16alpha-Hydroxypregnenolone (BioCAD00000001998)
Metabolite Card
Chinese Name: 16α-羟基孕烯醇酮
Formula: C21H32O3 (332.2351)
SMILES:
[H][C@@]12C[C@@H](O)[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C
Synonyms [en]
16alpha-hydroxypregnenolone; 16-alpha-Hydroxypregnenolone; 3beta,16alpha-dihydroxypregn-5-en-20-one; (3beta,16alpha)-3,16-dihydroxypregn-5-en-20-one; 3b,16a-Dihydroxypreg-5-en-20-one; 16-a-Hydroxy-pregnenolone
Last reviewed on 2026-04-16.
Cite this Page
16alpha-Hydroxypregnenolone. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/16alpha-Hydroxypregnenolone
(retrieved
2026-08-20) (CAD Registry RN: BioCAD00000001998). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
16-alpha-hydroxypregnenolone, also known as 16A OH-Preg or (3beta,16alpha)-3,16-dihydroxypregn-5-en-20-one, is classified as a gluco/mineralocorticoid, a progestogin or aprogestogin derivative. Gluco/mineralocorticoids are steroids with a structure based on a hydroxylated prostane moiety. Thus, 16-alpha-hydroxypregnenolone is a steroid or more correctly a 16alpha-hydroxy steroid. 16-alpha-hydroxypregnenolone is also classified as a hydroxypregnenolone. A hydroxypregnenolone is a pregnenolone substituted by an alpha-hydroxy group at position 16. It is a steroid molecule that is produced by all vertebrates. In humans, 16-alpha-hydroxypregnenolone can be found primarily in blood, urine and in human umbilical cord tissue. 16-alpha-Hydroxypregnenolone is a normal urinary metabolite with increased total excretion in newborn infants with congenital adrenal hyperplasia due to 21-hydroxylase deficiency (PMID 6980322). It is therefore an important urinary marker for the occurrence of an adrenal 21-hydroxylase-deficiency. Its levels are an indication for the effectiveness of medication (cortisol supplement) against this disease. (PMID: 10399855).
DBLinks
- CAS Registry Number: 520-88-7
- PubChem CID: 6452574
- ChEBI: 771
- HMDB: HMDB0000315
- LipidMaps: LMST02030172
- KEGG: C06390
- BioCyc:
- NCBI MeSH: 3 beta,16 alpha-dihydroxypregn-5-en-20-one
- Wikipedia:
Other DBLinks
- CAS Registry Number: 520-88-7
- PubChem: 4092289
- PubChem: 6452574
- ChEBI: ChEBI:771
- HMDB: HMDB0000315
- LipidMaps: LMST02030172
- KEGG: C06390
- NCBI MeSH: 3 beta,16 alpha-dihydroxypregn-5-en-20-one
- RefMet: RM0135783
- Coconut NaturalProduct: CNP0292041.1
- Coconut NaturalProduct: CNP0292041.4
- PMHub: MS000019120
Class / Ontology
- WishartLab ClassyFire: [Pregnane steroids] Pregnane steroids
- RefMet: [C21 steroids] C21 steroids
- LipidMaps: [C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]] C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]
- ChEBI: [CHEBI:771] 16alpha-hydroxypregnenolone
- Coconut NaturalProduct: [Pregnane steroids] Pregnane steroids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R05174 | 4.2.1.98 | 16-alpha-hydroxypregnenolone hydro-lyase |