Page last updated: 2024-11-11

3'-o-methylorobol

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

Description

3'-O-methylorobol: isolated from Eclipta prostrata; has stimulatory effect on mouse osteoblast differentiation; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

3'-O-methylorobol : A hydroxyisoflavone that is orobol in which the hydroxy group at position 3' has been replaced by a methoxy group. It has been isolated from Crotalaria lachnophora. [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
CrotalariagenusA plant genus of the family FABACEAE that contains crotalarin.[MeSH]FabaceaeThe large family of plants characterized by pods. Some are edible and some cause LATHYRISM or FAVISM and other forms of poisoning. Other species yield useful materials like gums from ACACIA and various LECTINS like PHYTOHEMAGGLUTININS from PHASEOLUS. Many of them harbor NITROGEN FIXATION bacteria on their roots. Many but not all species of beans belong to this family.[MeSH]
EcliptagenusA plant genus of the family ASTERACEAE. Members contain wedelolactone.[MeSH]AsteraceaeA large plant family of the order Asterales, subclass Asteridae, class Magnoliopsida. The family is also known as Compositae. Flower petals are joined near the base and stamens alternate with the corolla lobes. The common name of daisy refers to several genera of this family including Aster; CHRYSANTHEMUM; RUDBECKIA; TANACETUM.[MeSH]

Cross-References

ID SourceID
PubMed CID5319744
CHEMBL ID241402
CHEBI ID70032
SCHEMBL ID13730131
MeSH IDM0529369

Synonyms (19)

Synonym
3'-o-methylorobol
CHEMBL241402
chebi:70032 ,
bdbm50114972
3''-o-methylorobol
3''''-o-methylorobol
LMPK12050258
5,7-dihydroxy-3-(4-hydroxy-3-methoxyphenyl)chromen-4-one
5,7,4'-trihydroxy-3'-methoxyisoflavone
36190-95-1
SCHEMBL13730131
AKOS032948790
Q27138373
FS-9806
orobol-3'-methyl ether
FT-0775627
E88827
CS-0017728
HY-N1859
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
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 (2)

ClassDescription
methoxyisoflavoneMembers of the class of isoflavones with at least one methoxy substituent.
hydroxyisoflavoneMember of the class of isoflavones bearing at least one hydroxy 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 Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Pancreatic triacylglycerol lipaseSus scrofa (pig)IC50 (µMol)100.00000.00401.10246.5000AID1242901
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (23)

Assay IDTitleYearJournalArticle
AID587244Antimicrobial activity against Pseudomonas aeruginosa DSM 1128 at 1 ug/ul after 24 hrs by disk diffusion method2011Journal of natural products, Feb-25, Volume: 74, Issue:2
Antimicrobial isopropenyl-dihydrofuranoisoflavones from Crotalaria lachnophora.
AID356325Antifungal activity against Candida krusei ATCC 6258 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID305715Antiproliferative activity against human U937 cells after 24 hrs by WST-8 assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID587245Antimicrobial activity against Escherichia coli DSM 682 after 24 hrs by disk diffusion method2011Journal of natural products, Feb-25, Volume: 74, Issue:2
Antimicrobial isopropenyl-dihydrofuranoisoflavones from Crotalaria lachnophora.
AID356322Antifungal activity against Candida albicans ATCC 90028 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID587247Antifungal activity against Candida albicans DSM 1386 after 24 hrs by disk diffusion method2011Journal of natural products, Feb-25, Volume: 74, Issue:2
Antimicrobial isopropenyl-dihydrofuranoisoflavones from Crotalaria lachnophora.
AID356329Antifungal activity against Aspergillus nidulans IFM 5396 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID1242901Inhibition of porcine pancreatic lipase pre-incubated for 15 mins before p-nitrophenylbutyrate substrate addition by microplate reader based method2015Bioorganic & medicinal chemistry letters, Sep-01, Volume: 25, Issue:17
Benzylated and prenylated flavonoids from the root barks of Cudrania tricuspidata with pancreatic lipase inhibitory activity.
AID1242902Inhibition of porcine pancreatic lipase at 100 ug/ml pre-incubated for 15 mins before p-nitrophenylbutyrate substrate addition by microplate reader based method2015Bioorganic & medicinal chemistry letters, Sep-01, Volume: 25, Issue:17
Benzylated and prenylated flavonoids from the root barks of Cudrania tricuspidata with pancreatic lipase inhibitory activity.
AID356328Antifungal activity against Aspergillus fumigatus IFM 41236 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID587246Antifungal activity against Aspergillus niger DSM 1988 after 48 hrs by disk diffusion method2011Journal of natural products, Feb-25, Volume: 74, Issue:2
Antimicrobial isopropenyl-dihydrofuranoisoflavones from Crotalaria lachnophora.
AID1374882Antiinflammatory activity in mouse BV2 cells assessed as inhibition of LPS-induced nitric oxide production2018Bioorganic & medicinal chemistry letters, 04-01, Volume: 28, Issue:6
Anti-inflammatory isoflavones and isoflavanones from the roots of Pongamia pinnata (L.) Pierre.
AID305716Antiproliferative activity against human U937 cells after 48 hrs by WST-8 assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID356323Antifungal activity against Candida parapsilosis ATCC 22019 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID358549Cytotoxicity against HGF cells2001Journal of natural products, Jan, Volume: 64, Issue:1
Benzophenones and xanthones with isoprenoid groups from Cudrania cochinchinensis.
AID356326Antifungal activity against Cryptococcus neoformans ATCC 90112 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID356324Antifungal activity against Candida glabrata ATCC 90030 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID358548Cytotoxicity against human HSC2 cells2001Journal of natural products, Jan, Volume: 64, Issue:1
Benzophenones and xanthones with isoprenoid groups from Cudrania cochinchinensis.
AID587242Antimicrobial activity against Staphylococcus aureus DSM 799 at 1 ug/ul after 24 hrs by disk diffusion method2011Journal of natural products, Feb-25, Volume: 74, Issue:2
Antimicrobial isopropenyl-dihydrofuranoisoflavones from Crotalaria lachnophora.
AID587243Antimicrobial activity against Klebsiella pneumoniae DSM 681 at 1 ug/ul after 24 hrs by disk diffusion method2011Journal of natural products, Feb-25, Volume: 74, Issue:2
Antimicrobial isopropenyl-dihydrofuranoisoflavones from Crotalaria lachnophora.
AID358550Selectivity ratio CC50 for HGF to CC50 for human HSC-2 cells2001Journal of natural products, Jan, Volume: 64, Issue:1
Benzophenones and xanthones with isoprenoid groups from Cudrania cochinchinensis.
AID356327Antifungal activity against Aspergillus fumigatus IFM 41374 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID305717Antiproliferative activity against human U937 cells after 72 hrs by WST-8 assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
[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's0 (0.00)18.2507
2000's4 (57.14)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]

Market Indicators

Research Demand Index: 12.36

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 Index12.36 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.44 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.36)

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]