Page last updated: 2024-12-10

orobol

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

Description

orobol: from Aspergillus niger or Streptomyces neyagawaensis; potent inhibitor of phosphatidylinositol kinase [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

orobol : A member of the class of 7-hydroxyisoflavones which consists of isoflavone substituted by hydroxy groups at positions 5, 7, 3' and 4'. It has been isolated from the mycelia of Cordyceps sinensis. [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 CID5281801
CHEMBL ID241609
CHEBI ID69437
SCHEMBL ID662881
MeSH IDM0166281

Synonyms (39)

Synonym
5,7,3',4'-tetrahydroxyisoflavone
3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4h-chromen-4-one
3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chromen-4-one
nsc678114
5,3',4'-tetrahydroxyisoflavone
nsc-678114
isoluteolin
5,7-dihydroxy-3-(3,4-dihydroxyphenyl)-4h-1-benzopyran-4-one
3',4',5,7-tetrahydroxyisoflavone
brn 0292790
4h-1-benzopyran-4-one, 5,7-dihydroxy-3-(3,4-dihydroxyphenyl)-
480-23-9
orobol
3'-hydroxy-genistein
CHEMBL241609
norsantal
LMPK12050251
chebi:69437 ,
bdbm50025463
3-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
5,7-dihydroxy-3-(3,4-dihydroxyphenyl)-4-1h-benzopyran-4-one
santol
lu8uzm1t51 ,
unii-lu8uzm1t51
5-18-05-00318 (beilstein handbook reference)
3'-hydroxygenistein
isoflavone, 3',4',5,7-tetrahydroxy-
nsc 678114
SCHEMBL662881
AKOS024284499
4h-1-benzopyran-4-one, 3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-
DTXSID20197380
FS-9917
Q7103718
5-hydroxy-1h-indazole-3-carboxylicacid
FT-0775677
E88810
CS-0023317
HY-N3127

Research Excerpts

Overview

Orobol is an isoflavone that has a potent skin protection effect.

ExcerptReferenceRelevance
"Orobol is an isoflavone that has a potent skin protection effect. "( Combined Orobol-Bentonite Composite Formulation for Effective Topical Skin Targeted Therapy in Mouse Model.
Baek, MJ; Kang, KS; Kim, DD; Kim, MH; Lee, KW; Nguyen, DT; Yu, NY, 2022
)
2.58

Treatment

ExcerptReferenceRelevance
"Orobol and DDP treatment reduced cytochrome c level in MT determined by Western blot analysis, indicating increased amount of cytochrome c release from MT, whereas orobol alone did not alter the amount of cytochrome c in MT."( Enhancement of sensitivity to cisplatin by orobol is associated with increased mitochondrial cytochrome c release in human ovarian carcinoma cells.
Isonishi, S; Ochiai, K; Saitou, M; Tanaka, T; Yasuda, M, 2003
)
1.3

Dosage Studied

ExcerptRelevanceReference
" After discontinuing the treatment, patients commonly return to tumor-bearing conditions; therefore, therapy or intermittent dosing of drugs must be continued indefinitely."( Orobol, 3'-hydroxy-genistein, suppresses the development and regrowth of cutaneous SCC.
Dong, Z; Kim, BG; Kim, JE; Lee, KW; Li, J; Ma, X; Roh, E; Shin, SH; Zhang, T, 2023
)
2.35
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (4)

RoleDescription
anti-inflammatory agentAny compound that has anti-inflammatory effects.
radical scavengerA role played by a substance that can react readily with, and thereby eliminate, radicals.
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 (1)

ClassDescription
7-hydroxyisoflavonesA hydroxyisoflavone compound having a hydroxy group at the 7-position.
[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]

Bioassays (15)

Assay IDTitleYearJournalArticle
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.
AID358171Inhibition of EGFR in human A431 cells1992Journal of natural products, Nov, Volume: 55, Issue:11
Protein-tyrosine kinase inhibition: mechanism-based discovery of antitumor agents.
AID338748Inhibition of phosphatidylinositol 4-kinase in human A431 cell membrane by liquid scintillation counting
AID358172Growth inhibition of Rous sarcoma virus-transformed rat NRK cells1992Journal of natural products, Nov, Volume: 55, Issue:11
Protein-tyrosine kinase inhibition: mechanism-based discovery of antitumor agents.
AID357255Antifungal activity against Cryptococcus neoformans ATCC 901132002Journal of natural products, Dec, Volume: 65, Issue:12
Fatty acid synthase inhibitors from plants: isolation, structure elucidation, and SAR studies.
AID1265971Inhibition of recombinant human PTP-sigma (residues 1367 to 1948) using para-nitrophenylphosphate as substrate at 20 uM for 60 mins by fluorescence analysis2016Bioorganic & medicinal chemistry letters, Jan-01, Volume: 26, Issue:1
Identification of novel protein tyrosine phosphatase sigma inhibitors promoting neurite extension.
AID357253Inhibition of Saccharomyces cerevisiae fatty acid synthase2002Journal of natural products, Dec, Volume: 65, Issue:12
Fatty acid synthase inhibitors from plants: isolation, structure elucidation, and SAR studies.
AID1265972Inhibition of recombinant human PTP-sigma (residues 1367 to 1948) using para-nitrophenylphosphate as substrate for 60 mins by fluorescence analysis2016Bioorganic & medicinal chemistry letters, Jan-01, Volume: 26, Issue:1
Identification of novel protein tyrosine phosphatase sigma inhibitors promoting neurite extension.
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.
AID756490Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production after 24 hrs by Griess assay2013Bioorganic & medicinal chemistry letters, Jul-15, Volume: 23, Issue:14
Inhibitory constituents of the heartwood of Dalbergia odorifera on nitric oxide production in RAW 264.7 macrophages.
AID357254Antifungal activity against Candida albicans ATCC 900282002Journal of natural products, Dec, Volume: 65, Issue:12
Fatty acid synthase inhibitors from plants: isolation, structure elucidation, and SAR studies.
AID422974Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells by Griess assay2009Journal of natural products, Jan, Volume: 72, Issue:1
Prenylated and benzylated flavonoids from the fruits of Cudrania tricuspidata.
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.
AID756489Cytotoxicity against mouse RAW264.7 cells by CCK assay2013Bioorganic & medicinal chemistry letters, Jul-15, Volume: 23, Issue:14
Inhibitory constituents of the heartwood of Dalbergia odorifera on nitric oxide production in RAW 264.7 macrophages.
AID422975Cytotoxicity against mouse RAW264.7 cells by CCK-8 assay2009Journal of natural products, Jan, Volume: 72, Issue:1
Prenylated and benzylated flavonoids from the fruits of Cudrania tricuspidata.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (34)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (2.94)18.7374
1990's6 (17.65)18.2507
2000's11 (32.35)29.6817
2010's12 (35.29)24.3611
2020's4 (11.76)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 26.40

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 Index26.40 (24.57)
Research Supply Index3.58 (2.92)
Research Growth Index5.31 (4.65)
Search Engine Demand Index29.35 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (26.40)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (5.71%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other33 (94.29%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]