3alpha,21-Dihydroxy-5beta-pregnane-11,20-dione (BioCAD00000004073)

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Metabolite Card

Formula: C21H32O4 (348.23)
SMILES: [H][C@@]12CCC(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C

Synonyms [en]

3a,21-Dihydroxy-5b-pregnane-11,20-dione; 3alpha,21-Dihydroxy-5beta-pregnane-11,20-dione; 5beta-Pregnane-3alpha,21-diol-11,20-dione; (3R,5R,8S,9S,10S,13S,14S)-3-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,3,4,5,6,7,8,9,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-11-one; (1S,2S,5R,7R,10S,11S,15S)-5-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-17-one; 3α,21-Dihydroxy-5β-pregnane-11,20-dione

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

3alpha,21-Dihydroxy-5beta-pregnane-11,20-dione. 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: BioCAD00000004073). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

3alpha,21-Dihydroxy-5beta-pregnane-11,20-dione is an intermediate in C21-Steroid hormone metabolism. 3alpha,21-Dihydroxy-5beta-pregnane-11,20-dione is converted from Tetrahydrocorticosterone via the enzyme 11beta-hydroxysteroid dehydrogenase (EC 1.1.1.146). It is then converted to 3alpha,20alpha,21-Trihydroxy-5beta-pregnane-11-one via the enzyme 3alpha(or 20beta)-hydroxysteroid dehydrogenase (EC 1.1.1.53).

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 566-03-0
  • PubChem: 44263347
  • ChEBI: ChEBI:1690
  • ChEBI: ChEBI:175452
  • HMDB: HMDB0006755
  • LipidMaps: LMST02030199
  • KEGG: C05478
  • RefMet: RM0125978
  • Metlin: METLIN_57886
  • Metlin: METLIN_63333

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R04840 1.1.1.146 tetrahydrocorticosterone:NADP+ 11-oxidoreductase
KEGG:R04842 1.1.1.50 3alpha,21-dihydroxy-5beta-pregnane-11,20-dione:NAD+ oxidoreductase (B-specific)
KEGG:R04843 1.1.1.50 3alpha,21-dihydroxy-5beta-pregnane-11,20-dione:NADP+ oxidoreductase (B-specific)
KEGG:R04844 1.1.1.53 3alpha,20alpha,21-trihydroxy-5beta-pregnane-11-one:NAD+ oxidoreductase
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
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)
PathBank:SMP0120868 Apparent Mineralocorticoid Excess Syndrome
View All Pathways