Page last updated: 2024-11-12

betulin-3-caffeate

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

Description

betulin-3-caffeate: has antineoplastic activity; isolated from Hibiscus syriacus; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID10153267
CHEMBL ID502663
SCHEMBL ID3960460
SCHEMBL ID5448728
MeSH IDM000604726

Synonyms (16)

Synonym
89130-86-9
betulin caffeate
CHEMBL502663 ,
betulin-3beta-caffeate
betulin-3-caffeate
SCHEMBL3960460
SCHEMBL5448728
[(1r,3as,5ar,5br,7ar,9s,11ar,11br,13ar,13br)-3a-(hydroxymethyl)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] (e)-3-(3,4-dihydroxyphenyl)prop-2-enoate
FS-9135
[(1r,3as,5ar,5br,7ar,9s,11ar,11br,13ar,13br)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] (e)-3-(3,4-dihydroxyphenyl)prop-2-enoate
lup-20(29)en-28-ol-3-yl caffeate
betulin-3-caffeate; betulin-3-yl caffeate; caffeic acid betulin ester; lup-20(29)en-28-ol 3-caffeate
AKOS040761412
bdbm50601888
HY-N2934
CS-0023553
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Sodium/bile acid cotransporterHomo sapiens (human)IC50 (µMol)6.00001.00005.92679.6000AID1896150
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (11)

Processvia Protein(s)Taxonomy
sodium ion transportSodium/bile acid cotransporterHomo sapiens (human)
response to organic cyclic compoundSodium/bile acid cotransporterHomo sapiens (human)
bile acid and bile salt transportSodium/bile acid cotransporterHomo sapiens (human)
response to nutrient levelsSodium/bile acid cotransporterHomo sapiens (human)
bile acid signaling pathwaySodium/bile acid cotransporterHomo sapiens (human)
response to estrogenSodium/bile acid cotransporterHomo sapiens (human)
response to ethanolSodium/bile acid cotransporterHomo sapiens (human)
symbiont entry into host cellSodium/bile acid cotransporterHomo sapiens (human)
transmembrane transportSodium/bile acid cotransporterHomo sapiens (human)
cellular response to xenobiotic stimulusSodium/bile acid cotransporterHomo sapiens (human)
regulation of bile acid secretionSodium/bile acid cotransporterHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (3)

Processvia Protein(s)Taxonomy
virus receptor activitySodium/bile acid cotransporterHomo sapiens (human)
protein bindingSodium/bile acid cotransporterHomo sapiens (human)
bile acid:sodium symporter activitySodium/bile acid cotransporterHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (2)

Processvia Protein(s)Taxonomy
plasma membraneSodium/bile acid cotransporterHomo sapiens (human)
basolateral plasma membraneSodium/bile acid cotransporterHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (27)

Assay IDTitleYearJournalArticle
AID402648Antibacterial activity against Bacillus cereus CECT 496 up to 40 ug/mL by broth microdilution method2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID402646Antibacterial activity against Enterococcus faecalis CECT 795 up to 40 ug/mL by broth microdilution method2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID1364708Cytotoxicity against human SK-MEL-2 cells assessed as inhibition of cell growth by SRB assay2017Journal of natural products, 04-28, Volume: 80, Issue:4
Bioactive Triterpenoids from the Twigs of Chaenomeles sinensis.
AID1364707Cytotoxicity against human SKOV3 cells assessed as inhibition of cell growth by SRB assay2017Journal of natural products, 04-28, Volume: 80, Issue:4
Bioactive Triterpenoids from the Twigs of Chaenomeles sinensis.
AID402655Antibacterial activity against Pseudomonas aeruginosa AK 958 up to 40 ug/mL by broth microdilution method2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID402652Antibacterial activity against Escherichia coli CECT 99 up to 40 ug/mL by broth microdilution method2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID400568Cytotoxicity against vincristine-sensitive human KB cells after 72 hrs by alamar blue assay2004Journal of natural products, Mar, Volume: 67, Issue:3
Four new triterpenoids from Maytenus ilicifolia.
AID402661Cytotoxicity against human Hep2 cells after 48 hrs by MTT assay2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID402662Cytotoxicity against african green monkey Vero cells after 48 hrs by MTT assay2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID402644Antibacterial activity against Staphylococcus epidermidis CECT 232 up to 40 ug/mL by broth microdilution method2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID402656Antifungal activity against Candida albicans UBC1 up to 40 ug/mL by broth microdilution method2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID1364709Cytotoxicity against human HCT15 cells assessed as inhibition of cell growth by SRB assay2017Journal of natural products, 04-28, Volume: 80, Issue:4
Bioactive Triterpenoids from the Twigs of Chaenomeles sinensis.
AID402649Antibacterial activity against Bacillus pumilus CECT 29 up to 40 ug/mL by broth microdilution method2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID1364706Cytotoxicity against human A549 cells assessed as inhibition of cell growth by SRB assay2017Journal of natural products, 04-28, Volume: 80, Issue:4
Bioactive Triterpenoids from the Twigs of Chaenomeles sinensis.
AID402660Cytotoxicity against human HeLa cells after 48 hrs by MTT assay2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID402645Antibacterial activity against Staphylococcus saprophyticus CECT 235 up to 40 ug/mL by broth microdilution method2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID402643Antibacterial activity against Staphylococcus aureus ATCC 6538 up to 40 ug/mL by broth microdilution method2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID402651Antibacterial activity against Mycobacterium smegmatis CECT 3032 up to 40 ug/mL by broth microdilution method2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID402654Antibacterial activity against Salmonella sp. CECT 456 up to 40 ug/mL by broth microdilution method2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID1228702Antiviral activity against HIV1 NL4.3-Ren infected in human MT2 cells assessed as inhibition of viral growth at 10 uM measured 48 hrs post infection by luminometry2015Journal of natural products, May-22, Volume: 78, Issue:5
Isolation, Structural Modification, and HIV Inhibition of Pentacyclic Lupane-Type Triterpenoids from Cassine xylocarpa and Maytenus cuzcoina.
AID402647Antibacterial activity against Bacillus subtilis CECT 39 up to 40 ug/mL by broth microdilution method2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID1896150Inhibition of HBV subgenotype D3 [3H]-myr-preS1 (2 to 48 residues) peptide binding to human NTCP in HEK293 cells preincubated for 5 mins followed by substrate addition and measured after 10 mins using by microplate scintillation counter analysis2022Journal of medicinal chemistry, 10-13, Volume: 65, Issue:19
Inhibiting Sodium Taurocholate Cotransporting Polypeptide in HBV-Related Diseases: From Biological Function to Therapeutic Potential.
AID402653Antibacterial activity against Proteus mirabilis CECT170 up to 40 ug/mL by broth microdilution method2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID402650Antibacterial activity against Bacillus megaterium CECT 44 up to 40 ug/mL by broth microdilution method2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID400571Induction of human HL60 cell differentiation assessed as morphological change at 0.05 to 25 ug/ml by phase-contrast microscopy2004Journal of natural products, Mar, Volume: 67, Issue:3
Four new triterpenoids from Maytenus ilicifolia.
AID1896151Selectivity index, ratio of IC50 for inhibition of human NTCP mediated TCA uptake in HEK293 cells overexpressing NTCP to IC50 for inhibition of HBV subgenotype D3 [3H]-myr-preS1 (2 to 48 residues) peptide binding to human NTCP in HEK293 cells overexpressi2022Journal of medicinal chemistry, 10-13, Volume: 65, Issue:19
Inhibiting Sodium Taurocholate Cotransporting Polypeptide in HBV-Related Diseases: From Biological Function to Therapeutic Potential.
AID400572Reversal of vincristine resistance in human KB/VJ300 cells2004Journal of natural products, Mar, Volume: 67, Issue:3
Four new triterpenoids from Maytenus ilicifolia.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (33.33)29.6817
2010's3 (50.00)24.3611
2020's1 (16.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (16.67%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (83.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]