Compounds > 3-epi-betulinic acid
Page last updated: 2024-12-08

3-epi-betulinic acid

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 CID485711
CHEMBL ID519059
SCHEMBL ID1049971
MeSH IDM000607440

Synonyms (15)

Synonym
(1r,3as,5ar,5br,7ar,9r,11ar,11br,13ar,13br)-9-hydroxy-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]chrysene-3a-carboxylic acid
epibetulinic acid
3-hydroxylup-20(29)-en-28-oic acid,(3.alpha.)
3-epi-betulinic acid
(1r,3as,5ar,5br,7ar,9r,11ar,11br,13ar,13br)-9-hydroxy-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]chrysene-3a-carboxylic acid
CHEMBL519059
38736-77-5
FT-0688285
AKOS015903048
SCHEMBL1049971
3-epibetulinic acid
3-epi-betulinicacid
HY-N0223
CS-0008261
MS-28333
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (50)

Assay IDTitleYearJournalArticle
AID342738Cytotoxicity against human HL60 cells by MTT assay2008Journal of natural products, Aug, Volume: 71, Issue:8
Lupane-type triterpenoids from Microtropis fokienensis and Perrottetia arisanensis and the apoptotic effect of 28-hydroxy-3-oxo-lup-20(29)-en-30-al.
AID342726Cytotoxicity against human Hep3B cells by MTT assay2008Journal of natural products, Aug, Volume: 71, Issue:8
Lupane-type triterpenoids from Microtropis fokienensis and Perrottetia arisanensis and the apoptotic effect of 28-hydroxy-3-oxo-lup-20(29)-en-30-al.
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.
AID402660Cytotoxicity against human HeLa cells after 48 hrs by MTT assay2005Journal of natural products, Jul, Volume: 68, Issue:7
Lupane triterpenoids from Maytenus species.
AID1504273Selectivity index, ratio of cytotoxic CC50 for African green monkey Vero cells to cytotoxic CC50 for human SiHa cells2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID342730Cytotoxicity against human sCa9-22 cells by MTT assay2008Journal of natural products, Aug, Volume: 71, Issue:8
Lupane-type triterpenoids from Microtropis fokienensis and Perrottetia arisanensis and the apoptotic effect of 28-hydroxy-3-oxo-lup-20(29)-en-30-al.
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.
AID1504274Selectivity index, ratio of cytotoxic CC50 for African green monkey Vero cells to cytotoxic CC50 for human MCF7 cells2017Journal 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.
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.
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.
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.
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.
AID342725Cytotoxicity against human HepG2 cells by MTT assay2008Journal of natural products, Aug, Volume: 71, Issue:8
Lupane-type triterpenoids from Microtropis fokienensis and Perrottetia arisanensis and the apoptotic effect of 28-hydroxy-3-oxo-lup-20(29)-en-30-al.
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.
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.
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.
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.
AID378285Antitubercular activity against Mycobacterium tuberculosis H37Rv ATCC 27294 by BACTEC 460 radiorespirometric assay2000Journal of natural products, Dec, Volume: 63, Issue:12
Oleanane triterpenes from Junellia tridens.
AID1504272Selectivity index, ratio of cytotoxic CC50 for African green monkey Vero cells to cytotoxic CC50 for human HeLa cells2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
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.
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.
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.
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.
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.
AID342727Cytotoxicity against human MDA-MB-231 cells by MTT assay2008Journal of natural products, Aug, Volume: 71, Issue:8
Lupane-type triterpenoids from Microtropis fokienensis and Perrottetia arisanensis and the apoptotic effect of 28-hydroxy-3-oxo-lup-20(29)-en-30-al.
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.
AID402661Cytotoxicity against human Hep2 cells after 48 hrs by MTT assay2005Journal 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.
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.
AID1504295Selectivity index, ratio of antiproliferative IC50 for African green monkey Vero cells to antiproliferative IC50 for human HeLa cells2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID1504271Cytotoxic activity in HEK293 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID337068Cytotoxicity against human A2780 cells2003Journal of natural products, Mar, Volume: 66, Issue:3
New cytotoxic lupane triterpenoids from the twigs of Coussarea paniculata.
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.
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.
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.
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.
AID1504294Antiproliferative activity in HEK293 cells by sulforhodamine B assay2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
AID1504297Selectivity index, ratio of antiproliferative IC50 for African green monkey Vero cells to antiproliferative IC50 for human MCF7 cells2017Journal 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.
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.
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.
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.
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.
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.
AID342729Cytotoxicity against human A549 cells by MTT assay2008Journal of natural products, Aug, Volume: 71, Issue:8
Lupane-type triterpenoids from Microtropis fokienensis and Perrottetia arisanensis and the apoptotic effect of 28-hydroxy-3-oxo-lup-20(29)-en-30-al.
AID1504296Selectivity index, ratio of antiproliferative IC50 for African green monkey Vero cells to antiproliferative IC50 for human SiHa cells2017Journal of natural products, 11-22, Volume: 80, Issue:11
Lupane-Type Triterpenes of Phoradendron vernicosum.
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.
AID342728Cytotoxicity against human MCF7 cells by MTT assay2008Journal of natural products, Aug, Volume: 71, Issue:8
Lupane-type triterpenoids from Microtropis fokienensis and Perrottetia arisanensis and the apoptotic effect of 28-hydroxy-3-oxo-lup-20(29)-en-30-al.
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.
[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's0 (0.00)18.2507
2000's4 (80.00)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
oleanolic acid
[no description available]		2.7230hydroxy monocarboxylic acid;
pentacyclic triterpenoid		plant metabolite
ursolic acid
[no description available]		2.0110hydroxy monocarboxylic acid;
pentacyclic triterpenoid		geroprotector;
plant metabolite
betulinic acid
[no description available]		2.7430hydroxy 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.		2.4720diol;
pentacyclic triterpenoid		analgesic;
anti-inflammatory agent;
antineoplastic agent;
antiviral agent;
metabolite
3-acetyllupeol
3-acetyllupeol: from root of Euphorbia fischeriana Steud; RN refers to (3beta)-isomer		2.0110organic molecular entitymetabolite
lupenone
lupenone: structure in first source		2.4720triterpenoidmetabolite
betulonic acid
betulonic acid: isolated from Rush javanica; strucure in first source		2.1510triterpenoidanticoronaviral agent
docetaxel anhydrous
Docetaxel: A semisynthetic analog of PACLITAXEL used in the treatment of locally advanced or metastatic BREAST NEOPLASMS and NON-SMALL CELL LUNG CANCER.. docetaxel anhydrous : A tetracyclic diterpenoid that is paclitaxel with the N-benzyloxycarbonyl group replaced by N-tert-butoxycarbonyl, and the acetoxy group at position 10 replaced by a hydroxy group.		2.1510secondary alpha-hydroxy ketone;
tetracyclic diterpenoid		antimalarial;
antineoplastic agent;
photosensitizing agent
lupeol
[no description available]		2.4220pentacyclic triterpenoid;
secondary alcohol		anti-inflammatory drug;
plant metabolite
betulin-3-caffeate
betulin-3-caffeate: has antineoplastic activity; isolated from Hibiscus syriacus; structure in first source		2.0210
betulone
[no description available]		2.4720triterpenoidmetabolite
3-epioleanolic acid
[no description available]		210triterpenoidmetabolite
oleanonic acid
oleanonic acid: structure in first source		210
rifampin
Rifampin: A semisynthetic antibiotic produced from Streptomyces mediterranei. It has a broad antibacterial spectrum, including activity against several forms of Mycobacterium. In susceptible organisms it inhibits DNA-dependent RNA polymerase activity by forming a stable complex with the enzyme. It thus suppresses the initiation of RNA synthesis. Rifampin is bactericidal, and acts on both intracellular and extracellular organisms. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p1160)		210cyclic ketal;
hydrazone;
N-iminopiperazine;
N-methylpiperazine;
rifamycins;
semisynthetic derivative;
zwitterion		angiogenesis inhibitor;
antiamoebic agent;
antineoplastic agent;
antitubercular agent;
DNA synthesis inhibitor;
EC 2.7.7.6 (RNA polymerase) inhibitor;
Escherichia coli metabolite;
geroprotector;
leprostatic drug;
neuroprotective agent;
pregnane X receptor agonist;
protein synthesis inhibitor
ConditionIndicatedRelationship StrengthStudiesTrials
Cancer of Ovary
[description not available]		02.0110
Ovarian Neoplasms
Tumors or cancer of the OVARY. These neoplasms can be benign or malignant. They are classified according to the tissue of origin, such as the surface EPITHELIUM, the stromal endocrine cells, and the totipotent GERM CELLS.		02.0110