Androstanediol (BioCAD00000006569)

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Metabolite Card

Formula: C19H32O2 (292.2402)
SMILES: C[C@]12CCC3C(CCC4C[C@H](O)CC[C@]34C)C1CC[C@H]2O

Synonyms [en]

Androstanediol; Androstane-3,17-diol; 3alpha-androstanediol; CHEBI:36715; 5alpha Androstane 3beta,17alpha diol; (2S,5R,14R,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-diol

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Androstanediol. 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: BioCAD00000006569). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

The unspecified form of the steroid, normally a major metabolite of testosterone with androgenic activity. It has been implicated as a regulator of gonadotropin secretion.3a,17a-Dihydroxy-5b-androstane is a metabolite of natural androgens (testosterone, epitestosterone, dihydrotestosterone, and dehydroepiandrosterone) present in small amount in the urine of normal individuals (PMID 9381514).

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 1852-53-5
  • CAS Registry Number: 25126-76-5
  • CAS Registry Number: 5856-10-0
  • PubChem: 15818
  • PubChem: 32801
  • PubChem: 53477690
  • ChEBI: ChEBI:27727
  • ChEBI: ChEBI:36713
  • HMDB: HMDB0000383
  • HMDB: HMDB0000554
  • HMDB: HMDB00493
  • LipidMaps: LMST02020052
  • KEGG: C07632
  • KEGG: C12525
  • NCBI MeSH: Androstane-3,17-diol
  • RefMet: RM0010600
  • MoNA: FiehnHILIC000192
  • MoNA: VF-NPL-QEHF000538
  • MoNA: VF-NPL-QEHF000539
  • MoNA: VF-NPL-QEHF000540
  • MoNA: VF-NPL-QEHF000541
  • MoNA: VF-NPL-QEHF000542
  • MoNA: VF-NPL-QEHF000543
  • Metlin: METLIN_5479
  • Metlin: METLIN_5481
  • Coconut NaturalProduct: CNP0200572.13
  • Coconut NaturalProduct: CNP0200572.14
  • Coconut NaturalProduct: CNP0200572.3
  • Coconut NaturalProduct: CNP0200572.4
  • Coconut NaturalProduct: CNP0200572.9

Class / Ontology

Metabolic Network
ID EC Number Name
Rhea:RHEA:42005 1.1.1.53 5α-androstane-3α,17β-diol + NAD+ => 17β-hydroxy-5α-androstan-3-one + NADH + H+
Rhea:RHEA:42006 1.1.1.53 17β-hydroxy-5α-androstan-3-one + NADH + H+ => 5α-androstane-3α,17β-diol + NAD+
Rhea:RHEA:42007 1.1.1.53 5α-androstane-3α,17β-diol + NAD+ <=> 17β-hydroxy-5α-androstan-3-one + NADH + H+
Rhea:RHEA:42117 5α-androstane-3α,17β-diol + NADP+ => 17β-hydroxy-5α-androstan-3-one + NADPH + H+
Rhea:RHEA:42118 17β-hydroxy-5α-androstan-3-one + NADPH + H+ => 5α-androstane-3α,17β-diol + NADP+
Rhea:RHEA:42119 5α-androstane-3α,17β-diol + NADP+ <=> 17β-hydroxy-5α-androstan-3-one + NADPH + H+
Rhea:RHEA:42125 5α-androstane-3α,17β-diol + NAD+ => androsterone + NADH + H+
Rhea:RHEA:42126 androsterone + NADH + H+ => 5α-androstane-3α,17β-diol + NAD+
Rhea:RHEA:42127 5α-androstane-3α,17β-diol + NAD+ <=> androsterone + NADH + H+
Rhea:RHEA:42157 androsterone + NADPH + H+ => 5α-androstane-3α,17β-diol + NADP+
Rhea:RHEA:42158 5α-androstane-3α,17β-diol + NADP+ => androsterone + NADPH + H+
Rhea:RHEA:42159 androsterone + NADPH + H+ <=> 5α-androstane-3α,17β-diol + NADP+
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