized byInferred only112 paths19 endpoints
- CYP2C9ProteinUNIPROT:P11712metabolized byInferred only102 paths35 endpoints
- CYP2C8ProteinUNIPROT:P10632metabolized byInferred only90 paths30 endpoints
- CYP1B1ProteinUNIPROT:Q16678metabolized byInferred only80 paths20 endpoints
- CYP19A1ProteinUNIPROT:P11511metabolized byInferred only78 paths26 endpoints
- HSD17B1ProteinUNIPROT:P14061substrate ofInferred only75 paths15 endpoints
- CYP2E1ProteinUNIPROT:P05181metabolized byInferred only71 paths36 endpoints
- HSD17B7ProteinUNIPROT:P56937substrate ofInferred only68 paths17 endpoints
- AKR1C3ProteinUNIPROT:P42330substrate ofInferred only64 paths32 endpoints
- CYP2B6ProteinUNIPROT:P20813metabolized byInferred only58 paths21 endpoints
Show the remaining 28
- HSD17B12ProteinUNIPROT:Q53GQ0substrate ofInferred only55 paths11 endpoints
- AKR1C1ProteinUNIPROT:Q04828substrate ofInferred only50 paths25 endpoints
- SULT1E1ProteinUNIPROT:P49888metabolized byInferred only48 paths24 endpoints
- HSD17B2ProteinUNIPROT:P37059substrate ofInferred only48 paths12 endpoints
- CYP3A7ProteinUNIPROT:P24462metabolized byInferred only45 paths11 endpoints
- CYP2A6ProteinUNIPROT:P11509metabolized byInferred only42 paths21 endpoints
- AKR1C4ProteinUNIPROT:P17516substrate ofInferred only42 paths21 endpoints
- CYP3A5ProteinUNIPROT:P20815metabolized byInferred only42 paths11 endpoints
- CYP2C19ProteinUNIPROT:P33261metabolized byInferred only40 paths20 endpoints
- CYP2D6ProteinUNIPROT:P10635metabolized byInferred only34 paths17 endpoints
- HSD17B10ProteinUNIPROT:Q99714substrate ofInferred only32 paths32 endpoints
- CYP2J2ProteinUNIPROT:P51589metabolized byInferred only30 paths15 endpoints
- UGT1A10ProteinUNIPROT:Q9HAW8metabolized byInferred only28 paths14 endpoints
- AKR1C2ProteinUNIPROT:P52895substrate ofInferred only26 paths13 endpoints
- CYP4B1ProteinUNIPROT:P13584metabolized byInferred only25 paths14 endpoints
- CYP2A13ProteinUNIPROT:Q16696metabolized byInferred only22 paths11 endpoints
- UGT1A8ProteinUNIPROT:Q9HAW9metabolized byInferred only22 paths11 endpoints
- UGT1A1ProteinUNIPROT:P22309metabolized byInferred only22 paths22 endpoints
- HSD17B6ProteinUNIPROT:O14756substrate ofInferred only20 paths4 endpoints
- HSD17B8ProteinUNIPROT:Q92506substrate ofInferred only20 paths5 endpoints
- CYP3A43ProteinUNIPROT:Q9HB55metabolized byInferred only18 paths9 endpoints
- CYP2A7ProteinUNIPROT:P20853metabolized byInferred only18 paths9 endpoints
- CYP2F1ProteinUNIPROT:P24903metabolized byInferred only18 paths9 endpoints
- HSD17B3ProteinUNIPROT:P37058substrate ofInferred only17 paths17 endpoints
- CYP2U1ProteinUNIPROT:Q7Z449metabolized byInferred only15 paths15 endpoints
- CYP4F11ProteinUNIPROT:Q9HBI6metabolized byInferred only14 paths7 endpoints
- STSProteinUNIPROT:P08842substrate ofInferred only14 paths14 endpoints
- SULT1A1ProteinUNIPROT:P50225metabolized byInferred only14 paths14 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: "Dimethyl Fumarate". Source: LiverTox Master List (NBK571102).
The document·Public Domain (NLM/NIH)·Transcribed, not assessed
Chemical structure
- 15alpha-hydroxyestrone has the functional parent estroneCompoundChEBI CHEBI:87618Inferred only
- 16alpha-hydroxyestrone has the functional parent estroneCompoundChEBI CHEBI:776Inferred only
- 2-hydroxyestrone has the functional parent estroneCompoundChEBI CHEBI:1156Inferred only
- 2-methoxyestrone has the functional parent estroneCompoundChEBI CHEBI:1189Inferred only
- 4-hydroxyestrone has the functional parent estroneCompoundChEBI CHEBI:87602Inferred only
- 4-methoxyestrone has the functional parent estroneCompoundChEBI CHEBI:136972Inferred only
- 6alpha-hydroxyestrone has the functional parent estroneCompoundChEBI CHEBI:87605Inferred only
Statements
152 statements
152 statements · 2 reference databases · Subject: estrone · Sources: Human-GEM, Rhea
- estrone is converted to 16alpha-hydroxyestroneCompoundHuman-GEM MAR02054Inferred only
- estrone is converted to 16alpha-hydroxyestroneCompoundHuman-GEM MAR02053Inferred only
- 17alpha-estradiol is converted to estroneCompoundRhea RHEA:16701Inferred only
- estrone is converted to 17alpha-estradiolCompoundRhea RHEA:16705Inferred only
- estrone is converted to 17alpha-estradiolCompoundRhea RHEA:16701Inferred only
- 17beta-estradiol is converted to estroneCompoundRhea RHEA:24612Inferred only
- estrone is converted to 17beta-estradiolCompoundRhea RHEA:24616Inferred only
- estrone is converted to 17beta-estradiolCompoundHuman-GEM MAR02041Inferred only
- estrone is converted to 17beta-estradiolCompoundRhea RHEA:24612Inferred only
- estrone is converted to 17beta-estradiolCompoundHuman-GEM MAR02036Inferred only
- estrone is converted to 17beta-estradiolCompoundHuman-GEM MAR07968Inferred only
- 17beta-estradiol is converted to estroneCompoundHuman-GEM MAR02036Inferred only
Show the remaining 140
- 17beta-estradiol is converted to estroneCompoundHuman-GEM MAR02041Inferred only
- estrone is converted to 2-hydroxyestroneCompoundHuman-GEM MAR02055Inferred only
- estrone is converted to 2-hydroxyestroneCompoundHuman-GEM MAR02056Inferred only
- estrone is converted to 2-hydroxyestroneCompoundHuman-GEM MAR02057Inferred only
- estrone is converted to estrone 3-O-(beta-D-glucuronate)CompoundHuman-GEM MAR07962Inferred only
- estrone is converted to estrone 3-O-(beta-D-glucuronate)CompoundRhea RHEA:52476Inferred only
- estrone is converted to estrone 3-sulfateCompoundHuman-GEM MAR02037Inferred only
- estrone is converted to estrone 3-sulfateCompoundRhea RHEA:15973Inferred only
- estrone is metabolised by CYP19A1ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP19A1ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP19A1ProteinRhea RHEA:47208Inferred only
- estrone is metabolised by CYP1A1ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP1A1ProteinRhea RHEA:47204Inferred only
- estrone is metabolised by CYP1A1ProteinRhea RHEA:47208Inferred only
- estrone is metabolised by CYP1A1ProteinRhea RHEA:47308Inferred only
- estrone is metabolised by CYP1A1ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP1A1ProteinRhea RHEA:47312Inferred only
- estrone is metabolised by CYP1A1ProteinRhea RHEA:47292Inferred only
- estrone is metabolised by CYP1A2ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP1A2ProteinRhea RHEA:47292Inferred only
- estrone is metabolised by CYP1A2ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP1A2ProteinRhea RHEA:47208Inferred only
- estrone is metabolised by CYP1B1ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP1B1ProteinRhea RHEA:47208Inferred only
- estrone is metabolised by CYP1B1ProteinRhea RHEA:47292Inferred only
- estrone is metabolised by CYP1B1ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP2A13ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP2A13ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP2A6ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP2A6ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP2A7ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP2A7ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP2B6ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP2B6ProteinRhea RHEA:47208Inferred only
- estrone is metabolised by CYP2B6ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP2C18ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP2C19ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP2C19ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP2C8ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP2C8ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP2C8ProteinRhea RHEA:47204Inferred only
- estrone is metabolised by CYP2C9ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP2C9ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP2C9ProteinRhea RHEA:47208Inferred only
- estrone is metabolised by CYP2D6ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP2D6ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP2E1ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP2E1ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP2F1ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP2F1ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP2J2ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP2J2ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP2S1ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP2S1ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP2U1ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP3A4ProteinRhea RHEA:47292Inferred only
- estrone is metabolised by CYP3A4ProteinHuman-GEM MAR02049Inferred only
- estrone is metabolised by CYP3A4ProteinHuman-GEM MAR02050Inferred only
- estrone is metabolised by CYP3A4ProteinHuman-GEM MAR02051Inferred only
- estrone is metabolised by CYP3A4ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP3A4ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP3A4ProteinHuman-GEM MAR02055Inferred only
- estrone is metabolised by CYP3A4ProteinHuman-GEM MAR02056Inferred only
- estrone is metabolised by CYP3A4ProteinHuman-GEM MAR02057Inferred only
- estrone is metabolised by CYP3A4ProteinRhea RHEA:47204Inferred only
- estrone is metabolised by CYP3A4ProteinRhea RHEA:47208Inferred only
- estrone is metabolised by CYP3A43ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP3A43ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP3A5ProteinRhea RHEA:47208Inferred only
- estrone is metabolised by CYP3A5ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP3A5ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP3A5ProteinRhea RHEA:47292Inferred only
- estrone is metabolised by CYP3A7ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP3A7ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP3A7ProteinRhea RHEA:47204Inferred only
- estrone is metabolised by CYP3A7ProteinRhea RHEA:47292Inferred only
- estrone is metabolised by CYP3A7ProteinRhea RHEA:47208Inferred only
- estrone is metabolised by CYP4B1ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP4B1ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP4F11ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by CYP4F11ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP4F8ProteinHuman-GEM MAR02053Inferred only
- estrone is metabolised by CYP4Z1ProteinHuman-GEM MAR02054Inferred only
- estrone is metabolised by SULT1A1ProteinHuman-GEM MAR02037Inferred only
- estrone is metabolised by SULT1A3ProteinHuman-GEM MAR02037Inferred only
- estrone is metabolised by SULT1E1ProteinHuman-GEM MAR02037Inferred only
- estrone is metabolised by SULT1E1ProteinRhea RHEA:15973Inferred only
- estrone is metabolised by UGT1A1ProteinHuman-GEM MAR07962Inferred only
- estrone is metabolised by UGT1A10ProteinRhea RHEA:52476Inferred only
- estrone is metabolised by UGT1A10ProteinHuman-GEM MAR07962Inferred only
- estrone is metabolised by UGT1A3ProteinRhea RHEA:52476Inferred only
- estrone is metabolised by UGT1A8ProteinHuman-GEM MAR07962Inferred only
- estrone is metabolised by UGT1A8ProteinRhea RHEA:52476Inferred only
- estrone is a substrate of AKR1B15ProteinRhea RHEA:24616Inferred only
- estrone is a substrate of AKR1C1ProteinRhea RHEA:24616Inferred only
- estrone is a substrate of AKR1C1ProteinRhea RHEA:24612Inferred only
- estrone is a substrate of AKR1C2ProteinRhea RHEA:24612Inferred only
- estrone is a substrate of AKR1C2ProteinRhea RHEA:24616Inferred only
- estrone is a substrate of AKR1C3ProteinRhea RHEA:24616Inferred only
- estrone is a substrate of AKR1C3ProteinRhea RHEA:24612Inferred only
- estrone is a substrate of AKR1C4ProteinRhea RHEA:24612Inferred only
- estrone is a substrate of AKR1C4ProteinRhea RHEA:24616Inferred only
- estrone is a substrate of DHRS1ProteinRhea RHEA:16705Inferred only
- estrone is a substrate of DHRS11ProteinRhea RHEA:24616Inferred only
- estrone is a substrate of HSD17B1ProteinRhea RHEA:24612Inferred only
- estrone is a substrate of HSD17B1ProteinHuman-GEM MAR07968Inferred only
- estrone is a substrate of HSD17B1ProteinHuman-GEM MAR02036Inferred only
- estrone is a substrate of HSD17B1ProteinHuman-GEM MAR02041Inferred only
- estrone is a substrate of HSD17B1ProteinRhea RHEA:24616Inferred only
- estrone is a substrate of HSD17B10ProteinRhea RHEA:24612Inferred only
- estrone is a substrate of HSD17B11ProteinHuman-GEM MAR02036Inferred only
- estrone is a substrate of HSD17B11ProteinRhea RHEA:24616Inferred only
- estrone is a substrate of HSD17B11ProteinHuman-GEM MAR02041Inferred only
- estrone is a substrate of HSD17B11ProteinRhea RHEA:24612Inferred only
- estrone is a substrate of HSD17B11ProteinHuman-GEM MAR07968Inferred only
- estrone is a substrate of HSD17B12ProteinRhea RHEA:24616Inferred only
- estrone is a substrate of HSD17B12ProteinHuman-GEM MAR07968Inferred only
- estrone is a substrate of HSD17B12ProteinHuman-GEM MAR02041Inferred only
- estrone is a substrate of HSD17B12ProteinRhea RHEA:24612Inferred only
- estrone is a substrate of HSD17B12ProteinHuman-GEM MAR02036Inferred only
- estrone is a substrate of HSD17B13ProteinRhea RHEA:24612Inferred only
- estrone is a substrate of HSD17B2ProteinHuman-GEM MAR02036Inferred only
- estrone is a substrate of HSD17B2ProteinRhea RHEA:24612Inferred only
- estrone is a substrate of HSD17B2ProteinHuman-GEM MAR02041Inferred only
- estrone is a substrate of HSD17B2ProteinHuman-GEM MAR07968Inferred only
- estrone is a substrate of HSD17B3ProteinRhea RHEA:24616Inferred only
- estrone is a substrate of HSD17B6ProteinRhea RHEA:24612Inferred only
- estrone is a substrate of HSD17B6ProteinHuman-GEM MAR07968Inferred only
- estrone is a substrate of HSD17B6ProteinRhea RHEA:24616Inferred only
- estrone is a substrate of HSD17B6ProteinHuman-GEM MAR02036Inferred only
- estrone is a substrate of HSD17B6ProteinHuman-GEM MAR02041Inferred only
- estrone is a substrate of HSD17B7ProteinHuman-GEM MAR02041Inferred only
- estrone is a substrate of HSD17B7ProteinHuman-GEM MAR07968Inferred only
- estrone is a substrate of HSD17B7ProteinRhea RHEA:24616Inferred only
- estrone is a substrate of HSD17B7ProteinHuman-GEM MAR02036Inferred only
- estrone is a substrate of HSD17B8ProteinHuman-GEM MAR02036Inferred only
- estrone is a substrate of HSD17B8ProteinRhea RHEA:24612Inferred only
- estrone is a substrate of HSD17B8ProteinHuman-GEM MAR07968Inferred only
- estrone is a substrate of HSD17B8ProteinHuman-GEM MAR02041Inferred only
- estrone is a substrate of STSProteinRhea RHEA:31055Inferred only
Reactions
37 reactions
19-oxo-androst-4-ene-3,17-dione+NADPH(4-)+dioxygenestrone+formic acid+water+NADP(3-)
Catalysed by CYP19A1
Reaction pageLeft to rightBalancedEC 1.14.14.1cytosol
Human-GEM MAR02034CC BY 4.0Reference data
estrone+proton+NADPH(4-)17beta-estradiol+NADP(3-)
Catalysed by HSD17B6 or HSD17B2 or HSD17B1 or HSD17B7 or HSD17B12 or HSD17B11 or HSD17B8
Reaction pageReversibleBalancedEC 1.1.1.62cytosol
Human-GEM MAR02036CC BY 4.0Reference data
estrone+3'-phospho-5'-adenylyl sulfateestrone 3-sulfate+proton+adenosine 3',5'-bismonophosphate
Catalysed by SULT1E1 or SULT1A1 or SULT1A3
Reaction pageLeft to rightBalancedEC 2.8.2.4cytosol
Human-GEM MAR02037CC BY 4.0Reference data
estrone 3-sulfate+waterestrone+proton+sulfate
Catalysed by STS
Reaction pageLeft to rightBalancedEC 3.1.6.1, 3.1.6.2cytosol
Human-GEM MAR02038CC BY 4.0Reference data
Reaction pageReversibleBalancedcytosol, endoplasmic reticulum
Human-GEM MAR02039CC BY 4.0Reference data
Reaction pageReversibleBalancedcytosol, lysosome
Human-GEM MAR02040CC BY 4.0Reference data
estrone+proton+NADPH(4-)17beta-estradiol+NADP(3-)
Catalysed by HSD17B6 or HSD17B2 or HSD17B1 or HSD17B7 or HSD17B12 or HSD17B11 or HSD17B8
Reaction pageReversibleBalancedEC 1.1.1.62endoplasmic reticulum
Human-GEM MAR02041CC BY 4.0Reference data
estrone+proton+NADPH(4-)+dioxygenMAM01000c+water+NADP(3-)
Catalysed by CYP3A4
Reaction pageLeft to rightBalancedEC 1.14.14.55cytosol
Human-GEM MAR02049CC BY 4.0Reference data
estrone+proton+NADPH(4-)+dioxygenMAM01000l+water+NADP(3-)
Catalysed by CYP3A4
Reaction pageLeft to rightBalancedEC 1.14.14.55lysosome
Human-GEM MAR02050CC BY 4.0Reference data
estrone+proton+NADPH(4-)+dioxygenMAM01000r+water+NADP(3-)
Catalysed by CYP3A4
Reaction pageLeft to rightBalancedEC 1.14.14.55endoplasmic reticulum
Human-GEM MAR02051CC BY 4.0Reference data
estrone+proton+NADPH(4-)+dioxygen16alpha-hydroxyestrone+water+NADP(3-)
Catalysed by CYP3A43 or CYP2D6 or CYP3A5 or CYP2E1 or CYP2J2 or CYP19A1 or CYP1B1 or CYP2C9 or CYP2C8 or CYP1A1 or CYP1A2 or CYP4B1 and 12 more alternatives
Reaction pageLeft to rightBalancedEC 1.14.14.1cytosol
Human-GEM MAR02053CC BY 4.0Reference data
estrone+proton+NADPH(4-)+dioxygen16alpha-hydroxyestrone+water+NADP(3-)
Catalysed by CYP3A43 or CYP2D6 or CYP3A5 or CYP2C18 or CYP2E1 or CYP2J2 or CYP19A1 or CYP1B1 or CYP2C9 or CYP2C8 or CYP1A1 or CYP1A2 and 12 more alternatives
Reaction pageLeft to rightBalancedEC 1.14.14.1endoplasmic reticulum
Human-GEM MAR02054CC BY 4.0Reference data
Other names
7 names
Resolves to: estrone
- Also called
- 3-Hydroxy-1,3,5(10)-estratrien-17-one3-hydroxy-estra-1,3,5(10)-trien-17-onefollicular hormonefolliculinoestroneST 18:4;O2
- Systematic name
- 3-hydroxyestra-1,3,5(10)-trien-17-one