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

[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(CO)C[C@H](O)[C@@]3([H])[C@@]2([H])CCC4=CC(=O)CC[C@]34C

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

Approval Year

PubMed

Title	Date	PubMed
Clinical response to metyrapone as indicated by measurement of mineralocorticoids and glucocorticoids in normal children.	1981 Jan	7226574
Direct radioimmunoassays for "aldosterone" and "18-hydroxycorticosterone" in unprocessed urine, and their use in screening to distinguish primary aldosteronism from hypertension.	1982 Mar	7067086
In vivo and in vitro studies on steroid metabolism in a case of primary aldosteronism with multiple lesions of adenoma and nodular hyperplasia.	1982 Oct	6303762
Aldosterone metabolites and possible aldosterone precursors in hypertension.	1983 Jul	6887870
Effect of chronic adrenocorticotropin stimulation on the excretion of 18-hydroxycortisol and 18-oxocortisol.	1988 Aug	2839536
Investigation of the salivary 18-hydroxycorticosterone:aldosterone ratio in man using a direct assay.	1991 Mar	2009228
["High pouch output" syndrome. Role of mineralocorticoid diagnosis after restorative proctocolectomy].	2001 Dec	11824030
Aldosterone synthase deficiency type I with no documented homozygous mutations in the CYP11B2 gene.	2001 Jan	11174838
Type 1 aldosterone synthase deficiency presenting in a middle-aged man.	2001 Mar	11238478
Effects of 18-hydroxylated steroids on corticosteroid production by human aldosterone synthase and 11beta-hydroxylase.	2001 Sep	11549669
The effect of amino-acid substitutions I112P, D147E and K152N in CYP11B2 on the catalytic activities of the enzyme.	2002 Feb	11856349
Mutations in aldosterone synthase gene of Milan hypertensive rats: phenotypic consequences.	2002 Mar	11832364
Baboon CYP11B1: the localization and catalytic activity in baboon adrenal tissue.	2002 Nov	12530652
Ghrelin, an endogenous ligand for the growth hormone-secretagogue receptor, is expressed in the human adrenal cortex.	2003 Aug	12851720
Reference values for urinary steroids in Japanese newborn infants: gas chromatography/mass spectrometry in selected ion monitoring.	2003 Dec	14709852
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 Feb 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 Feb 5	12505784
Adrenocortical zonation and ACTH.	2003 Jun 15	12768537
Norbormide enhances late steps of steroid-hormone synthesis in rat and mouse adrenal cortex.	2003 Mar	12732293
Determination of corticosterone in mouse plasma by a sweeping technique using micellar electrokinetic chromatography.	2003 Mar 5	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 Mar 5	12554142
[18-hydroxycorticosterone (18-OH -B)].	2005 Aug	16149520
Differential expression and function of beacon in the rat adrenal cortex and medulla.	2005 Jul	15942675
Construction of 3D models of the CYP11B family as a tool to predict ligand binding characteristics.	2007 Aug	17646925
Measurement of 18-hydroxycorticosterone during adrenal vein sampling for primary aldosteronism.	2007 Jul	17473070
Pharmacological causes of hyperprolactinemia.	2007 Oct	18473017
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 Sep-Oct	18830103
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
Synthesis, biological evaluation, and molecular modeling of 1-benzyl-1H-imidazoles as selective inhibitors of aldosterone synthase (CYP11B2).	2010 Feb 25	20121113
[18-Hydroxycorticosterone (18-OH-B)].	2010 Jul	20960793

Patents

Name

Type

Language

18-HYDROXYCORTICOSTERONE

Common Name

English

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

Systematic Name

English

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

Systematic Name

English

Classification Tree Code System Code

LOINC

50082-7