11-Deoxycortisol (BioCAD00000001774)

blood urine all tissues plant natural products

Metabolite Card

Chinese Name: 11-去氧皮质醇
Formula: C21H30O4 (346.2144)
SMILES:

[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

Synonyms [en]

Cortodoxone; 11-Deoxycortisol; Reichstein's substance S; Cortexolone; 17,21-Dihydroxypregn-4-ene-3,20-dione; 11-Deoxyhydrocortisone

Reviewed

Last reviewed on 2026-04-16.

Cite this Page

11-Deoxycortisol. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/11-Deoxycortisol (retrieved 2026-08-20) (CAD Registry RN: BioCAD00000001774). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Cortexolone, also known as cortodoxone or 11-deoxycortisol, belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. Thus, cortexolone is considered to be a steroid molecule. Cortexolone is an endogenous glucocorticoid steroid hormone, and a metabolic intermediate in the synthesis of cortisol. It was first described by Tadeusz Reichstein in 1938 and named as Substance S. It has also been referred to as Reichstein's Substance S or Compound S. Cortexolone acts as a glucocorticoid, though it is less potent than cortisol. Cortexolone is synthesized from 17α-hydroxyprogesterone by 21-hydroxylase and is converted to cortisol by 11β-hydroxylase. As a result, the level of cortexolone is often measured in patients to diagnose impaired cortisol synthesis, to identify any enzyme deficiency that may be causing impairment along the pathway to cortisol, and to differentiate adrenal disorders. Cortexolone in mammals has limited biological activity and mainly acts as metabolic intermediate within the glucocorticoid pathway, leading to cortisol. On the other hand, in sea lampreys, cortexolone is the major glucocorticoid, with mineralocorticoid activity. Cortexolone in sea lampreys binds to specific corticosteroid receptors and is involved in intestinal osmoregulation and in sea lamprey at metamorphosis, a process in which they develop seawater tolerance before downstream migration.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 152-58-9
  • CAS Registry Number: 599-14-4
  • PubChem: 440707
  • ChEBI: ChEBI:181455
  • ChEBI: ChEBI:28324
  • HMDB: HMDB0000015
  • LipidMaps: LMST02030086
  • KEGG: C05488
  • BioCyc: 11-DEOXY-CORTISOL
  • NCBI MeSH: Cortodoxone
  • Wikipedia: 11-Deoxycortisol
  • Wikipedia: Cortexolone
  • RefMet: RM0135768
  • MoNA: CCMSLIB00005463873
  • MoNA: CCMSLIB00005463874
  • MoNA: FiehnHILIC000278
  • MoNA: FiehnHILIC001131
  • MoNA: FiehnHILIC001851
  • MoNA: FiehnHILIC002442
  • MoNA: MoNA034646
  • MoNA: MoNA034648
  • MoNA: MoNA034650
  • MoNA: MoNA036374
  • MoNA: MoNA036375
  • MoNA: MoNA036378
  • MoNA: MoNA037341
  • MoNA: MoNA038090
  • MoNA: MoNA038681
  • MoNA: VF-NPL-LTQ000119
  • MoNA: VF-NPL-LTQ000120
  • MoNA: VF-NPL-QEHF000283
  • MoNA: VF-NPL-QEHF000284
  • MoNA: VF-NPL-QEHF000285
  • MoNA: VF-NPL-QEHF000286
  • MoNA: VF-NPL-QEHF000287
  • MoNA: VF-NPL-QEHF000288
  • MoNA: VF-NPL-QTOF007159
  • MoNA: VF-NPL-QTOF007160
  • MoNA: VF-NPL-QTOF007161
  • MoNA: VF-NPL-QTOF007162
  • MoNA: VF-NPL-QTOF007163
  • MoNA: VF-NPL-QTOF007164
  • Coconut NaturalProduct: CNP0130973.2
  • Coconut NaturalProduct: CNP0130973.6
  • Coconut NaturalProduct: CNP0312178.1
  • Coconut NaturalProduct: CNP0481131.1
  • Coconut NaturalProduct: CNP0504132.1
  • metaboanalyst: 6c243a144b00405fc66c1350b4ecd7ef
  • HERB: HBIN002048

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R02843 1.14.15.4 steroid,reduced ferredoxin:oxygen oxidoreductase (11-hydroxylating)
KEGG:R03326 1.14.14.16 17alpha-hydroxyprogesterone,NADPH-hemoprotein reductase:oxygen oxidoreductase (21-hydroxylating)
KEGG:R04849 1.1.1.145 11-deoxycortisol delta5-delat4-isomerase;
Rhea:RHEA:46101 11-deoxycortisol + 2 reduced [adrenodoxin] + O2 + 2 H+ => cortisol + 2 oxidized [adrenodoxin] + H2O
Rhea:RHEA:46102 cortisol + 2 oxidized [adrenodoxin] + H2O => 11-deoxycortisol + 2 reduced [adrenodoxin] + O2 + 2 H+
Rhea:RHEA:46103 11-deoxycortisol + 2 reduced [adrenodoxin] + O2 + 2 H+ <=> cortisol + 2 oxidized [adrenodoxin] + H2O
Rhea:RHEA:50309 1.14.14.16 17α-hydroxyprogesterone + reduced [NADPH—hemoprotein reductase] + O2 => 11-deoxycortisol + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:50310 1.14.14.16 11-deoxycortisol + oxidized [NADPH—hemoprotein reductase] + H2O + H+ => 17α-hydroxyprogesterone + reduced [NADPH—hemoprotein reductase] + O2
Rhea:RHEA:50311 1.14.14.16 17α-hydroxyprogesterone + reduced [NADPH—hemoprotein reductase] + O2 <=> 11-deoxycortisol + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:76164 11-deoxycortisol + 2 reduced [adrenodoxin] + O2 + 2 H+ => 18-hydroxy-11-deoxycortisol + 2 oxidized [adrenodoxin] + H2O
Rhea:RHEA:76165 18-hydroxy-11-deoxycortisol + 2 oxidized [adrenodoxin] + H2O => 11-deoxycortisol + 2 reduced [adrenodoxin] + O2 + 2 H+
Rhea:RHEA:76166 11-deoxycortisol + 2 reduced [adrenodoxin] + O2 + 2 H+ <=> 18-hydroxy-11-deoxycortisol + 2 oxidized [adrenodoxin] + H2O
BioCyc:RXN66-357 1.14.15.4 11-DEOXY-CORTISOL + 2 Reduced-adrenal-ferredoxins + OXYGEN-MOLECULE + 2 PROTON --> WATER + CORTISOL + 2 Oxidized-adrenal-ferredoxins
BioCyc:TRANS-RXN-420 11-DEOXY-CORTISOL --> 11-DEOXY-CORTISOL
BioCyc:RXN66-356 1.14.14.16 17-ALPHA-HYDROXYPROGESTERONE + Red-NADPH-Hemoprotein-Reductases + OXYGEN-MOLECULE --> 11-DEOXY-CORTISOL + Ox-NADPH-Hemoprotein-Reductases + WATER
View More
Mass Spectrum
匿名访客 · 受限内容

内容已锁定

您当前以匿名访客身份浏览,此页面的内容由作者限定为已登录用户可见。
请使用您的邮箱登录后继续查看。

使用邮箱继续

首次使用将自动为您创建账户。
遇到问题?查看登录帮助



View All Mass Spectrum
Organism Source

Taxonomy Source

  1. Homo sapiens [ncbi taxid: 9606]
  2. Mus musculus [ncbi taxid: 10090]

Pathway Synthetic

pathway id name
Reactome:R-BTA-1430728 Metabolism
Reactome:R-BTA-556833 Metabolism of lipids
Reactome:R-BTA-194002 Glucocorticoid biosynthesis
Reactome:R-BTA-211945 Phase I - Functionalization of compounds
Reactome:R-CFA-1430728 Metabolism
Reactome:R-CFA-556833 Metabolism of lipids
Reactome:R-CFA-194002 Glucocorticoid biosynthesis
Reactome:R-CFA-211976 Endogenous sterols
Reactome:R-DRE-196071 Metabolism of steroid hormones
Reactome:R-GGA-194002 Glucocorticoid biosynthesis
Reactome:R-HSA-194002 Glucocorticoid biosynthesis
Reactome:R-HSA-211859 Biological oxidations
Reactome:R-HSA-1643685 Disease
Reactome:R-MMU-1430728 Metabolism
Reactome:R-MMU-556833 Metabolism of lipids
Reactome:R-MMU-8957322 Metabolism of steroids
Reactome:R-MMU-211859 Biological oxidations
Reactome:R-RNO-196071 Metabolism of steroid hormones
Reactome:R-RNO-211945 Phase I - Functionalization of compounds
Reactome:R-SSC-196071 Metabolism of steroid hormones
View All Pathways