Licoflavone B

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

Description

licoflavone B: Schistosomicide from Glycyrrhiza inflata; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	11349817
CHEMBL ID	3125437
CHEBI ID	186362

Synonyms (19)

Synonym
7-hydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-6-(3-methylbut-2-enyl)chromen-4-one
licoflavone b
prenyllicoflavone a
LMPK12110029
CHEBI:186362
CHEMBL3125437 ,
91433-17-9
AKOS037515340
HY-N4184
bdbm50496210
4',7-dihydroxy-3',6-diprenylflavone
4h-1-benzopyran-4-one, 7-hydroxy-2-(4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl)-6-(3-methyl-2-buten-1-yl)-
7-hydroxy-2-(4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl)-6-(3-methyl-2-buten-1-yl)-4h-1-benzopyran-4-one
VMN9VGP9XJ ,
CS-0032377
7-hydroxy-2-(4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl)-6-(3-methylbut-2-en-1-yl)-4h-chromen-4-one
F82177
MS-26508
unii-vmn9vgp9xj

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

Class	Description
flavones	A member of the class of flavonoid with a 2-aryl-1-benzopyran-4-one (2-arylchromen-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]

Protein Targets (1)

Inhibition Measurements

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Neuraminidase	Influenza A virus (A/Wilson-Smith/1933(H1N1))	IC50 (µMol)	8.9000	0.0000	0.5035	10.0000	AID1073042; AID1073044; AID1073045
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (24)

Assay ID	Title	Year	Journal	Article
AID1073034	Inhibition of Clostridium perfringens neuraminidase by fluorescence based assay	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Computer-guided approach to access the anti-influenza activity of licorice constituents.
AID1453619	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production at 10 uM after 24 hrs by Griess reagent based assay relative to control	2017	Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14	Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1463920	Activation of Nrf2 (unknown origin) expressed in human HepG2 cells at 10 uM incubated for 6 hrs by ARE-driven luciferase reporter gene assay relative to untreated control	2017	Bioorganic & medicinal chemistry, 10-15, Volume: 25, Issue:20	Nrf2 activators from Glycyrrhiza inflata and their hepatoprotective activities against CCl
AID1453614	Growth inhibition of human MCF7 cells at 10 uM after 24 hrs by MTS assay relative to control	2017	Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14	Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1453613	Cytotoxicity against human HepG2 cells assessed as reduction in cell viability after 24 hrs by MTS assay	2017	Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14	Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1073039	Antiviral activity against Influenza A virus J/8178/09 infected in MDCK cells assessed as inhibition of virus-induced cytopathic effect at 50 uM after 48 hrs	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Computer-guided approach to access the anti-influenza activity of licorice constituents.
AID1453621	Inhibition of LPS-induced NF-kappaB transcription (unknown origin) expressed in human SW480 cells at 10 uM by luciferase reporter gene assay	2017	Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14	Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1073035	Induction of fluorescence quenching at 100 uM relative to 4-methylumbelliferone	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Computer-guided approach to access the anti-influenza activity of licorice constituents.
AID1073043	Inhibition of oseltamivir-resistant Influenza A virus H1N1 B/55/08 neuraminidase by chemiluminescence based assay	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Computer-guided approach to access the anti-influenza activity of licorice constituents.
AID1073044	Inhibition of Influenza A virus (A/Puerto Rico/8/1934(H1N1)) neuraminidase by chemiluminescence based assay	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Computer-guided approach to access the anti-influenza activity of licorice constituents.
AID1453625	Inhibition of mushroom tyrosinase at 10 uM using L-tyrosine as substrate incubated for 15 mins followed by substrate addition relative to control	2017	Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14	Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1073036	Induction of fluorescence at 100 uM relative to 4-methylumbelliferone	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Computer-guided approach to access the anti-influenza activity of licorice constituents.
AID1073032	Selectivity ratio of IC50 for Clostridium perfringens neuraminidase to IC50 for Influenza A virus neuraminidase	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Computer-guided approach to access the anti-influenza activity of licorice constituents.
AID1453616	Growth inhibition of human HepG2 cells at 10 uM after 24 hrs by MTS assay relative to control	2017	Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14	Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1073038	Antiviral activity against Influenza A virus (A/Hong Kong/1/1968(H3N2)) infected in MDCK cells assessed as inhibition of virus-induced cytopathic effect at 50 uM after 48 hrs	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Computer-guided approach to access the anti-influenza activity of licorice constituents.
AID1453609	Growth inhibition of human HEK293T cells at 10 uM after 24 hrs by MTS assay relative to control	2017	Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14	Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1073037	Cytotoxicity against MDCK cells after 72 hrs	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Computer-guided approach to access the anti-influenza activity of licorice constituents.
AID1453623	Inhibition of recombinant human PTP1B using p-nitrophenyl phosphate as substrate at 10 uM after 30 mins relative to control	2017	Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14	Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1453610	Growth inhibition of human LO2 cells at 10 uM after 24 hrs by MTS assay relative to control	2017	Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14	Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1453612	Cytotoxicity against human SW480 cells assessed as reduction in cell viability after 24 hrs by MTS assay	2017	Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14	Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1453615	Growth inhibition of human SW480 cells at 10 uM after 24 hrs by MTS assay relative to control	2017	Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14	Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1073042	Inhibition of Influenza A virus (A/Hong Kong/1/1968(H3N2)) neuraminidase by chemiluminescence based assay	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Computer-guided approach to access the anti-influenza activity of licorice constituents.
AID1073045	Inhibition of Influenza A virus J/8178/09 neuraminidase by chemiluminescence based assay	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Computer-guided approach to access the anti-influenza activity of licorice constituents.
AID1073033	Inhibition of Clostridium perfringens neuraminidase by chemiluminescence based assay	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Computer-guided approach to access the anti-influenza activity of licorice constituents.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	0 (0.00)	29.6817
2010's	4 (66.67)	24.3611
2020's	2 (33.33)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.72

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.

Metric	This Compound (vs All)
Research Demand Index	12.72 (24.57)
Research Supply Index	1.95 (2.92)
Research Growth Index	4.66 (4.65)
Search Engine Demand Index	0.00 (26.88)
Search Engine Supply Index	0.00 (0.95)

This Compound (12.72)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	6 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
isoprene isoprene: used in manufacture of ''synthetic'' rubber, butyl rubber; copolymer in production of elastomers; structure. isoprene : A hemiterpene with the formula CH2=C(CH3)CH=CH2; the monomer of natural rubber and a common structure motif to the isoprenoids, a large class of other naturally occurring compounds.	7.41	1	alkadiene; hemiterpene; volatile organic compound	plant metabolite
lucanthone hydrochloride Schistosomicides: Agents that act systemically to kill adult schistosomes.	2.11	1
sodium sulfate [no description available]	7.41	1	inorganic sodium salt
ursolic acid [no description available]	2.15	1	hydroxy monocarboxylic acid; pentacyclic triterpenoid	geroprotector; plant metabolite
oseltamivir Oseltamivir: An acetamido cyclohexene that is a structural homolog of SIALIC ACID and inhibits NEURAMINIDASE.. oseltamivir : A cyclohexenecarboxylate ester that is the ethyl ester of oseltamivir acid. An antiviral prodrug (it is hydrolysed to the active free carboxylic acid in the liver), it is used to slow the spread of influenza.	2.1	1	acetamides; amino acid ester; cyclohexenecarboxylate ester; primary amino compound	antiviral drug; EC 3.2.1.18 (exo-alpha-sialidase) inhibitor; environmental contaminant; prodrug; xenobiotic
honokiol [no description available]	2.1	1	biphenyls
prunin protein, prunus prunin protein, Prunus: a legumin-like type of globulin; structure given in first source. naringenin 7-O-beta-D-glucoside : A flavanone 7-O-beta-D-glucoside that is (S)-naringenin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.	2.1	1	(2S)-flavan-4-one; 4'-hydroxyflavanones; dihydroxyflavanone; flavanone 7-O-beta-D-glucoside; monosaccharide derivative	antibacterial agent; antilipemic drug; hypoglycemic agent; metabolite
liquiritigenin liquiritigenin: structure given in first source; isolated from Pterocarpus marsupium. 4',7-dihydroxyflavanone : A dihydroxyflavanone in which the two hydroxy substituents are located at positions 4' and 7.. liquiritigenin : A dihydroxyflavanone compound having the two hydroxy substituents at the 4'- and 7-positions. Isolated from the root of Glycyrrhizae uralensis, it is a selective agonist for oestrogen receptor beta.	2.82	3	4',7-dihydroxyflavanone	hormone agonist; plant metabolite
glabridin [no description available]	2.55	2	hydroxyisoflavans	antiplasmodial drug
naringenin (S)-naringenin : The (S)-enantiomer of naringenin.	2.15	1	(2S)-flavan-4-one; naringenin	expectorant; plant metabolite
benzyloxycarbonylleucyl-leucyl-leucine aldehyde benzyloxycarbonylleucyl-leucyl-leucine aldehyde: proteasome inhibitor. N-benzyloxycarbonyl-L-leucyl-L-leucyl-L-leucinal : A tripeptide that is L-leucyl-L-leucyl-L-leucine in which the C-terminal carboxy group has been reduced to the corresponding aldehyde and the N-terminal amino group is protected as its benzyloxycarbonyl derivative.	2.15	1	amino aldehyde; carbamate ester; tripeptide	proteasome inhibitor
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.	2.55	2	7-hydroxyisoflavones	antibacterial agent; plant metabolite
Euchrestaflavanone A [no description available]	2.55	2	flavanones
likviriton liquiritin: isoalted from Glycyrrhizae radix. liquiritin : A flavanone glycoside that is liquiritigenin attached to a beta-D-glucopyranosyl residue at position 4' via a glycosidic linkage.	2.1	1	beta-D-glucoside; flavanone glycoside; monohydroxyflavanone; monosaccharide derivative	anti-inflammatory agent; anticoronaviral agent; plant metabolite
isoliquiritigenin [no description available]	2.55	2	chalcones	antineoplastic agent; biological pigment; EC 1.14.18.1 (tyrosinase) inhibitor; GABA modulator; geroprotector; metabolite; NMDA receptor antagonist
curcumin Curcumin: A yellow-orange dye obtained from tumeric, the powdered root of CURCUMA longa. It is used in the preparation of curcuma paper and the detection of boron. Curcumin appears to possess a spectrum of pharmacological properties, due primarily to its inhibitory effects on metabolic enzymes.. curcumin : A beta-diketone that is methane in which two of the hydrogens are substituted by feruloyl groups. A natural dyestuff found in the root of Curcuma longa.	2.15	1	aromatic ether; beta-diketone; diarylheptanoid; enone; polyphenol	anti-inflammatory agent; antifungal agent; antineoplastic agent; biological pigment; contraceptive drug; dye; EC 1.1.1.205 (IMP dehydrogenase) inhibitor; EC 1.1.1.21 (aldehyde reductase) inhibitor; EC 1.1.1.25 (shikimate dehydrogenase) inhibitor; EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor; EC 1.8.1.9 (thioredoxin reductase) inhibitor; EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor; EC 3.5.1.98 (histone deacetylase) inhibitor; flavouring agent; food colouring; geroprotector; hepatoprotective agent; immunomodulator; iron chelator; ligand; lipoxygenase inhibitor; metabolite; neuroprotective agent; nutraceutical; radical scavenger
ginkgetin ginkgetin: from Cephalotaxus drupacea; biflavone; active against HSV-1; structure given in first source. ginkgetin : A biflavonoid that is the 7,4'-dimethyl ether derivative of amentoflavone. Isolated from Ginkgo biloba and Dioon, it exhibits anti-HSV-1, antineoplastic and inhibitory activities towards arachidonate 5-lipoxygenase and cyclooxygenase 2.	7.41	1	biflavonoid; hydroxyflavone; methoxyflavone; ring assembly	anti-HSV-1 agent; antineoplastic agent; cyclooxygenase 2 inhibitor; EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor; metabolite
formononetin [no description available]	2.82	3	4'-methoxyisoflavones; 7-hydroxyisoflavones	phytoestrogen; plant metabolite
2'-hydroxyformononetin 2'-hydroxyformononetin : A member of the class of 4'-methoxyisoflavones that is formononetin with a hydroxy group at the 2'position.	2.55	2	4'-methoxyisoflavones; 7-hydroxyisoflavones	anti-inflammatory agent
genistein [no description available]	2.55	2	7-hydroxyisoflavones	antineoplastic agent; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; geroprotector; human urinary metabolite; phytoestrogen; plant metabolite; tyrosine kinase inhibitor
isobavachalcone isobavachalcone: RN given for (E)-isomer; structure in first source. isobavachalcone : A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2' and 4' and a prenyl group at position 3'.	2.55	2	chalcones; polyphenol	antibacterial agent; metabolite; platelet aggregation inhibitor
licoisoflavone a licoisoflavone A: from Sophra mooracroftiana; structure in first source. licoisoflavone A : A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone substituted by additional hydroxy groups at positions 5, 2' and 4' and a prenyl group at position 3'.	2.55	2	7-hydroxyisoflavones	metabolite
wighteone wighteone : A member of the class of 7-hydroxyisoflavones that is isoflavone substituted by hydroxy groups at positions 5, 7 and 4' and a prenyl group at position 6. It has been isolated from Ficus mucuso.	2.55	2	7-hydroxyisoflavones	antifungal agent; plant metabolite
4',7-dihydroxyflavone 4',7-dihydroxyflavone: inducer of nod gene. 4',7-dihydroxyflavone : A dihydroxyflavone in which the two hydroxy substituents are located at positions 4' and 7.	2.55	2	dihydroxyflavone	metabolite
3',4',7-trihydroxyisoflavone 3',4',7-trihydroxyisoflavone: from Streptomyces sp OH-1049; structure given in first source. 3',4',7-trihydroxyisoflavone : A 7-hydroxyisoflavone that is daidzein substituted by a hydroxy group at position 3'.	2.15	1	7-hydroxyisoflavones	antineoplastic agent; EC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor; metabolite
lupiwighteone lupiwighteone: has antineoplastic activity; structure in first source	2.15	1	isoflavones
eurycarpin b eurycarpin B: from the roots of Glycyrrhiza eurycarpa; structure in first source	2.82	3	isoflavonoid
licochalcone a licochalcone A: has both anti-inflammatory and antineoplastic activities; structure given in first source; isolated from root of Glycyrrhiza inflata; RN given refers to (E)-isomer	2.55	2	chalcones
licochalcone b licochalcone B: isolated from Glycyrrhiza inflata; inhibits phosphorylation of NF-kappaB p65 in LPS signaling pathway; structure in first source	2.55	2	chalcones
Licoflavone A [no description available]	2.55	2	flavones
7,4'-dihydroxy-3'-methoxyisoflavone 7,4'-dihydroxy-3'-methoxyisoflavone : A member of the class of 7-hydroxyisoflavones that is 7,4'-dihydroxyisoflavone substituted by a methoxy group at position 3'. It is isolated from the heart woods of Maackia amurensis subsp buergeri and Dalbergia louveli and exhibits antiplasmodial ativity.	2.15	1	7-hydroxyisoflavones; methoxyisoflavone	antiplasmodial drug; metabolite
licoisoflavone b licoisoflavone B: from Sophra mooracroftiana; structure in first source	2.55	2
semilicoisoflavone b semilicoisoflavone B: isolated from Glycyrrhiza uralensis; structure in first source. semilicoisoflavone B : A member of the class of 7-hydroxyisoflavones that is 2',2'-dimethyl-2'H,4H-3,6'-bichromen-4-one substituted by hydroxy groups at positions 5, 7 and 8'. It has been isolated from Glycyrrhiza uralensis.	2.55	2	7-hydroxyisoflavones	EC 1.1.1.21 (aldehyde reductase) inhibitor; plant metabolite
alpinumisoflavone alpinumisoflavone: extract from twigs of poisonous British plant	2.55	2	isoflavanones	metabolite
licochalcone c licochalcone C: has cardioprotective, antioxidant, anti-inflammatory and anti-apoptotic activities; isolated from licorice; structure in first source	2.55	2
licoflavone c licoflavone C: Antimutagenic Agent; a naturally occurring prenyl-flavone extracted from Genista ephedroides; structure in first source	2.55	2
licochalcone d licochalcone D: isolated from Glycyrrhiza inflata; inhibits phosphorylation of NF-kappaB p65 in LPS signaling pathway	2.15	1
Kanzonol B [no description available]	2.55	2	chalcones
glabrol glabrol: from Glycyrrhiza glabra hairy root; structure in first source	2.52	2	flavanones
11-deoxy glycyrrhetinic acid [no description available]	2.15	1	triterpenoid
licochalcone e licochalcone E: from roots of Glycyrrhiza inflata; structure in first source	2.55	2
apyrase Apyrase: A calcium-activated enzyme that catalyzes the hydrolysis of ATP to yield AMP and orthophosphate. It can also act on ADP and other nucleoside triphosphates and diphosphates. EC 3.6.1.5.	2.11	1

Condition	Relationship Strength	Studies
Grippe [description not available]	2.1	1
Influenza, Human An acute viral infection in humans involving the respiratory tract. It is marked by inflammation of the NASAL MUCOSA; the PHARYNX; and conjunctiva, and by headache and severe, often generalized, myalgia.	2.1	1
Acute Liver Injury, Drug-Induced [description not available]	2.15	1
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.63	2
Chemical and Drug Induced Liver Injury A spectrum of clinical liver diseases ranging from mild biochemical abnormalities to ACUTE LIVER FAILURE, caused by drugs, drug metabolites, herbal and dietary supplements and chemicals from the environment.	2.15	1
Colitis Gravis [description not available]	2.41	1
Colitis Inflammation of the COLON section of the large intestine (INTESTINE, LARGE), usually with symptoms such as DIARRHEA (often with blood and mucus), ABDOMINAL PAIN, and FEVER.	7.41	1
Colitis, Ulcerative Inflammation of the COLON that is predominantly confined to the MUCOSA. Its major symptoms include DIARRHEA, rectal BLEEDING, the passage of MUCUS, and ABDOMINAL PAIN.	2.41	1
Kahler Disease [description not available]	2.41	1
Multiple Myeloma A malignancy of mature PLASMA CELLS engaging in monoclonal immunoglobulin production. It is characterized by hyperglobulinemia, excess Bence-Jones proteins (free monoclonal IMMUNOGLOBULIN LIGHT CHAINS) in the urine, skeletal destruction, bone pain, and fractures. Other features include ANEMIA; HYPERCALCEMIA; and RENAL INSUFFICIENCY.	2.41	1

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