Metabolite Card
Formula: C21H34O5 (366.2406)
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])C[C@H](O)CC[C@]12C
Synonyms [en]
5a-tetrahydrocortisol; 5alpha-Tetrahydrocortisol; Wintersteiner's compound D; allotetrahydro-Compound f; Tetrahydroallocortisol; tetrahydro-Allocortisol
Last reviewed on 2024-06-28.
Cite this Page
5alpha-Tetrahydrocortisol. 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: BioCAD00000019712). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
5alpha-Tetrahydrocortisol is a normal human metabolite. However its increased ratio (5alpha-tetrahydrocortisol + tetrahydrocortisol) over tetrahydrocortisone in urine is the biochemical marker for the syndrome of apparent mineralocorticoid excess (AME). AME is a heritable form of hypertension due to an inborn error of cortisol metabolism and is characterized by hypokalemia and low renin levels despite subnormal or normal levels of aldosterone and other known mineralocorticoids. The syndrome is attributable to congenital deficiency of the enzyme 11 beta-hydroxydehydrogenase (11-beta-HSD), which converts cortisol to biologically inactive cortisone. This results in a prolonged half-life of cortisol, which acts at the kidney level as a potent mineralocorticoid (PMID: 8732999).
DBLinks
- CAS Registry Number: 302-91-0
- PubChem CID: 92748
- ChEBI: 89627
- HMDB: HMDB0000526
- LipidMaps: LMST02030200
- KEGG:
- BioCyc:
- NCBI MeSH: allotetrahydrocortisol
- Wikipedia:
Other DBLinks
- CAS Registry Number: 302-91-0
- PubChem: 92748
- ChEBI: ChEBI:89627
- HMDB: HMDB0000526
- LipidMaps: LMST02030200
- NCBI MeSH: allotetrahydrocortisol
- RefMet: RM0128377
- Metlin: METLIN_57887
- Coconut NaturalProduct: CNP0177674.1
- Coconut NaturalProduct: CNP0177674.3
- Coconut NaturalProduct: CNP0381827.1
- Coconut NaturalProduct: CNP0381827.2
- Coconut NaturalProduct: CNP0381827.3
- Coconut NaturalProduct: CNP0381827.4
Class / Ontology
- WishartLab ClassyFire: [Hydroxysteroids] Hydroxysteroids
- RefMet: [C21 steroids] C21 steroids
- LipidMaps: [C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]] C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]
- ChEBI: [CHEBI:89627] 5a-Tetrahydrocortisol
- Coconut NaturalProduct: [Pregnane steroids] Pregnane steroids
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| WikiPathways:WP5280 | Glucocorticoid biosynthesis |