Compounds > synadenol
Page last updated: 2024-12-11

synadenol

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

Description

synadenol: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6531437
CHEMBL ID74478
SCHEMBL ID5934228
MeSH IDM0299589

Synonyms (10)

Synonym
CHEMBL74478 ,
synadenol
{2-[1-(6-amino-purin-9-yl)-meth-(e)-ylidene]-cyclopropyl}-methanol
bdbm50061984
{(2e)-2-[(6-amino-9h-purin-9-yl)methylene]cyclopropyl}methanol
[(2e)-2-[(6-aminopurin-9-yl)methylidene]cyclopropyl]methanol
SCHEMBL5934228
[(2z)-2-[(6-amino-9h-purin-9-yl)methylidene]cyclopropyl]methanol
200434-67-9
(2e)-2-[(6-amino-9h-purin-9-yl)methylene]cyclopropanemethanol

Research Excerpts

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Reverse transcriptase/RNaseH Human immunodeficiency virus 1IC50 (µMol)57.00000.00011.076810.0000AID198262; AID198384
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (28)

Assay IDTitleYearJournalArticle
AID46448Cytotoxicity on CEM-SS cells1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID82414Inhibitory concentration against herpes simplex virus type 1 (HSV-1) infected HFF cells was determined by cytopathic effect inhibition assay1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID47434Inhibitory concentration against mitochondrial DNA synthesis CEM cells1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID198262Inhibitory concentration against human immunodeficiency virus type 1 (HIV-1 strain IIIB RT) reverse transcriptase was determined by triplicate assay at high (~1 pfu/cell) multiplicity of injection (moi)1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID82408IC50 value was evaluated by measuring the %inhibition of Human Herpes Virus 6(HHV-6) infected HFF cells using ELISA assay1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID82415Inhibitory concentration against human cytomegalovirus replication in HFF cells was determined by cytopathic effect inhibition assay1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID82435Inhibitory concentration against human cytomegalovirus replication in HFF cells was determined by yield reduction assay1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID79950Antiviral selectivity against HCMV virus; Inactive2003Journal of medicinal chemistry, Oct-23, Volume: 46, Issue:22
Inhibition of human immunodeficiency virus reverse transcriptase by synadenol triphosphate and its E-isomer.
AID91247Inhibitory concentration against hepatitis B virus infected 2.2.15 cells1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID55960Inhibitory concentration against epstein-barr virus (EBV) infected daudi cells was determined1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID79099Cytotoxicity on H-1 cells at time of HCMV plaque enumeration in cells not effected by the virus.1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID217494Antiviral selectivity against varicella zoster virus; Inactive2003Journal of medicinal chemistry, Oct-23, Volume: 46, Issue:22
Inhibition of human immunodeficiency virus reverse transcriptase by synadenol triphosphate and its E-isomer.
AID81586Antiviral selectivity against HIV-1 virus; Inactive2003Journal of medicinal chemistry, Oct-23, Volume: 46, Issue:22
Inhibition of human immunodeficiency virus reverse transcriptase by synadenol triphosphate and its E-isomer.
AID82410IC50 value was evaluated by measuring the %inhibition of Varicella Zoster virus(VZV) infected HFF cells using plaque reduction assay.1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID95836Cytotoxicity was evaluated by measuring the inhibition of KB cell growth.1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID198384Inhibitory concentration against human immunodeficiency virus type 1 (HIV-1 strain IIIB RT) reverse transcriptase was determined by triplicate assay at low (~0.1 pfu/cell) multiplicity of injection (moi)1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID55959Cytotoxicity on Daudi cells at time of MCMV plaque enumeration in cells not effected by the virus.1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID82416Inhibitory concentration against human cytomegalovirus replication in HFF cells was determined by plaque reduction assay1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID47310Cytotoxicity was measured on CEM cells infected with Herpes Simplex virus type-1 (HSV-2)1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID217739Inhibitory concentration against herpes simplex virus type 1 (HSV-1) infected vero cells was determined1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID82405Cytotoxicity on stationary HFF cells at time of HCMV plaque enumeration in cells not effected by the virus.1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID106155Inhibitory concentration against murine cytomegalovirus replication in MEF cells was determined by plaque reduction assay; Not tested1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID217721Compound was tested against vero cells infected with herpes simplex virus type 2 (HSV-2)1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID79100Inhibitory concentration against epstein-barr virus (EBV) infected H-1 cells was determined1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID106153Cytotoxicity on stationary MEF cells at time of MCMV plaque enumeration in cells not effected by the virus; Not tested1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID66957Antiviral selectivity against EBU virus; Inactive2003Journal of medicinal chemistry, Oct-23, Volume: 46, Issue:22
Inhibition of human immunodeficiency virus reverse transcriptase by synadenol triphosphate and its E-isomer.
AID83708Inhibitory concentration against herpes simplex virus type 1 (HSV-1) was determined by enzyme-linked immunosorbent assay (ELISA)1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
AID82261Compound was tested against HFF cells infected with herpes simplex virus type 2 (HSV-2) by cytopathic effect inhibition assay1998Journal of medicinal chemistry, Jan-01, Volume: 41, Issue:1
(Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (50.00)18.2507
2000's3 (50.00)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]

Market Indicators

Research Demand Index: 12.28

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 Index12.28 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.36 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.28)

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%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
adenine
[no description available]		7.92406-aminopurines;
purine nucleobase		Daphnia magna metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
foscarnet
Foscarnet: An antiviral agent used in the treatment of cytomegalovirus retinitis. Foscarnet also shows activity against human herpesviruses and HIV.. phosphonoformic acid : Phosphoric acid in which one of the hydroxy groups is replaced by a carboxylic acid group. It is used as the trisodium salt as an antiviral agent in the treatment of cytomegalovirus retinitis (CMV retinitis, an inflamation of the retina that can lead to blindness) and as an alternative to ganciclovir for AIDS patients who require concurrent antiretroviral therapy but are unable to tolerate ganciclovir due to haematological toxicity.		7.0110carboxylic acid;
one-carbon compound;
phosphonic acids		antiviral drug;
geroprotector;
HIV-1 reverse transcriptase inhibitor;
sodium-dependent Pi-transporter inhibitor
tryptophan
Tryptophan: An essential amino acid that is necessary for normal growth in infants and for NITROGEN balance in adults. It is a precursor of INDOLE ALKALOIDS in plants. It is a precursor of SEROTONIN (hence its use as an antidepressant and sleep aid). It can be a precursor to NIACIN, albeit inefficiently, in mammals.. tryptophan : An alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3.		7.0110erythrose 4-phosphate/phosphoenolpyruvate family amino acid;
L-alpha-amino acid zwitterion;
L-alpha-amino acid;
proteinogenic amino acid;
tryptophan zwitterion;
tryptophan		antidepressant;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
plant metabolite;
Saccharomyces cerevisiae metabolite
2'-deoxyadenosine triphosphate
2'-deoxyadenosine triphosphate: RN given refers to unlabeled parent cpd		2.01102'-deoxyadenosine 5'-phosphate;
purine 2'-deoxyribonucleoside 5'-triphosphate		Escherichia coli metabolite;
mouse metabolite
zalcitabine
Zalcitabine: A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by a hydrogen. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is a potent inhibitor of HIV replication at low concentrations, acting as a chain-terminator of viral DNA by binding to reverse transcriptase. Its principal toxic side effect is axonal degeneration resulting in peripheral neuropathy.. zalcitabine : A pyrimidine 2',3'-dideoxyribonucleoside compound having cytosine as the nucleobase.		1.9910pyrimidine 2',3'-dideoxyribonucleosideantimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor
zidovudine
Zidovudine: A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by an azido group. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is a potent inhibitor of HIV replication, acting as a chain-terminator of viral DNA during reverse transcription. It improves immunologic function, partially reverses the HIV-induced neurological dysfunction, and improves certain other clinical abnormalities associated with AIDS. Its principal toxic effect is dose-dependent suppression of bone marrow, resulting in anemia and leukopenia.. zidovudine : A pyrimidine 2',3'-dideoxyribonucleoside compound having a 3'-azido substituent and thymine as the nucleobase.		1.9910azide;
pyrimidine 2',3'-dideoxyribonucleoside		antimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor
phosphoramidic acid
phosphoramidic acid: urease inhibitor; RN given refers to parent cpd; structure; do not confuse with phosphoramidites, which are organophosphorus compounds		2.0110phosphoric acid derivative
2',3'-dideoxyadenosine triphosphate
[no description available]		2.0110purine deoxyribonucleoside triphosphate
guanine
[no description available]		7.01102-aminopurines;
oxopurine;
purine nucleobase		algal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
ganciclovir
[no description available]		7.69302-aminopurines;
oxopurine		antiinfective agent;
antiviral drug
ConditionIndicatedRelationship StrengthStudiesTrials
Cytomegalic Inclusion Disease
[description not available]		02.4120
Cytomegalovirus Infections
Infection with CYTOMEGALOVIRUS, characterized by enlarged cells bearing intranuclear inclusions. Infection may be in almost any organ, but the salivary glands are the most common site in children, as are the lungs in adults.		02.4120
Cytomegalovirus
A genus of the family HERPESVIRIDAE, subfamily BETAHERPESVIRINAE, infecting the salivary glands, liver, spleen, lungs, eyes, and other organs, in which they produce characteristically enlarged cells with intranuclear inclusions. Infection with Cytomegalovirus is also seen as an opportunistic infection in AIDS.		07.6930