Page last updated: 2024-11-08

pallidol

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

Description

pallidol: isolated from Ciccus pallida; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

pallidol : A tetracyclic stilbenoid that is a homodimer obtained by cyclodimerisation of resveratrol. [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]

Cross-References

ID SourceID
PubMed CID484757
CHEMBL ID480462
CHEBI ID76173
SCHEMBL ID13169545
MeSH IDM0529468

Synonyms (25)

Synonym
pallidol
(4br,5r,9br,10r)-5,10-bis-(4-hydroxy-phenyl)-4b,5,9b,10-tetrahydro-indeno[2,1-a]indene-1,3,6,8-tetraol
(4br,5r,9br,10r)-5,10-bis(4-hydroxyphenyl)-4b,5,9b,10-tetrahydroindeno[2,1-a]indene-1,3,6,8-tetrol
bdbm50259652
rel-pallidol
chebi:76173 ,
(+/-)-pallidol
CHEMBL480462 ,
105037-88-5
SCHEMBL13169545
DTXSID20727005
Q6634710
CS-0064526
HY-117245
unii-qe5tl72tj8
(4br,5r,9br,10r)-4b,5,9b,10-tetrahydro-5,10-bis(4-hydroxyphenyl)indeno(2,1-a)indene-1,3,6,8-tetrol
pallidol a
indeno(2,1-a)indene-1,3,6,8-tetrol, 4b,5,9b,10-tetrahydro-5,10-bis(4-hydroxyphenyl)-, (4br,5r,9br,10r)-
qe5tl72tj8 ,
(4br,5r,9br,10r)-4b,5,9b,10-tetrahydro-5,10-bis(4-hydroxyphenyl)indeno[2,1-a]indene-1,3,6,8-tetrol
indeno[2,1-a]indene-1,3,6,8-tetrol, 4b,5,9b,10-tetrahydro-5,10-bis(4-hydroxyphenyl)-, (4br,5r,9br,10r)-
1622292-61-8
E83700
AKOS040763576
FS-7682

Research Excerpts

Overview

Pallidol is a naturally occurring resveratrol dimer from red wine with antioxidant and antifungal activities.

ExcerptReferenceRelevance
"Pallidol is a naturally occurring resveratrol dimer from red wine with antioxidant and antifungal activities. "( Pallidol, a resveratrol dimer from red wine, is a selective singlet oxygen quencher.
He, S; Jiang, L; Pan, Y; Sun, C; Wu, B, 2009
)
3.24
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
antioxidantA substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
antifungal agentAn antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
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
polyphenolMembers of the class of phenols that contain 2 or more benzene rings each of which is substituted by at least one hydroxy group.
stilbenoidAny olefinic compound characterised by a 1,2-diphenylethylene backbone.
carbopolycyclic compoundA polyclic compound in which all of the ring members are carbon atoms.
[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)
Prostaglandin G/H synthase 1Homo sapiens (human)IC50 (µMol)50.00000.00021.557410.0000AID358846
Prostaglandin G/H synthase 2Homo sapiens (human)IC50 (µMol)80.00000.00010.995010.0000AID358847
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (60)

Processvia Protein(s)Taxonomy
prostaglandin biosynthetic processProstaglandin G/H synthase 1Homo sapiens (human)
response to oxidative stressProstaglandin G/H synthase 1Homo sapiens (human)
regulation of blood pressureProstaglandin G/H synthase 1Homo sapiens (human)
cyclooxygenase pathwayProstaglandin G/H synthase 1Homo sapiens (human)
regulation of cell population proliferationProstaglandin G/H synthase 1Homo sapiens (human)
cellular oxidant detoxificationProstaglandin G/H synthase 1Homo sapiens (human)
prostaglandin biosynthetic processProstaglandin G/H synthase 2Homo sapiens (human)
angiogenesisProstaglandin G/H synthase 2Homo sapiens (human)
response to oxidative stressProstaglandin G/H synthase 2Homo sapiens (human)
embryo implantationProstaglandin G/H synthase 2Homo sapiens (human)
learningProstaglandin G/H synthase 2Homo sapiens (human)
memoryProstaglandin G/H synthase 2Homo sapiens (human)
regulation of blood pressureProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of cell population proliferationProstaglandin G/H synthase 2Homo sapiens (human)
response to xenobiotic stimulusProstaglandin G/H synthase 2Homo sapiens (human)
response to nematodeProstaglandin G/H synthase 2Homo sapiens (human)
response to fructoseProstaglandin G/H synthase 2Homo sapiens (human)
response to manganese ionProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of vascular endothelial growth factor productionProstaglandin G/H synthase 2Homo sapiens (human)
cyclooxygenase pathwayProstaglandin G/H synthase 2Homo sapiens (human)
bone mineralizationProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of prostaglandin biosynthetic processProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of fever generationProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of synaptic plasticityProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of synaptic transmission, dopaminergicProstaglandin G/H synthase 2Homo sapiens (human)
prostaglandin secretionProstaglandin G/H synthase 2Homo sapiens (human)
response to estradiolProstaglandin G/H synthase 2Homo sapiens (human)
response to lipopolysaccharideProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of peptidyl-serine phosphorylationProstaglandin G/H synthase 2Homo sapiens (human)
response to vitamin DProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to heatProstaglandin G/H synthase 2Homo sapiens (human)
response to tumor necrosis factorProstaglandin G/H synthase 2Homo sapiens (human)
maintenance of blood-brain barrierProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of protein import into nucleusProstaglandin G/H synthase 2Homo sapiens (human)
hair cycleProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of apoptotic processProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of nitric oxide biosynthetic processProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of cell cycleProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of vasoconstrictionProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of smooth muscle contractionProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of smooth muscle contractionProstaglandin G/H synthase 2Homo sapiens (human)
decidualizationProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of smooth muscle cell proliferationProstaglandin G/H synthase 2Homo sapiens (human)
regulation of inflammatory responseProstaglandin G/H synthase 2Homo sapiens (human)
brown fat cell differentiationProstaglandin G/H synthase 2Homo sapiens (human)
response to glucocorticoidProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of calcium ion transportProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of synaptic transmission, glutamatergicProstaglandin G/H synthase 2Homo sapiens (human)
response to fatty acidProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to mechanical stimulusProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to lead ionProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to ATPProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to hypoxiaProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to non-ionic osmotic stressProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to fluid shear stressProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of transforming growth factor beta productionProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of cell migration involved in sprouting angiogenesisProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of fibroblast growth factor productionProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of brown fat cell differentiationProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of platelet-derived growth factor productionProstaglandin G/H synthase 2Homo sapiens (human)
cellular oxidant detoxificationProstaglandin G/H synthase 2Homo sapiens (human)
regulation of neuroinflammatory responseProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of intrinsic apoptotic signaling pathway in response to osmotic stressProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to homocysteineProstaglandin G/H synthase 2Homo sapiens (human)
response to angiotensinProstaglandin G/H synthase 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (8)

Processvia Protein(s)Taxonomy
peroxidase activityProstaglandin G/H synthase 1Homo sapiens (human)
prostaglandin-endoperoxide synthase activityProstaglandin G/H synthase 1Homo sapiens (human)
protein bindingProstaglandin G/H synthase 1Homo sapiens (human)
heme bindingProstaglandin G/H synthase 1Homo sapiens (human)
metal ion bindingProstaglandin G/H synthase 1Homo sapiens (human)
oxidoreductase activity, acting on single donors with incorporation of molecular oxygen, incorporation of two atoms of oxygenProstaglandin G/H synthase 1Homo sapiens (human)
peroxidase activityProstaglandin G/H synthase 2Homo sapiens (human)
prostaglandin-endoperoxide synthase activityProstaglandin G/H synthase 2Homo sapiens (human)
protein bindingProstaglandin G/H synthase 2Homo sapiens (human)
enzyme bindingProstaglandin G/H synthase 2Homo sapiens (human)
heme bindingProstaglandin G/H synthase 2Homo sapiens (human)
protein homodimerization activityProstaglandin G/H synthase 2Homo sapiens (human)
metal ion bindingProstaglandin G/H synthase 2Homo sapiens (human)
oxidoreductase activity, acting on single donors with incorporation of molecular oxygen, incorporation of two atoms of oxygenProstaglandin G/H synthase 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (13)

Processvia Protein(s)Taxonomy
photoreceptor outer segmentProstaglandin G/H synthase 1Homo sapiens (human)
cytoplasmProstaglandin G/H synthase 1Homo sapiens (human)
endoplasmic reticulum membraneProstaglandin G/H synthase 1Homo sapiens (human)
Golgi apparatusProstaglandin G/H synthase 1Homo sapiens (human)
intracellular membrane-bounded organelleProstaglandin G/H synthase 1Homo sapiens (human)
extracellular exosomeProstaglandin G/H synthase 1Homo sapiens (human)
cytoplasmProstaglandin G/H synthase 1Homo sapiens (human)
neuron projectionProstaglandin G/H synthase 1Homo sapiens (human)
nuclear inner membraneProstaglandin G/H synthase 2Homo sapiens (human)
nuclear outer membraneProstaglandin G/H synthase 2Homo sapiens (human)
cytoplasmProstaglandin G/H synthase 2Homo sapiens (human)
endoplasmic reticulumProstaglandin G/H synthase 2Homo sapiens (human)
endoplasmic reticulum lumenProstaglandin G/H synthase 2Homo sapiens (human)
endoplasmic reticulum membraneProstaglandin G/H synthase 2Homo sapiens (human)
caveolaProstaglandin G/H synthase 2Homo sapiens (human)
neuron projectionProstaglandin G/H synthase 2Homo sapiens (human)
protein-containing complexProstaglandin G/H synthase 2Homo sapiens (human)
neuron projectionProstaglandin G/H synthase 2Homo sapiens (human)
cytoplasmProstaglandin G/H synthase 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (19)

Assay IDTitleYearJournalArticle
AID640885Antioxidant activity assessed as inhibition of lipid peroxidation2012Bioorganic & medicinal chemistry letters, Jan-15, Volume: 22, Issue:2
Antioxidative oligostilbenes from Caragana sinica.
AID761533Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production at 10 uM treated 2 hrs before LPS challenge measured after 24 hrs2013Bioorganic & medicinal chemistry letters, Aug-01, Volume: 23, Issue:15
Inhibitory effect of resveratrol dimerized derivatives on nitric oxide production in lipopolysaccharide-induced RAW 264.7 cells.
AID378874Antiviral activity against HIV1 in human PBM cells2000Journal of natural products, Jan, Volume: 63, Issue:1
Dimerization of resveratrol by the grapevine pathogen Botrytis cinerea.
AID1246398Antagonist activity at ERbeta (248 to 510 amino acid residues) (unknown origin) assessed as inhibition of E2 induced interaction with SRC1 after 24 hrs by yeast-two-hybrid assay2015European journal of medicinal chemistry, Sep-18, Volume: 102Synthesis, estrogenic activity, and anti-osteoporosis effects in ovariectomized rats of resveratrol oligomer derivatives.
AID378877Inhibition of COX22000Journal of natural products, Jan, Volume: 63, Issue:1
Dimerization of resveratrol by the grapevine pathogen Botrytis cinerea.
AID1246396Antagonist activity at ERalpha (301 to 553 amino acid residues) (unknown origin) assessed as inhibition of E2 induced interaction with SRC1 after 24 hrs by yeast-two-hybrid assay2015European journal of medicinal chemistry, Sep-18, Volume: 102Synthesis, estrogenic activity, and anti-osteoporosis effects in ovariectomized rats of resveratrol oligomer derivatives.
AID1238082Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated nitric oxide production after 24 hrs by Griess method2015Bioorganic & medicinal chemistry letters, Aug-15, Volume: 25, Issue:16
Chemical constituents isolated from the Mongolian medicinal plant Sophora alopecuroides L. and their inhibitory effects on LPS-induced nitric oxide production in RAW 264.7 macrophages.
AID640884Antioxidant activity assessed as DPPH free radical scavenging activity after 30 mins by microplate reader assay2012Bioorganic & medicinal chemistry letters, Jan-15, Volume: 22, Issue:2
Antioxidative oligostilbenes from Caragana sinica.
AID1246395Agonist activity at ERalpha (301 to 553 amino acid residues) (unknown origin) assessed as induction of interaction with SRC1 after 24 hrs by yeast two-hybrid assay relative to isopaucifloral F2015European journal of medicinal chemistry, Sep-18, Volume: 102Synthesis, estrogenic activity, and anti-osteoporosis effects in ovariectomized rats of resveratrol oligomer derivatives.
AID761532Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production treated 2 hrs before LPS challenge measured after 24 hrs2013Bioorganic & medicinal chemistry letters, Aug-01, Volume: 23, Issue:15
Inhibitory effect of resveratrol dimerized derivatives on nitric oxide production in lipopolysaccharide-induced RAW 264.7 cells.
AID1674579Antimicrobial activity against Pseudomonas aeruginosa ATCC 27853 at 256 ug/ml after 24 hrs by broth microdilution assay2020Journal of natural products, 08-28, Volume: 83, Issue:8
Generation of Stilbene Antimicrobials against Multiresistant Strains of
AID1238084Cytotoxicity against mouse RAW264.7 cells assessed as cell viability at IC50 by MTT assay2015Bioorganic & medicinal chemistry letters, Aug-15, Volume: 25, Issue:16
Chemical constituents isolated from the Mongolian medicinal plant Sophora alopecuroides L. and their inhibitory effects on LPS-induced nitric oxide production in RAW 264.7 macrophages.
AID1674577Antimicrobial activity against vancomycin-resistant Staphylococcus aureus 510 after 24 hrs by broth microdilution method2020Journal of natural products, 08-28, Volume: 83, Issue:8
Generation of Stilbene Antimicrobials against Multiresistant Strains of
AID1674578Antimicrobial activity against methicillin-resistant Staphylococcus aureus ATCC 33591 after 24 hrs by broth microdilution method2020Journal of natural products, 08-28, Volume: 83, Issue:8
Generation of Stilbene Antimicrobials against Multiresistant Strains of
AID358846Inhibition of COX12001Journal of natural products, Jan, Volume: 64, Issue:1
Two new stilbene dimer glucosides from grape (Vitis vinifera) cell cultures.
AID735992Neuroprotective activity in human SH-SY5Y cells assessed as inhibition of paraquat-induced cell death at 10 uM incubated for 2 hrs prior to paraquat challenge measured after 24 hrs by MTT assay (Rvb = 62.05 +/- 0.47%)2013European journal of medicinal chemistry, Apr, Volume: 62Synthesis and biological evaluation of novel neuroprotective agents for paraquat-induced apoptosis in human neuronal SH-SY5Y cells.
AID378875Cytotoxicity against human CEM cells2000Journal of natural products, Jan, Volume: 63, Issue:1
Dimerization of resveratrol by the grapevine pathogen Botrytis cinerea.
AID1246397Agonist activity at ERbeta (248 to 510 amino acid residues) (unknown origin) assessed as induction of interaction with SRC1 after 24 hrs by yeast two-hybrid assay relative to isopaucifloral F2015European journal of medicinal chemistry, Sep-18, Volume: 102Synthesis, estrogenic activity, and anti-osteoporosis effects in ovariectomized rats of resveratrol oligomer derivatives.
AID358847Inhibition of COX22001Journal of natural products, Jan, Volume: 64, Issue:1
Two new stilbene dimer glucosides from grape (Vitis vinifera) cell cultures.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (15)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (20.00)29.6817
2010's11 (73.33)24.3611
2020's1 (6.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 27.11

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index27.11 (24.57)
Research Supply Index2.77 (2.92)
Research Growth Index5.21 (4.65)
Search Engine Demand Index29.35 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (27.11)

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%
Other15 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]