Page last updated: 2024-11-12

betulone

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

Cross-References

ID SourceID
PubMed CID10411004
CHEMBL ID469284
CHEBI ID67824
SCHEMBL ID13910773

Synonyms (13)

Synonym
chebi:67824 ,
betulone
CHEMBL469284
SCHEMBL13910773
(1r,3as,5ar,5br,7ar,11ar,11br,13ar,13br)-3a-(hydroxymethyl)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1h-cyclopenta[a]chrysen-9-one
7020-34-0
Q27136300
(1r,3as,5ar,5br,7ar,11ar,11br,13ar,13br)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1h-cyclopenta[a]chrysen-9-one
28-hydroxy-lup-20(29)-en-3-one
3-oxobetulin
HY-N9378
CS-0159579
AKOS040760834
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[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 (1)

ClassDescription
triterpenoidAny terpenoid derived from a triterpene. The term includes compounds in which the C30 skeleton of the parent triterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups).
[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 (55)

Assay IDTitleYearJournalArticle
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.
AID597076Antiplasmodial activity against chloroquine- and pyrimethamine-resistant Plasmodium falciparum K1 infected in human red blood cells assessed as [3H]hypoxanthine incorporation after 48 hrs by liquid scintillation counting2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Antiparasitic compounds from Cupania cinerea with activities against Plasmodium falciparum and Trypanosoma brucei rhodesiense.
AID1504266Cytotoxic activity in human MDA-MB-231 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID1066592Cytotoxicity against human A549 cells after 96 hrs by MTT assay2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Lupane triterpenoids from the stems of Euonymus carnosus.
AID1504293Antiproliferative activity in African green monkey Vero cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID1504264Cytotoxic activity in human SiHa cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
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.
AID1504289Antiproliferative activity in human MDA-MB-231 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID1228703Cytotoxicity against mock-infected human MT2 cells assessed as reduction in cell viability incubated for 48 hrs by cell-titer Glo assay2015Journal 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.
AID597077Antiparasitic activity against Trypanosoma brucei rhodesiense STIB 900 bloodstream form after 72 hrs by microplate fluorimetry2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Antiparasitic compounds from Cupania cinerea with activities against Plasmodium falciparum and Trypanosoma brucei rhodesiense.
AID1504288Antiproliferative activity in human MCF7 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID402660Cytotoxicity against human HeLa cells after 48 hrs by MTT assay2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID334273Induction of melanogenesis in mouse B16 2F2 cells assessed as intracellular melanin content after 3 days2002Journal of natural products, May, Volume: 65, Issue:5
Differentiation- and apoptosis-inducing activities by pentacyclic triterpenes on a mouse melanoma cell line.
AID1504265Cytotoxic activity in human MCF7 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
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.
AID1338047Cytotoxicity against human TE32 cells measured after 72 hrs by MTT assay2017European journal of medicinal chemistry, Jan-05, Volume: 125Preparation of novel ring-A fused azole derivatives of betulin and evaluation of their cytotoxicity.
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.
AID1504294Antiproliferative activity in HEK293 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
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.
AID1504263Cytotoxic activity in human HeLa cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID1338045Cytotoxicity against human Hep2 cells measured after 72 hrs by MTT assay2017European journal of medicinal chemistry, Jan-05, Volume: 125Preparation of novel ring-A fused azole derivatives of betulin and evaluation of their cytotoxicity.
AID597078Cytotoxicity against rat L6 cells after 72 hrs by microplate fluorimetry2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Antiparasitic compounds from Cupania cinerea with activities against Plasmodium falciparum and Trypanosoma brucei rhodesiense.
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.
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.
AID334272Growth inhibition of mouse B16 2F2 cells after 3 days2002Journal of natural products, May, Volume: 65, Issue:5
Differentiation- and apoptosis-inducing activities by pentacyclic triterpenes on a mouse melanoma cell line.
AID1066591Cytotoxicity against human A2780 cells after 96 hrs by MTT assay2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Lupane triterpenoids from the stems of Euonymus carnosus.
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.
AID1066595Cytotoxicity against human HCT8 cells after 96 hrs by MTT assay2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Lupane triterpenoids from the stems of Euonymus carnosus.
AID1066594Cytotoxicity against human Bel7402 cells after 96 hrs by MTT assay2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Lupane triterpenoids from the stems of Euonymus carnosus.
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.
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.
AID1504292Antiproliferative activity in human Hep2 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID1338043Cytotoxicity against human A549 cells measured after 72 hrs by MTT assay2017European journal of medicinal chemistry, Jan-05, Volume: 125Preparation of novel ring-A fused azole derivatives of betulin and evaluation of their cytotoxicity.
AID1338044Cytotoxicity against human MS cells measured after 72 hrs by MTT assay2017European journal of medicinal chemistry, Jan-05, Volume: 125Preparation of novel ring-A fused azole derivatives of betulin and evaluation of their cytotoxicity.
AID402661Cytotoxicity against human Hep2 cells after 48 hrs by MTT assay2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID1504267Cytotoxic activity in human DU145 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
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.
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.
AID1504271Cytotoxic activity in HEK293 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID1228705Selectivity index, ratio of CC50 for mock-infected human MT2 cells to IC50 for HIV1 NL4.3-Ren infected in human MT2 cells2015Journal 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.
AID1066590Antiinflammatory activity in mouse BV2 cells assessed as inhibition of LPS-induced nitric oxide production after 24 hrs by Griess method2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Lupane triterpenoids from the stems of Euonymus carnosus.
AID1228704Antiviral activity against HIV1 NL4.3-Ren infected in human MT2 cells assessed as inhibition of viral growth 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.
AID1504286Antiproliferative activity in human HeLa cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID1504287Antiproliferative activity in human SiHa cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID1504291Antiproliferative activity in human KB cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID1504290Antiproliferative activity in human DU145 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID1504270Cytotoxic activity in African green monkey Vero cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID1066593Cytotoxicity against human BGC823 cells after 96 hrs by MTT assay2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Lupane triterpenoids from the stems of Euonymus carnosus.
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.
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.
AID1504268Cytotoxic activity in human KB cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
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.
AID1338046Cytotoxicity against human HCT116 cells measured after 72 hrs by MTT assay2017European journal of medicinal chemistry, Jan-05, Volume: 125Preparation of novel ring-A fused azole derivatives of betulin and evaluation of their cytotoxicity.
AID1504269Cytotoxic activity in human Hep2 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (28.57)29.6817
2010's5 (71.43)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: 17.93

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 Index17.93 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.83 (4.65)
Search Engine Demand Index10.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (17.93)

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%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]