Page last updated: 2024-11-11

lespenefril

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

Description

lespenefril: RN given refers to (L)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

kaempferol 3,7-di-O-alpha-L-rhamnoside : A glycosyloxyflavone that is kaempferol attached to alpha-L-rhamnopyranosyl residues at positions 3 and 7 respectively via glycosidic linkages. It has been isolated from the aerial parts of Vicia faba and Lotus edulis. [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
LotusgenusA genus of the PEA FAMILY. The genus Lotus, formerly known as Tetragonolobus, is unrelated to other plants with the common name of lotus (NELUMBO and NYMPHAEA).[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]
Fabagenus[no description available]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]
ViciagenusA plant genus of the family FABACEAE that is widely used as ground cover and forage and known for the edible beans, VICIA FABA.[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]
Vicia fabaspeciesA plant species of the genus VICIA, family FABACEAE. The edible beans are well known but they cause FAVISM in some individuals with GLUCOSEPHOSPHATE DEHYDROGENASE DEFICIENCY. This plant contains vicine, convicine, Vicia lectins, unknown seed protein, AAP2 transport protein, and Vicia faba DNA-binding protein 1.[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 CID5486199
CHEMBL ID251766
CHEBI ID68883
SCHEMBL ID571402
MeSH IDM0126031

Synonyms (54)

Synonym
ACON1_000073
kaempferitrin
lespenephryl
3,7-bis((6-deoxy-alpha-l-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4h-1-benzopyran-4-one
3,7-bis-(alpha-6-deoxymannopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
brn 0073958
lespenephril
lespedin
kaempferol 3,7-dirhamnoside
4h-1-benzopyran-4-one, 3,7-bis((6-deoxy-alpha-l-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-
lespenefril
kaempferol 3,7-bisrhamnoside
MEGXP0_000567
NCGC00168820-01
kaempferol-3-o-alpha-l-rhamnopyranoside-7-o-alpha-l-rhamnopyranoside
kaempferol-3,7-bis-o-alpha-l-rhamnoside
CHEMBL251766 ,
chebi:68883 ,
BRD-K45884135-001-01-5
482-38-2
C16981
kaempferol-dirhamnoside
5-hydroxy-2-(4-hydroxyphenyl)-3,7-bis[[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]chromen-4-one
bdbm50331856
kaempferol-3,7-o-(alpha)-dirhamnoside
kaempferol-3,7-o-alpha-l-dirhamnoside
karempferitrin
4-18-00-03292 (beilstein handbook reference)
vpv01u3r59 ,
unii-vpv01u3r59
kaempferol 3,7-di-o-alpha-l-rhamnoside
3-[(6-deoxy-alpha-l-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4h-chromen-7-yl 6-deoxy-alpha-l-mannopyranoside
S9112
SCHEMBL571402
lespedin [who-dd]
4h-1-benzopyran-4-one, 3,7-bis((6-deoxy-.alpha.-l-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-
kaemferitrin
kaempferol 3,7-dirhamnoside [mi]
AC-34729
kaempferol-3,7-dirhamnoside
DTXSID90197458 ,
kaempferitrin, >=97% (nmr)
HY-N0628
CS-0009620
AKOS032962036
5-hydroxy-2-(4-hydroxyphenyl)-3,7-bis(((2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)-4h-chromen-4-one
Q6345965
CCG-270118
AS-56461
XK161839
dtxcid00119949
kaempferol 3-o-alpha-l-rhamnopyranosyl-7-o-alpha-l-rhamnopyranoside
3-((6-deoxy-alpha-l-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4h-chromen-7-yl 6-deoxy-alpha-l-mannopyranoside
7-((6-deoxy-alpha-l-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4h-1-benzopyran-3-yl 6-deoxy-alpha-l-mannopyranoside

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Compared with hyperlipidemic hamsters, the plasma TC and TG levels of hamsters fed with COE at a dosage of 100 mg/kg body weight for 5 and 10 weeks were significantly reduced to 12."( Antidyslipidemic activity of hot-water extracts from leaves of Cinnamomum osmophloeum Kaneh.
Chang, ST; Liao, JW; Lin, TY; Wang, SY, 2011
)
0.37
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (8)

RoleDescription
bone density conservation agentAn agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
hypoglycemic agentA drug which lowers the blood glucose level.
immunomodulatorBiologically active substance whose activity affects or plays a role in the functioning of the immune system.
anti-inflammatory agentAny compound that has anti-inflammatory effects.
antineoplastic agentA substance that inhibits or prevents the proliferation of neoplasms.
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
apoptosis inducerAny substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
antidepressantAntidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
[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 (5)

ClassDescription
alpha-L-rhamnoside
monosaccharide derivativeA carbohydrate derivative that is formally obtained from a monosaccharide.
dihydroxyflavoneAny hydroxyflavone in which two ring hydrogens are replaced by hydroxy substituents.
glycosyloxyflavoneA member of the class of flavones having one or more glycosyl residues attached at unspecified positions.
polyphenolMembers of the class of phenols that contain 2 or more benzene rings each of which is substituted by 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]

Pathways (1)

PathwayProteinsCompounds
AtMetExpress overview0109

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Polyphenol oxidase 2Agaricus bisporusIC50 (µMol)400.00000.03403.987110.0000AID539042
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (38)

Assay IDTitleYearJournalArticle
AID402212Hypoglycemic activity in normal 16 hrs fasted Wistar rat assessed as reduction in serum glucose level at 200 mg/kg, po after 3 hrs by glucose oxidase method2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID538219Antiinflammatory activity in human neutrophils assessed as inhibition of FMLP/CB-induced elastase release at 10 ug/ml2010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Ixorapeptide I and ixorapeptide II, bioactive peptides isolated from Ixora coccinea.
AID402215Hypoglycemic activity in diabetic 16 hrs fasted Wistar rat assessed as reduction in alloxan-induced serum glucose level at 200 mg/kg, po after 1 hr by glucose oxidase method2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402228Antioxidant activity in Wistar rat lung assessed as half maximal inhibition of myeloperoxidase at 400 uM2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID538218Antiinflammatory activity in human neutrophils assessed as inhibition of FMLP/CB-induced superoxide anion release at 10 ug/ml2010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Ixorapeptide I and ixorapeptide II, bioactive peptides isolated from Ixora coccinea.
AID636884Inhibition of human topoisomerase 2-mediated relation of supercoiled DNA at 500 uM after 60 mins2011Journal of natural products, Nov-28, Volume: 74, Issue:11
Catalytic inhibition of eukaryotic topoisomerases I and II by flavonol glycosides extracted from Vicia faba and Lotus edulis.
AID539042Inhibition of mushroom tyrosinase after 20 mins by spectrophotometric analysis2010Bioorganic & medicinal chemistry letters, Dec-15, Volume: 20, Issue:24
Changes in flavonoid content and tyrosinase inhibitory activity in kenaf leaf extract after far-infrared treatment.
AID402210Hypoglycemic activity in normal 16 hrs fasted Wistar rat assessed as reduction in serum glucose level at 50 mg/kg, po after 3 hrs by glucose oxidase method2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402233Antioxidant activity in asolectin liposome assessed as inhibition of ascorbyl radical-induced lipid peroxidation by TBARS assay2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402209Hypoglycemic activity in normal 16 hrs fasted Wistar rat assessed as reduction in serum glucose level at 200 mg/kg, po after 2 hrs by glucose oxidase method2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402214Hypoglycemic activity in diabetic 16 hrs fasted Wistar rat assessed as reduction in alloxan-induced serum glucose level at 100 mg/kg, po after 1 hr by glucose oxidase method2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402219Hypoglycemic activity in diabetic 16 hrs fasted Wistar rat assessed as reduction in alloxan-induced serum glucose level at 50 mg/kg, po after 3 hrs by glucose oxidase method2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402223Hypoglycemic activity in 16 hrs fasted Wistar rat assessed as reduction in serum glucose level at 100 mg/kg, po measured after 60 mins of glucose challenge by oral glucose tolerance test2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402206Hypoglycemic activity in normal 16 hrs fasted Wistar rat assessed as reduction in serum glucose level at 200 mg/kg, po after 1 hr by glucose oxidase method2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID310105Antioxidant activity assessed as superoxide radical anion scavenging activity at 0.5 mg/ml by hypoxanthine NBT method2007Bioorganic & medicinal chemistry letters, Nov-15, Volume: 17, Issue:22
A novel flavonoid from Lespedeza virgata (Thunb.) DC.: structural elucidation and antioxidative activity.
AID402218Hypoglycemic activity in diabetic 16 hrs fasted Wistar rat assessed as reduction in alloxan-induced serum glucose level at 200 mg/kg, po after 2 hrs by glucose oxidase method2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID338974Inhibition of cow milk xanthine oxidase at 50 ug/mL
AID402221Hypoglycemic activity in diabetic 16 hrs fasted Wistar rat assessed as reduction in alloxan-induced serum glucose level at 200 mg/kg, po after 3 hrs by glucose oxidase method2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402208Hypoglycemic activity in normal 16 hrs fasted Wistar rat assessed as reduction in serum glucose level at 100 mg/kg, po after 2 hrs by glucose oxidase method2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID515791Inhibition of telomerase in human A549 cells at 25 uM after 24 hrs by TRAP assay2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Identification of small molecule inhibitors of telomerase activity through transcriptional regulation of hTERT and calcium induction pathway in human lung adenocarcinoma A549 cells.
AID402207Hypoglycemic activity in normal 16 hrs fasted Wistar rat assessed as reduction in serum glucose level at 50 mg/kg, po after 2 hrs by glucose oxidase method2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402234Antioxidant activity in asolectin liposome assessed as inhibition of ascorbyl hydroxyl-induced lipid peroxidation by TBARS assay2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402230Antioxidant activity in Wistar rat liver microsomes assessed as inhibition of hydroxyl radical-induced lipid peroxidation by TBARS assay2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402216Hypoglycemic activity in diabetic 16 hrs fasted Wistar rat assessed as reduction in alloxan-induced serum glucose level at 50 mg/kg, po after 2 hrs by glucose oxidase method2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402205Hypoglycemic activity in normal 16 hrs fasted Wistar rat assessed as reduction in serum glucose level at 100 mg/kg, po after 1 hr by glucose oxidase method2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402222Hypoglycemic activity in 16 hrs fasted Wistar rat assessed as reduction in serum glucose level at 100 mg/kg, po measured after 30 mins of glucose challenge by oral glucose tolerance test2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402211Hypoglycemic activity in normal 16 hrs fasted Wistar rat assessed as reduction in serum glucose level at 100 mg/kg, po after 3 hrs by glucose oxidase method2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402226Antioxidant activity assessed as DPPH radical scavenging activity2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402217Hypoglycemic activity in diabetic 16 hrs fasted Wistar rat assessed as reduction in alloxan-induced serum glucose level at 100 mg/kg, po after 2 hrs by glucose oxidase method2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402225Hypoglycemic activity in 16 hrs fasted Wistar rat assessed as reduction in serum glucose level at 100 mg/kg, po measured after 180 mins of glucose challenge by oral glucose tolerance test2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402220Hypoglycemic activity in diabetic 16 hrs fasted Wistar rat assessed as reduction in alloxan-induced serum glucose level at 100 mg/kg, po after 3 hrs by glucose oxidase method2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402213Hypoglycemic activity in diabetic 16 hrs fasted Wistar rat assessed as reduction in alloxan-induced serum glucose level at 50 mg/kg, po after 1 hr by glucose oxidase method2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402204Hypoglycemic activity in normal 16 hrs fasted Wistar rat assessed as reduction in serum glucose level at 50 mg/kg, po after 1 hr by glucose oxidase method2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402224Hypoglycemic activity in 16 hrs fasted Wistar rat assessed as reduction in serum glucose level at 100 mg/kg, po measured after 90 mins of glucose challenge by oral glucose tolerance test2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402229Antioxidant activity in Wistar rat liver microsomes assessed as inhibition of ascorbyl radical-induced lipid peroxidation by TBARS assay2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402227Antioxidant activity in Wistar rat lung assessed as half maximal inhibition of myeloperoxidase2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402231Antioxidant activity in 1-alpha-phosphatidylcholine liposome assessed as inhibition of ascorbyl radical-induced lipid peroxidation by TBARS assay2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
AID402232Antioxidant activity in 1-alpha-phosphatidylcholine liposome assessed as inhibition of ascorbyl hydroxyl-induced lipid peroxidation by TBARS assay2004Journal of natural products, May, Volume: 67, Issue:5
Hypoglycemic effect and antioxidant potential of kaempferol-3,7-O-(alpha)-dirhamnoside from Bauhinia forficata leaves.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (51)

TimeframeStudies, This Drug (%)All Drugs %
pre-19904 (7.84)18.7374
1990's4 (7.84)18.2507
2000's9 (17.65)29.6817
2010's26 (50.98)24.3611
2020's8 (15.69)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 34.09

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 Index34.09 (24.57)
Research Supply Index4.01 (2.92)
Research Growth Index5.03 (4.65)
Search Engine Demand Index42.91 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (34.09)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (5.56%)6.00%
Case Studies1 (1.85%)4.05%
Observational0 (0.00%)0.25%
Other50 (92.59%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]