Compounds > 3-hydroxy-5-androstane-17-carbonitrile
Page last updated: 2024-12-08

3-hydroxy-5-androstane-17-carbonitrile

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Description

3-hydroxy-5-androstane-17-carbonitrile: RN refers to (3alpha,5alpha,17beta)-isomer; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID171084
CHEMBL ID42983
SCHEMBL ID3120887
MeSH IDM0224945

Synonyms (13)

Synonym
3-ohacn
CHEMBL42983
androstane-17-carbonitrile, 3-hydroxy-, (3alpha,5alpha,17beta)-
3-hydroxy-5-androstane-17-carbonitrile
51872-53-8
SCHEMBL3120887
17beta-cyano-3alpha-hydroxy- 5alpha-androstane
DVTDUTYENPZLFP-YBXIWKLVSA-N
(3alpha,5alpha,17beta)-3-hydroxyandrostane-17-carbonitrile
E71944
(3r,5s,8r,9s,10s,13s,14s,17s)-3-hydroxy-10,13-dimethylhexadecahydro-1h-cyclopenta[a]phenanthrene-17-carbonitrile
3-hydroxyandrostane-17-carbonitrile
DTXSID70966205
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (13)

Assay IDTitleYearJournalArticle
AID266555Activity at rat GABA-Aalpha1 receptor plus beta-2-gamma-2L expressed in Xenopus laevis oocyte assessed as ratio of GABA-mediated current in presence to absence of compound at 0.1 uM2006Journal of medicinal chemistry, Jul-27, Volume: 49, Issue:15
Neurosteroid analogues. 11. Alternative ring system scaffolds: gamma-aminobutyric acid receptor modulation and anesthetic actions of benz[f]indenes.
AID266558Activity at rat GABA-Aalpha1 receptor plus beta-2-gamma-2L expressed in Xenopus laevis oocyte assessed as ratio of GABA-mediated current in presence to absence of GABA at 10 uM2006Journal of medicinal chemistry, Jul-27, Volume: 49, Issue:15
Neurosteroid analogues. 11. Alternative ring system scaffolds: gamma-aminobutyric acid receptor modulation and anesthetic actions of benz[f]indenes.
AID266557Activity at rat GABA-Aalpha1 receptor plus beta-2-gamma-2L expressed in Xenopus laevis oocyte assessed as ratio of GABA-mediated current in presence to absence of compound at 10 uM2006Journal of medicinal chemistry, Jul-27, Volume: 49, Issue:15
Neurosteroid analogues. 11. Alternative ring system scaffolds: gamma-aminobutyric acid receptor modulation and anesthetic actions of benz[f]indenes.
AID197261Compound was evaluated at 10 uM for its ability to initiate (gate) a current in the absence of GABA in cultured postnatal rat hippocampal neurons1996Journal of medicinal chemistry, Oct-11, Volume: 39, Issue:21
Neurosteroid analogues. 4. The effect of methyl substitution at the C-5 and C-10 positions of neurosteroids on electrophysiological activity at GABAA receptors.
AID197264Compound was evaluated at 10 uM GABA-mediated current in cultured postnatal rat hippocampal neurons1996Journal of medicinal chemistry, Oct-11, Volume: 39, Issue:21
Neurosteroid analogues. 4. The effect of methyl substitution at the C-5 and C-10 positions of neurosteroids on electrophysiological activity at GABAA receptors.
AID193612Ability of compound at 10 uM for current activation in the absence of GABA in cultured postnatal rat hippocampal neurons using whole-cell patch clamp method1993Journal of medicinal chemistry, Nov-26, Volume: 36, Issue:24
Neurosteroid analogues: structure-activity studies of benz[e]indene modulators of GABAA receptor function. 1. The effect of 6-methyl substitution on the electrophysiological activity of 7-substituted benz[e]indene-3-carbonitriles.
AID266554Displacement of [35S]TBPS from GABA-A receptor in rat brain membrane2006Journal of medicinal chemistry, Jul-27, Volume: 49, Issue:15
Neurosteroid analogues. 11. Alternative ring system scaffolds: gamma-aminobutyric acid receptor modulation and anesthetic actions of benz[f]indenes.
AID188186Effect on the potentiation of muscimol-stimulated 36Cl- uptake in rat brain synaptoneurosomes1990Journal of medicinal chemistry, Jun, Volume: 33, Issue:6
Synthesis, metabolism, and pharmacological activity of 3 alpha-hydroxy steroids which potentiate GABA-receptor-mediated chloride ion uptake in rat cerebral cortical synaptoneurosomes.
AID266559Loss of righting reflex in Xenopus laevis tadpole2006Journal of medicinal chemistry, Jul-27, Volume: 49, Issue:15
Neurosteroid analogues. 11. Alternative ring system scaffolds: gamma-aminobutyric acid receptor modulation and anesthetic actions of benz[f]indenes.
AID266560Loss of swimming reflex in Xenopus laevis tadpole2006Journal of medicinal chemistry, Jul-27, Volume: 49, Issue:15
Neurosteroid analogues. 11. Alternative ring system scaffolds: gamma-aminobutyric acid receptor modulation and anesthetic actions of benz[f]indenes.
AID190578Ability of compound at 1 uM to potentiate GABA-mediated currents in cultured postnatal rat hippocampal neurons using whole-cell patch clamp method1993Journal of medicinal chemistry, Nov-26, Volume: 36, Issue:24
Neurosteroid analogues: structure-activity studies of benz[e]indene modulators of GABAA receptor function. 1. The effect of 6-methyl substitution on the electrophysiological activity of 7-substituted benz[e]indene-3-carbonitriles.
AID266556Activity at rat GABA-Aalpha1 receptor plus beta2gamma2L expressed in Xenopus laevis oocyte assessed as ratio of GABA-mediated current in presence to absence of compound at 1 uM2006Journal of medicinal chemistry, Jul-27, Volume: 49, Issue:15
Neurosteroid analogues. 11. Alternative ring system scaffolds: gamma-aminobutyric acid receptor modulation and anesthetic actions of benz[f]indenes.
AID193614Ability of compound at 1 uM for current activation in the absence of GABA in cultured postnatal rat hippocampal neurons using whole-cell patch clamp method1993Journal of medicinal chemistry, Nov-26, Volume: 36, Issue:24
Neurosteroid analogues: structure-activity studies of benz[e]indene modulators of GABAA receptor function. 1. The effect of 6-methyl substitution on the electrophysiological activity of 7-substituted benz[e]indene-3-carbonitriles.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (14)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's6 (42.86)18.2507
2000's3 (21.43)29.6817
2010's2 (14.29)24.3611
2020's3 (21.43)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.09

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.09 (24.57)
Research Supply Index2.71 (2.92)
Research Growth Index4.80 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.09)

All Compounds (24.57)

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%
Other14 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
gamma-aminobutyric acid
gamma-Aminobutyric Acid: The most common inhibitory neurotransmitter in the central nervous system.. gamma-aminobutyric acid : A gamma-amino acid that is butanoic acid with the amino substituent located at C-4.		2.6930amino acid zwitterion;
gamma-amino acid;
monocarboxylic acid		human metabolite;
neurotransmitter;
Saccharomyces cerevisiae metabolite;
signalling molecule
androsterone
[no description available]		2.42017-oxo steroid;
3alpha-hydroxy steroid;
androstanoid;
C19-steroid		androgen;
anticonvulsant;
human blood serum metabolite;
human metabolite;
human urinary metabolite;
mouse metabolite;
pheromone
etiocholanolone
Etiocholanolone: The 5-beta-reduced isomer of ANDROSTERONE. Etiocholanolone is a major metabolite of TESTOSTERONE and ANDROSTENEDIONE in many mammalian species including humans. It is excreted in the URINE.. 3alpha-hydroxy-5beta-androstan-17-one : An androstanoid that is 5beta-androstane substituted by an alpha-hydroxy group at position 3 and an oxo group at position 17. It is a metabolite of testosterone in mammals.		2.42017-oxo steroid;
3alpha-hydroxy steroid;
androstanoid		human metabolite;
mouse metabolite
pregnanolone
Pregnanolone: A pregnane found in the urine of pregnant women and sows. It has anesthetic, hypnotic, and sedative properties.. 3alpha-hydroxy-5beta-pregnan-20-one : The 3alpha-stereoisomer of 3-hydroxy-5beta-pregnan-20-one.		2.91403-hydroxy-5beta-pregnan-20-one;
3alpha-hydroxy steroid		human metabolite;
intravenous anaesthetic;
sedative
brexanolone
brexanolone: a mixture of allopregnanolone and sulfobutylether‐beta‐cyclodextrin for treatment of postpartum depression. brexanolone : A 3-hydroxy-5alpha-pregnan-20-one in which the hydroxy group at position 3 has alpha-configuration. It is a metabolite of the sex hormone progesterone and used for the treatment of postpartum depression in women.		2.68303-hydroxy-5alpha-pregnan-20-oneantidepressant;
GABA modulator;
human metabolite;
intravenous anaesthetic;
sedative
tetrahydrodeoxycorticosterone
tetrahydrodeoxycorticosterone: RN given refers to (3alpha,5beta)-isomer		1.971021-hydroxy steroid
3-hydroxypregn-4-en-20-one
3-hydroxypregn-4-en-20-one: from Sertoli cells		1.9710
1-(7-(2-hydroxyethyl)dodecahydro-3a-methyl-1h-benz(e)inden-3-yl)ethanone
1-(7-(2-hydroxyethyl)dodecahydro-3a-methyl-1H-benz(e)inden-3-yl)ethanone: structure given in first source		2.4120
3-hydroxy-5-estrane-17-carbonitrile
3-hydroxy-5-estrane-17-carbonitrile: RN refers to (3alpha,5alpha,17beta)-isomer; structure given in first source		1.9810
snx 230
omega-conotoxin-MVIIC: isolated from Conus magus; amino acid sequence given in first source		1.9910
ConditionIndicatedRelationship StrengthStudiesTrials
Sensitivity and Specificity
Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)		01.9910