2',6'-dihydroxy-4'-methoxydihydrochalcone profile

2',6'-dihydroxy-4'-methoxydihydrochalcone: from Piper longicaudatum; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

2',6'-dihydroxy-4'-methoxydihydrochalcone : A member of the class of dihydrochalcones that is dihydrochalcone substituted by hydroxy groups at positions 2' and 6' and a methoxy group at position 4' respectively. [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]

Related Flora

Flora	Rank	Flora Definition	Family	Family Definition
Piper	genus	A plant genus of the family PIPERACEAE that includes species used for spicy and stimulating qualities.[MeSH]	Piperaceae	A family of flowering plants in the order Piperales best known for the black pepper widely used in SPICES, and for KAVA and Betel used for neuroactive properties.[MeSH]

ID Source	ID
PubMed CID	169676
CHEMBL ID	486009
CHEBI ID	28523
SCHEMBL ID	4742840
MeSH ID	M0385474

Synonym
35241-55-5
C09644
2',6'-dihydroxy-4'-methoxydihydrochalcone
LMPK12120511
1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenylpropan-1-one
CHEMBL486009 ,
chebi:28523 ,
einecs 252-459-3
eew35e6hol ,
unii-eew35e6hol
1-(2,6-dihydroxy-4-methoxy-phenyl)-3-phenyl-propan-1-one
SCHEMBL4742840
1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenyl-1-propanone
DTXSID80188734
2',6'-dihydroxy 4'-methoxydihydrochalcone
AKOS027445414
2',6'-dihydroxy-4'-methoxydihydrochalone
2',6'-dihydroxy-4'-methoxy-b-phenylpropiophenone
Q27103754
bdbm50491174
1-propanone, 1-(2,6-dihydroxy-4-methoxyphenyl)-3-phenyl-
2',6'-dihydroxy 4'- methoxydihydrochalkone

Role	Description
antiplasmodial drug	An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
radical scavenger	A role played by a substance that can react readily with, and thereby eliminate, radicals.
[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]

Class	Description
dihydrochalcones	Any ketone that is 1,3-diphenylpropanone and its derivatives obtained by substitution.
polyphenol	Members of the class of phenols that contain 2 or more benzene rings each of which is substituted by at least one hydroxy group.
monomethoxybenzene	Compounds containing a benzene skeleton substituted with one methoxy group.
[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	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Urease subunit alpha	Helicobacter pylori 26695	IC50 (µMol)	978.0000	0.2900	3.8760	6.7000	AID745311
Urease subunit beta	Helicobacter pylori 26695	IC50 (µMol)	978.0000	0.2900	3.8760	6.7000	AID745311
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (17)

Assay ID	Title	Year	Journal	Article
AID357253	Inhibition of Saccharomyces cerevisiae fatty acid synthase	2002	Journal of natural products, Dec, Volume: 65, Issue:12	Fatty acid synthase inhibitors from plants: isolation, structure elucidation, and SAR studies.
AID332920	Cytotoxicity against human KB cells after 72 hrs	1994	Journal of natural products, Jan, Volume: 57, Issue:1	Cytotoxic and antibacterial dihydrochalcones from Piper aduncum.
AID1713991	Inhibition of monophenolase activity of mushroom tyrosinase using L-Tyrosine substrate incubated for 5 mins followed by substrate addition and measured for 30 mins by colorimetry
AID357254	Antifungal activity against Candida albicans ATCC 90028	2002	Journal of natural products, Dec, Volume: 65, Issue:12	Fatty acid synthase inhibitors from plants: isolation, structure elucidation, and SAR studies.
AID332924	Molluscicidal activity against Biomphalaria glabrata assessed as mortality after 24 hrs by microscopy	1994	Journal of natural products, Jan, Volume: 57, Issue:1	Cytotoxic and antibacterial dihydrochalcones from Piper aduncum.
AID480467	Cytotoxicity against human NCI-H187 cells after 5 days by Resazurin Microplate Assay	2010	Bioorganic & medicinal chemistry letters, May-01, Volume: 20, Issue:9	Cytotoxicity against KB and NCI-H187 cell lines of modified flavonoids from Kaempferia parviflora.
AID332921	Antibacterial activity against Bacillus subtilis ATCC 6633 by bioautographic assay	1994	Journal of natural products, Jan, Volume: 57, Issue:1	Cytotoxic and antibacterial dihydrochalcones from Piper aduncum.
AID333449	Antifungal activity against Cladosporium sphaerospermum at 100 ug after 72 hrs by TLC	2004	Journal of natural products, Nov, Volume: 67, Issue:11	Benzoic acid derivatives from Piper species and their fungitoxic activity against Cladosporium cladosporioides and C. sphaerospermum.
AID480466	Cytotoxicity against human KB cells at >100 uM after 3 days by Resazurin Microplate Assay	2010	Bioorganic & medicinal chemistry letters, May-01, Volume: 20, Issue:9	Cytotoxicity against KB and NCI-H187 cell lines of modified flavonoids from Kaempferia parviflora.
AID1714002	Cytotoxicity against mouse B16-F10 cells assessed as cell viability at 6.25 ug/ml incubated for 72 hrs by XTT assay
AID1714000	Cytotoxicity against mouse B16-F10 cells assessed as reduction in cell viability incubated for 72 hrs by XTT assay
AID745311	Inhibition of Helicobacter pylori ATCC 43504 urease-mediated ammonia production preincubated for 1.5 hrs by indophenol method	2013	European journal of medicinal chemistry, May, Volume: 63	Synthesis, structure-activity relationship analysis and kinetics study of reductive derivatives of flavonoids as Helicobacter pylori urease inhibitors.
AID357255	Antifungal activity against Cryptococcus neoformans ATCC 90113	2002	Journal of natural products, Dec, Volume: 65, Issue:12	Fatty acid synthase inhibitors from plants: isolation, structure elucidation, and SAR studies.
AID332922	Antibacterial activity against Micrococcus luteus ATCC 9341 by bioautographic assay	1994	Journal of natural products, Jan, Volume: 57, Issue:1	Cytotoxic and antibacterial dihydrochalcones from Piper aduncum.
AID1714006	Inhibition of melanin production in mouse B16-F10 cells at 6.25 ug/ml relative to control
AID332923	Antibacterial activity against Escherichia coli ATCC 25922 by bioautographic assay	1994	Journal of natural products, Jan, Volume: 57, Issue:1	Cytotoxic and antibacterial dihydrochalcones from Piper aduncum.
AID333448	Antifungal activity against Cladosporium cladosporioides at 100 ug after 72 hrs by TLC	2004	Journal of natural products, Nov, Volume: 67, Issue:11	Benzoic acid derivatives from Piper species and their fungitoxic activity against Cladosporium cladosporioides and C. sphaerospermum.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	1 (9.09)	18.2507
2000's	3 (27.27)	29.6817
2010's	5 (45.45)	24.3611
2020's	2 (18.18)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	11 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Condition	Relationship Strength	Studies
Acute Confusional Senile Dementia	low	1
Alzheimer Dementia	low	1
Alzheimer Disease	low	1
Alzheimer Disease, Early Onset	low	1
Alzheimer Disease, Late Onset	low	1
Alzheimer Sclerosis	low	1
Alzheimer Syndrome	low	1
Alzheimer Type Senile Dementia	low	1
Alzheimer-Type Dementia (ATD)	low	1
Alzheimer's Disease	low	1
Alzheimer's Disease, Focal Onset	low	1
Alzheimer's Diseases	low	1
Cognition Disorders	low	1
Dementia, Alzheimer Type	low	1
Dementia, Presenile	low	1
Dementia, Primary Senile Degenerative	low	1
Dementia, Senile	low	1
Disease Models, Animal	low	1
Early Onset Alzheimer Disease	low	1
Familial Alzheimer Disease (FAD)	low	1
Focal Onset Alzheimer's Disease	low	1
Inflammation	low	1
Innate Inflammatory Response	low	1
Late Onset Alzheimer Disease	low	1
Overinclusion	low	1
Presenile Alzheimer Dementia	low	1
Primary Senile Degenerative Dementia	low	1
Senile Dementia, Acute Confusional	low	1
Senile Dementia, Alzheimer Type	low	1

2',6'-dihydroxy-4'-methoxydihydrochalcone

Description

Cross-References

Synonyms (22)

Roles (2)

Drug Classes (3)

Protein Targets (2)

Inhibition Measurements

Bioassays (17)

Research

Studies (11)

Study Types

Research Highlights

Safety/Toxicity (1)

Article	Year
Cytotoxicity against KB and NCI-H187 cell lines of modified flavonoids from Kaempferia parviflora. Bioorganic & medicinal chemistry letters, May-01, Volume: 20, Issue: 9	2010
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

2',6'-dihydroxy-4'-methoxydihydrochalcone

Description

Related Flora

Cross-References

Synonyms (22)

Roles (2)

Drug Classes (3)

Protein Targets (2)

Inhibition Measurements

Bioassays (17)

Research

Studies (11)

Study Types

Related Drugs (322)

Related Conditions (29)

Research Highlights

Safety/Toxicity (1)