11β-Hydroxyprogesterone

11β-Hydroxyprogesterone (11β-OHP), also known as 21-deoxycorticosterone, as well as 11β-hydroxypregn-4-ene-3,20-dione, is a naturally occurring, endogenous steroid and derivative of progesterone.[1] It is a potent mineralocorticoid.[1] Increased levels of 11β-OHP occur in 21-hydroxylase deficiency.[1]

11β-Hydroxyprogesterone

Names
IUPAC name (8S,9S,10R,11S,13S,14S,17S)-17-acetyl-11-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
Other names 11β-OHP; 21-Deoxycorticosterone; 21-Desoxycorticosterone; 11β-Hydroxypregn-4-ene-3,20-dione
Identifiers
CAS Number	600-57-7
3D model (JSmol)	Interactive image
ChEBI	CHEBI:28247
ChEMBL	ChEMBL2440888
ChemSpider	91968
ECHA InfoCard	100.009.088
KEGG	C05498
PubChem CID	101788
InChI InChI=1S/C21H30O3/c1-12(22)16-6-7-17-15-5-4-13-10-14(23)8-9-20(13,2)19(15)18(24)11-21(16,17)3/h10,15-19,24H,4-9,11H2,1-3H3/t15-,16+,17-,18-,19+,20-,21+/m0/s1 Key: BFZHCUBIASXHPK-ATWVFEABSA-N
SMILES CC(=O)[C@H]1CC[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)O)C
Properties
Chemical formula	C21H30O3
Molar mass	330.468 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Along with its epimer 11α-hydroxyprogesterone (11α-OHP), 11β-OHP has been identified as a very potent competitive inhibitor of both isoforms (1 and 2) of 11β-hydroxysteroid dehydrogenase (11β-HSD).[2][3]