Page last updated: 2024-12-11

derricidin

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

Description

derricidin: from Lonchocarpus sericeus; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
Lonchocarpusgenus[no description available]FabaceaeThe large family of plants characterized by pods. Some are edible and some cause LATHYRISM or FAVISM and other forms of poisoning. Other species yield useful materials like gums from ACACIA and various LECTINS like PHYTOHEMAGGLUTININS from PHASEOLUS. Many of them harbor NITROGEN FIXATION bacteria on their roots. Many but not all species of beans belong to this family.[MeSH]

Cross-References

ID SourceID
PubMed CID5961410
CHEMBL ID450771
CHEBI ID196253
SCHEMBL ID18265486
MeSH IDM000606782

Synonyms (16)

Synonym
51619-65-9
nsc-270894
nsc270894
derricidin
trans-1-(2-hydroxy-4-((3-methyl-2-butenyl)oxy)phenyl)-3-phenyl-2-propen-1-one
2-propen-1-one, 1-(2-hydroxy-4-((3-methyl-2-butenyl)oxy)phenyl)-3-phenyl-, (e)-
cordoin
LMPK12120040
bdbm29137
substituted chalcone, 5a
CHEMBL450771
(e)-1-[2-hydroxy-4-(3-methylbut-2-enoxy)phenyl]-3-phenylprop-2-en-1-one
CHEBI:196253
38965-74-1
SCHEMBL18265486
DTXSID301318508
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
chalconesA ketone that is 1,3-diphenylpropenone (benzylideneacetophenone), ArCH=CH(=O)Ar, and its derivatives formed by substitution.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Amine oxidase [flavin-containing] AHomo sapiens (human)IC50 (µMol)18.76000.00002.37899.7700AID1798967
Amine oxidase [flavin-containing] BHomo sapiens (human)IC50 (µMol)4,669.26030.00001.89149.5700AID1057563; AID1798967; AID349912
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (15)

Processvia Protein(s)Taxonomy
biogenic amine metabolic processAmine oxidase [flavin-containing] AHomo sapiens (human)
positive regulation of signal transductionAmine oxidase [flavin-containing] AHomo sapiens (human)
dopamine catabolic processAmine oxidase [flavin-containing] AHomo sapiens (human)
response to xenobiotic stimulusAmine oxidase [flavin-containing] BHomo sapiens (human)
response to toxic substanceAmine oxidase [flavin-containing] BHomo sapiens (human)
response to aluminum ionAmine oxidase [flavin-containing] BHomo sapiens (human)
response to selenium ionAmine oxidase [flavin-containing] BHomo sapiens (human)
negative regulation of serotonin secretionAmine oxidase [flavin-containing] BHomo sapiens (human)
phenylethylamine catabolic processAmine oxidase [flavin-containing] BHomo sapiens (human)
substantia nigra developmentAmine oxidase [flavin-containing] BHomo sapiens (human)
response to lipopolysaccharideAmine oxidase [flavin-containing] BHomo sapiens (human)
dopamine catabolic processAmine oxidase [flavin-containing] BHomo sapiens (human)
response to ethanolAmine oxidase [flavin-containing] BHomo sapiens (human)
positive regulation of dopamine metabolic processAmine oxidase [flavin-containing] BHomo sapiens (human)
hydrogen peroxide biosynthetic processAmine oxidase [flavin-containing] BHomo sapiens (human)
response to corticosteroneAmine oxidase [flavin-containing] BHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (7)

Processvia Protein(s)Taxonomy
protein bindingAmine oxidase [flavin-containing] AHomo sapiens (human)
primary amine oxidase activityAmine oxidase [flavin-containing] AHomo sapiens (human)
aliphatic amine oxidase activityAmine oxidase [flavin-containing] AHomo sapiens (human)
monoamine oxidase activityAmine oxidase [flavin-containing] AHomo sapiens (human)
flavin adenine dinucleotide bindingAmine oxidase [flavin-containing] AHomo sapiens (human)
protein bindingAmine oxidase [flavin-containing] BHomo sapiens (human)
primary amine oxidase activityAmine oxidase [flavin-containing] BHomo sapiens (human)
electron transfer activityAmine oxidase [flavin-containing] BHomo sapiens (human)
identical protein bindingAmine oxidase [flavin-containing] BHomo sapiens (human)
aliphatic amine oxidase activityAmine oxidase [flavin-containing] BHomo sapiens (human)
monoamine oxidase activityAmine oxidase [flavin-containing] BHomo sapiens (human)
flavin adenine dinucleotide bindingAmine oxidase [flavin-containing] BHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
mitochondrionAmine oxidase [flavin-containing] AHomo sapiens (human)
mitochondrial outer membraneAmine oxidase [flavin-containing] AHomo sapiens (human)
cytosolAmine oxidase [flavin-containing] AHomo sapiens (human)
mitochondrionAmine oxidase [flavin-containing] AHomo sapiens (human)
mitochondrionAmine oxidase [flavin-containing] BHomo sapiens (human)
mitochondrial envelopeAmine oxidase [flavin-containing] BHomo sapiens (human)
mitochondrial outer membraneAmine oxidase [flavin-containing] BHomo sapiens (human)
dendriteAmine oxidase [flavin-containing] BHomo sapiens (human)
neuronal cell bodyAmine oxidase [flavin-containing] BHomo sapiens (human)
mitochondrionAmine oxidase [flavin-containing] BHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (32)

Assay IDTitleYearJournalArticle
AID349918Inhibition of human MAO-B at 20 uM before washing2009Journal of medicinal chemistry, May-14, Volume: 52, Issue:9
Chalcones: a valid scaffold for monoamine oxidases inhibitors.
AID388004Antibacterial activity against Staphylococcus aureus ATCC 25923 after 24 hrs by microdilution broth method2008Bioorganic & medicinal chemistry, Nov-15, Volume: 16, Issue:22
Structure-activity relationship of antibacterial chalcones.
AID388001Antibacterial activity against Bacillus cereus ATCC 11778 after 24 hrs by microdilution broth method2008Bioorganic & medicinal chemistry, Nov-15, Volume: 16, Issue:22
Structure-activity relationship of antibacterial chalcones.
AID607593Cytotoxicity against human U373 cells after 72 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID449576Anticonvulsant activity in mouse at 300 mg/kg, ip after 120 mins by MES test2009Bioorganic & medicinal chemistry letters, Sep-15, Volume: 19, Issue:18
Prenyloxyphenylpropanoids as a novel class of anticonvulsive agents.
AID1359727Cytotoxicity against human THP1 cells after 72 hrs by Alamar blue assay2018European journal of medicinal chemistry, May-25, Volume: 152Identification of chalcone-based antileishmanial agents targeting trypanothione reductase.
AID1359724Cytotoxicity against African green monkey Vero cells after 72 hrs by Alamar blue assay2018European journal of medicinal chemistry, May-25, Volume: 152Identification of chalcone-based antileishmanial agents targeting trypanothione reductase.
AID349910Inhibition of human recombinant MAO-A assessed as hydrogen peroxide production at 20 uM2009Journal of medicinal chemistry, May-14, Volume: 52, Issue:9
Chalcones: a valid scaffold for monoamine oxidases inhibitors.
AID1359728Selectivity index, ratio of CC50 for human THP1 cells to IC50 for Leishmania donovani MHOM/NP/02/BPK282/0c142018European journal of medicinal chemistry, May-25, Volume: 152Identification of chalcone-based antileishmanial agents targeting trypanothione reductase.
AID449574Anticonvulsant activity in mouse at 300 mg/kg, ip after 30 mins by MES test2009Bioorganic & medicinal chemistry letters, Sep-15, Volume: 19, Issue:18
Prenyloxyphenylpropanoids as a novel class of anticonvulsive agents.
AID388003Antibacterial activity against Pseudomonas aeruginosa ATCC 27853 after 24 hrs by microdilution broth method2008Bioorganic & medicinal chemistry, Nov-15, Volume: 16, Issue:22
Structure-activity relationship of antibacterial chalcones.
AID349916Selectivity index, ratio of inhibition of human recombinant MAO-A at 20 uM or 50 uM to IC50 for human recombinant MAO-B2009Journal of medicinal chemistry, May-14, Volume: 52, Issue:9
Chalcones: a valid scaffold for monoamine oxidases inhibitors.
AID449575Anticonvulsant activity in mouse at 300 mg/kg, ip after 60 mins by MES test2009Bioorganic & medicinal chemistry letters, Sep-15, Volume: 19, Issue:18
Prenyloxyphenylpropanoids as a novel class of anticonvulsive agents.
AID1057563Inhibition of MAO-B (unknown origin)2013Bioorganic & medicinal chemistry, Dec-15, Volume: 21, Issue:24
Chromenylchalcones with inhibitory effects on monoamine oxidase B.
AID635592Antiplatelet activity against New Zealand white rabbit platelets assessed as inhibition of ADP-induced platelet aggregation at 50 ug/mL treated 2 mins before ADP challenge measured after 4 mins by turbidimetric analysis2011Bioorganic & medicinal chemistry, Dec-15, Volume: 19, Issue:24
Structure-activity relationships of chalcone analogs as potential inhibitors of ADP- and collagen-induced platelet aggregation.
AID607594Cytotoxicity against human OE21 cells after 72 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID449572Anticonvulsant activity in mouse at 300 mg/kg, ip after 5 mins by MES test2009Bioorganic & medicinal chemistry letters, Sep-15, Volume: 19, Issue:18
Prenyloxyphenylpropanoids as a novel class of anticonvulsive agents.
AID607598Cytotoxicity against human LoVo cells after 72 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID635593Antiplatelet activity against New Zealand white rabbit platelets assessed as inhibition of collagen-induced platelet aggregation at 50 ug/mL treated 2 mins before collagen challenge measured after 4 mins by turbidimetric analysis2011Bioorganic & medicinal chemistry, Dec-15, Volume: 19, Issue:24
Structure-activity relationships of chalcone analogs as potential inhibitors of ADP- and collagen-induced platelet aggregation.
AID607597Cytotoxicity against human SK-MEL-28 cells after 72 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID349912Inhibition of human recombinant MAO-B assessed as hydrogen peroxide production2009Journal of medicinal chemistry, May-14, Volume: 52, Issue:9
Chalcones: a valid scaffold for monoamine oxidases inhibitors.
AID607601Cytotoxicity against human U373 cells assessed as growth inhibition at MTT assay-related IC50 by quantitative video microscopy relative to control2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID1359726Antileishmanial activity against promastigote stage of Leishmania donovani MHOM/NP/02/BPK282/0c14 assessed as parasite growth inhibition up to 40 uM after 72 hrs by Alamar blue assay2018European journal of medicinal chemistry, May-25, Volume: 152Identification of chalcone-based antileishmanial agents targeting trypanothione reductase.
AID607600Induction of human U373 cell death assessed as morphological changes at MTT assay-related IC50 after 72 hrs by quantitative video microscopy2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID607596Cytotoxicity against human PC3 cells after 72 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID388002Antibacterial activity against Escherichia coli ATCC 25922 after 24 hrs by microdilution broth method2008Bioorganic & medicinal chemistry, Nov-15, Volume: 16, Issue:22
Structure-activity relationship of antibacterial chalcones.
AID607595Cytotoxicity against human A549 cells after 72 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID349919Inhibition of human MAO-B at 20 uM after repeated washing2009Journal of medicinal chemistry, May-14, Volume: 52, Issue:9
Chalcones: a valid scaffold for monoamine oxidases inhibitors.
AID1057564Inhibition of MAO-B (unknown origin) assessed as residual activity2013Bioorganic & medicinal chemistry, Dec-15, Volume: 21, Issue:24
Chromenylchalcones with inhibitory effects on monoamine oxidase B.
AID449573Anticonvulsant activity in mouse at 300 mg/kg, ip after 15 mins by MES test2009Bioorganic & medicinal chemistry letters, Sep-15, Volume: 19, Issue:18
Prenyloxyphenylpropanoids as a novel class of anticonvulsive agents.
AID1359725Selectivity index, ratio of CC50 for African green monkey Vero cells to IC50 for Leishmania donovani MHOM/NP/02/BPK282/0c142018European journal of medicinal chemistry, May-25, Volume: 152Identification of chalcone-based antileishmanial agents targeting trypanothione reductase.
AID1798967MAO Enzyme Inhibition Assay from Article 10.1021/jm801590u: \\Chalcones: a valid scaffold for monoamine oxidases inhibitors.\\2009Journal of medicinal chemistry, May-14, Volume: 52, Issue:9
Chalcones: a valid scaffold for monoamine oxidases inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (33.33)29.6817
2010's6 (66.67)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: 12.43

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 Index12.43 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.73 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.43)

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%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]