Compounds > beta-thujaplicinol
Page last updated: 2024-12-06

beta-thujaplicinol

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Description

Beta-thujaplicinol is a naturally occurring antimicrobial compound found in various plants, including Thuja plicata (Western Red Cedar). It exhibits potent antifungal activity against various fungal species, including Candida albicans, Aspergillus niger, and Trichophyton rubrum. The compound's unique chemical structure, characterized by a bicyclic ring system, contributes to its potent antimicrobial properties. Research has also demonstrated that beta-thujaplicinol possesses significant antioxidant activity, protecting cells from oxidative damage. Studies exploring its potential for treating fungal infections and other ailments are ongoing. Its natural origin and potent bioactivity make it an attractive candidate for developing novel antimicrobial and antioxidant therapies.'

beta-thujaplicinol: inhibits ribonuclease H activity of HIV-1 reverse transcriptase; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID72605
CHEMBL ID550937
SCHEMBL ID524720
SCHEMBL ID16749031
MeSH IDM0482165

Synonyms (44)

Synonym
beta-thujaplicinol
.beta.-thujaplicinol
2,7-dihydroxy-4-isopropylcyclohepta-2,4,6-trien-1-one
2,7-dihydroxy-4-isopropyl-cyclohepta-2,4,6-trien-1-one
nsc18806 ,
nsc-18806
cycloheptatrien-1-one, 7-dihydroxy-4-isopropyl
4356-35-8
bdbm33411
hydroxytropolone, 3
2,3-dihydroxy-6-propan-2-ylcyclohepta-2,4,6-trien-1-one
CHEMBL550937
hvgnspllpqwygc-uhfffaoysa-
nsc#18806
2,4,6-cycloheptatrien-1-one, 2,7-dihydroxy-4-(1-methylethyl)- (9ci)
inchi=1/c10h12o3/c1-6(2)7-3-4-8(11)10(13)9(12)5-7/h3-6h,1-2h3,(h2,11,12,13)
2,7-dihydroxy-4-(propan-2-yl)cyclohepta-2,4,6-trien-1-one
mfcd06661134
AKOS004902633
?-thujaplicinol
unii-uw241p2h16
uw241p2h16 ,
cycloheptatrien-1-one, 2,7-dihydroxy-4-isopropyl-
2,4,6-cycloheptatrien-1-one, 2,7-dihydroxy-4-(1-methylethyl)-
nsc 18806
29346-20-1
2,4,6-cycloheptatrien-1-one, 2,3-dihydroxy-5-(1-methylethyl)-
SCHEMBL524720
SCHEMBL16749031
2,3-dihydroxy-5-isopropylcyclohepta-2,4,6-trienone
AKOS025289548
DTXSID70195876
2,3-dihydroxy-5-(1-methylethyl)-2,4,6-cycloheptatrien-1-one
mfcd27948886
2,3-dihydroxy-6-isopropyl-cyclohepta-2,4,6-trien-1-one
DS-7587
CS-0052170
Q27461786
ss-thujaplicinol
2,7-dihydroxy-4-(1-methylethyl)-2,4,6-cycloheptatrien-1-one
2,4,6-cycloheptatrien-1-one, 2,7-dihydroxy-4-isopropyl-
SB21835
not available;2,3-dihydroxy-5-isopropylcyclohepta-2,4,6-trienone
A855863
[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)
Ribonuclease H1Homo sapiens (human)IC50 (µMol)0.63000.12002.23946.0000AID1799248; AID431467
Gag-Pol polyproteinHIV-1 M:B_HXB2RIC50 (µMol)3.80000.00060.91418.3200AID1802878
Reverse transcriptaseHuman immunodeficiency virus 2IC50 (µMol)0.25000.25000.25000.2500AID576498
Reverse transcriptase/RNaseH Human immunodeficiency virus 1IC50 (µMol)0.72640.00011.076810.0000AID1204871; AID1361064; AID1416924; AID1416925; AID1416926; AID1416927; AID1588923; AID1847039; AID1862265; AID576497; AID605981
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (4)

Processvia Protein(s)Taxonomy
RNA catabolic processRibonuclease H1Homo sapiens (human)
DNA replication, removal of RNA primerRibonuclease H1Homo sapiens (human)
viral life cycleGag-Pol polyproteinHIV-1 M:B_HXB2R
establishment of integrated proviral latencyGag-Pol polyproteinHIV-1 M:B_HXB2R
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (8)

Processvia Protein(s)Taxonomy
magnesium ion bindingRibonuclease H1Homo sapiens (human)
nucleic acid bindingRibonuclease H1Homo sapiens (human)
RNA bindingRibonuclease H1Homo sapiens (human)
RNA-DNA hybrid ribonuclease activityRibonuclease H1Homo sapiens (human)
RNA nuclease activityRibonuclease H1Homo sapiens (human)
protein bindingRibonuclease H1Homo sapiens (human)
peptidase activityGag-Pol polyproteinHIV-1 M:B_HXB2R
integrase activityGag-Pol polyproteinHIV-1 M:B_HXB2R
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
cytoplasmRibonuclease H1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (68)

Assay IDTitleYearJournalArticle
AID1802878RNAse H Inhibition Assay from Article 10.1074/jbc.M114.569707: \\Inhibition of the ribonuclease H activity of HIV-1 reverse transcriptase by GSK5750 correlates with slow enzyme-inhibitor dissociation.\\2014The Journal of biological chemistry, Jun-06, Volume: 289, Issue:23
Inhibition of the ribonuclease H activity of HIV-1 reverse transcriptase by GSK5750 correlates with slow enzyme-inhibitor dissociation.
AID1799248Fluorescence-Based RNase H Assay from Article 10.1021/jm900597q: \\RNase H active site inhibitors of human immunodeficiency virus type 1 reverse transcriptase: design, biochemical activity, and structural information.\\2009Journal of medicinal chemistry, Oct-08, Volume: 52, Issue:19
RNase H active site inhibitors of human immunodeficiency virus type 1 reverse transcriptase: design, biochemical activity, and structural information.
AID754741Binding affinity to HIV-1 reverse transcriptase p66/p51 assessed as increase in melting temperature at 500 uM by differential scanning fluorimetric analysis in presence of Mg2+2013Journal of medicinal chemistry, Jul-11, Volume: 56, Issue:13
Exploiting drug-resistant enzymes as tools to identify thienopyrimidinone inhibitors of human immunodeficiency virus reverse transcriptase-associated ribonuclease H.
AID1588923Inhibition of HIV1 reverse transcriptase RNase H activity expressed in Escherichia coli using 32P-labeled template 31Trna RNA and DNA oligonucleotide 21P2019Bioorganic & medicinal chemistry, 09-01, Volume: 27, Issue:17
Design, synthesis and biological evaluation of 3-hydroxyquinazoline-2,4(1H,3H)-diones as dual inhibitors of HIV-1 reverse transcriptase-associated RNase H and integrase.
AID1167679Antibacterial activity against Escherichia coli BW25113 expressing 2''-O-adenylyltransferase 1d with aadB gene into pGDP4 vector by checkerboard analysis in presence of gentamycin2014Bioorganic & medicinal chemistry letters, Nov-01, Volume: 24, Issue:21
Inhibition of the ANT(2")-Ia resistance enzyme and rescue of aminoglycoside antibiotic activity by synthetic α-hydroxytropolones.
AID1204873Cytotoxicity against human CEM-SS cells assessed as cell growth inhibition2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Sesquiterpenoid tropolone glycosides from Liriosma ovata.
AID1862267Antiviral activity against HIV1 3B infected in human MT4 cells assessed as protection against virus-induced cytopathic effect incubated for 5 days by MTT assay2022European journal of medicinal chemistry, Oct-05, Volume: 240Design, synthesis, and biological evaluation of novel double-winged galloyl derivatives as HIV-1 RNase H inhibitors.
AID1167680Antibacterial activity against Escherichia coli BW25113 expressing 2''-O-adenylyltransferase 1a with aadB gene into pGDP4 vector assessed as gentamycin MIC at 12 uM by checkerboard analysis2014Bioorganic & medicinal chemistry letters, Nov-01, Volume: 24, Issue:21
Inhibition of the ANT(2")-Ia resistance enzyme and rescue of aminoglycoside antibiotic activity by synthetic α-hydroxytropolones.
AID605982Antiviral activity against HIV1 RF infected in human CEM-SS cells assessed as protection against virus-induced cytopathic effect2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Synthesis, activity, and structural analysis of novel α-hydroxytropolone inhibitors of human immunodeficiency virus reverse transcriptase-associated ribonuclease H.
AID1232063Toxicity in mouse assessed as induction of mortality after 72 hrs2014MedChemComm, Jul-01, Volume: 5, Issue:7
The biology and synthesis of α-hydroxytropolones.
AID1588924Antiviral activity against HIV1 3B infected in human MT4 cells incubated for 5 days by MTT assay2019Bioorganic & medicinal chemistry, 09-01, Volume: 27, Issue:17
Design, synthesis and biological evaluation of 3-hydroxyquinazoline-2,4(1H,3H)-diones as dual inhibitors of HIV-1 reverse transcriptase-associated RNase H and integrase.
AID1416924Inhibition of HIV1 group M subtype B reverse transcriptase p66 A502F mutant RNase H activity using 18-nucleotide 3'-fluorescein-labeled RNA/5'-dabsyl-labeled DNA hybrid as substrate after 1 hr by fluorescence assay2018MedChemComm, Mar-01, Volume: 9, Issue:3
Structure-guided approach identifies a novel class of HIV-1 ribonuclease H inhibitors: binding mode insights through magnesium complexation and site-directed mutagenesis studies.
AID1232040Antifungal activity against Poria monticola2014MedChemComm, Jul-01, Volume: 5, Issue:7
The biology and synthesis of α-hydroxytropolones.
AID1588918Inhibition of HIV reverse transcriptase RNase H activity2019Bioorganic & medicinal chemistry, 09-01, Volume: 27, Issue:17
Design, synthesis and biological evaluation of 3-hydroxyquinazoline-2,4(1H,3H)-diones as dual inhibitors of HIV-1 reverse transcriptase-associated RNase H and integrase.
AID1416925Inhibition of HIV1 group M subtype B reverse transcriptase p66 R557A mutant RNase H activity using 18-nucleotide 3'-fluorescein-labeled RNA/5'-dabsyl-labeled DNA hybrid as substrate after 1 hr by fluorescence assay2018MedChemComm, Mar-01, Volume: 9, Issue:3
Structure-guided approach identifies a novel class of HIV-1 ribonuclease H inhibitors: binding mode insights through magnesium complexation and site-directed mutagenesis studies.
AID1416927Inhibition of HIV1 group M subtype B reverse transcriptase p66 N474A mutant RNase H activity using 18-nucleotide 3'-fluorescein-labeled RNA/5'-dabsyl-labeled DNA hybrid as substrate after 1 hr by fluorescence assay2018MedChemComm, Mar-01, Volume: 9, Issue:3
Structure-guided approach identifies a novel class of HIV-1 ribonuclease H inhibitors: binding mode insights through magnesium complexation and site-directed mutagenesis studies.
AID1232071Inhibition of HIV reverse transcriptase RNase H2014MedChemComm, Jul-01, Volume: 5, Issue:7
The biology and synthesis of α-hydroxytropolones.
AID1416929Selectivity ratio of IC50 for HIV1 group M subtype B reverse transcriptase p66 R557A mutant RNase H activity to IC50 for HIV1 reverse transcriptase RNase H activity2018MedChemComm, Mar-01, Volume: 9, Issue:3
Structure-guided approach identifies a novel class of HIV-1 ribonuclease H inhibitors: binding mode insights through magnesium complexation and site-directed mutagenesis studies.
AID1232086Inhibition of Escherichia coli W677/JR76.2 2'-O-adenylyltransferase at 730 uM using aminoglycoside and [14C]ATP incubated for 15 mins by liquid scintillation counting based radiochemical assay2014MedChemComm, Jul-01, Volume: 5, Issue:7
The biology and synthesis of α-hydroxytropolones.
AID1232068Inhibition of HIV2 reverse transcriptase RNase H2014MedChemComm, Jul-01, Volume: 5, Issue:7
The biology and synthesis of α-hydroxytropolones.
AID1167675Binding affinity to Escherichia coli BL21 (lambda DE3) 2''-O-adenylyltransferase 1a by ATP-competitive inhibition assay2014Bioorganic & medicinal chemistry letters, Nov-01, Volume: 24, Issue:21
Inhibition of the ANT(2")-Ia resistance enzyme and rescue of aminoglycoside antibiotic activity by synthetic α-hydroxytropolones.
AID1416926Inhibition of HIV1 group M subtype B reverse transcriptase p66 R448A mutant RNase H activity using 18-nucleotide 3'-fluorescein-labeled RNA/5'-dabsyl-labeled DNA hybrid as substrate after 1 hr by fluorescence assay2018MedChemComm, Mar-01, Volume: 9, Issue:3
Structure-guided approach identifies a novel class of HIV-1 ribonuclease H inhibitors: binding mode insights through magnesium complexation and site-directed mutagenesis studies.
AID1167671Inhibition of Escherichia coli W677/JR76.2 2''-O-adenylyltransferase 1a using [14C]ATP at 730 uM by liquid scintillation counting analysis2014Bioorganic & medicinal chemistry letters, Nov-01, Volume: 24, Issue:21
Inhibition of the ANT(2")-Ia resistance enzyme and rescue of aminoglycoside antibiotic activity by synthetic α-hydroxytropolones.
AID1576155Cytotoxicity against African green monkey Vero cells incubated for 24 hrs by MTT assay2019MedChemComm, Jul-01, Volume: 10, Issue:7
Importance of lipophilicity for potent anti-herpes simplex virus-1 activity of α-hydroxytropolones.
AID1204871Inhibition of human immunodeficiency virus-1 reverse transcriptase associated RNase H activity using using 18-nucleotide 3,-fluorescein-labeled RNA substrate by fluorescence resonance energy transfer assay2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Sesquiterpenoid tropolone glycosides from Liriosma ovata.
AID1862268Antiviral activity against HIV2 ROD infected in human MT4 cells assessed as protection against virus-induced cytopathic effect incubated for 5 days by MTT assay2022European journal of medicinal chemistry, Oct-05, Volume: 240Design, synthesis, and biological evaluation of novel double-winged galloyl derivatives as HIV-1 RNase H inhibitors.
AID606050Inhibition of DNA dependent DNA polymerase activity of his6-tagged HIV1 HXB2 reverse transcriptase p66 D549A/p51 mutant expressed in Escherichia coli at 20 uM using fluorescently tagged duplex DNA substrate by PAGE and fluorescent imaging method2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Synthesis, activity, and structural analysis of novel α-hydroxytropolone inhibitors of human immunodeficiency virus reverse transcriptase-associated ribonuclease H.
AID1167681Antibacterial activity against Escherichia coli BW25113 expressing 2''-O-adenylyltransferase 1a with aadB gene into pGDP4 vector assessed as cell death at 50 uM2014Bioorganic & medicinal chemistry letters, Nov-01, Volume: 24, Issue:21
Inhibition of the ANT(2")-Ia resistance enzyme and rescue of aminoglycoside antibiotic activity by synthetic α-hydroxytropolones.
AID576505Binding affinity to HIV-1 HXB2 reverse transcriptase p66/p51 at increased temperature by Van't Hoff analysis2010Antimicrobial agents and chemotherapy, Sep, Volume: 54, Issue:9
Structure-activity analysis of vinylogous urea inhibitors of human immunodeficiency virus-encoded ribonuclease H.
AID1232080Inhibition of XMRV RNaseH2014MedChemComm, Jul-01, Volume: 5, Issue:7
The biology and synthesis of α-hydroxytropolones.
AID754740Binding affinity to HIV-1 reverse transcriptase p66/p51 assessed as decrease in melting temperature at 500 uM by differential scanning fluorimetric analysis in presence of Mg2+2013Journal of medicinal chemistry, Jul-11, Volume: 56, Issue:13
Exploiting drug-resistant enzymes as tools to identify thienopyrimidinone inhibitors of human immunodeficiency virus reverse transcriptase-associated ribonuclease H.
AID606049Inhibition of DNA dependent DNA polymerase activity of his6-tagged HIV1 HXB2 reverse transcriptase p66 E478Q/p51 mutant expressed in Escherichia coli at 20 uM using fluorescently tagged duplex DNA substrate by PAGE and fluorescent imaging method2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Synthesis, activity, and structural analysis of novel α-hydroxytropolone inhibitors of human immunodeficiency virus reverse transcriptase-associated ribonuclease H.
AID1416931Selectivity ratio of IC50 for HIV1 group M subtype B reverse transcriptase p66 N474A mutant RNase H activity to IC50 for HIV1 reverse transcriptase RNase H activity2018MedChemComm, Mar-01, Volume: 9, Issue:3
Structure-guided approach identifies a novel class of HIV-1 ribonuclease H inhibitors: binding mode insights through magnesium complexation and site-directed mutagenesis studies.
AID1232069Inhibition of Escherichia coli ribonuclease H2014MedChemComm, Jul-01, Volume: 5, Issue:7
The biology and synthesis of α-hydroxytropolones.
AID1232076Inhibition of hepatitis B virus genotype D RNaseH2014MedChemComm, Jul-01, Volume: 5, Issue:7
The biology and synthesis of α-hydroxytropolones.
AID605981Inhibition of RNase H activity of his6-tagged HIV1 HXB2 reverse transcriptase p66/p51 expressed in Escherichia coli assessed as substrate cleavage at polypurine tract by PAGE-based fluorescent imaging method2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Synthesis, activity, and structural analysis of novel α-hydroxytropolone inhibitors of human immunodeficiency virus reverse transcriptase-associated ribonuclease H.
AID1232043Antifungal activity against Stereum sanguinolentum2014MedChemComm, Jul-01, Volume: 5, Issue:7
The biology and synthesis of α-hydroxytropolones.
AID431467Inhibition of human RNase H assessed as substrate cleavage by fluorescence assay2009Journal of medicinal chemistry, Oct-08, Volume: 52, Issue:19
RNase H active site inhibitors of human immunodeficiency virus type 1 reverse transcriptase: design, biochemical activity, and structural information.
AID606048Inhibition of DNA dependent DNA polymerase activity of his6-tagged HIV1 HXB2 reverse transcriptase p66/p51 expressed in Escherichia coli at 20 uM using fluorescently tagged duplex DNA substrate by PAGE and fluorescent imaging method2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Synthesis, activity, and structural analysis of novel α-hydroxytropolone inhibitors of human immunodeficiency virus reverse transcriptase-associated ribonuclease H.
AID1232044Antifungal activity against Phellinus weirii2014MedChemComm, Jul-01, Volume: 5, Issue:7
The biology and synthesis of α-hydroxytropolones.
AID1416928Selectivity ratio of IC50 for HIV1 group M subtype B reverse transcriptase p66 A502F mutant RNase H activity to IC50 for HIV1 reverse transcriptase RNase H activity2018MedChemComm, Mar-01, Volume: 9, Issue:3
Structure-guided approach identifies a novel class of HIV-1 ribonuclease H inhibitors: binding mode insights through magnesium complexation and site-directed mutagenesis studies.
AID1361064Inhibition of HIV-1 BH10 reverse transcriptase RNase H activity expressed in Escherichia coli using [32P]-labeled template primer 31Trna/21P as substrate pretreated for 5 mins followed by substrate addition by polyacrylamide gel electrophoresis method2018European journal of medicinal chemistry, Jul-15, Volume: 1555-Hydroxypyrido[2,3-b]pyrazin-6(5H)-one derivatives as novel dual inhibitors of HIV-1 reverse transcriptase-associated ribonuclease H and integrase.
AID1576153Inhibition of NTS in HSV-1 infected in African green monkey Vero cells assessed as suppression of viral replication by measuring viral titer after 24 hrs by plaque reduction assay based phase contrast microscopy2019MedChemComm, Jul-01, Volume: 10, Issue:7
Importance of lipophilicity for potent anti-herpes simplex virus-1 activity of α-hydroxytropolones.
AID576498Inhibition of RNase H activity of HIV-2 reverse transcriptase2010Antimicrobial agents and chemotherapy, Sep, Volume: 54, Issue:9
Structure-activity analysis of vinylogous urea inhibitors of human immunodeficiency virus-encoded ribonuclease H.
AID431468Inhibition of HIV1 recombinant reverse transcriptase p66/p51 heterodimer in presence of Mg2+2009Journal of medicinal chemistry, Oct-08, Volume: 52, Issue:19
RNase H active site inhibitors of human immunodeficiency virus type 1 reverse transcriptase: design, biochemical activity, and structural information.
AID1416930Selectivity ratio of IC50 for HIV1 group M subtype B reverse transcriptase p66 R448A mutant RNase H activity to IC50 for HIV1 reverse transcriptase RNase H activity2018MedChemComm, Mar-01, Volume: 9, Issue:3
Structure-guided approach identifies a novel class of HIV-1 ribonuclease H inhibitors: binding mode insights through magnesium complexation and site-directed mutagenesis studies.
AID1232062Toxicity in mouse assessed as induction of mortality after 48 hrs2014MedChemComm, Jul-01, Volume: 5, Issue:7
The biology and synthesis of α-hydroxytropolones.
AID1576154Inhibition of NTS in HSV-2 infected in African green monkey Vero cells assessed as suppression of viral replication by measuring viral titer after 24 hrs by plaque reduction assay based phase contrast microscopy2019MedChemComm, Jul-01, Volume: 10, Issue:7
Importance of lipophilicity for potent anti-herpes simplex virus-1 activity of α-hydroxytropolones.
AID1232041Antifungal activity against Coniophora puteana2014MedChemComm, Jul-01, Volume: 5, Issue:7
The biology and synthesis of α-hydroxytropolones.
AID1588926Cytotoxicity in mock-infected human MT4 cells assessed as reduction in cell viability incubated for 5 days by MTT assay2019Bioorganic & medicinal chemistry, 09-01, Volume: 27, Issue:17
Design, synthesis and biological evaluation of 3-hydroxyquinazoline-2,4(1H,3H)-diones as dual inhibitors of HIV-1 reverse transcriptase-associated RNase H and integrase.
AID1232067Inhibition of HIV1 reverse transcriptase RNase H2014MedChemComm, Jul-01, Volume: 5, Issue:7
The biology and synthesis of α-hydroxytropolones.
AID1588925Antiviral activity against HIV2 ROD infected in human MT4 cells incubated for 5 days by MTT assay2019Bioorganic & medicinal chemistry, 09-01, Volume: 27, Issue:17
Design, synthesis and biological evaluation of 3-hydroxyquinazoline-2,4(1H,3H)-diones as dual inhibitors of HIV-1 reverse transcriptase-associated RNase H and integrase.
AID1204872Antiviral activity against HIV1 infected in human H9 cells assessed as protection against virus-induced cytopathic effect by tetrazolium reduction based colorimetric technique2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Sesquiterpenoid tropolone glycosides from Liriosma ovata.
AID1862269Cytotoxicity against human MT4 cells assessed as reduction in cell viability measured after 5 days by MTT assay2022European journal of medicinal chemistry, Oct-05, Volume: 240Design, synthesis, and biological evaluation of novel double-winged galloyl derivatives as HIV-1 RNase H inhibitors.
AID1232078Antiviral activity against HBV assessed as inhibition of viral replication in cell based assay2014MedChemComm, Jul-01, Volume: 5, Issue:7
The biology and synthesis of α-hydroxytropolones.
AID1232042Antifungal activity against Polyporus versicolor2014MedChemComm, Jul-01, Volume: 5, Issue:7
The biology and synthesis of α-hydroxytropolones.
AID1232070Inhibition of human ribonuclease H2014MedChemComm, Jul-01, Volume: 5, Issue:7
The biology and synthesis of α-hydroxytropolones.
AID1232077Inhibition of hepatitis B virus genotype H RNaseH2014MedChemComm, Jul-01, Volume: 5, Issue:7
The biology and synthesis of α-hydroxytropolones.
AID1167673Inhibition of Escherichia coli W677/JR76.2 2''-O-adenylyltransferase 1a using [14C]ATP at 7.3 uM by liquid scintillation counting analysis2014Bioorganic & medicinal chemistry letters, Nov-01, Volume: 24, Issue:21
Inhibition of the ANT(2")-Ia resistance enzyme and rescue of aminoglycoside antibiotic activity by synthetic α-hydroxytropolones.
AID606046Cytotoxicity against human CEM-SS cells2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Synthesis, activity, and structural analysis of novel α-hydroxytropolone inhibitors of human immunodeficiency virus reverse transcriptase-associated ribonuclease H.
AID1167672Inhibition of Escherichia coli W677/JR76.2 2''-O-adenylyltransferase 1a using [14C]ATP at 73 uM by liquid scintillation counting analysis2014Bioorganic & medicinal chemistry letters, Nov-01, Volume: 24, Issue:21
Inhibition of the ANT(2")-Ia resistance enzyme and rescue of aminoglycoside antibiotic activity by synthetic α-hydroxytropolones.
AID1425776Stabilization of HIV-1 RT-RNase H assessed as change in melting temperature at 20 uM by sypro-orange dye-based differential scanning fluorimetric analysis2016MedChemComm, Sep-01, Volume: 7, Issue:9
Synthetic α-Hydroxytropolones as Inhibitors of HIV Reverse Transcriptase Ribonuclease H Activity.
AID1232087Inhibition of Escherichia coli W677/JR76.2 2'-O-adenylyltransferase at 7.3 uM using aminoglycoside and [14C]ATP incubated for 15 mins by liquid scintillation counting based radiochemical assay2014MedChemComm, Jul-01, Volume: 5, Issue:7
The biology and synthesis of α-hydroxytropolones.
AID576497Inhibition of RNase H activity of HIV-1 reverse transcriptase2010Antimicrobial agents and chemotherapy, Sep, Volume: 54, Issue:9
Structure-activity analysis of vinylogous urea inhibitors of human immunodeficiency virus-encoded ribonuclease H.
AID1167674Inhibition of Escherichia coli BL21 (lambda DE3) 2''-O-adenylyltransferase 1a by EnzChek pyrophosphate assay2014Bioorganic & medicinal chemistry letters, Nov-01, Volume: 24, Issue:21
Inhibition of the ANT(2")-Ia resistance enzyme and rescue of aminoglycoside antibiotic activity by synthetic α-hydroxytropolones.
AID1847039Inhibition of recombinant His-tagged wild-type HIV-1 group M subtype B BH10 reverse transcriptase-associated RNase H activity harboring p66/p51 hetrodimer expressed in Escherichia coli M15 using GTTTTCTTTTCCCCCCTGAC-30 fluorescein/50-CAAAAGAAAAGGGGGGACUG-2021Journal of medicinal chemistry, 06-24, Volume: 64, Issue:12
Quinolinonyl Non-Diketo Acid Derivatives as Inhibitors of HIV-1 Ribonuclease H and Polymerase Functions of Reverse Transcriptase.
AID1167678Antibacterial activity against Escherichia coli BW25113 expressing 2''-O-adenylyltransferase 1a with aadB gene into pGDP4 vector by checkerboard analysis in presence of gentamycin2014Bioorganic & medicinal chemistry letters, Nov-01, Volume: 24, Issue:21
Inhibition of the ANT(2")-Ia resistance enzyme and rescue of aminoglycoside antibiotic activity by synthetic α-hydroxytropolones.
AID1862265Inhibition of wild-type recombinant HIV-1 group M subtype B BH10 reverse transcriptase RNase-associated RNase H activity expressed in Escherichia coli XL1 blue using 32P-labeled 5'-UUUUUUUUUAGGAUACAUAUGGUUAAAGUAU-3'/5'-ATACTTTAACCATATGTATCC-3' RNA/DNA tem2022European journal of medicinal chemistry, Oct-05, Volume: 240Design, synthesis, and biological evaluation of novel double-winged galloyl derivatives as HIV-1 RNase H inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (23)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (13.04)29.6817
2010's17 (73.91)24.3611
2020's3 (13.04)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.93

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 Index11.93 (24.57)
Research Supply Index3.18 (2.92)
Research Growth Index5.11 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.93)

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%
Other23 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
benzoic acid
Benzoic Acid: A fungistatic compound that is widely used as a food preservative. It is conjugated to GLYCINE in the liver and excreted as hippuric acid.. benzoic acid : A compound comprising a benzene ring core carrying a carboxylic acid substituent.. aromatic carboxylic acid : Any carboxylic acid in which the carboxy group is directly bonded to an aromatic ring.		2.2110benzoic acidsalgal metabolite;
antimicrobial food preservative;
drug allergen;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
EC 3.1.1.3 (triacylglycerol lipase) inhibitor;
human xenobiotic metabolite;
plant metabolite
metoprolol
Metoprolol: A selective adrenergic beta-1 blocking agent that is commonly used to treat ANGINA PECTORIS; HYPERTENSION; and CARDIAC ARRHYTHMIAS.. metoprolol : A propanolamine that is 1-(propan-2-ylamino)propan-2-ol substituted by a 4-(2-methoxyethyl)phenoxy group at position 1.		2.6920aromatic ether;
propanolamine;
secondary alcohol;
secondary amino compound		antihypertensive agent;
beta-adrenergic antagonist;
environmental contaminant;
geroprotector;
xenobiotic
nadolol
[no description available]		2.6920tetralins
nevirapine
Nevirapine: A potent, non-nucleoside reverse transcriptase inhibitor used in combination with nucleoside analogues for treatment of HIV INFECTIONS and AIDS.. nevirapine : A dipyridodiazepine that is 5,11-dihydro-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepine which is substituted by methyl, oxo, and cyclopropyl groups at positions 4, 6, and 11, respectively. A non-nucleoside reverse transcriptase inhibitor with activity against HIV-1, it is used in combination with other antiretrovirals for the treatment of HIV infection.		2.4110cyclopropanes;
dipyridodiazepine		antiviral drug;
HIV-1 reverse transcriptase inhibitor
mitomycin
Mitomycin: An antineoplastic antibiotic produced by Streptomyces caespitosus. It is one of the bi- or tri-functional ALKYLATING AGENTS causing cross-linking of DNA and inhibition of DNA synthesis.. mitomycin : A family of aziridine-containing natural products isolated from Streptomyces caespitosus or Streptomyces lavendulae.		2.110mitomycinalkylating agent;
antineoplastic agent
lysine
Lysine: An essential amino acid. It is often added to animal feed.. lysine : A diamino acid that is caproic (hexanoic) acid bearing two amino substituents at positions 2 and 6.. L-lysine : An L-alpha-amino acid; the L-isomer of lysine.		2.1110aspartate family amino acid;
L-alpha-amino acid zwitterion;
L-alpha-amino acid;
lysine;
organic molecular entity;
proteinogenic amino acid		algal metabolite;
anticonvulsant;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
plant metabolite;
Saccharomyces cerevisiae metabolite
thiazoles
[no description available]		2.15101,3-thiazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene
tropolone
Tropolone: A seven-membered aromatic ring compound. It is structurally related to a number of naturally occurring antifungal compounds (ANTIFUNGAL AGENTS).. tropolone : A cyclic ketone that is cyclohepta-2,4,6-trien-1-one substituted by a hydroxy group at position 2. It is a toxin produced by the agricultural pathogen Burkholderia plantarii.		3.7190alpha-hydroxy ketone;
cyclic ketone;
enol		bacterial metabolite;
fungicide;
toxin
gamma-thujaplicin
2-hydroxy-5-isopropyl- 2,4,6-cycloheptatrienone: a metal chelating agent		2.110cyclic ketone
deoxycytidine
[no description available]		2.1510pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
manganese
Manganese: A trace element with atomic symbol Mn, atomic number 25, and atomic weight 54.94. It is concentrated in cell mitochondria, mostly in the pituitary gland, liver, pancreas, kidney, and bone, influences the synthesis of mucopolysaccharides, stimulates hepatic synthesis of cholesterol and fatty acids, and is a cofactor in many enzymes, including arginase and alkaline phosphatase in the liver. (From AMA Drug Evaluations Annual 1992, p2035). manganese(4+) : A manganese cation that is monoatomic and has a formal charge of +4.		2.1110elemental manganese;
manganese group element atom		Escherichia coli metabolite;
micronutrient
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.		2.1110pyrimidine 2',3'-dideoxyribonucleosideantimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor
7-hydroxytropolone
7-hydroxytropolone: structure		2.520
lamivudine
[no description available]		2.6320monothioacetal;
nucleoside analogue;
oxacycle;
primary alcohol		allergen;
anti-HBV agent;
antiviral drug;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor;
HIV-1 reverse transcriptase inhibitor;
prodrug
efavirenz
efavirenz: HIV-1 reverse transcriptase inhibitor. efavirenz : 1,4-Dihydro-2H-3,1-benzoxazin-2-one substituted at the 4 position by cyclopropylethynyl and trifluoromethyl groups (S configuration) and at the 6 position by chlorine. A non-nucleoside reverse transcriptase inhibitor with activity against HIV, it is used with other antiretrovirals for combination therapy of HIV infection.		2.5520acetylenic compound;
benzoxazine;
cyclopropanes;
organochlorine compound;
organofluorine compound		antiviral drug;
HIV-1 reverse transcriptase inhibitor
calanolide a
calanolide A: NSC 661122 and costatolide are isomers; a novel HIV-inhibitory class of coumarin derivatives from the tropical rainforest tree, Calophyllum lanigerum (Clusiaceae); structure in first source. (+)-calanolide A : An organic heterotetracyclic compound that is 11,12-dihydro-2H,6H,10H-dipyrano[2,3-f:2',3'-h]chromen-2-one substituted by a hydroxy group at position 12, methyl groups at positions 6, 6, 10 and 11 and a propyl group at position 4 (the 10R,11S,12S stereoisomer). Isolated from Calophyllum lanigerum var austrocoriaceum and Calophyllum brasiliense, it exhibits potent activity against HIV-1 reverse transcriptase.		2.0210cyclic ether;
delta-lactone;
organic heterotetracyclic compound;
secondary alcohol		HIV-1 reverse transcriptase inhibitor;
plant metabolite
alpha-thujaplicin
alpha-thujaplicin: structure in first source		2.110
3,7-dihydroxytropolone
3,7-dihydroxytropolone: from Streptomyces tropolofaciens; active against B16 melanoma; structure given in first source. 3,7-dihydroxytropolone : A cyclic ketone that is tropolone in which the hydrogens at positions 3 and 7 are substituted by hydroxy groups. It is isolated from the soil bacterium Streptomyces tropolofaciens strain K611-97.		2.110alpha-hydroxy ketone;
cyclic ketone;
enol;
triol		antineoplastic agent;
bacterial metabolite
3-hydroxy-quinazoline-2,4-dione
3-hydroxy-quinazoline-2,4-dione: structure in first source		2.0510
2-hydroxy-4h-isoquinoline-1,3-dione
2-hydroxy-4H-isoquinoline-1,3-dione: structure in first source		2.4920
3-(4,5-dimethylthiazol-2-yl)-5-(3-carboxymethoxyphenyl)-2-(4-sulfophenyl)-2h-tetrazolium
3-(4,5-dimethylthiazol-2-yl)-5-(3-carboxymethoxyphenyl)-2-(4-sulfophenyl)-2H-tetrazolium: structure given in first source		2.1510
nsc 727447
NSC 727447: structure in first source		2.0510
jtk-303
[no description available]		2.2110aromatic ether;
monochlorobenzenes;
organofluorine compound;
quinolinemonocarboxylic acid;
quinolone		HIV-1 integrase inhibitor
artesunate
artesunic acid: RN given for (3R-(3alpha,5abeta,6beta,8abeta,9alpha,10alpha,12beta,(2aR*))-isomer; succinic ester of artemether		2.110artemisinin derivative;
cyclic acetal;
dicarboxylic acid monoester;
hemisuccinate;
semisynthetic derivative;
sesquiterpenoid		antimalarial;
antineoplastic agent;
ferroptosis inducer
gentamicin sulfate
[no description available]		2.110
raltegravir
[no description available]		2.91301,2,4-oxadiazole;
dicarboxylic acid amide;
hydroxypyrimidine;
monofluorobenzenes;
pyrimidone;
secondary carboxamide		antiviral drug;
HIV-1 integrase inhibitor
warfarin
Warfarin: An anticoagulant that acts by inhibiting the synthesis of vitamin K-dependent coagulation factors. Warfarin is indicated for the prophylaxis and/or treatment of venous thrombosis and its extension, pulmonary embolism, and atrial fibrillation with embolization. It is also used as an adjunct in the prophylaxis of systemic embolism after myocardial infarction. Warfarin is also used as a rodenticide.. warfarin : A racemate comprising equal amounts of (R)- and (S)-warfarin. Extensively used as both an anticoagulant drug and as a pesticide against rats and mice.. 4-hydroxy-3-(3-oxo-1-phenylbutyl)-1-benzopyran-2-one : A member of the class of coumarins that is 4-hydroxycoumarin which is substituted at position 3 by a 1-phenyl-3-oxo-1-butyl group.		2.0210benzenes;
hydroxycoumarin;
methyl ketone
dolutegravir
[no description available]		2.2110difluorobenzene;
monocarboxylic acid amide;
organic heterotricyclic compound;
secondary carboxamide		HIV-1 integrase inhibitor
bictegravir
bictegravir: HIV Integrase Inhibitors. bictegravir : A monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2R,5S,13aR)-8-hydroxy-7,9-dioxo-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxylic acid with the amino group of 2,4,6-trifluorobenzylamine. It is a second-generation integrase strand transfer inhibitor (INSTI) and used (as its sodium salt) for the treatment of HIV-1.		2.2110monocarboxylic acid amide;
organic heterotetracyclic compound;
secondary carboxamide;
trifluorobenzene		HIV-1 integrase inhibitor
ConditionIndicatedRelationship StrengthStudiesTrials
HIV
Human immunodeficiency virus. A non-taxonomic and historical term referring to any of two species, specifically HIV-1 and/or HIV-2. Prior to 1986, this was called human T-lymphotropic virus type III/lymphadenopathy-associated virus (HTLV-III/LAV). From 1986-1990, it was an official species called HIV. Since 1991, HIV was no longer considered an official species name; the two species were designated HIV-1 and HIV-2.		02.1710
Hepatitis B Virus Infection
[description not available]		02.0810
Hepatitis B
INFLAMMATION of the LIVER in humans caused by a member of the ORTHOHEPADNAVIRUS genus, HEPATITIS B VIRUS. It is primarily transmitted by parenteral exposure, such as transfusion of contaminated blood or blood products, but can also be transmitted via sexual or intimate personal contact.		02.0810