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710806

Sigma-Aldrich

18-Hydroxycorticosterone

97% (CP)

Synonym(s):

4-Pregnene-11β,18,21-triol-3,20-dione

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About This Item

Empirical Formula (Hill Notation):
C21H30O5
CAS Number:
561-65-9
Molecular Weight:
362.46
Beilstein:
2631066
EC Number:
209-221-9
MDL number:
MFCD00042685
UNSPSC Code:
12352211
PubChem Substance ID:
329763011
NACRES:
NA.24

Quality Level

200

Assay

97% (CP)

form

powder

technique(s)

mass spectrometry (MS): suitable

storage temp.

−20°C

SMILES string

O=C1CC[C@@]2(C)C(CC[C@]3([H])[C@]2([H])[C@@H](O)C[C@@]4(CO)[C@@]3([H])CC[C@]4([H])C(CO)=O)=C1

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

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MBBD5665
MBBD6898
MBBD6117
MBBD1895
MBBC7480

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M Honda et al.
Endocrinologia japonica, 29(5), 529-540 (1982-10-01)
In order to systematically analyze the regulation and metabolism of steroid hormones in a case of primary aldosteronism with multiple lesions, including adenoma and nodular hyperplasia of the left adrenal gland, the amounts of 9 steroids (progesterone (P), 11-deoxycorticosterone (DOC)
J Palmer et al.
Electrophoresis, 19(16-17), 3045-3051 (1998-12-31)
Separation of endogenous 17- or 18-hydroxylated corticosteroids (of the 21-hydroxylated 4-pregnen series) as charged chelates in capillary electrophoresis with borate as the ligand is demonstrated. Aldosterone, 18-hydroxycorticosterone, 18-hydroxy-11-deoxycorticosterone, cortisone, cortisol, and 11-deoxycortisol are separated and resolved by 400 mM borate
Colin Patrick Cantwell et al.
Journal of computer assisted tomography, 32(5), 738-744 (2008-10-03)
To compare low-radiation dose non-enhanced fluorine 18 fluorodeoxyglucose (F-18 FDG) positron emission tomography (PET)/computed tomography (CT) (NE-PET/CT), contrast-enhanced fluorine 18 fluorodeoxyglucose PET/CT (CE-PET/CT), and gadolinium-enhanced liver magnetic resonance imaging (MRI) for the detection and characterization of liver lesions in patients
M Peter et al.
The Journal of clinical endocrinology and metabolism, 80(5), 1622-1627 (1995-05-01)
Aldosterone (Aldo), the most potent mineralocorticoid, is synthesized in the adrenal zona glomerulosa, requiring 11 beta-hydroxylation of 11-deoxycorticosterone (DOC) to form corticosterone (B), hydroxylation at position C18 to form 18-hydroxycorticosterone (18-OHB), and finally oxidation at position C18. There is a
C E Gomez-Sanchez et al.
The Journal of clinical endocrinology and metabolism, 67(2), 322-326 (1988-08-01)
The human adrenal gland can metabolize cortisol to yield steroids oxygenated at the 18 position in a series of reactions similar to those by which corticosterone is converted to 18-hydroxycorticosterone and aldosterone and perhaps catalyzed by the same enzyme. These
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