Pregnanolone (BioCAD00000016611)

blood

Metabolite Card

Formula: C21H34O2 (318.2559)
SMILES: [H][C@]12CCC3C4CC[C@H](C(C)=O)[C@@]4(C)CCC3[C@@]1(C)CC[C@@H](O)C2

Synonyms [en]

Pregnanolone; 3alpha-Hydroxy-5beta-pregnan-20-one; 3alpha-Hydroxy-5beta-pregnane-20-one; (3alpha,5beta)-3-hydroxypregnan-20-one; Pregnan-3alpha-ol-20-one; Eltanolonum

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Pregnanolone. 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: BioCAD00000016611). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

3alpha-Hydroxy-5beta-pregnane-20-one is an intermediate in C21-Steroid hormone metabolism. 3alpha-Hydroxy-5beta-pregnane-20-one is converted from 5beta-Pregnane-3,20-dione via the enzyme 3-alpha-hydroxysteroid dehydrogenase (EC 1.1.1.50). It is then converted to Pregnanediol via the enzyme 3alpha(or 20beta)-hydroxysteroid dehydrogenase (EC 1.1.1.53).

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 128-20-1
  • PubChem: 24779614
  • PubChem: 31402
  • ChEBI: ChEBI:1712
  • ChEBI: ChEBI:88767
  • HMDB: HMDB0006759
  • HMDB: HMDB0062782
  • LipidMaps: LMST02030175
  • KEGG: C05480
  • BioCyc: CPD-23967
  • NCBI MeSH: Pregnanolone
  • Wikipedia: Allopregnanolone
  • Wikipedia: Pregnanolone
  • DrugBank: DB12308
  • RefMet: RM0159733
  • Metlin: METLIN_41891
  • Metlin: METLIN_57869

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R04845 1.1.1.50 3alpha-hydroxy-5beta-pregnane-20-one:NAD+ oxidoreductase (B-specific)
KEGG:R04846 1.1.1.50 3alpha-hydroxy-5beta-pregnane-20-one:NADP+ oxidoreductase (B-specific)
KEGG:R04847 1.1.1.53 pregnanediol:NAD+ oxidoreductase
Rhea:RHEA:69017 3α-hydroxy-5β-pregnan-20-one + NADP+ => 5β-pregnan-3,20-dione + NADPH + H+
Rhea:RHEA:69018 5β-pregnan-3,20-dione + NADPH + H+ => 3α-hydroxy-5β-pregnan-20-one + NADP+
Rhea:RHEA:69019 3α-hydroxy-5β-pregnan-20-one + NADP+ <=> 5β-pregnan-3,20-dione + NADPH + H+
BioCyc:RXN-21986 1.1.1.149 CPD-23967 + NADH-P-OR-NOP + PROTON --> PREGNANEDIOL + NAD-P-OR-NOP
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
WikiPathways:WP495 Glucocorticoid & Mineralcorticoid Metabolism
WikiPathways:WP3604 Biochemical pathways: part I
WikiPathways:WP4523 Classical pathway of steroidogenesis with glucocorticoid and mineralocorticoid metabolism
PathBank:SMP0120690 Congenital Lipoid Adrenal Hyperplasia (CLAH) or Lipoid CAH
PathBank:SMP0120858 11-beta-Hydroxylase Deficiency (CYP11B1)
PathBank:SMP0120641 Corticosterone Methyl Oxidase I Deficiency (CMO I)
PathBank:SMP0120649 Apparent Mineralocorticoid Excess Syndrome
PathBank:SMP0000373 Adrenal Hyperplasia Type 3 or Congenital Adrenal Hyperplasia Due to 21-Hydroxylase Deficiency
PathBank:SMP0000576 21-Hydroxylase Deficiency (CYP21)
PathBank:SMP0000718 3-beta-Hydroxysteroid Dehydrogenase Deficiency
PathBank:SMP0087238 Steroidogenesis
PathBank:SMP0120849 17-alpha-Hydroxylase Deficiency (CYP17)
PathBank:SMP0120861 Corticosterone Methyl Oxidase II Deficiency (CMO II)
PathBank:SMP0120869 3-beta-Hydroxysteroid Dehydrogenase Deficiency
PathBank:SMP0120451 Adrenal Hyperplasia Type 5 or Congenital Adrenal Hyperplasia Due to 17 alpha-Hydroxylase Deficiency
PathBank:SMP0120640 21-Hydroxylase Deficiency (CYP21)
PathBank:SMP0000575 11-beta-Hydroxylase Deficiency (CYP11B1)
PathBank:SMP0000717 Apparent Mineralocorticoid Excess Syndrome
PathBank:SMP0063672 Steroidogenesis
PathBank:SMP0120672 Adrenal Hyperplasia Type 5 or Congenital Adrenal Hyperplasia Due to 17 alpha-Hydroxylase Deficiency
View All Pathways