Compounds > lupalbigenin
Page last updated: 2024-11-12

lupalbigenin

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

Description

lupalbigenin: has antineoplastic activity; isolated from Derris scandens; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
DerrisgenusA plant genus of the family FABACEAE. The root is a source of rotenoids (ROTENONE) and flavonoids. Some species of Pongamia have been reclassified to this genus and some to MILLETTIA. Some species of Deguelia have been reclassified to this genus.[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]

Cross-References

ID SourceID
PubMed CID10001388
CHEMBL ID463936
CHEBI ID188898
SCHEMBL ID5614134
MeSH IDM000608423

Synonyms (23)

Synonym
5,7-dihydroxy-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-6-(3-methylbut-2-enyl)chromen-4-one
CHEMBL463936
LMPK12050190
5,7,4'-trihydroxy-6,3'-diprenylisoflavone
lupalbigenin
SCHEMBL5614134
5,7-dihydroxy-3-(4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl)-6-(3-methylbut-2-en-1-yl)-4h-chromen-4-one
3',6-di-(dimethylallyl)-genistein
76754-24-0
3'-(.gamma.,.gamma.-dimethylallyl)wighteone
4h-1-benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl)-6-(3-methyl-2-buten-1-yl)-
0RZW2IS86C ,
unii-0rzw2is86c
3'-(gamma,gamma-dimethylallyl)wighteone
AKOS032962122
FS-9022
Q27237159
6,3'-diprenylgenistein
XD161537
CHEBI:188898
GLXC-18537
CS-0023992
HY-N3360

Research Excerpts

Treatment

ExcerptReferenceRelevance
"Lupalbigenin treatment significantly down-regulated survival proteins, including protein kinase B (pAKT/AKT) and extracellular signal-regulated kinase (pERK/ERK), as well as anti-apoptotic protein B-cell lymphoma 2 (BCL-2), resulting in the enhancement of the cellular response to anoikis and the decrease of growth and survival in an anchorage-independent condition."( Lupalbigenin from Derris scandens Sensitizes Detachment-induced Cell Death in Human Lung Cancer Cells.
Ausawasamrit, A; Chanvorachote, P; Chaotham, C; Itthiwarapornkul, N; Sukrong, S, 2015)		3.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
isoflavanonesMembers of the class of isoflavans that have a 3,4-dihydro-3-aryl-2H-1-benzopyran-4-one skeleton and its substituted derivatives.
[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 (39)

Assay IDTitleYearJournalArticle
AID1104283Insecticidal activity against Achaea janata assessed as pupal weight at 2 ug/larva administered through topical application (Rvb = 696.4 +/- 2.6 mg)2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
AID1104289Insecticidal activity against Achaea janata assessed as larval mortality at 2 ug/larva administered through topical application2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
AID1104277Insecticidal activity against Achaea janata assessed as adult emergence at 2 ug/larva administered through topical application (Rvb = 98.8 +/- 0.5 %)2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
AID1104285Insecticidal activity against Achaea janata assessed as pupal duration at 2 ug/larva administered through topical application (Rvb = 10.3 +/- 0.1 days)2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
AID1081932Insecticidal activity against 3 to 8 days old Sitophilus oryzae (rice weevil) assessed as mortality at 1 ug/mL measured after 24 hr by fumigation assay2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Vapor-phase toxicity of Derris scandens Benth.-derived constituents against four stored-product pests.
AID1104281Insecticidal activity against Achaea janata assessed as pupal mortality at 2 ug/larva administered through topical application2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
AID1104282Insecticidal activity against Achaea janata assessed as pupal mortality at 4 ug/larva administered through topical application2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
AID1081928Insecticidal activity against 3 to 8 days old Rhyzopertha dominica assessed as mortality at 1 ug/mL measured after 24 hr by fumigation assay2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Vapor-phase toxicity of Derris scandens Benth.-derived constituents against four stored-product pests.
AID1081922Insecticidal activity against 3 to 8 days old Tribolium castaneum (red flour beetle) assessed as mortality at 1 ug/mL measured after 72 hr by fumigation assay2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Vapor-phase toxicity of Derris scandens Benth.-derived constituents against four stored-product pests.
AID1104292Toxicity against Achaea janata at 10 ug/cm2 after 24 hr by leaf disk method2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
AID1104294Toxicity against Achaea janata after 24 hr by leaf disk method2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
AID1081933Insecticidal activity against 3 to 8 days old Callosobruchus chinensis assessed as mortality measured after 72 hr by fumigation assay2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Vapor-phase toxicity of Derris scandens Benth.-derived constituents against four stored-product pests.
AID1104288Insecticidal activity against Achaea janata assessed as larval mortality at 4 ug/larva administered through topical application2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
AID1758636Anti-austerity activity against human PANC-1 cells assessed as cell killing in nutrient deprived medium2021Bioorganic & medicinal chemistry letters, 05-15, Volume: 40A new anti-austerity agent, 4'-O-methylgrynullarin from Derris scandens induces PANC-1 human pancreatic cancer cell death under nutrition starvation via inhibition of Akt/mTOR pathway.
AID332226Antifungal activity against Cladosporium cucumerinum CCMI 206 at 100 ug by bioautographic TLC bioassay2002Journal of natural products, Feb, Volume: 65, Issue:2
Flavonoids from Ulex airensis and Ulex europaeus ssp. europaeus.
AID1104291Insecticidal activity against Achaea janata assessed as larval duration at 2 ug/larva administered through topical application (Rvb = 7.3 +/- 0.1 days)2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
AID1104295Antifeedant activity against Achaea janata at 1 ug/cm2 by conventional no-choice disk method2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
AID1081926Insecticidal activity against 3 to 8 days old Rhyzopertha dominica assessed as mortality at 1 ug/mL measured after 72 hr by fumigation assay2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Vapor-phase toxicity of Derris scandens Benth.-derived constituents against four stored-product pests.
AID1104297Antifeedant activity against Achaea janata by conventional no-choice disk method2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
AID1081929Insecticidal activity against 3 to 8 days old Sitophilus oryzae (rice weevil) assessed as mortality measured after 72 hr by fumigation assay2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Vapor-phase toxicity of Derris scandens Benth.-derived constituents against four stored-product pests.
AID1758637Anti-austerity activity against human MIA PaCa-2 cells assessed as cell killing in nutrient deprived medium2021Bioorganic & medicinal chemistry letters, 05-15, Volume: 40A new anti-austerity agent, 4'-O-methylgrynullarin from Derris scandens induces PANC-1 human pancreatic cancer cell death under nutrition starvation via inhibition of Akt/mTOR pathway.
AID1104284Insecticidal activity against Achaea janata assessed as pupal weight at 4 ug/larva administered through topical application (Rvb = 696.4 +/- 2.6 mg)2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
AID1104290Insecticidal activity against Achaea janata assessed as larval duration at 4 ug/larva administered through topical application (Rvb = 7.3 +/- 0.1 days)2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
AID1081925Insecticidal activity against 3 to 8 days old Rhyzopertha dominica assessed as mortality measured after 24 hr by fumigation assay2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Vapor-phase toxicity of Derris scandens Benth.-derived constituents against four stored-product pests.
AID1081921Insecticidal activity against 3 to 8 days old Tribolium castaneum (red flour beetle) assessed as mortality measured after 24 hr by fumigation assay2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Vapor-phase toxicity of Derris scandens Benth.-derived constituents against four stored-product pests.
AID1758638Anti-austerity activity against human PSN1 cells assessed as cell killing in nutrient deprived medium2021Bioorganic & medicinal chemistry letters, 05-15, Volume: 40A new anti-austerity agent, 4'-O-methylgrynullarin from Derris scandens induces PANC-1 human pancreatic cancer cell death under nutrition starvation via inhibition of Akt/mTOR pathway.
AID1104286Insecticidal activity against Achaea janata assessed as pupal duration at 4 ug/larva administered through topical application (Rvb = 10.3 +/- 0.1 days)2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
AID1104279Insecticidal activity against Achaea janata assessed as adult deformity at 2 ug/larva administered through topical application2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
AID1758639Anti-austerity activity against human KLM-1 cells assessed as cell killing in nutrient deprived medium2021Bioorganic & medicinal chemistry letters, 05-15, Volume: 40A new anti-austerity agent, 4'-O-methylgrynullarin from Derris scandens induces PANC-1 human pancreatic cancer cell death under nutrition starvation via inhibition of Akt/mTOR pathway.
AID1104278Insecticidal activity against Achaea janata assessed as adult emergence at 4 ug/larva administered through topical application (Rvb = 98.8 +/- 0.5 %)2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
AID1081930Insecticidal activity against 3 to 8 days old Sitophilus oryzae (rice weevil) assessed as mortality at 1 ug/mL measured after 72 hr by fumigation assay2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Vapor-phase toxicity of Derris scandens Benth.-derived constituents against four stored-product pests.
AID1104296Antifeedant activity against Achaea janata at 2 ug/cm2 by conventional no-choice disk method2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
AID1104280Insecticidal activity against Achaea janata assessed as adult deformity at 4 ug/larva administered through topical application2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
AID1081923Insecticidal activity against 3 to 8 days old Tribolium castaneum (red flour beetle) assessed as mortality at 1 ug/mL measured after 48/ hr by fumigation assay2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Vapor-phase toxicity of Derris scandens Benth.-derived constituents against four stored-product pests.
AID1081934Insecticidal activity against 3 to 8 days old Callosobruchus chinensis assessed as mortality at 1 ug/mL measured after 72 hr by fumigation assay2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Vapor-phase toxicity of Derris scandens Benth.-derived constituents against four stored-product pests.
AID1081924Insecticidal activity against 3 to 8 days old Tribolium castaneum (red flour beetle) assessed as mortality at 1 ug/mL measured after 24 hr by fumigation assay2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Vapor-phase toxicity of Derris scandens Benth.-derived constituents against four stored-product pests.
AID1081936Insecticidal activity against 3 to 8 days old Callosobruchus chinensis assessed as mortality at 1 ug/mL measured after 24 hr by fumigation assay2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Vapor-phase toxicity of Derris scandens Benth.-derived constituents against four stored-product pests.
AID1081927Insecticidal activity against 3 to 8 days old Rhyzopertha dominica assessed as mortality at 1 ug/mL measured after 48 hr by fumigation assay2011Journal of agricultural and food chemistry, Mar-09, Volume: 59, Issue:5
Vapor-phase toxicity of Derris scandens Benth.-derived constituents against four stored-product pests.
AID1104299Antifeedant activity against Achaea janata at 10 ug/cm2 by conventional no-choice disk method2010Bioorganic & medicinal chemistry letters, Jan-15, Volume: 20, Issue:2
A new benzil derivative from Derris scandens: Structure-insecticidal activity study.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (12.50)29.6817
2010's5 (62.50)24.3611
2020's2 (25.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.66

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 Index12.66 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index4.86 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.66)

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%
Other8 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
acridone
acridone : A member of the class of acridines that is 9,10-dihydroacridine substituted by an oxo group at position 9.		2.2110acridines;
cyclic ketone
arctigenin
arctigenin: precursor to catechols; in many plants		2.3110lignan
osajin
osajin: from Maclura pomifera		2.4620isoflavanones
6,8-diprenylgenistein
6,8-diprenylgenistein: a lysoPAF acetyltransferase inhibitor isolated from licorice root; structure in first source. 5,7,4'-trihydroxy-6,8-diprenylisoflavone : A member of the class of 7-hydroxyisoflavones that is genistein substituted by prenyl groups at positions 6 and 8. It has been isolated from Derris scandens and Glycyrrhiza uralensis.		7.61207-hydroxyisoflavonesantibacterial agent;
plant metabolite
genistein
[no description available]		7.79307-hydroxyisoflavonesantineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
geroprotector;
human urinary metabolite;
phytoestrogen;
plant metabolite;
tyrosine kinase inhibitor
corylin
corylin: from Psoralea corylifolia (Leguminosae), has osteoblastic proliferation stimulating activity; structure in first source		2.0110
warangalone
warangalone: structure in first source		2.4620
licoisoflavone b
licoisoflavone B: from Sophra mooracroftiana; structure in first source		2.0110
citrusinine i
citrusinine I: acridone alkaloid isolated from Rutaceae		2.2110acridines
alpinumisoflavone
alpinumisoflavone: extract from twigs of poisonous British plant		2.0110isoflavanonesmetabolite
isoangustone a
isoangustone A: antioxidant isolated from Glycyrrhiza uralensis; structure in first source		2.3110isoflavanones
4-hydroxy-3-(4-hydroxyphenyl)-5-methoxy-8,8-dimethyl-6-(3-methylbut-2-enyl)-2-pyrano[2,3-h][1]benzopyranone
[no description available]		2.4620isoflavonoid
ConditionIndicatedRelationship StrengthStudiesTrials
Cancer of Pancreas
[description not available]		02.3110
Pancreatic Neoplasms
Tumors or cancer of the PANCREAS. Depending on the types of ISLET CELLS present in the tumors, various hormones can be secreted: GLUCAGON from PANCREATIC ALPHA CELLS; INSULIN from PANCREATIC BETA CELLS; and SOMATOSTATIN from the SOMATOSTATIN-SECRETING CELLS. Most are malignant except the insulin-producing tumors (INSULINOMA).		02.3110
Benign Neoplasms
[description not available]		02.4110
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		02.4110
Cancer of Lung
[description not available]		02.1110
Metastase
[description not available]		02.1110
Lung Neoplasms
Tumors or cancer of the LUNG.		02.1110
Neoplasm Metastasis
The transfer of a neoplasm from one organ or part of the body to another remote from the primary site.		02.1110
Breast Cancer
[description not available]		07.1310
Cancer of Colon
[description not available]		02.1310
Breast Neoplasms
Tumors or cancer of the human BREAST.		02.1310
Colonic Neoplasms
Tumors or cancer of the COLON.		02.1310