Compound
2-hydroxy-17beta-estradiol
A 2-hydroxy steroid that consists of 17β-estradiol having an additional hydroxy group at position 2.
Definition from ChEBI (CHEBI:28744), read 2026-09-23. CC BY 4.0.
Structure
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- Class
- Organic compound
- Formula
- C18H24O3
- Mass
- 288.387 g/mol
- Charge
- 0
- InChIKey
- DILDHNKDVHLEQB-XSSYPUMDSA-N
- SMILES
- [H][C@@]12CCc3cc(O)c(O)cc3[C@@]1([H])CC[C@]1(C)[C@@H](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
11 entities
11 entities reached.
0 reported hops11 assembled from the scaffold
- COMTProteinUNIPROT:P21964metabolized byInferred only140 paths35 endpoints
- PRDX6ProteinUNIPROT:P30041substrate ofInferred only30 paths15 endpoints
- TPOProteinUNIPROT:P07202substrate ofInferred only28 paths14 endpoints
- MPOProteinUNIPROT:P05164substrate ofInferred only26 paths13 endpoints
- UGT1A1ProteinUNIPROT:P22309metabolized byInferred only25 paths25 endpoints
- UGT1A9ProteinUNIPROT:O60656metabolized byInferred only24 paths24 endpoints
- UGT1A8ProteinUNIPROT:Q9HAW9metabolized byInferred only22 paths11 endpoints
- ABCB1ProteinUNIPROT:P08183transported byInferred only21 paths20 endpoints
- UGT2B7ProteinUNIPROT:P16662metabolized byInferred only16 paths16 endpoints
- LPOProteinUNIPROT:P22079substrate ofInferred only10 paths5 endpoints
- EPXProteinUNIPROT:P11678substrate ofInferred only6 paths3 endpoints
What the reference databases state
Chemical structure
- 2-hydroxy-17beta-estradiol has the functional parent 17beta-estradiolCompoundChEBI CHEBI:28744Inferred only
Statements
30 statements
30 statements · 2 reference databases · Subject: 2-hydroxy-17beta-estradiol · Sources: Human-GEM, Rhea
- 17beta-estradiol is converted to 2-hydroxy-17beta-estradiolCompoundHuman-GEM MAR02042Inferred only
- 17beta-estradiol is converted to 2-hydroxy-17beta-estradiolCompoundHuman-GEM MAR02043Inferred only
- 2-hydroxy-17beta-estradiol is converted to 17beta-estradiol 2-O-(beta-D-glucuronate)CompoundRhea RHEA:53032Inferred only
- 2-hydroxy-17beta-estradiol is converted to 2-hydroxy-17beta-estradiol 3-O-(beta-D-glucuronate)CompoundRhea RHEA:53004Inferred only
- 2-hydroxy-17beta-estradiol is converted to 2-hydroxy-3-methoxy-17beta-estradiolCompoundRhea RHEA:53092Inferred only
- 2-methoxy-17beta-estradiol is converted to 2-hydroxy-17beta-estradiolCompoundHuman-GEM MAR02045Inferred only
- 2-hydroxy-17beta-estradiol is converted to 2-methoxy-17beta-estradiolCompoundHuman-GEM MAR02045Inferred only
- 2-hydroxy-17beta-estradiol is converted to 2-methoxy-17beta-estradiolCompoundRhea RHEA:53088Inferred only
- 2-hydroxy-17beta-estradiol is metabolised by COMTProteinRhea RHEA:53092Inferred only
- 2-hydroxy-17beta-estradiol is metabolised by COMTProteinHuman-GEM MAR02045Inferred only
- 2-hydroxy-17beta-estradiol is metabolised by COMTProteinHuman-GEM MAR02044Inferred only
- 2-hydroxy-17beta-estradiol is metabolised by COMTProteinRhea RHEA:53088Inferred only
Show the remaining 18
- 2-hydroxy-17beta-estradiol is metabolised by UGT1A1ProteinRhea RHEA:53004Inferred only
- 2-hydroxy-17beta-estradiol is metabolised by UGT1A8ProteinRhea RHEA:53004Inferred only
- 2-hydroxy-17beta-estradiol is metabolised by UGT1A8ProteinRhea RHEA:53032Inferred only
- 2-hydroxy-17beta-estradiol is metabolised by UGT1A9ProteinRhea RHEA:53004Inferred only
- 2-hydroxy-17beta-estradiol is metabolised by UGT2B7ProteinRhea RHEA:53004Inferred only
- 2-hydroxy-17beta-estradiol is a substrate of EPXProteinHuman-GEM MAR02099Inferred only
- 2-hydroxy-17beta-estradiol is a substrate of EPXProteinHuman-GEM MAR02100Inferred only
- 2-hydroxy-17beta-estradiol is a substrate of LPOProteinHuman-GEM MAR02099Inferred only
- 2-hydroxy-17beta-estradiol is a substrate of LPOProteinHuman-GEM MAR02100Inferred only
- 2-hydroxy-17beta-estradiol is a substrate of LRTOMTProteinHuman-GEM MAR02044Inferred only
- 2-hydroxy-17beta-estradiol is a substrate of LRTOMTProteinHuman-GEM MAR02045Inferred only
- 2-hydroxy-17beta-estradiol is a substrate of MPOProteinHuman-GEM MAR02099Inferred only
- 2-hydroxy-17beta-estradiol is a substrate of MPOProteinHuman-GEM MAR02100Inferred only
- 2-hydroxy-17beta-estradiol is a substrate of PRDX6ProteinHuman-GEM MAR02100Inferred only
- 2-hydroxy-17beta-estradiol is a substrate of PRDX6ProteinHuman-GEM MAR02099Inferred only
- 2-hydroxy-17beta-estradiol is a substrate of TPOProteinHuman-GEM MAR02099Inferred only
- 2-hydroxy-17beta-estradiol is a substrate of TPOProteinHuman-GEM MAR02100Inferred only
- 2-hydroxy-17beta-estradiol is transported by ABCB1ProteinHuman-GEM MAR11762Inferred only
Reactions
15 reactions
16alpha-hydroxyestrone+16alpha-hydroxyestrone+MAM00432r+MAM00604c+MAM00624c+MAM00641c+MAM00641m+MAM00641r+MAM00641x+MAM00642c+MAM00642m+MAM00642r+MAM00642x+MAM00644c+MAM00645c+2-hydroxy-17beta-estradiol+2-hydroxy-17beta-estradiol+MAM00651c+MAM00651m+MAM00651r+MAM00651x+MAM00652c+MAM00652m+MAM00652r+MAM00652x+2-methoxy-17beta-estradiol+2-methoxyestrone+2-methoxyestrone+MAM00747r+MAM00828r+MAM00830c+MAM00925c+MAM00927c+MAM00945c+MAM00947c+MAM00949c+MAM00987c+MAM00987m+MAM00987r+MAM00987x+(E)-4-hydroxynon-2-enal+MAM01001c+MAM01001m+MAM01001r+MAM01001x+MAM01011c+4-methoxyestrone+3alpha-hydroxy-5alpha-pregnan-20-one+MAM01792r+MAM01794r+MAM02469cMAM10001e
Reaction pageLeft to rightBalance undeterminablecytosol, endoplasmic reticulum, mitochondrial matrix, peroxisome, lysosome, extracellular space
Human-GEM MAR00037CC BY 4.0Reference data
17beta-estradiol+proton+NADPH(4-)+dioxygen2-hydroxy-17beta-estradiol+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 13 more alternatives
Reaction pageLeft to rightBalancedEC 1.14.14.1cytosol
Human-GEM MAR02042CC BY 4.0Reference data
17beta-estradiol+proton+NADPH(4-)+dioxygen2-hydroxy-17beta-estradiol+water+NADP(3-)
Catalysed by CYP3A43 or CYP2D6 or CYP3A5 or CYP2E1 or CYP19A1 or CYP1B1 or CYP2C9 or CYP2C8 or CYP1A1 or CYP1A2 or CYP4B1 or CYP2U1 and 13 more alternatives
Reaction pageLeft to rightBalancedEC 1.14.14.1endoplasmic reticulum
Human-GEM MAR02043CC BY 4.0Reference data
MAM00644c+proton+CHEBI:166802-hydroxy-17beta-estradiol+S-adenosyl-L-methionine
Reaction pageReversibleBalancedEC 2.1.1.6cytosol
Human-GEM MAR02044CC BY 4.0Reference data
2-hydroxy-17beta-estradiol+S-adenosyl-L-methionine2-methoxy-17beta-estradiol+proton+CHEBI:16680
Reaction pageReversibleBalancedEC 2.1.1.6cytosol
Human-GEM MAR02045CC BY 4.0Reference data
MAM00411c+2water2-hydroxy-17beta-estradiol+proton+hydrogen peroxide
Catalysed by MPO or TPO or PRDX6 or EPX or LPO
Reaction pageReversibleUnbalancedEC 1.11.1.7, 1.11.1.8, 1.11.2.2cytosol
Human-GEM MAR02099CC BY 4.0Reference data
MAM00411l+2water2-hydroxy-17beta-estradiol+proton+hydrogen peroxide
Catalysed by MPO or TPO or PRDX6 or EPX or LPO
Reaction pageReversibleUnbalancedEC 1.11.1.7, 1.11.1.8, 1.11.2.2lysosome
Human-GEM MAR02100CC BY 4.0Reference data
2-hydroxy-17beta-estradiol+ATP+water2-hydroxy-17beta-estradiol+ADP+proton+phosphate(3-)
Transported by ABCB1
Reaction pageLeft to rightBalancedcytosol, extracellular space
Human-GEM MAR11762CC BY 4.0Reference data
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR11861CC BY 4.0Reference data
17beta-estradiol+reduced [NADPH--hemoprotein reductase]+dioxygen2-hydroxy-17beta-estradiol+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP1A1 or CYP1A2 or CYP3A4 or CYP2C9 or CYP2B6 or CYP3A5 or CYP3A7 or CYP1B1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:47212CC BY 4.0Reference data
2-hydroxy-17beta-estradiol+3'-phosphoadenylyl sulfateCHEBI:133942+adenosine 3',5'-bisphosphate+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:51076CC BY 4.0Reference data
2-hydroxy-17beta-estradiol+UDP-alpha-D-glucuronate2-hydroxy-17beta-estradiol 3-O-(beta-D-glucuronate)+UDP+hydron
Catalysed by UGT1A9 or UGT2B7 or UGT1A1 or UGT1A8
Reaction pageLeft to rightBalanced
Rhea RHEA:53004CC BY 4.0Reference data
Where it reaches
3 systems, 6 regions, 11 tissues, 11 transporter routes — routes, not measurements: transporters known to carry 2-hydroxy-17beta-estradiol are expressed there, and no source reports it arriving.
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Other names
9 names
Resolves to: 2-hydroxy-17beta-estradiol
- Also called
- (17beta)-estra-1,3,5(10)-triene-2,3,17-triol(17β)-estra-1,3,5(10)-triene-2,3,17-triol2-hydroxyestradiol2-Hydroxyestradiol-17beta2-OH-E22-OH-EstradiolST 18:3;O3
- Systematic name
- estra-1,3,5(10)-triene-2,3,17beta-triolestra-1,3,5(10)-triene-2,3,17β-triol