Page last updated: 2024-12-06

norethisterone-3-oxime

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Cross-References

ID SourceID
PubMed CID9571025
CHEMBL ID307896
MeSH IDM0066754

Synonyms (11)

Synonym
norethisterone-3-oxime
CHEMBL307896 ,
23965-86-8
unii-gg985xn6ck
714964-42-8
19-norpregn-4-en-20-yn-3-one, 17-hydroxy-, oxime, (3e,17alpha)-
gg985xn6ck ,
norethisterone oxime, (e)-
bdbm50217005
(3e,8r,9s,10r,13s,14s,17r)-17-ethynyl-3-hydroxyimino-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-ol
19-norpregn-4-en-20-yn-3-one, 17-hydroxy-, oxime, (3e,17.alpha.)-

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" No significant difference in pharmacokinetic parameters between the two drugs was observed."( [Pharmacokinetics of norethindrone-3-oxime and norethindrone in rhesus monkeys].
Fu, GM; Li, DZ; Li, ZX; Wang, GP; Wang, XL; Wei, ZN; Zhao, XL; Zhou, MY; Zuo, MD, 1991
)
0.28
" The pharmacokinetic parameters of the compounds were also compared."( [Pharmacokinetics of norethindrone-oxime and norethindrone in rabbits after oral administration].
Li, DZ; Liu, J; Pang, XB; Wang, GP; Zhao, XL; Zhou, MY, 1989
)
0.28

Bioavailability

ExcerptReferenceRelevance
" Orally administered NETO was highly bioavailable (84."( Pharmacokinetics, hydrolysis and aromatisation of norethisterone-3-oxime in female cynomolgus monkey.
Hümpel, M; Li, QG,
)
0.13
" The absolute bioavailability for NETO and NET were found to be 64."( [Pharmacokinetics of norethindrone-3-oxime and norethindrone in rhesus monkeys].
Fu, GM; Li, DZ; Li, ZX; Wang, GP; Wang, XL; Wei, ZN; Zhao, XL; Zhou, MY; Zuo, MD, 1991
)
0.28
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)IC50 (µMol)5.80000.00051.89099.5000AID162967
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)IC50 (µMol)5.80000.06503.12999.5000AID162967
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)IC50 (µMol)5.80000.02603.56669.5000AID162967
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)IC50 (µMol)5.80000.02103.58609.5000AID162967
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (27)

Processvia Protein(s)Taxonomy
glucose metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
cell population proliferation[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
intrinsic apoptotic signaling pathway in response to oxidative stress[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
regulation of acetyl-CoA biosynthetic process from pyruvate[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
regulation of glucose metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
hypoxia-inducible factor-1alpha signaling pathway[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
protein phosphorylation[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
glucose metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
regulation of gluconeogenesis[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
regulation of pH[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
insulin receptor signaling pathway[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
regulation of acetyl-CoA biosynthetic process from pyruvate[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
regulation of cellular ketone metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
regulation of glucose metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
cellular response to nutrient[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
cellular response to reactive oxygen species[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
glucose homeostasis[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
regulation of calcium-mediated signaling[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
intrinsic apoptotic signaling pathway by p53 class mediator[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
protein phosphorylation[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
regulation of acetyl-CoA biosynthetic process from pyruvate[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
regulation of glucose metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
peptidyl-serine phosphorylation[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
peroxisome proliferator activated receptor signaling pathway[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
cellular response to fatty acid[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
hypoxia-inducible factor-1alpha signaling pathway[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
regulation of reactive oxygen species metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
protein phosphorylation[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
regulation of pH[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
insulin receptor signaling pathway[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
cellular response to starvation[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
regulation of acetyl-CoA biosynthetic process from pyruvate[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
regulation of cellular ketone metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
regulation of glucose metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
regulation of fatty acid biosynthetic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
glucose homeostasis[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
response to starvation[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
regulation of bone resorption[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
regulation of fatty acid oxidation[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
cellular response to fatty acid[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
reactive oxygen species metabolic process[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
negative regulation of anoikis[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
protein phosphorylation[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (6)

Processvia Protein(s)Taxonomy
protein kinase activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
pyruvate dehydrogenase (acetyl-transferring) kinase activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
protein binding[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
ATP binding[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
protein kinase activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
pyruvate dehydrogenase (acetyl-transferring) kinase activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
protein binding[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
ATP binding[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
protein homodimerization activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
protein kinase activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
protein serine/threonine kinase activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
pyruvate dehydrogenase (acetyl-transferring) kinase activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
protein binding[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
ATP binding[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
protein kinase activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
pyruvate dehydrogenase (acetyl-transferring) kinase activity[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
protein binding[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
ATP binding[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
mitochondrial matrix[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
mitochondrion[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrialHomo sapiens (human)
nucleoplasm[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
mitochondrion[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
mitochondrial matrix[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
cytosol[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
pyruvate dehydrogenase complex[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
mitochondrion[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrialHomo sapiens (human)
nucleolus[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
mitochondrion[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
mitochondrial matrix[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
mitochondrion[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 3, mitochondrialHomo sapiens (human)
mitochondrial matrix[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
mitochondrion[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID162967In vitro inhibitory activity against pyruvate dehydrogenase kinase was determined1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
AID90951In vitro effective concentration in normal human dermal fibroblasts; No data1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK).
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19907 (63.64)18.7374
1990's4 (36.36)18.2507
2000's0 (0.00)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other12 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]