Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C19H26O3 |
| Molecular Weight | 302.4079 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CCC2=O
InChI
InChIKey=WSCUHXPGYUMQEX-KCZNZURUSA-N
InChI=1S/C19H26O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-15,17,21H,3-8,10H2,1-2H3/t13-,14-,15-,17+,18-,19-/m0/s1
| Molecular Formula | C19H26O3 |
| Molecular Weight | 302.4079 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
11 beta-hydroxyandrostenedione is a naturally occurring steroid that is primarily, if not strictly, produced in adrenal tissue. It is biosynthesized in the androgen arm of the adrenal steroidogenesis pathway and subsequently metabolized by steroidogenic enzymes in vitro, serving as precursor to recognized and novel androgenic steroids. In diseases such as Cushing′s syndrome, adrenal-originated hyperandrogenism, and congenital adrenal hyperplasia, plasma 11β levels are very high. Plasma 11β concentration is very low in congenital 11-hydroxylase deficiency and adrenal insufficiency. 11 beta-hydroxyandrostenedione was evaluated as a sensitive marker of adrenal androgen excess suggesting its unique diagnostic use.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| 11β-hydroxyandrostenedione returns to the steroid arena: biosynthesis, metabolism and function. | 2013-10-25 |
|
| Plasma 11beta-hydroxy-4-androstene-3,17-dione: comparison of a time-resolved fluoroimmunoassay using a biotinylated tracer with a radioimmunoassay using a tritiated tracer. | 2003-04 |
|
| The ratio of androstenedione:11 beta-hydroxyandrostenedione is an important marker of adrenal androgen excess in women. | 1992-07 |
|
| Is 11 beta-hydroxyandrostenedione a better marker of adrenal androgen excess than dehydroepiandrosterone sulfate? | 1991-12 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:27:41 GMT 2025
by
admin
on
Mon Mar 31 18:27:41 GMT 2025
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| Record UNII |
41G81C896T
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| Record Status |
Validated (UNII)
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94141
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12167
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17102
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382-44-5
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DTXSID8040931
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41G81C896T
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11?-Hydroxyandrostenedione
Created by
admin on Mon Mar 31 18:27:41 GMT 2025 , Edited by admin on Mon Mar 31 18:27:41 GMT 2025
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| Related Record | Type | Details | ||
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EPIMER -> DIASTEREOISOMER |
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DEGRADENT -> PARENT |
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DEGRADENT -> PARENT |
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