18-HYDROXYCORTICOSTERONE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H30O5
Molecular Weight	362.4599
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@]12CCC(=O)C=C1CC[C@H]3[C@@H]4CC[C@H](C(=O)CO)[C@@]4(CO)C[C@H](O)[C@H]23

InChI

InChIKey=HFSXHZZDNDGLQN-ZVIOFETBSA-N

InChI=1S/C21H30O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h8,14-17,19,22-23,25H,2-7,9-11H2,1H3/t14-,15-,16+,17-,19+,20-,21+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C21H30O5
Molecular Weight	362.4599
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	7 / 7
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
[18-Hydroxycorticosterone (18-OH-B)].	2010-07	20960793
Synthesis, biological evaluation, and molecular modeling of 1-benzyl-1H-imidazoles as selective inhibitors of aldosterone synthase (CYP11B2).	2010-02-25	20121113
Pseudohypoaldosteronism type 1 due to a novel mutation in the mineralocorticoid receptor gene.	2010	20453518
Regulation of adrenal aldosterone production by serine protease prostasin.	2010	20204133
Liver lesion detection and characterization in patients with colorectal cancer: a comparison of low radiation dose non-enhanced PET/CT, contrast-enhanced PET/CT, and liver MRI.	2008-10-03	18830103
Pharmacological causes of hyperprolactinemia.	2007-10	18473017
Construction of 3D models of the CYP11B family as a tool to predict ligand binding characteristics.	2007-08	17646925
Measurement of 18-hydroxycorticosterone during adrenal vein sampling for primary aldosteronism.	2007-07	17473070
[18-hydroxycorticosterone (18-OH -B)].	2005-08	16149520
Differential expression and function of beacon in the rat adrenal cortex and medulla.	2005-07	15942675
Reference values for urinary steroids in Japanese newborn infants: gas chromatography/mass spectrometry in selected ion monitoring.	2003-12	14709852
Ghrelin, an endogenous ligand for the growth hormone-secretagogue receptor, is expressed in the human adrenal cortex.	2003-08	12851720
Adrenocortical zonation and ACTH.	2003-06-15	12768537
Determination of corticosterone in mouse plasma by a sweeping technique using micellar electrokinetic chromatography.	2003-03-05	12554145
Chromatographic system for the simultaneous measurement of plasma 18-hydroxy-11-deoxycorticosterone and 18-hydroxycorticosterone by radioimmunoassay: reference data for neonates and infants and its application in aldosterone-synthase deficiency.	2003-03-05	12554142
Norbormide enhances late steps of steroid-hormone synthesis in rat and mouse adrenal cortex.	2003-03	12732293
Ghrelin and growth hormone secretagogue receptor are expressed in the rat adrenal cortex: Evidence that ghrelin stimulates the growth, but not the secretory activity of adrenal cells.	2003-02-11	12586359
Analysis of biological samples by gas chromatography-mass spectrometry without a reference standard: measurement of urinary 18-hydroxytetrahydro-11-dehydrocorticosterone excretion rate in human subjects.	2003-02-05	12505784
Baboon CYP11B1: the localization and catalytic activity in baboon adrenal tissue.	2002-11	12530652
Mutations in aldosterone synthase gene of Milan hypertensive rats: phenotypic consequences.	2002-03	11832364
The effect of amino-acid substitutions I112P, D147E and K152N in CYP11B2 on the catalytic activities of the enzyme.	2002-02	11856349
["High pouch output" syndrome. Role of mineralocorticoid diagnosis after restorative proctocolectomy].	2001-12	11824030
Effects of 18-hydroxylated steroids on corticosteroid production by human aldosterone synthase and 11beta-hydroxylase.	2001-09	11549669
Type 1 aldosterone synthase deficiency presenting in a middle-aged man.	2001-03	11238478
Aldosterone synthase deficiency type I with no documented homozygous mutations in the CYP11B2 gene.	2001-01	11174838
Investigation of the salivary 18-hydroxycorticosterone:aldosterone ratio in man using a direct assay.	1991-03	2009228
Effect of chronic adrenocorticotropin stimulation on the excretion of 18-hydroxycortisol and 18-oxocortisol.	1988-08	2839536
Aldosterone metabolites and possible aldosterone precursors in hypertension.	1983-07	6887870
In vivo and in vitro studies on steroid metabolism in a case of primary aldosteronism with multiple lesions of adenoma and nodular hyperplasia.	1982-10	6303762
Direct radioimmunoassays for "aldosterone" and "18-hydroxycorticosterone" in unprocessed urine, and their use in screening to distinguish primary aldosteronism from hypertension.	1982-03	7067086
Clinical response to metyrapone as indicated by measurement of mineralocorticoids and glucocorticoids in normal children.	1981-01	7226574

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 20:53:44 GMT 2025` Edited by `admin` on `Mon Mar 31 20:53:44 GMT 2025`
Record UNII	4U5T0O9SI3
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PREGN-4-ENE-3,20-DIONE, 11,18,21-TRIHYDROXY-, (11.BETA.)-

Preferred Name

English

18-HYDROXYCORTICOSTERONE

Common Name

English

PREGN-4-ENE-3,20-DIONE, 11.BETA.,18,21-TRIHYDROXY-

Systematic Name

English

Classification Tree Code System Code

LOINC

50082-7