Page last updated: 2024-11-11

4-hydroxycordoin

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

Description

4-hydroxycordoin: antibacterial and anti-inflammatory from Lonchocarpus neuroscapha Benth. (Fabaceae); structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

4-hydroxycordoin : A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at position 4 and 2' and a (3-methylbut-2-en-1-yl)oxy group at position 4'. It has been isolated from Lonchocarpus neuroscapha. [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]

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]
Neuroscaphagenus[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]
Lonchocarpus neuroscaphaspecies[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 CID5879763
CHEMBL ID460400
CHEBI ID70080
SCHEMBL ID7570307
MeSH IDM0557501

Synonyms (14)

Synonym
nsc270893
55524-25-9
nsc-270893
4-hydroxycordoin
LMPK12120044
chebi:70080 ,
CHEMBL460400
p-hydroxy-cordoin
(e)-1-[2-hydroxy-4-(3-methylbut-2-enoxy)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
(2e)-1-{2-hydroxy-4-[(3-methylbut-2-enyl)oxy]phenyl}-3-(4-hydroxyphenyl)prop-2-en-1-one)
nsc 270893
(2e)-1-{2-hydroxy-4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-3-(4-hydroxyphenyl)prop-2-en-1-one
SCHEMBL7570307
Q27138419
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antibacterial agentA substance (or active part thereof) that kills or slows the growth of bacteria.
anti-inflammatory agentAny compound that has anti-inflammatory effects.
[role 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]

Drug Classes (3)

ClassDescription
chalconesA ketone that is 1,3-diphenylpropenone (benzylideneacetophenone), ArCH=CH(=O)Ar, and its derivatives formed by substitution.
polyphenolMembers of the class of phenols that contain 2 or more benzene rings each of which is substituted by at least one hydroxy group.
aromatic etherAny ether in which the oxygen is attached to at least one aryl substituent.
[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]

Bioassays (51)

Assay IDTitleYearJournalArticle
AID568604Antibacterial activity against Fusobacterium nucleatum ATCC 25586 after 24 hrs2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
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.
AID568627Cytotoxicity against human GMSM-K cells assessed as reduction of cell viability at up to 50 ug/ml after 2 hrs by MTT assay2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
AID568605Antibacterial activity against Prevotella intermedia ATCC 25611 after 24 hrs2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
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.
AID659716Agonist activity at human farnesoid X receptor expressed in human HepG2 cells at 100 uM after 24 hrs by dual-luciferase assay relative to control2012Bioorganic & medicinal chemistry letters, May-01, Volume: 22, Issue:9
Nelumal A, the active principle from Ligularia nelumbifolia, is a novel farnesoid X receptor agonist.
AID568618Antiinflammatory activity in human U937 cells assessed as inhibition of IL-8 production at 5 ug/ml after 24 hrs by ELISA2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
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.
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.
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.
AID568611Antiinflammatory activity in human U937 cells assessed as inhibition of LPS-induced IL1-beta production at 5 ug/ml treated 2 hrs before LPS challenge measured after 24 hrs by ELISA2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
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.
AID568607Antibacterial activity against 14C-labeled Porphyromonas gingivalis ATCC 33277 assessed as inhibition of adhesion to human GMSM-K cells after 30 mins by scintillation counting2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
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.
AID568603Antibacterial activity against Porphyromonas gingivalis ATCC 33277 after 24 hrs2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
AID659712Agonist activity at human farnesoid X receptor expressed in human HepG2 cells at 5 uM after 24 hrs by dual-luciferase assay relative to control2012Bioorganic & medicinal chemistry letters, May-01, Volume: 22, Issue:9
Nelumal A, the active principle from Ligularia nelumbifolia, is a novel farnesoid X receptor agonist.
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.
AID659713Agonist activity at human farnesoid X receptor expressed in human HepG2 cells at 10 uM after 24 hrs by dual-luciferase assay relative to control2012Bioorganic & medicinal chemistry letters, May-01, Volume: 22, Issue:9
Nelumal A, the active principle from Ligularia nelumbifolia, is a novel farnesoid X receptor agonist.
AID568623Antiinflammatory activity in human U937 cells assessed as inhibition of LPS-induced MMP9 production at 1 ug/ml treated 2 hrs before LPS challenge measured after 24 hrs by ELISA2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
AID568625Antiinflammatory activity in human U937 cells assessed as inhibition of LPS-induced NF-kappaB p65 activation at 5 ug/ml treated 1 hrs before LPS challenge measured after 1 hr2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
AID568610Antibacterial activity against 14C-labeled Porphyromonas gingivalis ATCC 33277 assessed as inhibition of adhesion to human GMSM-K cells at 5 ug/ml after 30 mins by scintillation counting relative to control2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
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.
AID659711Agonist activity at human farnesoid X receptor expressed in human HepG2 cells at 1 uM after 24 hrs by dual-luciferase assay relative to control2012Bioorganic & medicinal chemistry letters, May-01, Volume: 22, Issue:9
Nelumal A, the active principle from Ligularia nelumbifolia, is a novel farnesoid X receptor agonist.
AID659710Agonist activity at human farnesoid X receptor expressed in human HepG2 cells at 0.1 uM after 24 hrs by dual-luciferase assay relative to control2012Bioorganic & medicinal chemistry letters, May-01, Volume: 22, Issue:9
Nelumal A, the active principle from Ligularia nelumbifolia, is a novel farnesoid X receptor agonist.
AID568608Antibacterial activity against 14C-labeled Porphyromonas gingivalis ATCC 33277 assessed as inhibition of adhesion to human GMSM-K cells at 0.2 ug/ml after 30 mins by scintillation counting2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
AID568619Antiinflammatory activity in human U937 cells assessed as inhibition of TNFalpha production at 5 ug/ml after 24 hrs by ELISA2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
AID659714Agonist activity at human farnesoid X receptor expressed in human HepG2 cells at 25 uM after 24 hrs by dual-luciferase assay relative to control2012Bioorganic & medicinal chemistry letters, May-01, Volume: 22, Issue:9
Nelumal A, the active principle from Ligularia nelumbifolia, is a novel farnesoid X receptor agonist.
AID568626Antiinflammatory activity in human U937 cells assessed as inhibition of LPS-induced AP-1 activation at 5 ug/ml treated 1 hrs before LPS challenge measured after 1 hr2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
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.
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.
AID568621Antiinflammatory activity in human U937 cells assessed as inhibition of CCL5 production at 5 ug/ml after 24 hrs by ELISA2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
AID568612Antiinflammatory activity in human U937 cells assessed as inhibition of LPS-induced IL-8 production at 5 ug/ml treated 2 hrs before LPS challenge measured after 24 hrs by ELISA2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
AID568620Antiinflammatory activity in human U937 cells assessed as inhibition of IL-6 production at 5 ug/ml after 24 hrs by ELISA2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
AID568628Cytotoxicity against human U937 cells assessed as reduction of cell viability at up to 50 ug/ml after 2 hrs by MTT assay2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
AID568616Antiinflammatory activity in human U937 cells assessed as inhibition of LPS-induced PGE2 production at 5 ug/ml treated 2 hrs before LPS challenge measured after 24 hrs2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
AID568617Antiinflammatory activity in human U937 cells assessed as inhibition of IL1-beta production at 5 ug/ml after 24 hrs by ELISA2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
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.
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.
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.
AID568609Antibacterial activity against 14C-labeled Porphyromonas gingivalis ATCC 33277 assessed as inhibition of adhesion to human GMSM-K cells at 1 ug/ml after 30 mins by scintillation counting relative to control2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
AID568615Antiinflammatory activity in human U937 cells assessed as inhibition of LPS-induced CCL5 production at 5 ug/ml treated 2 hrs before LPS challenge measured after 24 hrs by ELISA2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
AID568613Antiinflammatory activity in human U937 cells assessed as inhibition of LPS-induced TNFalpha production at 5 ug/ml treated 2 hrs before LPS challenge measured after 24 hrs by ELISA2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
AID568614Antiinflammatory activity in human U937 cells assessed as inhibition of LPS-induced IL-6 production at 5 ug/ml treated 2 hrs before LPS challenge measured after 24 hrs by ELISA2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
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.
AID568624Antiinflammatory activity in human U937 cells assessed as inhibition of LPS-induced MMP9 production at 5 ug/ml treated 2 hrs before LPS challenge measured after 24 hrs by ELISA2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
AID659715Agonist activity at human farnesoid X receptor expressed in human HepG2 cells at 50 uM after 24 hrs by dual-luciferase assay relative to control2012Bioorganic & medicinal chemistry letters, May-01, Volume: 22, Issue:9
Nelumal A, the active principle from Ligularia nelumbifolia, is a novel farnesoid X receptor agonist.
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.
AID568622Antiinflammatory activity in human U937 cells assessed as inhibition of PGE2 production at 5 ug/ml after 24 hrs2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
AID659717Agonist activity at human farnesoid X receptor expressed in human HepG2 cells after 24 hrs by dual-luciferase assay relative to control2012Bioorganic & medicinal chemistry letters, May-01, Volume: 22, Issue:9
Nelumal A, the active principle from Ligularia nelumbifolia, is a novel farnesoid X receptor agonist.
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.
AID568606Antibacterial activity against Prevotella intermedia ATCC 25611 assessed as reduction of bacterial growth at 1.25 ug/ml after 24 hrs2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Antibacterial and anti-inflammatory activities of 4-hydroxycordoin: potential therapeutic benefits.
[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's0 (0.00)18.2507
2000's2 (33.33)29.6817
2010's4 (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: 12.79

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 Index12.79 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.73 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.79)

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%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]