3-oxo-12-ursen-28-oic acid profile

3-oxo-12-ursen-28-oic acid: from Potentilla chinensis [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Related Flora

Flora	Rank	Flora Definition	Family	Family Definition
Potentilla	genus	A plant genus of the family ROSACEAE. Members contain procyanidins and TANNINS.[MeSH]	Rosaceae	The rose plant family in the order ROSALES and class Magnoliopsida. They are generally woody plants. A number of the species of this family contain cyanogenic compounds.[MeSH]
Potentilla chinensis	species	[no description available]	Rosaceae	The rose plant family in the order ROSALES and class Magnoliopsida. They are generally woody plants. A number of the species of this family contain cyanogenic compounds.[MeSH]

ID Source	ID
PubMed CID	9890209
CHEMBL ID	487887
CHEBI ID	172011
SCHEMBL ID	454577
MeSH ID	M0513996

Synonym
(1s,2r,4as,6ar,6as,6br,8ar,12ar,14bs)-1,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,5,6,6a,7,8,8a,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
ursonic acid
CHEBI:172011
3-oxo-12-ursen-28-oic acid
TOS-BB-0966 ,
3-oxo-urs-12-en-28-oic acid
bdbm50245647
3-oxours-12-en-28-oic acid
(1s,2r,4as,6as,6br,8ar,12ar,12br,14bs)-1,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid
CHEMBL487887 ,
6246-46-4
S3902
AKOS016009365
SCHEMBL454577
AC-33970
HY-N1486
3-ketoursolic acid
CS-5796
DS-5490
F16164
mfcd09752413
3-ketone
HMS3885G12
CCG-269282
A868468
b8f ,
(5beta)-3-oxours-12-en-28-oic acid
O0508

Class	Description
triterpenoid	Any 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]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Glycogen phosphorylase, muscle form	Oryctolagus cuniculus (rabbit)	IC50 (µMol)	57.1813	0.0140	5.9324	9.0000	AID404873; AID603224
Aromatase	Homo sapiens (human)	IC50 (µMol)	500.0000	0.0000	1.2904	10.0000	AID364069
Protease	Human immunodeficiency virus 1	IC50 (µMol)	37.5000	0.0000	0.8176	9.8500	AID436490
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
negative regulation of chronic inflammatory response	Aromatase	Homo sapiens (human)
steroid biosynthetic process	Aromatase	Homo sapiens (human)
estrogen biosynthetic process	Aromatase	Homo sapiens (human)
androgen catabolic process	Aromatase	Homo sapiens (human)
syncytium formation	Aromatase	Homo sapiens (human)
negative regulation of macrophage chemotaxis	Aromatase	Homo sapiens (human)
sterol metabolic process	Aromatase	Homo sapiens (human)
female genitalia development	Aromatase	Homo sapiens (human)
mammary gland development	Aromatase	Homo sapiens (human)
uterus development	Aromatase	Homo sapiens (human)
prostate gland growth	Aromatase	Homo sapiens (human)
testosterone biosynthetic process	Aromatase	Homo sapiens (human)
positive regulation of estradiol secretion	Aromatase	Homo sapiens (human)
female gonad development	Aromatase	Homo sapiens (human)
response to estradiol	Aromatase	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
iron ion binding	Aromatase	Homo sapiens (human)
steroid hydroxylase activity	Aromatase	Homo sapiens (human)
electron transfer activity	Aromatase	Homo sapiens (human)
oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen	Aromatase	Homo sapiens (human)
oxygen binding	Aromatase	Homo sapiens (human)
heme binding	Aromatase	Homo sapiens (human)
aromatase activity	Aromatase	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
endoplasmic reticulum	Aromatase	Homo sapiens (human)
endoplasmic reticulum membrane	Aromatase	Homo sapiens (human)
membrane	Aromatase	Homo sapiens (human)
endoplasmic reticulum	Aromatase	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (64)

Assay ID	Title	Year	Journal	Article
AID1519310	Cytotoxicity against human K562 cells incubated for 72 hrs by MTS assay	2020	European journal of medicinal chemistry, Jan-01, Volume: 185	Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID1290005	Cytotoxicity against human HCT116 cells at 50 uM after 48 hrs by MTT assay	2016	European journal of medicinal chemistry, Mar-23, Volume: 111	Synthesis and screening of ursolic acid-benzylidine derivatives as potential anti-cancer agents.
AID1662676	Inhibition of TDP1 (unknown origin) expressed in Escherichia coli BL21 (DE3) at 100 uM using 5'-FAM-AGGATCTAAAAGACTT-BHQ-3' as substrate preincubated for 30 mins followed by substrate addition by fluorescence assay relative to control	2020	Bioorganic & medicinal chemistry, 06-01, Volume: 28, Issue:11	Secondary metabolites from Isodon ternifolius (D. Don) Kudo and their anticancer activity as DNA topoisomerase IB and Tyrosyl-DNA phosphodiesterase 1 inhibitors.
AID1176938	Cytotoxicity against human HepG2 cells assessed as cell survival after 48 hrs by MTT assay	2015	Bioorganic & medicinal chemistry letters, Feb-01, Volume: 25, Issue:3	Synthesis, in vitro antimicrobial and cytotoxic activities of new carbazole derivatives of ursolic acid.
AID1176935	Antimicrobial activity against Candida albicans CGMCC2.2086 after 48 hrs by modified microdilution method	2015	Bioorganic & medicinal chemistry letters, Feb-01, Volume: 25, Issue:3	Synthesis, in vitro antimicrobial and cytotoxic activities of new carbazole derivatives of ursolic acid.
AID1519307	Cytotoxicity against human U2OS cells incubated for 72 hrs by MTS assay	2020	European journal of medicinal chemistry, Jan-01, Volume: 185	Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID1436582	Growth inhibition of human HL60 cells at 2.5 uM after 48 hrs by MTT assay relative to control	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Discovery of FZU-03,010 as a self-assembling anticancer amphiphile for acute myeloid leukemia.
AID1436581	Growth inhibition of human HL60 cells at 1.25 uM after 48 hrs by MTT assay relative to control	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Discovery of FZU-03,010 as a self-assembling anticancer amphiphile for acute myeloid leukemia.
AID1290006	Cytotoxicity against human A549 cells at 50 uM after 48 hrs by MTT assay	2016	European journal of medicinal chemistry, Mar-23, Volume: 111	Synthesis and screening of ursolic acid-benzylidine derivatives as potential anti-cancer agents.
AID1488708	Cytotoxic activity against human SMMC7721 cells after 72 hrs by MTT assay	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Design, synthesis and in vitro anticancer activity of novel quinoline and oxadiazole derivatives of ursolic acid.
AID404873	Inhibition of rabbit muscle glycogen phosphorylase A assessed as phosphate release from glucose-1-phosphate	2008	Journal of medicinal chemistry, Jun-26, Volume: 51, Issue:12	Naturally occurring pentacyclic triterpenes as inhibitors of glycogen phosphorylase: synthesis, structure-activity relationships, and X-ray crystallographic studies.
AID1370897	Cytotoxicity against African green monkey Vero cells after 72 hrs by MTT assay
AID603224	Inhibition of rabbit muscle glycogen phosphorylase A assessed as release of phosphate from glucose-1-phosphate after 25 mins by microplate reader based method	2011	European journal of medicinal chemistry, Jun, Volume: 46, Issue:6	Identification of pentacyclic triterpenes derivatives as potent inhibitors against glycogen phosphorylase based on 3D-QSAR studies.
AID1290004	Cytotoxicity against human FR2 cells at 50 uM after 48 hrs by MTT assay	2016	European journal of medicinal chemistry, Mar-23, Volume: 111	Synthesis and screening of ursolic acid-benzylidine derivatives as potential anti-cancer agents.
AID1436580	Growth inhibition of human HL60 cells at 0.63 uM after 48 hrs by MTT assay relative to control	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Discovery of FZU-03,010 as a self-assembling anticancer amphiphile for acute myeloid leukemia.
AID338061	Antiviral activity against HSV2 MS replication infected in african green monkey Vero cells assessed as inhibition of virus-induced cytopathic effect after 48 hrs
AID1662669	Inhibition of calf thymus Top1 assessed as reduction in supercoiled pBR322 DNA relaxation at 100 uM measured after 30 mins by agarose gel electrophoresis relative to camptothecin	2020	Bioorganic & medicinal chemistry, 06-01, Volume: 28, Issue:11	Secondary metabolites from Isodon ternifolius (D. Don) Kudo and their anticancer activity as DNA topoisomerase IB and Tyrosyl-DNA phosphodiesterase 1 inhibitors.
AID1662672	Cytotoxicity against human A549 cells assessed as growth inhibition after 72 hrs by MTT assay	2020	Bioorganic & medicinal chemistry, 06-01, Volume: 28, Issue:11	Secondary metabolites from Isodon ternifolius (D. Don) Kudo and their anticancer activity as DNA topoisomerase IB and Tyrosyl-DNA phosphodiesterase 1 inhibitors.
AID436490	Inhibition of HIV1 protease	2009	European journal of medicinal chemistry, Oct, Volume: 44, Issue:10	Synthesis and evaluation of A-seco type triterpenoids for anti-HIV-1protease activity.
AID1290003	Cytotoxicity against human THP1 cells at 50 uM after 48 hrs by MTT assay	2016	European journal of medicinal chemistry, Mar-23, Volume: 111	Synthesis and screening of ursolic acid-benzylidine derivatives as potential anti-cancer agents.
AID1370896	Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum W2 infected in human erythrocytes
AID1290001	Cytotoxicity against human HCT116 cells after 48 hrs by MTT assay	2016	European journal of medicinal chemistry, Mar-23, Volume: 111	Synthesis and screening of ursolic acid-benzylidine derivatives as potential anti-cancer agents.
AID1370898	Cytotoxicity against human HepG2 cells after 72 hrs by MTT assay
AID1488709	Cytotoxic activity against human QSG7701 cells after 72 hrs by MTT assay	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Design, synthesis and in vitro anticancer activity of novel quinoline and oxadiazole derivatives of ursolic acid.
AID689291	Cytotoxicity against human AsPC1 cells after 72 hrs by MTT assay	2012	Bioorganic & medicinal chemistry, Oct-01, Volume: 20, Issue:19	Synthesis of novel ursolic acid heterocyclic derivatives with improved abilities of antiproliferation and induction of p53, p21waf1 and NOXA in pancreatic cancer cells.
AID1290011	Cytotoxicity against human FR2 cells after 48 hrs by MTT assay	2016	European journal of medicinal chemistry, Mar-23, Volume: 111	Synthesis and screening of ursolic acid-benzylidine derivatives as potential anti-cancer agents.
AID364069	Inhibition of aromatase in human placental microsomes assessed as tritiated water release after 15 mins using [1-beta, 3H]androstenedione as substrate by scintillation counting	2008	European journal of medicinal chemistry, Sep, Volume: 43, Issue:9	Evaluation of ursolic acid isolated from Ilex paraguariensis and derivatives on aromatase inhibition.
AID1519315	Cytotoxicity against human CEM-DNR-bulk cells incubated for 72 hrs by MTS assay	2020	European journal of medicinal chemistry, Jan-01, Volume: 185	Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID1662677	Inhibition of calf thymus Top1-mediated supercoiled pBR322 DNA cleavage assessed as nicked DNA content at 25 uM measured after 30 mins by ethidium bromide staining agarose gel electrophoresis (Rvb = 15%)	2020	Bioorganic & medicinal chemistry, 06-01, Volume: 28, Issue:11	Secondary metabolites from Isodon ternifolius (D. Don) Kudo and their anticancer activity as DNA topoisomerase IB and Tyrosyl-DNA phosphodiesterase 1 inhibitors.
AID1290002	Cytotoxicity against human A549 cells after 48 hrs by MTT assay	2016	European journal of medicinal chemistry, Mar-23, Volume: 111	Synthesis and screening of ursolic acid-benzylidine derivatives as potential anti-cancer agents.
AID1662679	Inhibition of calf thymus Top1 assessed as reduction in supercoiled pBR322 DNA relaxation measured after 30 mins by agarose gel electrophoresis	2020	Bioorganic & medicinal chemistry, 06-01, Volume: 28, Issue:11	Secondary metabolites from Isodon ternifolius (D. Don) Kudo and their anticancer activity as DNA topoisomerase IB and Tyrosyl-DNA phosphodiesterase 1 inhibitors.
AID1519308	Cytotoxicity against human BJ cells incubated for 72 hrs by MTS assay	2020	European journal of medicinal chemistry, Jan-01, Volume: 185	Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID1519306	Cytotoxicity against human MRC5 cells incubated for 72 hrs by MTS assay	2020	European journal of medicinal chemistry, Jan-01, Volume: 185	Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID1662673	Cytotoxicity against human HCT116 cells assessed as growth inhibition after 72 hrs by MTT assay	2020	Bioorganic & medicinal chemistry, 06-01, Volume: 28, Issue:11	Secondary metabolites from Isodon ternifolius (D. Don) Kudo and their anticancer activity as DNA topoisomerase IB and Tyrosyl-DNA phosphodiesterase 1 inhibitors.
AID1488707	Cytotoxic activity against human HeLa cells after 72 hrs by MTT assay	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Design, synthesis and in vitro anticancer activity of novel quinoline and oxadiazole derivatives of ursolic acid.
AID452564	Cytotoxicity against human NTUB1 cells after 72 hrs by MTT assay	2009	Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20	Ursolic acid derivatives induce cell cycle arrest and apoptosis in NTUB1 cells associated with reactive oxygen species.
AID1176937	Cytotoxicity against human SMMC-7221 cells assessed as cell survival after 48 hrs by MTT assay	2015	Bioorganic & medicinal chemistry letters, Feb-01, Volume: 25, Issue:3	Synthesis, in vitro antimicrobial and cytotoxic activities of new carbazole derivatives of ursolic acid.
AID1436587	Growth inhibition of human HL60 cells after 48 hrs by MTT assay	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Discovery of FZU-03,010 as a self-assembling anticancer amphiphile for acute myeloid leukemia.
AID1290007	Cytotoxicity against human MCF7 cells at 50 uM after 48 hrs by MTT assay	2016	European journal of medicinal chemistry, Mar-23, Volume: 111	Synthesis and screening of ursolic acid-benzylidine derivatives as potential anti-cancer agents.
AID1436585	Growth inhibition of human HL60 cells at 20 uM after 48 hrs by MTT assay relative to control	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Discovery of FZU-03,010 as a self-assembling anticancer amphiphile for acute myeloid leukemia.
AID1519312	Cytotoxicity against p53 knockout human HCT116 cells incubated for 72 hrs by MTS assay	2020	European journal of medicinal chemistry, Jan-01, Volume: 185	Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID1176930	Antimicrobial activity against Bacillus subtilis CGMCC1.1162 after 24 hrs by modified microdilution method	2015	Bioorganic & medicinal chemistry letters, Feb-01, Volume: 25, Issue:3	Synthesis, in vitro antimicrobial and cytotoxic activities of new carbazole derivatives of ursolic acid.
AID1436584	Growth inhibition of human HL60 cells at 10 uM after 48 hrs by MTT assay relative to control	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Discovery of FZU-03,010 as a self-assembling anticancer amphiphile for acute myeloid leukemia.
AID1519309	Cytotoxicity against human A549 cells incubated for 72 hrs by MTS assay	2020	European journal of medicinal chemistry, Jan-01, Volume: 185	Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID1176931	Antimicrobial activity against Staphylococcus aureus CGMCC1.1361 after 24 hrs by modified microdilution method	2015	Bioorganic & medicinal chemistry letters, Feb-01, Volume: 25, Issue:3	Synthesis, in vitro antimicrobial and cytotoxic activities of new carbazole derivatives of ursolic acid.
AID1488706	Cytotoxic activity against human MDA-MB-231 cells after 72 hrs by MTT assay	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Design, synthesis and in vitro anticancer activity of novel quinoline and oxadiazole derivatives of ursolic acid.
AID1176936	Antimicrobial activity against Candida tropicalis CGMCC2.3967 after 48 hrs by modified microdilution method	2015	Bioorganic & medicinal chemistry letters, Feb-01, Volume: 25, Issue:3	Synthesis, in vitro antimicrobial and cytotoxic activities of new carbazole derivatives of ursolic acid.
AID1436586	Growth inhibition of human HL60 cells at 40 uM after 48 hrs by MTT assay relative to control	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Discovery of FZU-03,010 as a self-assembling anticancer amphiphile for acute myeloid leukemia.
AID338060	Antiviral activity against HSV1 MacIntyre replication in african green monkey Vero cells assessed as inhibition of virus-induced cytopathic effect after 48 hrs
AID1519311	Cytotoxicity against human K562-TAX cells incubated for 72 hrs by MTS assay	2020	European journal of medicinal chemistry, Jan-01, Volume: 185	Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID1176934	Antimicrobial activity against Aspergillus niger CGMCC3.316 after 48 hrs by modified microdilution method	2015	Bioorganic & medicinal chemistry letters, Feb-01, Volume: 25, Issue:3	Synthesis, in vitro antimicrobial and cytotoxic activities of new carbazole derivatives of ursolic acid.
AID1662675	Induction of DNA damage in human MCF7 cells assessed as increase in gammaH2AX foci formation up to 9 uM measured after 12 hrs by immunofluorescence assay	2020	Bioorganic & medicinal chemistry, 06-01, Volume: 28, Issue:11	Secondary metabolites from Isodon ternifolius (D. Don) Kudo and their anticancer activity as DNA topoisomerase IB and Tyrosyl-DNA phosphodiesterase 1 inhibitors.
AID1436583	Growth inhibition of human HL60 cells at 5 uM after 48 hrs by MTT assay relative to control	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Discovery of FZU-03,010 as a self-assembling anticancer amphiphile for acute myeloid leukemia.
AID1290010	Cytotoxicity against human THP1 cells after 48 hrs by MTT assay	2016	European journal of medicinal chemistry, Mar-23, Volume: 111	Synthesis and screening of ursolic acid-benzylidine derivatives as potential anti-cancer agents.
AID1176933	Antimicrobial activity against Pseudomonas fluorescens CGMCC1.1828 after 24 hrs by modified microdilution method	2015	Bioorganic & medicinal chemistry letters, Feb-01, Volume: 25, Issue:3	Synthesis, in vitro antimicrobial and cytotoxic activities of new carbazole derivatives of ursolic acid.
AID1519313	Cytotoxicity against human HCT116 cells incubated for 72 hrs by MTS assay	2020	European journal of medicinal chemistry, Jan-01, Volume: 185	Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID1176932	Antimicrobial activity against Escherichia coli CGMCC1.1571 after 24 hrs by modified microdilution method	2015	Bioorganic & medicinal chemistry letters, Feb-01, Volume: 25, Issue:3	Synthesis, in vitro antimicrobial and cytotoxic activities of new carbazole derivatives of ursolic acid.
AID1474812	Inhibition of LPS-induced NO production in mouse RAW264.7 cells preincubated for 1 hr followed by LPS stimulation measured after 24 hrs by Griess assay	2017	Bioorganic & medicinal chemistry letters, 06-01, Volume: 27, Issue:11	New derivatives of ursolic acid through the biotransformation by Bacillus megaterium CGMCC 1.1741 as inhibitors on nitric oxide production.
AID1662678	Inhibition of calf thymus Top1-mediated supercoiled pBR322 DNA cleavage assessed as nicked DNA content at 50 uM measured after 30 mins by ethidium bromide staining agarose gel electrophoresis (Rvb = 15%)	2020	Bioorganic & medicinal chemistry, 06-01, Volume: 28, Issue:11	Secondary metabolites from Isodon ternifolius (D. Don) Kudo and their anticancer activity as DNA topoisomerase IB and Tyrosyl-DNA phosphodiesterase 1 inhibitors.
AID1662671	Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 72 hrs by MTT assay	2020	Bioorganic & medicinal chemistry, 06-01, Volume: 28, Issue:11	Secondary metabolites from Isodon ternifolius (D. Don) Kudo and their anticancer activity as DNA topoisomerase IB and Tyrosyl-DNA phosphodiesterase 1 inhibitors.
AID1290009	Cytotoxicity against human MCF7 cells after 48 hrs by MTT assay	2016	European journal of medicinal chemistry, Mar-23, Volume: 111	Synthesis and screening of ursolic acid-benzylidine derivatives as potential anti-cancer agents.
AID1662680	Inhibition of calf thymus Top1 assessed as reduction in Top1-supercoiled pBR322 DNA covalent cleavage formation at 25 to 50 uM measured after 30 mins by electrophoretic mobility shift assay	2020	Bioorganic & medicinal chemistry, 06-01, Volume: 28, Issue:11	Secondary metabolites from Isodon ternifolius (D. Don) Kudo and their anticancer activity as DNA topoisomerase IB and Tyrosyl-DNA phosphodiesterase 1 inhibitors.
AID1519314	Cytotoxicity against human CCRF-CEM cells incubated for 72 hrs by MTS assay	2020	European journal of medicinal chemistry, Jan-01, Volume: 185	Synthesis and biological evaluation of triterpenoid thiazoles derived from betulonic acid, dihydrobetulonic acid, and ursonic acid.
AID1370899	Selectivity index, ratio of CC50 for human HepG2 cells to IC50 for chloroquine-resistant Plasmodium falciparum W2
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	5 (23.81)	29.6817
2010's	9 (42.86)	24.3611
2020's	7 (33.33)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	1 (4.55%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	21 (95.45%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
caffeine [no description available]	2.04	1	purine alkaloid; trimethylxanthine	adenosine A2A receptor antagonist; adenosine receptor antagonist; adjuvant; central nervous system stimulant; diuretic; EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor; EC 3.1.4.* (phosphoric diester hydrolase) inhibitor; environmental contaminant; food additive; fungal metabolite; geroprotector; human blood serum metabolite; mouse metabolite; mutagen; plant metabolite; psychotropic drug; ryanodine receptor agonist; xenobiotic
fluorouracil Fluorouracil: A pyrimidine analog that is an antineoplastic antimetabolite. It interferes with DNA synthesis by blocking the THYMIDYLATE SYNTHETASE conversion of deoxyuridylic acid to thymidylic acid.. 5-fluorouracil : A nucleobase analogue that is uracil in which the hydrogen at position 5 is replaced by fluorine. It is an antineoplastic agent which acts as an antimetabolite - following conversion to the active deoxynucleotide, it inhibits DNA synthesis (by blocking the conversion of deoxyuridylic acid to thymidylic acid by the cellular enzyme thymidylate synthetase) and so slows tumour growth.	2.13	1	nucleobase analogue; organofluorine compound	antimetabolite; antineoplastic agent; environmental contaminant; immunosuppressive agent; radiosensitizing agent; xenobiotic
ketoconazole 1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine : A dioxolane that is 1,3-dioxolane which is substituted at positions 2, 2, and 4 by imidazol-1-ylmethyl, 2,4-dichlorophenyl, and [para-(4-acetylpiperazin-1-yl)phenoxy]methyl groups, respectively.	2.11	1	dichlorobenzene; dioxolane; ether; imidazoles; N-acylpiperazine; N-arylpiperazine
piperazine [no description available]	2.31	1	azacycloalkane; piperazines; saturated organic heteromonocyclic parent	anthelminthic drug
thiazoles [no description available]	2.25	1	1,3-thiazoles; mancude organic heteromonocyclic parent; monocyclic heteroarene
glycyrrhetinic acid [no description available]	2.04	1	cyclic terpene ketone; hydroxy monocarboxylic acid; pentacyclic triterpenoid	immunomodulator; plant metabolite
oleanolic acid [no description available]	3.19	5	hydroxy monocarboxylic acid; pentacyclic triterpenoid	plant metabolite
formestane [no description available]	2.04	1	17-oxo steroid; 3-oxo-Delta(4) steroid; enol; hydroxy steroid	antineoplastic agent; EC 1.14.14.14 (aromatase) inhibitor
glycyrrhizic acid glycyrrhizinic acid : A triterpenoid saponin that is the glucosiduronide derivative of 3beta-hydroxy-11-oxoolean-12-en-30-oic acid.	2.04	1	enone; glucosiduronic acid; pentacyclic triterpenoid; tricarboxylic acid; triterpenoid saponin	EC 3.4.21.5 (thrombin) inhibitor; plant metabolite
camptothecin NSC 100880: carboxylate (opened lactone) form of camptothecin; RN refers to (S)-isomer; structure given in first source	2.25	1	delta-lactone; pyranoindolizinoquinoline; quinoline alkaloid; tertiary alcohol	antineoplastic agent; EC 5.99.1.2 (DNA topoisomerase) inhibitor; genotoxin; plant metabolite
paclitaxel Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).	2.05	1	taxane diterpenoid; tetracyclic diterpenoid	antineoplastic agent; human metabolite; metabolite; microtubule-stabilising agent
etoposide [no description available]	2.15	1	beta-D-glucoside; furonaphthodioxole; organic heterotetracyclic compound	antineoplastic agent; DNA synthesis inhibitor
amikacin Amikacin: A broad-spectrum antibiotic derived from KANAMYCIN. It is reno- and oto-toxic like the other aminoglycoside antibiotics.. amikacin : An amino cyclitol glycoside that is kanamycin A acylated at the N-1 position by a 4-amino-2-hydroxybutyryl group.	2.11	1	alpha-D-glucoside; amino cyclitol glycoside; aminoglycoside; carboxamide	antibacterial drug; antimicrobial agent; nephrotoxin
ursolic acid [no description available]	3.69	9	hydroxy monocarboxylic acid; pentacyclic triterpenoid	geroprotector; plant metabolite
betulinic acid [no description available]	2.73	3	hydroxy monocarboxylic acid; pentacyclic triterpenoid	anti-HIV agent; anti-inflammatory agent; antimalarial; antineoplastic agent; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; plant metabolite
betulin betulin: isolated from various white birch bark (BETULA). betulin : A pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-hydroxymethyl substituents.	2.46	2	diol; pentacyclic triterpenoid	analgesic; anti-inflammatory agent; antineoplastic agent; antiviral agent; metabolite
madecassic acid [no description available]	2.04	1	monocarboxylic acid; pentacyclic triterpenoid; tetrol	antioxidant; plant metabolite
arjunolic acid arjunolic acid: oleanane type; isol from Cochlospermum tinctorium (Bixaceae); structure given in first source; RN given refers to (2alpha,3beta,4alpha)-isomer; RN for cpd without isomeric designation not avail 12/89. arjunolic acid : A pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by hydroxy groups at positions 2, 3 and 23 (the 2alpha,3beta stereoisomer). Isolated from Symplocos lancifolia and Juglans sinensis, it exhibits antioxidant and antimicrobial activities.	2.06	1	hydroxy monocarboxylic acid; pentacyclic triterpenoid	antibacterial agent; antifungal agent; antioxidant; metabolite
maslinic acid (2Alpha,3beta)-2,3-dihydroxyolean-12-en-28-oic acid: from Luehea divaricata and Agrimonia eupatoria	2.46	2	dihydroxy monocarboxylic acid; pentacyclic triterpenoid	anti-inflammatory agent; antineoplastic agent; antioxidant; plant metabolite
uvaol uvaol: from Vauquelinia corymbosa (Rosaceae)	2.25	1	triterpenoid	metabolite
asiatic acid [no description available]	2.46	2	monocarboxylic acid; pentacyclic triterpenoid; triol	angiogenesis modulating agent; metabolite
betulonic acid betulonic acid: isolated from Rush javanica; strucure in first source	2.25	1	triterpenoid	anticoronaviral agent
oleanolic acid 3-acetate oleanolic acid 3-acetate: from Gardenia jasminoides; RN given for (3beta)-isomer	2.05	1
euscaphic acid euscaphic acid: isolated from medicinal plant, Euscaphis japonica Pax.; structure; RN given refers to 2alpha,3alpha-isomer. euscaphic acid : A pentacyclic triterpenoid that is urs-12-en-28-oic acid substituted by hydroxy groups at positions 2, 3 and 19 respectively (the 2alpha,3alpha-stereoisomer). It has been isolated from the leaves of Rosa laevigata.	2.25	1	hydroxy monocarboxylic acid; pentacyclic triterpenoid; triol	plant metabolite
methyl ursolate methyl ursolate: structure in first source	2.46	2
isoliquiritigenin [no description available]	2.25	1	chalcones	antineoplastic agent; biological pigment; EC 1.14.18.1 (tyrosinase) inhibitor; GABA modulator; geroprotector; metabolite; NMDA receptor antagonist
quercetin [no description available]	2.15	1	7-hydroxyflavonol; pentahydroxyflavone	antibacterial agent; antineoplastic agent; antioxidant; Aurora kinase inhibitor; chelator; EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor; geroprotector; phytoestrogen; plant metabolite; protein kinase inhibitor; radical scavenger
apigenin Chamomile: Common name for several daisy-like plants (MATRICARIA; TRIPLEUROSPERMUM; ANTHEMIS; CHAMAEMELUM) native to Europe and Western Asia, now naturalized in the United States and Australia.	2.04	1	trihydroxyflavone	antineoplastic agent; metabolite
3 beta-o-acetylursolic acid [no description available]	3.17	5	triterpenoid
corosolic acid [no description available]	2.78	3	triterpenoid	metabolite
3-epioleanolic acid [no description available]	2.46	2	triterpenoid	metabolite
11-deoxy glycyrrhetinic acid [no description available]	2.46	2	triterpenoid
oleanonic acid oleanonic acid: structure in first source	3.03	4
augustic acid [no description available]	2.46	2
23-hydroxybetulinic acid 23-hydroxybetulinic acid: structure in first source	2.46	2	triterpenoid	metabolite
epi-maslinic acid epi-maslinic acid : A pentacyclic triterpenoid that is 3alpha-hydroxy epimer of maslinic acid. Isolated from Prunella vulgaris and Isodon japonicus, it exhibits anti-inflammatory activity.	2.78	3	dihydroxy monocarboxylic acid; pentacyclic triterpenoid	anti-inflammatory agent; metabolite

Condition	Relationship Strength	Studies
HIV Coinfection [description not available]	2.05	1
HIV Infections Includes the spectrum of human immunodeficiency virus infections that range from asymptomatic seropositivity, thru AIDS-related complex (ARC), to acquired immunodeficiency syndrome (AIDS).	2.05	1
Cancer of Pancreas [description not available]	2.07	1
Pancreatic Neoplasms Tumors or cancer of the PANCREAS. Depending on the types of ISLET CELLS present in the tumors, various hormones can be secreted: GLUCAGON from PANCREATIC ALPHA CELLS; INSULIN from PANCREATIC BETA CELLS; and SOMATOSTATIN from the SOMATOSTATIN-SECRETING CELLS. Most are malignant except the insulin-producing tumors (INSULINOMA).	2.07	1
Acute Myelogenous Leukemia [description not available]	2.15	1
Leukemia, Myeloid, Acute Clonal expansion of myeloid blasts in bone marrow, blood, and other tissue. Myeloid leukemias develop from changes in cells that normally produce NEUTROPHILS; BASOPHILS; EOSINOPHILS; and MONOCYTES.	2.15	1
Bone Cancer [description not available]	2.6	1
Osteogenic Sarcoma [description not available]	2.6	1
Invasiveness, Neoplasm [description not available]	2.6	1
Bone Neoplasms Tumors or cancer located in bone tissue or specific BONES.	2.6	1
Osteosarcoma A sarcoma originating in bone-forming cells, affecting the ends of long bones. It is the most common and most malignant of sarcomas of the bones, and occurs chiefly among 10- to 25-year-old youths. (From Stedman, 25th ed)	2.6	1
Diabetes Mellitus A heterogeneous group of disorders characterized by HYPERGLYCEMIA and GLUCOSE INTOLERANCE.	2.6	1
Carcinoma, Non-Small Cell Lung [description not available]	2.25	1
Cancer of Lung [description not available]	2.25	1
Carcinoma, Non-Small-Cell Lung A heterogeneous aggregate of at least three distinct histological types of lung cancer, including SQUAMOUS CELL CARCINOMA; ADENOCARCINOMA; and LARGE CELL CARCINOMA. They are dealt with collectively because of their shared treatment strategy.	2.25	1
Lung Neoplasms Tumors or cancer of the LUNG.	2.25	1
Skin Aging The process of aging due to changes in the structure and elasticity of the skin over time. It may be a part of physiological aging or it may be due to the effects of ultraviolet radiation, usually through exposure to sunlight.	2.25	1

3-oxo-12-ursen-28-oic acid

Description

Cross-References

Synonyms (28)

Drug Classes (1)

Protein Targets (3)

Inhibition Measurements

Biological Processes (15)

Molecular Functions (7)

Ceullar Components (3)

Bioassays (64)

Research

Studies (21)

Market Indicators

Research Demand Index: 11.74

Study Types

3-oxo-12-ursen-28-oic acid

Description

Related Flora

Cross-References

Synonyms (28)

Drug Classes (1)

Protein Targets (3)

Inhibition Measurements

Biological Processes (15)

Molecular Functions (7)

Ceullar Components (3)

Bioassays (64)

Research

Studies (21)

Market Indicators

Research Demand Index: 11.74

Study Types

Related Drugs (36)

Related Conditions (17)