Page last updated: 2024-12-11

acuminatin

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

Description

acuminatin: from Epimedium acuminatum; Chemline give RN 41744-39-2 for acuminatin, but the compound has a different structure than the one given in journal [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

acuminatin : A neolignan that is 5-[(1E)-prop-1-en-1-yl]-2,3-dihydro-1-benzofuran carrying additional 3,4-dimethoxyphenyl, methyl and methoxy substituents at positions 2, 3 and 7 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]

FloraRankFlora DefinitionFamilyFamily Definition
EpimediumgenusA plant genus of the family BERBERIDACEAE which is used in DRUGS, CHINESE HERBAL. Members contain flavonol glycosides including epimedins, icariin and noricariin.[MeSH]BerberidaceaeThe Barberry plant family of the order Ranunculales, subclass Magnoliidae, class Magnoliopsida. The shrubs have spiny leaves.[MeSH]

Cross-References

ID SourceID
PubMed CID6441048
CHEMBL ID571195
CHEBI ID132649
SCHEMBL ID11282793
MeSH IDM0208900

Synonyms (22)

Synonym
acuminatin
CHEBI:132649
(2r,3r)-2-(3,4-dimethoxyphenyl)-7-methoxy-3-methyl-5-[(1e)-prop-1-en-1-yl]-2,3-dihydro-1-benzofuran
41744-39-2
(+)-acuminatin
CHEMBL571195 ,
bdbm50303154
(2r,3r)-2-(3,4-dimethoxyphenyl)-7-methoxy-3-methyl-5-[(e)-prop-1-enyl]-2,3-dihydro-1-benzofuran
SCHEMBL11282793
unii-ja2wfp75v2
benzofuran, 2-(3,4-dimethoxyphenyl)-2,3-dihydro-7-methoxy-3-methyl-5-(1-propenyl)-, (2r-(2alpha,3beta,5(e)))-
ja2wfp75v2 ,
benzofuran, 2-(3,4-dimethoxyphenyl)-2,3-dihydro-7-methoxy-3-methyl-5-(1e)-1-propen-1-yl-, (2r,3r)-
(2r,3r)-2-(3,4-dimethoxyphenyl)-2,3-dihydro-7-methoxy-3-methyl-5-(1e)-1-propen-1-ylbenzofuran
benzofuran, 2-(3,4-dimethoxyphenyl)-2,3-dihydro-7-methoxy-3-methyl-5-(1-propenyl)-, (2r-(2.alpha.,3.beta.,5(e)))-
AKOS032948844
FS-9883
Q27281398
DTXSID201317357
HY-N2817
CS-0023377
(2r,3r)-2-(3,4-dimethoxyphenyl)-7-methoxy-3-methyl-5-((e)-prop-1-en-1-yl)-2,3-dihydrobenzofuran
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
fungal metaboliteAny eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
[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
1-benzofuransA member of the class of benzofurans consisting of a 1-benzofuran skeleton and its substituted derivatives thereof.
dimethoxybenzeneAny methoxybenzene that consists of a benzene skeleton substituted with two methoxy groups and its derivatives.
ring assemblyTwo or more cyclic systems (single rings or fused systems) which are directly joined to each other by double or single bonds are named ring assemblies when the number of such direct ring junctions is one less than the number of cyclic systems involved.
olefinic compoundAny organic molecular entity that contains at least one C=C bond.
neolignanA phenylpropanoid that includes plant products formed primarily from oxidative coupling of two para-propylphenol moities. Unlike lignan, the units are coupled at positions other than their beta-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 1Ovis aries (sheep)IC50 (µMol)223.00000.00032.177410.0000AID443489
Prostaglandin G/H synthase 2Ovis aries (sheep)IC50 (µMol)28.70000.00101.453910.0000AID443490
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (16)

Assay IDTitleYearJournalArticle
AID470200Antimicrobial activity against Candida tropicalis ATCC 157 by broth microdilution method2009Journal of natural products, Aug, Volume: 72, Issue:8
Constituents of the leaves of Magnolia ovata.
AID443489Inhibition of ovine COX-1 assessed as inhibition of transformation of AA to PGH2 by EIA2009Bioorganic & medicinal chemistry letters, Dec-15, Volume: 19, Issue:24
COX, LOX and platelet aggregation inhibitory properties of Lauraceae neolignans.
AID470201Antimicrobial activity against Candida glabrata ATCC 30070 by broth microdilution method2009Journal of natural products, Aug, Volume: 72, Issue:8
Constituents of the leaves of Magnolia ovata.
AID443490Inhibition of ovine COX-2 assessed as inhibition of transformation of AA to PGH2 by EIA2009Bioorganic & medicinal chemistry letters, Dec-15, Volume: 19, Issue:24
COX, LOX and platelet aggregation inhibitory properties of Lauraceae neolignans.
AID443495Antiplatelet activity in rabbit platelets assessed as inhibition of adenosin 5'-diphosphate-induced platelet aggregation2009Bioorganic & medicinal chemistry letters, Dec-15, Volume: 19, Issue:24
COX, LOX and platelet aggregation inhibitory properties of Lauraceae neolignans.
AID470202Antimicrobial activity against Candida dubliniensis ATCC 778157 by broth microdilution method2009Journal of natural products, Aug, Volume: 72, Issue:8
Constituents of the leaves of Magnolia ovata.
AID469938Antimicrobial activity against Pseudomonas aeruginosa ATCC 15442 by broth microdilution method2009Journal of natural products, Aug, Volume: 72, Issue:8
Constituents of the leaves of Magnolia ovata.
AID469935Antioxidant activity assessed as DPPH radical scavenging activity2009Journal of natural products, Aug, Volume: 72, Issue:8
Constituents of the leaves of Magnolia ovata.
AID443492Selectivity ratio of IC50 for ovine COX-1 to IC50 for ovine COX-22009Bioorganic & medicinal chemistry letters, Dec-15, Volume: 19, Issue:24
COX, LOX and platelet aggregation inhibitory properties of Lauraceae neolignans.
AID470199Antimicrobial activity against Escherichia coli ATCC 10799 by broth microdilution method2009Journal of natural products, Aug, Volume: 72, Issue:8
Constituents of the leaves of Magnolia ovata.
AID469936Antimicrobial activity against Staphylococcus aureus ATCC 14458 by broth microdilution method2009Journal of natural products, Aug, Volume: 72, Issue:8
Constituents of the leaves of Magnolia ovata.
AID1373201Antialzheimer disease activity in heterozygous transgenic Alzheimer's disease model fruit fly under control of elav-Gal4'C155 (P35*H29.3) expressing Abeta42 assessed as attenuation of cognitive deterioration by measuring increase in performance index by P2018Bioorganic & medicinal chemistry letters, 02-15, Volume: 28, Issue:4
New lignans attenuating cognitive deterioration of Aβ transgenic flies discovered in Acorus tatarinowii.
AID443494Antiplatelet activity in rabbit platelets assessed as inhibition of arachidonic acid-induced platelet aggregation2009Bioorganic & medicinal chemistry letters, Dec-15, Volume: 19, Issue:24
COX, LOX and platelet aggregation inhibitory properties of Lauraceae neolignans.
AID443493Antiplatelet activity in rabbit platelets assessed as inhibition of platelet activating factor-induced platelet aggregation2009Bioorganic & medicinal chemistry letters, Dec-15, Volume: 19, Issue:24
COX, LOX and platelet aggregation inhibitory properties of Lauraceae neolignans.
AID443491Inhibition of potato LOX-5 assessed as inhibition of hydroperoxide production after 5 mins by EIA2009Bioorganic & medicinal chemistry letters, Dec-15, Volume: 19, Issue:24
COX, LOX and platelet aggregation inhibitory properties of Lauraceae neolignans.
AID469937Antimicrobial activity against Staphylococcus epidermidis ATCC 12228 by broth microdilution method2009Journal of natural products, Aug, Volume: 72, Issue:8
Constituents of the leaves of Magnolia ovata.
[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's3 (42.86)29.6817
2010's3 (42.86)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (14.29%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (85.71%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]