Page last updated: 2024-12-08

frangulin b

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

Description

frangulin B: found in bark of Frangula alnus (formerly called Rhamnus frangula) [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
RhamnusgenusA plant genus of the family RHAMNACEAE. This genus is often called buckthorn but should not be confused with HIPPOPHAE or KARWINSKIA. Some RHAMNUS species have been reclassified into this genus. F. purshiana bark is cascara sagrada. Members contain frangulanin, frangulin, and anthraquinones such as EMODIN.[MeSH]RhamnaceaeThe buckthorn plant family, of the order Rhamnales, includes some species with edible fruits and some that are medicinal.[MeSH]
AlnusgenusA plant genus of the family BETULACEAE that is distinguished from birch (BETULA) by its usually stalked winter buds and by cones that remain on the branches after the small, winged nutlets are released.[MeSH]BetulaceaeA plant family of the order Fagales, subclass Hamamelidae, class Magnoliopsida. They have simple, serrate, alternate leaves. Male flowers are borne in long, pendulous catkins; the female in shorter, pendulous or erect catkins. The fruit is usually a small nut or a short-winged samara.[MeSH]
Frangulagenus[no description available]RhamnaceaeThe buckthorn plant family, of the order Rhamnales, includes some species with edible fruits and some that are medicinal.[MeSH]
Frangula alnusspecies[no description available]RhamnaceaeThe buckthorn plant family, of the order Rhamnales, includes some species with edible fruits and some that are medicinal.[MeSH]

Cross-References

ID SourceID
PubMed CID442744
CHEMBL ID496999
CHEBI ID5168
CHEBI ID601858
SCHEMBL ID1426453
MeSH IDM0051159

Synonyms (30)

Synonym
14101-04-3
C10349 ,
frangulin b
AC1L9DBZ ,
3-[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-1,8-dihydroxy-6-methylanthracene-9,10-dione
bdbm50269014
chebi:5168 ,
CHEMBL496999 ,
3-[[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)-2-oxolanyl]oxy]-1,8-dihydroxy-6-methylanthracene-9,10-dione
3-[(2s,3r,4r)-4-(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]oxy-6-methyl-1,8-bis(oxidanyl)anthracene-9,10-dione
A807715
3-(d-apio-beta-d-furanosyloxy)-1,8-dihydroxy-6-methylanthraquinone
unii-8cik094kbu
8cik094kbu ,
6-o-(d-apiofuranosyl)-1,6,8-trihydroxy-3-methylanthraquinone
einecs 237-953-9
AKOS015914181
frangulin b [mi]
9,10-anthracenedione, 3-(d-apio-.beta.-d-furanosyloxy)-1,8-dihydroxy-6-methyl-
SCHEMBL1426453
surecn1426453
3-[(2s,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-1,8-dihydroxy-6-methyl-anthracene-9,10-dione
chebi:601858
9,10-anthracenedione,3-(d-apio-b-d-furanosyloxy)-1,8-dihydroxy-6-methyl-
mfcd00016362
frangulin b, analytical standard
3-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-1,8-dihydroxy-6-methylanthracene-9,10-dione
DTXSID80930972
Q27106674
frangulinb
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
anthraquinone
[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)
P2Y purinoceptor 12Homo sapiens (human)Ki10.00000.00202.82209.8300AID375433
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (27)

Processvia Protein(s)Taxonomy
G protein-coupled adenosine receptor signaling pathwayP2Y purinoceptor 12Homo sapiens (human)
monoatomic ion transportP2Y purinoceptor 12Homo sapiens (human)
substrate-dependent cell migration, cell extensionP2Y purinoceptor 12Homo sapiens (human)
G protein-coupled receptor signaling pathwayP2Y purinoceptor 12Homo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled receptor signaling pathwayP2Y purinoceptor 12Homo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathwayP2Y purinoceptor 12Homo sapiens (human)
hemostasisP2Y purinoceptor 12Homo sapiens (human)
calcium-mediated signalingP2Y purinoceptor 12Homo sapiens (human)
cerebral cortex radial glia-guided migrationP2Y purinoceptor 12Homo sapiens (human)
cell projection organizationP2Y purinoceptor 12Homo sapiens (human)
lamellipodium assemblyP2Y purinoceptor 12Homo sapiens (human)
platelet activationP2Y purinoceptor 12Homo sapiens (human)
positive regulation of integrin activation by cell surface receptor linked signal transductionP2Y purinoceptor 12Homo sapiens (human)
positive regulation of cell adhesion mediated by integrinP2Y purinoceptor 12Homo sapiens (human)
G protein-coupled purinergic nucleotide receptor signaling pathwayP2Y purinoceptor 12Homo sapiens (human)
positive regulation of monoatomic ion transportP2Y purinoceptor 12Homo sapiens (human)
response to axon injuryP2Y purinoceptor 12Homo sapiens (human)
regulation of chemotaxisP2Y purinoceptor 12Homo sapiens (human)
positive regulation of chemotaxisP2Y purinoceptor 12Homo sapiens (human)
establishment of localization in cellP2Y purinoceptor 12Homo sapiens (human)
positive regulation of phosphatidylinositol 3-kinase/protein kinase B signal transductionP2Y purinoceptor 12Homo sapiens (human)
platelet aggregationP2Y purinoceptor 12Homo sapiens (human)
cellular response to ATPP2Y purinoceptor 12Homo sapiens (human)
visual system developmentP2Y purinoceptor 12Homo sapiens (human)
positive regulation of ruffle assemblyP2Y purinoceptor 12Homo sapiens (human)
regulation of microglial cell migrationP2Y purinoceptor 12Homo sapiens (human)
positive regulation of microglial cell migrationP2Y purinoceptor 12Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
G protein-coupled adenosine receptor activityP2Y purinoceptor 12Homo sapiens (human)
G protein-coupled ADP receptor activityP2Y purinoceptor 12Homo sapiens (human)
guanyl-nucleotide exchange factor activityP2Y purinoceptor 12Homo sapiens (human)
G protein-coupled purinergic nucleotide receptor activityP2Y purinoceptor 12Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (5)

Processvia Protein(s)Taxonomy
plasma membraneP2Y purinoceptor 12Homo sapiens (human)
cell surfaceP2Y purinoceptor 12Homo sapiens (human)
membraneP2Y purinoceptor 12Homo sapiens (human)
cell projection membraneP2Y purinoceptor 12Homo sapiens (human)
cell body membraneP2Y purinoceptor 12Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (7)

Assay IDTitleYearJournalArticle
AID492243Cytotoxicity against human KB cells after 72 hrs by MTT assay2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
Synthesis and biological evaluation of cytotoxic activity of novel anthracene L-rhamnopyranosides.
AID492245Cytotoxicity against human MDA-MB-231 cells after 72 hrs by MTT assay2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
Synthesis and biological evaluation of cytotoxic activity of novel anthracene L-rhamnopyranosides.
AID492244Cytotoxicity against human HL60 cells after 72 hrs by MTT assay2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
Synthesis and biological evaluation of cytotoxic activity of novel anthracene L-rhamnopyranosides.
AID375433Displacement of [3H]PSB0413 from human platelet P2Y12 receptor2009Journal of medicinal chemistry, Jun-25, Volume: 52, Issue:12
High-affinity, non-nucleotide-derived competitive antagonists of platelet P2Y12 receptors.
AID375434Displacement of [3H]PSB0413 from human platelet P2Y12 receptor at 10 uM2009Journal of medicinal chemistry, Jun-25, Volume: 52, Issue:12
High-affinity, non-nucleotide-derived competitive antagonists of platelet P2Y12 receptors.
AID492246Displacement of ethidium bromide form calf thymus DNA by fluorometric assay2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
Synthesis and biological evaluation of cytotoxic activity of novel anthracene L-rhamnopyranosides.
AID492247Inhibition of DNA topoisomerase 2 alpha assessed as ATP-dependent decatenation of DNA in cell free system2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
Synthesis and biological evaluation of cytotoxic activity of novel anthracene L-rhamnopyranosides.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (20.00)18.2507
2000's2 (40.00)29.6817
2010's2 (40.00)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: 23.46

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 Index23.46 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.66 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (23.46)

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]