Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C23H38N2O2 |
Molecular Weight | 374.56 |
Optical Activity | ( + ) |
Defined Stereocenters | 7 / 7 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12CC[C@H](C(=O)NC(C)(C)C)[C@@]1(C)CC[C@@]3([H])[C@@]2([H])CC[C@@]4([H])NC(=O)CC[C@]34C
InChI
InChIKey=ZOIUUCNFVDJSJK-WSBQPABSSA-N
InChI=1S/C23H38N2O2/c1-21(2,3)25-20(27)17-8-7-15-14-6-9-18-23(5,13-11-19(26)24-18)16(14)10-12-22(15,17)4/h14-18H,6-13H2,1-5H3,(H,24,26)(H,25,27)/t14-,15-,16-,17+,18+,22-,23+/m0/s1
Molecular Formula | C23H38N2O2 |
Molecular Weight | 374.56 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 7 / 7 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/23662859Curator's Comment: description was created based on several sources, including:
https://www.ncbi.nlm.nih.gov/pubmed/7488021 | https://www.ncbi.nlm.nih.gov/pubmed/9749833
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23662859
Curator's Comment: description was created based on several sources, including:
https://www.ncbi.nlm.nih.gov/pubmed/7488021 | https://www.ncbi.nlm.nih.gov/pubmed/9749833
3-Oxo-4-aza-5α-androstane-17β-(N-t-butylcarboxamide) (or dihydrofinasteride) is the reduced product of Finasteride. Finasteride acts as an alternate substrate for steroid 5α-reductase and is initially bound in an extremely stable enzyme-bound NADP-dihydrofinasteride adduct which is ultimately processed to dihydrofinasteride. Dihydrofinasteride acts as a selective inhibitor of steroid 5α-reductase type 1.
Originator
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3783591
Curator's Comment: # Merck Sharp & Dohme Research Laboratories
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL1787 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9749833 |
560.0 nM [IC50] | ||
Target ID: CHEMBL1856 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9749833 |
3.4 nM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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PubMed
Title | Date | PubMed |
---|---|---|
Inhibition of rat alpha-reductases by finasteride: evidence for isozyme differences in the mechanism of inhibition. | 1997 Apr |
|
Cloning, expression and characterization of rhesus macaque types 1 and 2 5alpha-reductase: evidence for mechanism-based inhibition by finasteride. | 1998 Sep |
|
Sebocytes are the key regulators of androgen homeostasis in human skin. | 2001 May |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: doi: 10.1111/1523-1747.ep12286950
Curator's Comment: https://www.infona.pl/resource/bwmeta1.element.elsevier-c6d7d1ca-411f-3d04-ab96-327b88497833
The metabolism of 3H-testosterone in cultured human sebocytes and keratinocytes was assessed in the presence of the specific type II inhibitor dihydrofinasteride. In both cell types dihydrofinasteride, being ineffective at 2^10 - 8 M, exhibited a complete inhibitory effect at 2^10 - 6 M.
Substance Class |
Chemical
Created
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admin
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Edited
Sat Dec 16 11:13:25 GMT 2023
by
admin
on
Sat Dec 16 11:13:25 GMT 2023
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Record UNII |
YXO6UEY0UP
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Record Status |
Validated (UNII)
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Record Version |
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