16alpha-Hydroxyestrone (BioCAD00000001997)

blood

Metabolite Card

Formula: C18H22O3 (286.1569)
SMILES: [H][C@@]12C[C@H](O)C(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3

Synonyms [en]

16alpha-Hydroxyestrone; 16 alpha OHE; 16a-Hydroxyestrone; 3,16alpha-dihydroxy-1,3,5(10)-estratrien-17-one; 16b-Hydroxyestrone; 16beta-Hydroxyestrone

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

16alpha-Hydroxyestrone. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000001997). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

16b-Hydroxyestrone is 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.

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 18186-49-7
  • CAS Registry Number: 566-76-7
  • CAS Registry Number: 966-06-3
  • PubChem: 114852
  • PubChem: 115116
  • PubChem: 22833517
  • ChEBI: ChEBI:776
  • ChEBI: ChEBI:87628
  • HMDB: HMDB0000313
  • HMDB: HMDB0000335
  • LipidMaps: LMST02010041
  • LipidMaps: LMST02010046
  • KEGG: C05300
  • NCBI MeSH: 16-hydroxyestrone
  • Wikipedia: 16%CE%B1-Hydroxyestrone
  • Wikipedia: 16%CE%B2-Hydroxyestrone
  • Wikipedia: 16-Hydroxyestrone
  • RefMet: RM0002266
  • RefMet: RM0135757
  • MoNA: HMDB0000335_c_ms_2146
  • MoNA: HMDB0000335_c_ms_2155
  • Metlin: METLIN_41829
  • Coconut NaturalProduct: CNP0163379.1
  • Coconut NaturalProduct: CNP0163379.2
  • Coconut NaturalProduct: CNP0163379.3

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R02356 1.14.14.1 C00468 + C00080 + C00007 + C00005<=>C05300 + C00006 + C00001
KEGG:R04681 1.1.1.62 estriol:NAD+ 17-oxidoreductase
KEGG:R04682 1.1.1.62 estriol:NADP+ 17-oxidoreductase
Rhea:RHEA:47205 estrone + reduced [NADPH—hemoprotein reductase] + O2 => 16α-hydroxyestrone + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:47206 16α-hydroxyestrone + oxidized [NADPH—hemoprotein reductase] + H2O + H+ => estrone + reduced [NADPH—hemoprotein reductase] + O2
Rhea:RHEA:47207 estrone + reduced [NADPH—hemoprotein reductase] + O2 <=> 16α-hydroxyestrone + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:52449 16α-hydroxyestrone + UDP-α-D-glucuronate => 16α-hydroxyestrone 3-O-(β-D-glucuronate) + UDP + H+
Rhea:RHEA:52450 16α-hydroxyestrone 3-O-(β-D-glucuronate) + UDP + H+ => 16α-hydroxyestrone + UDP-α-D-glucuronate
Rhea:RHEA:52451 16α-hydroxyestrone + UDP-α-D-glucuronate <=> 16α-hydroxyestrone 3-O-(β-D-glucuronate) + UDP + H+
Rhea:RHEA:52453 16α-hydroxyestrone + UDP-α-D-glucuronate => 16α-hydroxyestrone 16-O-(β-D-glucuronate) + UDP + H+
Rhea:RHEA:52454 16α-hydroxyestrone 16-O-(β-D-glucuronate) + UDP + H+ => 16α-hydroxyestrone + UDP-α-D-glucuronate
Rhea:RHEA:52455 16α-hydroxyestrone + UDP-α-D-glucuronate <=> 16α-hydroxyestrone 16-O-(β-D-glucuronate) + UDP + H+
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