16alpha-Hydroxydehydroepiandrosterone (BioCAD00000001996)

blood urine

Metabolite Card

Formula: C19H28O3 (304.2038)
SMILES: [H][C@@]12C[C@@H](O)C(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C

Synonyms [en]

16alpha-Hydroxydehydroepiandrosterone; 5-Androstene-3beta,16alpha-diol-17-one; 16alpha-Hydroxydehydroisoandrosterone; 16a-Hydroxy-DHEA; 16 alpha-hydroxy-dehydroepiandrosterone; Androst-5-ene-3b-16a-diol-17-one

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

16alpha-Hydroxydehydroepiandrosterone. 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: BioCAD00000001996). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

16a-Hydroxydehydroisoandrosterone is a metabolite present during pregnancy with increased concentrations as it progresses (PMID 6461703). A reduced level of 16a-Hydroxydehydroisoandrosterone is observed in cases of Placental sulfatase deficiency (PSD), a rare disorder with low estrogen production due to placental enzymatic deficiency. (PMID 2150812).

Extracellular Membrane Endoplasmic reticulum
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 1232-73-1
  • PubChem: 102030
  • ChEBI: ChEBI:27771
  • HMDB: HMDB0000352
  • LipidMaps: LMST02020064
  • KEGG: C05139
  • NCBI MeSH: 16-hydroxydehydroepiandrosterone
  • Wikipedia: 16%CE%B1-Hydroxy-DHEA
  • RefMet: RM0135763
  • Coconut NaturalProduct: CNP0188020.1
  • Coconut NaturalProduct: CNP0188020.2

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R03408 1.14.14.1 C01227 + C00080 + C00007 + C00005<=>C05139 + C00006 + C00001
KEGG:R04678 1.1.1.145 16alpha-hydroxyandrost-4-ene-3,17-dione delta5-delat4-isomerase;
Rhea:RHEA:47221 3β-hydroxyandrost-5-en-17-one + reduced [NADPH—hemoprotein reductase] + O2 => 3β,16α-dihydroxy-androst-5-en-17-one + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:47222 3β,16α-dihydroxy-androst-5-en-17-one + oxidized [NADPH—hemoprotein reductase] + H2O + H+ => 3β-hydroxyandrost-5-en-17-one + reduced [NADPH—hemoprotein reductase] + O2
Rhea:RHEA:47223 3β-hydroxyandrost-5-en-17-one + reduced [NADPH—hemoprotein reductase] + O2 <=> 3β,16α-dihydroxy-androst-5-en-17-one + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:53225 16α,17α-dihydroxypregnenolone + reduced [NADPH—hemoprotein reductase] + O2 => 3β,16α-dihydroxy-androst-5-en-17-one + acetate + oxidized [NADPH—hemoprotein reductase] + H2O + 2 H+
Rhea:RHEA:53226 3β,16α-dihydroxy-androst-5-en-17-one + acetate + oxidized [NADPH—hemoprotein reductase] + H2O + 2 H+ => 16α,17α-dihydroxypregnenolone + reduced [NADPH—hemoprotein reductase] + O2
Rhea:RHEA:53227 16α,17α-dihydroxypregnenolone + reduced [NADPH—hemoprotein reductase] + O2 <=> 3β,16α-dihydroxy-androst-5-en-17-one + acetate + oxidized [NADPH—hemoprotein reductase] + H2O + 2 H+
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