Page last updated: 2024-11-11

tetrahydroxycurcumin

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

Cross-References

ID SourceID
PubMed CID5469425
CHEMBL ID319488
SCHEMBL ID613666
SCHEMBL ID613667

Synonyms (27)

Synonym
1,6-heptadiene-3,5-dione, 1,7-bis(3,4-dihydroxyphenyl)-, (1e,6e)-
nsc687843
(1e,6e)-1,7-bis(3,4-dihydroxyphenyl)hepta-1,6-diene-3,5-dione
nsc-687843
didemethylcurcumin
CHEMBL319488 ,
bdbm50067030
bdbm50059988
(1e,4z,6e)-1,7-bis-(3,4-dihydroxy-phenyl)-5-hydroxy-hepta-1,4,6-trien-3-one
1,7-bis-(3,4-dihydroxy-phenyl)-5-hydroxy-hepta-1,4,6-trien-3-one
(1e,4z,6e)-1,7-bis(3,4-dihydroxyphenyl)-5-hydroxyhepta-1,4,6-trien-3-one
(1e,6e)-1,7-bis-(3,4-dihydroxy-phenyl)-hepta-1,6-diene-3,5-dione
1,6-heptadiene-3,5-dione, 1,7-bis(3,4-dihydroxyphenyl)-, (e,e)-
(1e,6e)-1,7-bis(3,4-dihydroxyphenyl)-1,6-heptadiene-3,5-dione
60831-46-1
bis(3,4-dihydroxy-trans-cinnamoyl)methane
didemethyl curcumin
SCHEMBL613666
SCHEMBL613667
bisdemethylcurcumin
di-o-demethylcurcumin
DTXSID40873735
EX-A7614
unii-v9wsk3jjl2
li01008
li-01008
v9wsk3jjl2 ,
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
anti-inflammatory agentAny compound that has anti-inflammatory effects.
neuroprotective agentAny compound that can be used for the treatment of neurodegenerative disorders.
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 (5)

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.
beta-diketoneA diketone in which the two keto groups are separated by a single carbon atom.
polyphenolMembers of the class of phenols that contain 2 or more benzene rings each of which is substituted by at least one hydroxy group.
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.
catecholsAny compound containing an o-diphenol component.
[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)
Neuraminidase Influenza A virus (A/Wilson-Smith/1933(H1N1))IC50 (µMol)63.80000.00000.503510.0000AID753438
Integrase Human immunodeficiency virus 1IC50 (µMol)4.55000.00051.544310.0000AID93515; AID93530
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (14)

Assay IDTitleYearJournalArticle
AID1175313Aqueous solubility of the compound after 12 hrs by shake-flask method2014Bioorganic & medicinal chemistry letters, Dec-15, Volume: 24, Issue:24
Structure activity relationship study of curcumin analogues toward the amyloid-beta aggregation inhibitor.
AID466922Cytotoxicity against HEK293 cells after 16 hrs by alamar blue assay2010European journal of medicinal chemistry, Mar, Volume: 45, Issue:3
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.
AID466919Antitrypanosomal activity against multidrug-resistant Trypanosoma brucei brucei B48 after 48 hrs by alamar blue assay2010European journal of medicinal chemistry, Mar, Volume: 45, Issue:3
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.
AID1175312Inhibition of amyloid beta-42 self-aggregation (unknown origin) at 25 uM after 20 hrs by ThT fluorescence assay2014Bioorganic & medicinal chemistry letters, Dec-15, Volume: 24, Issue:24
Structure activity relationship study of curcumin analogues toward the amyloid-beta aggregation inhibitor.
AID93530Inhibition of strand transfer activity of HIV-1 integrase1997Journal of medicinal chemistry, Sep-12, Volume: 40, Issue:19
Curcumin analogs with altered potencies against HIV-1 integrase as probes for biochemical mechanisms of drug action.
AID93515Inhibition of 3'- processing activity of HIV-1 integrase1997Journal of medicinal chemistry, Sep-12, Volume: 40, Issue:19
Curcumin analogs with altered potencies against HIV-1 integrase as probes for biochemical mechanisms of drug action.
AID466917Antitrypanosomal activity against Trypanosoma brucei brucei 427 after 48 hrs by alamar blue assay2010European journal of medicinal chemistry, Mar, Volume: 45, Issue:3
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.
AID466918Antitrypanosomal activity against diminazene-resistant Trypanosoma brucei brucei deltaTbat1-KO after 48 hrs by alamar blue assay2010European journal of medicinal chemistry, Mar, Volume: 45, Issue:3
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.
AID1421336Inhibition of amyloid beta (1 to 42) (unknown origin) assessed as fibril formation at 10 uM incubated with agitation for 1 min every hr measured over 80 hrs by thioflavin-T assay relative to control2018European journal of medicinal chemistry, Oct-05, Volume: 158Rationally designed divalent caffeic amides inhibit amyloid-β fibrillization, induce fibril dissociation, and ameliorate cytotoxicity.
AID1169233Cytotoxicity against mouse HT22 cells assessed as cell viability at 1 to 25 uM after 24 hrs by MTT assay relative to control2014Journal of natural products, Oct-24, Volume: 77, Issue:10
Synthesis of natural and non-natural curcuminoids and their neuroprotective activity against glutamate-induced oxidative stress in HT-22 cells.
AID753438Inhibition of Influenza A virus H9N2 neuraminidase2013Bioorganic & medicinal chemistry letters, Jun-15, Volume: 23, Issue:12
Caffeic acid derivatives: a new type of influenza neuraminidase inhibitors.
AID515080Antimycobacterial activity against Mycobacterium tuberculosis H37Ra after 24 hrs by microtiter alamar blue assay2010European journal of medicinal chemistry, Oct, Volume: 45, Issue:10
Isoxazole analogs of curcuminoids with highly potent multidrug-resistant antimycobacterial activity.
AID466921Antileishmanial activity against Leishmania mexicana MNYC/BZ/62/M379 amastigotes after 48 hrs by alamar blue assay2010European journal of medicinal chemistry, Mar, Volume: 45, Issue:3
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.
AID466920Antileishmanial activity against Leishmania major Friedlin promastigotes after 48 hrs by alamar blue assay2010European journal of medicinal chemistry, Mar, Volume: 45, Issue:3
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (14.29)18.2507
2000's0 (0.00)29.6817
2010's6 (85.71)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: 12.78

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 Index12.78 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.86 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.78)

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]