Home Other Building Blocks 18-HYDROXYCORTICOSTERONE

18-HYDROXYCORTICOSTERONE

CAS No.:
561-65-9
Catalog Number:
AG00DCWG
Molecular Formula:
C21H30O5
Molecular Weight:
362.4599
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Product Description
Catalog Number:
AG00DCWG
Chemical Name:
18-HYDROXYCORTICOSTERONE
CAS Number:
561-65-9
Molecular Formula:
C21H30O5
Molecular Weight:
362.4599
MDL Number:
MFCD00042685
IUPAC Name:
(8S,9S,10R,11S,13R,14S,17S)-11-hydroxy-17-(2-hydroxyacetyl)-13-(hydroxymethyl)-10-methyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
InChI:
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
InChI Key:
HFSXHZZDNDGLQN-ZVIOFETBSA-N
SMILES:
OCC(=O)[C@H]1CC[C@@H]2[C@]1(CO)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
EC Number:
209-221-9
UNII:
4U5T0O9SI3
Properties
Complexity:
655  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
7  
Defined Bond Stereocenter Count:
0
Exact Mass:
362.209g/mol
Formal Charge:
0
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
362.466g/mol
Monoisotopic Mass:
362.209g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
94.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.7  
Literature
Title Journal
A case of primary selective hypoaldosteronism carrying three mutations in the aldosterone synthase (Cyp11b2) gene. Gene 20120525
18-hydroxycorticosterone, 18-hydroxycortisol, and 18-oxocortisol in the diagnosis of primary aldosteronism and its subtypes. The Journal of clinical endocrinology and metabolism 20120301
The eye as a window to rare endocrine disorders. Indian journal of endocrinology and metabolism 20120101
Mineralocorticoid hypertension. Indian journal of endocrinology and metabolism 20111001
Application of a ligand-based theoretical approach to derive conversion paths and ligand conformations in CYP11B2-mediated aldosterone formation. Journal of computational chemistry 20110801
Fission yeast Schizosaccharomyces pombe as a new system for the investigation of corticosterone methyloxidase deficiency-causing mutations. The Journal of steroid biochemistry and molecular biology 20110301
Adrenocortical causes of hypertension. International journal of hypertension 20110101
CYP17A1 intron mutation causing cryptic splicing in 17α-hydroxylase deficiency. PloS one 20110101
[18-Hydroxycorticosterone (18-OH-B)]. Nihon rinsho. Japanese journal of clinical medicine 20100701
Synthesis, biological evaluation, and molecular modeling of 1-benzyl-1H-imidazoles as selective inhibitors of aldosterone synthase (CYP11B2). Journal of medicinal chemistry 20100225
Regulation of adrenal aldosterone production by serine protease prostasin. Journal of biomedicine & biotechnology 20100101
Pseudohypoaldosteronism type 1 due to a novel mutation in the mineralocorticoid receptor gene. Hormone research in paediatrics 20100101
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. Journal of computer assisted tomography 20080101
Pharmacological causes of hyperprolactinemia. Therapeutics and clinical risk management 20071001
Construction of 3D models of the CYP11B family as a tool to predict ligand binding characteristics. Journal of computer-aided molecular design 20070801
Measurement of 18-hydroxycorticosterone during adrenal vein sampling for primary aldosteronism. The Journal of clinical endocrinology and metabolism 20070701
[18-hydroxycorticosterone (18-OH -B)]. Nihon rinsho. Japanese journal of clinical medicine 20050801
Differential expression and function of beacon in the rat adrenal cortex and medulla. International journal of molecular medicine 20050701
Determination of corticosterone and 17-hydroxycorticosterone in plasma and urine samples by sweeping techniques using micellar electrokinetic chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20040305
Reference values for urinary steroids in Japanese newborn infants: gas chromatography/mass spectrometry in selected ion monitoring. Endocrine journal 20031201
Ghrelin, an endogenous ligand for the growth hormone-secretagogue receptor, is expressed in the human adrenal cortex. International journal of molecular medicine 20030801
Adrenocortical zonation and ACTH. Microscopy research and technique 20030615
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. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030305
Determination of corticosterone in mouse plasma by a sweeping technique using micellar electrokinetic chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030305
Norbormide enhances late steps of steroid-hormone synthesis in rat and mouse adrenal cortex. The Journal of steroid biochemistry and molecular biology 20030301
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. FEBS letters 20030211
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. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030205
Baboon CYP11B1: the localization and catalytic activity in baboon adrenal tissue. Endocrine research 20021101
Mutations in aldosterone synthase gene of Milan hypertensive rats: phenotypic consequences. American journal of physiology. Endocrinology and metabolism 20020301
The effect of amino-acid substitutions I112P, D147E and K152N in CYP11B2 on the catalytic activities of the enzyme. European journal of biochemistry 20020201
['High pouch output' syndrome. Role of mineralocorticoid diagnosis after restorative proctocolectomy]. Der Chirurg; Zeitschrift fur alle Gebiete der operativen Medizen 20011201
Effects of 18-hydroxylated steroids on corticosteroid production by human aldosterone synthase and 11beta-hydroxylase. The Journal of clinical endocrinology and metabolism 20010901
Type 1 aldosterone synthase deficiency presenting in a middle-aged man. The Journal of clinical endocrinology and metabolism 20010301
Aldosterone synthase deficiency type I with no documented homozygous mutations in the CYP11B2 gene. European journal of endocrinology 20010101
Properties