Compounds > leachianone g
Page last updated: 2024-11-10

leachianone g

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

Description

leachianone G: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

leachianone G : A tetrahydroxyflavanone having the hydroxy groups at the 2'-, 4'-, 5- and 7-positions and a prenyl group at 8-position. [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 CID5275227
CHEMBL ID516930
CHEBI ID50208
SCHEMBL ID6544631
MeSH IDM0449587

Synonyms (19)

Synonym
(2s)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
leachianone g
4h-1-benzopyran-4-one, 2-(2,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-8-(3-methyl-2-butenyl)-, (2s)-
(2s)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-enyl)chroman-4-one
(-)-(2s)-2'-hydroxy-8-dimethylallylnaringenin
(2s)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-4h-chromen-4-one
(-)-(2s)-5,7-dihydroxy-8-(2-hydroxy-3-methylbut-2-enyl)-2-(4-hydroxyphenyl)chroman-4-one
CHEBI:50208 ,
5,7,2',4'-tetrahydroxy-8-prenylflavanone
LMPK12140490
C18024
CHEMBL516930
SCHEMBL6544631
152464-78-3
Q27121984
DTXSID901317639
leachianoneg
AKOS040762671
FS-7684
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (3)

ClassDescription
tetrahydroxyflavanoneA hydroxyflavanone with atleast four hydroxy substituents.
4'-hydroxyflavanonesAny hydroxyflavanone having a hydroxy substituent located at position 4'.
(2S)-flavan-4-oneAny flavanone in which the chiral centre at position 2 has S-configuration.
[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 (16)

Assay IDTitleYearJournalArticle
AID1328378Anthelmintic activity against Ancylostoma ceylanicum isolated from infected Syrian hamster feces assessed as survival rate at 25 ug/ml measured on day 5 (Rvb = >95%)2016Journal of natural products, 09-23, Volume: 79, Issue:9
Phenolic Metabolites of Dalea ornata Affect Both Survival and Motility of the Human Pathogenic Hookworm Ancylostoma ceylanicum.
AID1328377Anthelmintic activity against Ancylostoma ceylanicum isolated from infected Syrian hamster feces assessed as survival rate at 25 ug/ml measured on day 4 relative to control2016Journal of natural products, 09-23, Volume: 79, Issue:9
Phenolic Metabolites of Dalea ornata Affect Both Survival and Motility of the Human Pathogenic Hookworm Ancylostoma ceylanicum.
AID422532Inhibition of melanin synthesis in NHEM after 24 hrs by liquid scintillation2009Journal of natural products, Jan, Volume: 72, Issue:1
Melanin synthesis inhibitors from Lespedeza cyrtobotrya.
AID376693Displacement of [3H]DHT from 5-alpha-dihydrotestosterone receptor at 200 ug/mL1999Journal of natural products, Dec, Volume: 62, Issue:12
Antibacterial and antiandrogen flavonoids from Sophora flavescens.
AID376685Antimicrobial activity against Staphylococcus aureus after 48 hrs by agar plate dilution method1999Journal of natural products, Dec, Volume: 62, Issue:12
Antibacterial and antiandrogen flavonoids from Sophora flavescens.
AID1328376Anthelmintic activity against Ancylostoma ceylanicum isolated from infected Syrian hamster feces assessed as survival rate at 25 ug/ml measured on day 3 relative to control2016Journal of natural products, 09-23, Volume: 79, Issue:9
Phenolic Metabolites of Dalea ornata Affect Both Survival and Motility of the Human Pathogenic Hookworm Ancylostoma ceylanicum.
AID376689Inhibition of testosterone-5-alpha-reductase at 100 ug/mL1999Journal of natural products, Dec, Volume: 62, Issue:12
Antibacterial and antiandrogen flavonoids from Sophora flavescens.
AID376690Inhibition of testosterone-5-alpha-reductase at 200 ug/mL1999Journal of natural products, Dec, Volume: 62, Issue:12
Antibacterial and antiandrogen flavonoids from Sophora flavescens.
AID1328379Effect on Syrian hamster splenocytes proliferation assessed as stimulation index by BrdU-incorporation based colorimetric analysis2016Journal of natural products, 09-23, Volume: 79, Issue:9
Phenolic Metabolites of Dalea ornata Affect Both Survival and Motility of the Human Pathogenic Hookworm Ancylostoma ceylanicum.
AID376691Displacement of [3H]DHT from 5-alpha-dihydrotestosterone receptor at 50 ug/mL1999Journal of natural products, Dec, Volume: 62, Issue:12
Antibacterial and antiandrogen flavonoids from Sophora flavescens.
AID422533Cytotoxicity against NHEM cells assessed as cell viability 24 hrs by WST-8 assay2009Journal of natural products, Jan, Volume: 72, Issue:1
Melanin synthesis inhibitors from Lespedeza cyrtobotrya.
AID1328375Anthelmintic activity against Ancylostoma ceylanicum isolated from infected Syrian hamster feces assessed as survival rate at 25 ug/ml measured on day 2 relative to control2016Journal of natural products, 09-23, Volume: 79, Issue:9
Phenolic Metabolites of Dalea ornata Affect Both Survival and Motility of the Human Pathogenic Hookworm Ancylostoma ceylanicum.
AID376688Inhibition of testosterone-5-alpha-reductase at 50 ug/mL1999Journal of natural products, Dec, Volume: 62, Issue:12
Antibacterial and antiandrogen flavonoids from Sophora flavescens.
AID376692Displacement of [3H]DHT from 5-alpha-dihydrotestosterone receptor at 100 ug/mL1999Journal of natural products, Dec, Volume: 62, Issue:12
Antibacterial and antiandrogen flavonoids from Sophora flavescens.
AID376686Antimicrobial activity against Bacillus subtilis after 48 hrs by agar plate dilution method1999Journal of natural products, Dec, Volume: 62, Issue:12
Antibacterial and antiandrogen flavonoids from Sophora flavescens.
AID1328374Anthelmintic activity against Ancylostoma ceylanicum isolated from infected Syrian hamster feces assessed as survival rate at 25 ug/ml measured on day 1 relative to control2016Journal of natural products, 09-23, Volume: 79, Issue:9
Phenolic Metabolites of Dalea ornata Affect Both Survival and Motility of the Human Pathogenic Hookworm Ancylostoma ceylanicum.
[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's3 (60.00)29.6817
2010's1 (20.00)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: 12.87

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 Index12.87 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.66 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.87)

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]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
hydroquinone
[no description available]		2.0510benzenediol;
hydroquinones		antioxidant;
carcinogenic agent;
cofactor;
Escherichia coli metabolite;
human xenobiotic metabolite;
mouse metabolite;
skin lightening agent
rotenone
Derris: A 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.. rotenoid : Members of the class of tetrahydrochromenochromene that consists of a cis-fused tetrahydrochromeno[3,4-b]chromene skeleton and its substituted derivatives. The term was originally restricted to natural products, but is now also used to describe semi-synthetic and fully synthetic compounds.		2.1310organic heteropentacyclic compound;
rotenones		antineoplastic agent;
metabolite;
mitochondrial NADH:ubiquinone reductase inhibitor;
phytogenic insecticide;
piscicide;
toxin
cyclopentane
Cyclopentanes: A group of alicyclic hydrocarbons with the general formula R-C5H9.. cyclopentanes : Cyclopentane and its derivatives formed by substitution.		2.0110cycloalkane;
cyclopentanes;
volatile organic compound		non-polar solvent
phenyl acetate
phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.		2.0110benzenes;
phenyl acetates
vexibinol
vexibinol: flavanol from Sophora; structure in first source; RN given refers to (S-(R*,S*))-isomer. sophoraflavanone G : A tetrahydroxyflavanone having a structure of naringenin bearing an additional hydroxyl substituent at position 2' as well as a (2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl (lavandulyl) substituent at position 8'.		2.0110(2S)-flavan-4-one;
4'-hydroxyflavanones;
tetrahydroxyflavanone		antimalarial;
antimicrobial agent;
antioxidant;
plant metabolite
medicarpin, (6as-cis)-isomer
(+)-medicarpin : The (+)-enantiomer of medicarpin.		2.1310medicarpin
deguelin
deguelin: a natural product from Mundulea sericea; RN refers to (7aS-cis)-isomer; structure given in first source. deguelin : A rotenone that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted by methoxy groups at positions 9 and 10, and by two methyl groups at position 3 (the 7aS,13aS-stereoisomer). It exists in abundant quantities in the bark, roots, and leaves of the Leguminosae family of plants and reported to exert anti-tumour effects in various cancers.		2.1310aromatic ether;
diether;
organic heteropentacyclic compound;
rotenones		angiogenesis inhibitor;
anti-inflammatory agent;
antineoplastic agent;
antiviral agent;
apoptosis inducer;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
mitochondrial NADH:ubiquinone reductase inhibitor;
plant 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.		2.05104',7-dihydroxyflavanonehormone agonist;
plant metabolite
tephrosin
tephrosin: RN given for (7aR-cis)-isomer; has insecticidal activity; structure in first source. tephrosin : A member of the class of rotenones that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted with geminal methyl groups at position 3, hydroxy group at position 7a and methoxy groups at positions 9 and 10 (the 7aR,13aR stereoisomer). It is isolated from the leaves and twigs of Antheroporum pierrei and exhibits antineoplastic and pesticidal activities.		2.1310aromatic ether;
cyclic ketone;
organic heteropentacyclic compound;
rotenones		antineoplastic agent;
metabolite;
pesticide
phaseollidin
phaseollidin: from Erythrina burana; RN refers to (6aR-cis)-isomer; structure given in first source. phaseollidin : A member of the class of pterocarpans that is (6aR,11aR)-pterocarpan substituted by hydroxy groups at positions 3 and 9 and a prenyl group at position 10.		2.0510pterocarpans
glabridin
[no description available]		210hydroxyisoflavansantiplasmodial drug
inermin
(+)-maackiain : The (+)-enantiomer of maackiain.		2.1310maackiain
isobavachin
isobavachin: RN given for (S)-isomer; structure in first source		2.0510flavanones
naringenin
(S)-naringenin : The (S)-enantiomer of naringenin.		2.4320(2S)-flavan-4-one;
naringenin		expectorant;
plant metabolite
arbutin
hydroquinone O-beta-D-glucopyranoside : A monosaccharide derivative that is hydroquinone attached to a beta-D-glucopyranosyl residue at position 4 via a glycosidic linkage.		2.0510beta-D-glucoside;
monosaccharide derivative		Escherichia coli metabolite;
plant metabolite
8-prenylnaringenin
8-prenylnaringenin: a phytogenic antineoplastic agent; structure in first source. sophoraflavanone B : A trihydroxyflavanone that is (S)-naringenin having a prenyl group at position 8.		7.0110(2S)-flavan-4-one;
4'-hydroxyflavanones;
trihydroxyflavanone		plant metabolite;
platelet aggregation inhibitor
xanthoangelol
xanthoangelol: from Angelica keiskei; structure given in first source; RN given refers to (E,E)-isomer		2.0510
genistein
[no description available]		2.05107-hydroxyisoflavonesantineoplastic 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'.		2.0510chalcones;
polyphenol		antibacterial agent;
metabolite;
platelet aggregation inhibitor
neobavaisoflavone
neobavaisoflavone: isolated from Psoralea corylifolia; structure in first source. neobavaisoflavone : A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone with an additonal hydroxy group at position 4' and a prenyl group at position 3'. Isolated from seeds of Psoralea corylifolia, it exhibits inhibitory activity against DNA polymerase and platelet aggregation.		2.05107-hydroxyisoflavonesantineoplastic agent;
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor;
plant metabolite;
platelet aggregation inhibitor
bavachin
bavachin: from Psoralea corylifolia (Leguminosae), has osteoblastic proliferation stimulating activity; do not confuse with bavachinin		2.0510
methyl jasmonate
[no description available]		2.0110
ConditionIndicatedRelationship StrengthStudiesTrials
Disease Resistance
The capacity of an organism to defend itself against pathological processes or the agents of those processes. This most often involves innate immunity whereby the organism responds to pathogens in a generic way. The term disease resistance is used most frequently when referring to plants.		02.1310
Ancylostomiasis
Infection of humans or animals with hookworms of the genus ANCYLOSTOMA. Characteristics include anemia, dyspepsia, eosinophilia, and abdominal swelling.		02.1310
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.1310