Compound

16alpha,17alpha-estriol

A 16α-hydroxy steroid that is estriol in which the hydroxy group at position 17 has been epimersied from β- to α- configuration. It is a metabolite of estradiol and a selective estrogen receptor beta (ER-β) agonist.

Definition from ChEBI (CHEBI:42156), read 2026-09-23. CC BY 4.0.

CHEBI:42156ChEBI

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Structure

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A generated conformer of 16alpha,17alpha-estriol — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound
Formula: C18H24O3
Mass: 288.387 g/mol
Charge: 0
InChIKey: PROQIPRRNZUXQM-PNVOZDDCSA-N
SMILES: [H][C@@]12CCc3cc(O)ccc3[C@@]1([H])CC[C@]1(C)[C@H](O)[C@H](O)C[C@@]21[H]
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

6 entities

6 entities reached.

0 reported hops6 assembled from the scaffold

What the reference databases state

Statements

10 statements

10 statements · 1 reference database · Subject: 16alpha,17alpha-estriol · Sources: Rhea

Order

16alpha,17alpha-estriol is converted to 16alpha,17alpha-estriol 16-O-(beta-D-glucuronate)CompoundRhea RHEA:52920Inferred only
16alpha,17alpha-estriol is converted to 16alpha,17alpha-estriol 17-O-(beta-D-glucuronate)CompoundRhea RHEA:52916Inferred only
16alpha,17alpha-estriol is converted to 16alpha,17alpha-estriol 3-O-(beta-D-glucuronate)CompoundRhea RHEA:52924Inferred only
16alpha,17alpha-estriol is metabolised by UGT1A10ProteinRhea RHEA:52924Inferred only
16alpha,17alpha-estriol is metabolised by UGT1A8ProteinRhea RHEA:52924Inferred only
16alpha,17alpha-estriol is metabolised by UGT2A1ProteinRhea RHEA:52920Inferred only
16alpha,17alpha-estriol is metabolised by UGT2B15ProteinRhea RHEA:52924Inferred only
16alpha,17alpha-estriol is metabolised by UGT2B4ProteinRhea RHEA:52916Inferred only
16alpha,17alpha-estriol is metabolised by UGT2B7ProteinRhea RHEA:52916Inferred only
16alpha,17alpha-estriol is metabolised by UGT2B7ProteinRhea RHEA:52920Inferred only

Reactions

3 reactions

16alpha,17alpha-estriol+UDP-alpha-D-glucuronate16alpha,17alpha-estriol 17-O-(beta-D-glucuronate)+UDP+hydron
Catalysed by UGT2B4 or UGT2B7
Reaction pageLeft to rightBalanced
Rhea RHEA:52916CC BY 4.0Reference data
16alpha,17alpha-estriol+UDP-alpha-D-glucuronate16alpha,17alpha-estriol 16-O-(beta-D-glucuronate)+UDP+hydron
Catalysed by UGT2A1 or UGT2B7
Reaction pageLeft to rightBalanced
Rhea RHEA:52920CC BY 4.0Reference data
16alpha,17alpha-estriol+UDP-alpha-D-glucuronate16alpha,17alpha-estriol 3-O-(beta-D-glucuronate)+UDP+hydron
Catalysed by UGT2B15 or UGT1A10 or UGT1A8
Reaction pageLeft to rightBalanced
Rhea RHEA:52924CC BY 4.0Reference data

Other names

16 names

Resolves to: 16alpha,17alpha-estriol

Also called: (16alpha,17alpha)-estra-1(10),2,4-triene-3,16,17-triol(16α,17α)-estra-1(10),2,4-triene-3,16,17-triol(8R,9S,13S,14S,16R,17S)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,16,17-triol1,3,5(10)-estratriene-3,16alpha,17alpha-triol1,3,5(10)-estratriene-3,16α,17α-triol16alpha-hydroxy-17alpha-estradiol16α-hydroxy-17α-estradiol17-epiestriol17alpha-estriol17α-estriol3,16alpha,17alpha-trihydroxy-1,3,5(10)-estratriene3,16α,17α-trihydroxy-1,3,5(10)-estratrieneEstra-1,3,5(10)-triene-3,16alpha,17alpha-triolST 18:3;O3
Systematic name: estra-1(10),2,4-triene-3,16alpha,17alpha-triolestra-1(10),2,4-triene-3,16α,17α-triol