Dihydrocortisol (BioCAD00000010033)

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Metabolite Card

Formula: C21H32O5 (364.225)
SMILES: [H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)CC[C@]12C

Synonyms [en]

Dihydrocortisol; 5beta-dihydrocortisol; 11beta,17alpha,21-Trihydroxy-5beta-pregnane-3,20-dione; 5beta-Pregnane-11beta,17alpha,21-triol-3,20-dione; 11-beta,17,21-trihydroxy-5-beta-pregnane-3,20-dione; (5beta,11beta)-11,17,21-trihydroxypregnane-3,20-dione

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Dihydrocortisol. 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: BioCAD00000010033). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Dihydrocortisol is the product of the enzyme steroid 5-beta-reductase (EC 1.3.1.3), which catalyzes the reduction of progesterone, androstenedione, 17-alpha-hydroxyprogesterone, testosterone, aldosterone, corticosterone, and cortisol to 5-beta-reduced metabolites. A deficiency in this enzyme is associated with a congenital defect in bile acid synthesis (OMIM: 235555). Dihydrocortisol is the substrate of the enzyme 3-alpha-hydroxysteroid dehydrogenase (EC 1.1.1.225, 1.1.1.213, 1.3.1.20, 1.1.1.50), and is an intermediate in bile acid biosynthesis, C21-steroid hormone metabolism, androgen and estrogen metabolism, and the metabolism of xenobiotics by cytochrome P450 (KEGG).

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 1482-50-4
  • PubChem: 164838
  • ChEBI: ChEBI:732
  • HMDB: HMDB0003259
  • HMDB: HMDB03259
  • LipidMaps: LMST02030204
  • KEGG: C05471
  • Wikipedia: 5α-Dihydrocortisol
  • RefMet: RM0050072
  • Metlin: METLIN_3173
  • Coconut NaturalProduct: CNP0187489.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R02841 1.3.1.3 11beta,17alpha,21-trihydroxy-5beta-pregnane-3,20-dione:NADP+ delta4-oxidoreductase;
KEGG:R04832 1.1.1.50 urocortisol:NAD+ oxidoreductase (B-specific)
KEGG:R04833 1.1.1.50 urocortisol:NADP+ oxidoreductase (B-specific)
Rhea:RHEA:46645 cortisol + NADPH + H+ => 5β-dihydrocortisol + NADP+
Rhea:RHEA:46646 5β-dihydrocortisol + NADP+ => cortisol + NADPH + H+
Rhea:RHEA:46647 cortisol + NADPH + H+ <=> 5β-dihydrocortisol + NADP+
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
WikiPathways:WP5280 Glucocorticoid biosynthesis
WikiPathways:WP3604 Biochemical pathways: part I
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
PathBank:SMP0120860 Corticosterone Methyl Oxidase I Deficiency (CMO I)
View All Pathways