Page last updated: 2024-11-12

1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one

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

Description

1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one: a macrophage TNF-alpha antagonist; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
Etlingeragenus[no description available]ZingiberaceaeA plant family of the order Zingiberales, subclass Zingiberidae, class Liliopsida. It includes plants which have both flavoring and medicinal properties such as GINGER; turmeric (CURCUMA), and cardamom (ELETTARIA).[MeSH]
Curcuma domesticaspecies[no description available]ZingiberaceaeA plant family of the order Zingiberales, subclass Zingiberidae, class Liliopsida. It includes plants which have both flavoring and medicinal properties such as GINGER; turmeric (CURCUMA), and cardamom (ELETTARIA).[MeSH]

Cross-References

ID SourceID
PubMed CID10447050
CHEMBL ID469419
CHEBI ID65502
SCHEMBL ID3220874
MeSH IDM0404448

Synonyms (15)

Synonym
(1e,4e,6e)-1,7-bis(4-hydroxyphenyl)hepta-1,4,6-trien-3-one
chebi:65502 ,
CHEMBL469419
149732-52-5
1,4,6-heptatrien-3-one, 1,7-bis(4-hydroxyphenyl)-, (1e,4e,6e)-
SCHEMBL3220874
(1e,4e,6e)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one (19)
bdbm246499
1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one
1,7-bis(4-hydroxyphenyl)hepta-1,4,6-trien-3-one
HY-N11902
CS-0889645
(e,e,e)-1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one
DTXSID101045759
AKOS040763284
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
[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
diarylheptanoidA family of plant metabolites with a common 1,7-diphenylheptane structural skeleton, carrying various substituents. They are mainly distributed in the roots, rhizomes and bark of Alpinia, Zingiber, Curcuma and Alnus species.
phenolsOrganic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring.
enoneAn alpha,beta-unsaturated ketone of general formula R(1)R(2)C=CR(3)-C(=O)R(4) (R(4) =/= H) in which the C=O function is conjugated to a C=C double bond at the alpha,beta position.
[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 (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Pancreatic triacylglycerol lipaseSus scrofa (pig)Ki3.34000.26005.09149.8000AID1803387
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (13)

Assay IDTitleYearJournalArticle
AID414772Inhibition of ovine COX2 by colorimetric assay2009Bioorganic & medicinal chemistry, Apr-01, Volume: 17, Issue:7
Phenolic compounds with radical scavenging and cyclooxygenase-2 (COX-2) inhibitory activities from Dioscorea opposita.
AID335875Protection against beta-amyloid (25 to 35) insult in rat PC12 cells assessed as viable cells after 24 hrs by MTT assay2002Journal of natural products, Sep, Volume: 65, Issue:9
Discovery of natural products from Curcuma longa that protect cells from beta-amyloid insult: a drug discovery effort against Alzheimer's disease.
AID1154169Cytotoxicity against human KB cells assessed as growth inhibition by resazurin microplate assay2014Bioorganic & medicinal chemistry letters, Jul-01, Volume: 24, Issue:13
Synthesis, cytotoxicity against human oral cancer KB cells and structure-activity relationship studies of trienone analogues of curcuminoids.
AID414773Selectivity ratio of IC50 for ovine COX1 to IC50 for ovine COX22009Bioorganic & medicinal chemistry, Apr-01, Volume: 17, Issue:7
Phenolic compounds with radical scavenging and cyclooxygenase-2 (COX-2) inhibitory activities from Dioscorea opposita.
AID414771Inhibition of ovine COX1 by colorimetric assay2009Bioorganic & medicinal chemistry, Apr-01, Volume: 17, Issue:7
Phenolic compounds with radical scavenging and cyclooxygenase-2 (COX-2) inhibitory activities from Dioscorea opposita.
AID414770Antioxidant activity assessed as superoxide radical scavenging activity after 20 mins by NBT reduction assay2009Bioorganic & medicinal chemistry, Apr-01, Volume: 17, Issue:7
Phenolic compounds with radical scavenging and cyclooxygenase-2 (COX-2) inhibitory activities from Dioscorea opposita.
AID414769Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins by microplate reader assay2009Bioorganic & medicinal chemistry, Apr-01, Volume: 17, Issue:7
Phenolic compounds with radical scavenging and cyclooxygenase-2 (COX-2) inhibitory activities from Dioscorea opposita.
AID1154170Cytotoxicity against african green monkey Vero cells by green fluorescent protein detection method2014Bioorganic & medicinal chemistry letters, Jul-01, Volume: 24, Issue:13
Synthesis, cytotoxicity against human oral cancer KB cells and structure-activity relationship studies of trienone analogues of curcuminoids.
AID377412Antioxidant activity assessed as inhibition of lipid peroxidation at 300 uM by ferric thiocyanate method2005Journal of natural products, Feb, Volume: 68, Issue:2
Antioxidative constituents of Etlingera elatior.
AID335876Protection against beta-amyloid (1 to 42) insult in rat PC12 cells assessed as viable cells after 24 hrs by MTT assay2002Journal of natural products, Sep, Volume: 65, Issue:9
Discovery of natural products from Curcuma longa that protect cells from beta-amyloid insult: a drug discovery effort against Alzheimer's disease.
AID1154171Selectivity index, ratio of IC50 for african green monkey Vero cells to IC50 for human KB cells2014Bioorganic & medicinal chemistry letters, Jul-01, Volume: 24, Issue:13
Synthesis, cytotoxicity against human oral cancer KB cells and structure-activity relationship studies of trienone analogues of curcuminoids.
AID402708Antioxidant activity assessed as inhibition of copper-induced lipid peroxidation by Fe3(CN)6 method at 300 uM2005Journal of natural products, Jul, Volume: 68, Issue:7
A labdane diterpene glucoside from the rhizomes of Curcuma mangga.
AID1803387In Vitro Pancreatic Lipase Assay from Article 10.3109/14756366.2012.742517: \\Phenolic compounds with pancreatic lipase inhibitory activity from Korean yam (Dioscorea opposita).\\2014Journal of enzyme inhibition and medicinal chemistry, Feb, Volume: 29, Issue:1
Phenolic compounds with pancreatic lipase inhibitory activity from Korean yam (Dioscorea opposita).
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's5 (62.50)29.6817
2010's3 (37.50)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: 12.20

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 Index12.20 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index4.40 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.20)

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%
Other8 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]