Compound
17alpha-estradiol
An estradiol that is estra-1,3,5(10)-triene substituted by hydroxy groups at positions 3 and 17 (the 17α stereoisomer).
Definition from ChEBI (CHEBI:17160), read 2026-09-23. CC BY 4.0.
Structure
Loading the model…
- Class
- Organic compound
- Formula
- C18H24O2
- Mass
- 272.388 g/mol
- Charge
- 0
- InChIKey
- VOXZDWNPVJITMN-SFFUCWETSA-N
- SMILES
- [H][C@@]12CCc3cc(O)ccc3[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
- UGT1A1ProteinUNIPROT:P22309metabolized byInferred only25 paths25 endpoints
- UGT2B17ProteinUNIPROT:O75795metabolized byInferred only18 paths9 endpoints
- UGT2A1ProteinUNIPROT:P0DTE4metabolized byInferred only16 paths8 endpoints
- UGT2B7ProteinUNIPROT:P16662metabolized byInferred only16 paths16 endpoints
- UGT1A3ProteinUNIPROT:P35503metabolized byInferred only15 paths15 endpoints
- UGT1A10ProteinUNIPROT:Q9HAW8metabolized byInferred only14 paths14 endpoints
- UGT1A7ProteinUNIPROT:Q9HAW7metabolized byInferred only12 paths12 endpoints
- UGT2B4ProteinUNIPROT:P06133metabolized byInferred only11 paths11 endpoints
- UGT1A8ProteinUNIPROT:Q9HAW9metabolized byInferred only11 paths11 endpoints
- UGT2B15ProteinUNIPROT:P54855metabolized byInferred only10 paths10 endpoints
- UGT2A2ProteinUNIPROT:P0DTE5metabolized byInferred only9 paths9 endpoints
What the reference databases state
Statements
18 statements
18 statements · 1 reference database · Subject: 17alpha-estradiol · Sources: Rhea
- 17alpha-estradiol is converted to 17alpha-estradiol 17-O-(beta-D-glucuronate)CompoundRhea RHEA:52872Inferred only
- 17alpha-estradiol is converted to 17alpha-estradiol 3-O-(beta-D-glucuronate)CompoundRhea RHEA:52868Inferred only
- estrone is converted to 17alpha-estradiolCompoundRhea RHEA:16705Inferred only
- estrone is converted to 17alpha-estradiolCompoundRhea RHEA:16701Inferred only
- 17alpha-estradiol is converted to estroneCompoundRhea RHEA:16701Inferred only
- 17alpha-estradiol is metabolised by UGT1A1ProteinRhea RHEA:52868Inferred only
- 17alpha-estradiol is metabolised by UGT1A10ProteinRhea RHEA:52868Inferred only
- 17alpha-estradiol is metabolised by UGT1A3ProteinRhea RHEA:52868Inferred only
- 17alpha-estradiol is metabolised by UGT1A7ProteinRhea RHEA:52868Inferred only
- 17alpha-estradiol is metabolised by UGT1A8ProteinRhea RHEA:52868Inferred only
- 17alpha-estradiol is metabolised by UGT2A1ProteinRhea RHEA:52872Inferred only
- 17alpha-estradiol is metabolised by UGT2A1ProteinRhea RHEA:52868Inferred only
Show the remaining 6
- 17alpha-estradiol is metabolised by UGT2A2ProteinRhea RHEA:52868Inferred only
- 17alpha-estradiol is metabolised by UGT2B15ProteinRhea RHEA:52868Inferred only
- 17alpha-estradiol is metabolised by UGT2B17ProteinRhea RHEA:52872Inferred only
- 17alpha-estradiol is metabolised by UGT2B17ProteinRhea RHEA:52868Inferred only
- 17alpha-estradiol is metabolised by UGT2B4ProteinRhea RHEA:52872Inferred only
- 17alpha-estradiol is metabolised by UGT2B7ProteinRhea RHEA:52872Inferred only
Reactions
4 reactions
17alpha-estradiol+NAD(1-)estrone+NADH(2-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:16701CC BY 4.0Reference data
17alpha-estradiol+NADP(3-)estrone+NADPH(4-)+hydron
Catalysed by DHRS1
Reaction pageRight to leftBalanced
Rhea RHEA:16705CC BY 4.0Reference data
17alpha-estradiol+UDP-alpha-D-glucuronate17alpha-estradiol 3-O-(beta-D-glucuronate)+UDP+hydron
Catalysed by UGT2B17 or UGT2A1 or UGT2A2 or UGT1A1 or UGT1A3 or UGT2B15 or UGT1A7 or UGT1A10 or UGT1A8
Reaction pageLeft to rightBalanced
Rhea RHEA:52868CC BY 4.0Reference data
17alpha-estradiol+UDP-alpha-D-glucuronate17alpha-estradiol 17-O-(beta-D-glucuronate)+UDP+hydron
Catalysed by UGT2B17 or UGT2B4 or UGT2A1 or UGT2B7
Reaction pageLeft to rightBalanced
Rhea RHEA:52872CC BY 4.0Reference data
Other names
25 names
Resolves to: 17alpha-estradiol
- Also called
- (17alpha)-estra-1,3,5(10)-triene-3,17-diol(17α)-estra-1,3,5(10)-triene-3,17-diol1,3,5-estratriene-3,17alpha-diol1,3,5-estratriene-3,17α-diol13beta-methyl-1,3,5(10)-gonatriene-3,17alpha-diol13β-methyl-1,3,5(10)-gonatriene-3,17α-diol17-epiestradiol17alpha-oestradiol17α-oestradiol3,17alpha-dihydroxyestra-1,3,5(10)-triene3,17alpha-dihydroxyoestra-1,3,5(10)-triene3,17α-dihydroxyestra-1,3,5(10)-triene3,17α-dihydroxyoestra-1,3,5(10)-trienealfatradiolalpha-estradiolepiestradiolepiestrolestra-1,3,5(10)trien-3,17alpha-diolEstradiol-17alphaoestra-1,3,5(10)-triene-3,17alpha-dioloestra-1,3,5(10)-triene-3,17α-diolST 18:3;O2α-estradiol
- Systematic name
- estra-1,3,5(10)-triene-3,17alpha-diolestra-1,3,5(10)-triene-3,17α-diol