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18-Oxocortisol

CAT: 0804-HY-113151-01Size: 500 µgDry Ice: NoHazardous: No
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CAT#:0804-HY-113151-01Size:500 µg
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Description
18-Oxocortisol is a derivative of cortisol that is produced by aldosterone synthase (CYP11B2) . 18-Oxocortisol is a naturally occurring mineralocorticoid agonist. 18-Oxocortisol is a biomarker in adrenal vein sampling[1][2][3].
CAS Number
2410-60-8
UNSPSC
12352211
Target
Endogenous Metabolite; Mineralocorticoid Receptor
Type
Natural Products
Related Pathways
Metabolic Enzyme/Protease; Vitamin D Related/Nuclear Receptor
Applications
Neuroscience-Neuromodulation
Field of Research
Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/18-oxocortisol.html
Purity
99.05
Solubility
10 mM in DMSO
Smiles
O=C1CC[C@]2(C)[C@@]3([H])[C@@H](O)C[C@]4(C=O)[C@](C(CO)=O)(O)CC[C@@]4([H])[C@]3([H])CCC2=C1
Molecular Formula
C21H28O6
Molecular Weight
376.44
References & Citations
[1]Nakamura Y, et al. 18-oxocortisol measurement in adrenal vein sampling as a biomarker for subclassifying primaryaldosteronism. J Clin Endocrinol Metab. 2011 Aug;96 (8) :E1272-8.|[2]Ulick S, et al. 18-oxocortisol, a naturally occurring mineralocorticoid agonist. Endocrinology. 1983 Dec;113 (6) :2320-2.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

18-Oxocortisol

biosynthesized by aldosterone-producing adrenal tissue; structure given in first source

CAS Number2410-60-8
PubChem CID123712
IUPAC Name(8S,9S,10R,11S,13R,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10-methyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-13-carbaldehyde
Molecular FormulaC21H28O6
Molecular Weight376.4
XLogP0.2
Topological Polar Surface Area112
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Heavy Atom Count27
Formal Charge0
Complexity728
SMILES
C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@]4(C(=O)CO)O)C=O)O
InChI
InChI=1S/C21H28O6/c1-19-6-4-13(24)8-12(19)2-3-14-15-5-7-21(27,17(26)10-22)20(15,11-23)9-16(25)18(14)19/h8,11,14-16,18,22,25,27H,2-7,9-10H2,1H3/t14-,15-,16-,18+,19-,20+,21-/m0/s1
InChIKey
XUQWWIFROYJHCU-UKSDXMLSSA-N
Chemical Structure
2D Structure
2D structure of 18-Oxocortisol
CAS: 2410-60-8
CID: 123712
Formula: C21H28O6
MW: 376.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight376.4
XLogP30.2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Exact Mass376.18858861
Monoisotopic Mass376.18858861
Topological Polar Surface Area112 Ų
Heavy Atom Count27
Formal Charge0
Complexity728
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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