platanic acid profile

platanic acid: inhibits HIV replication; isolated from Syzigium claviflorum; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

platanic acid : A pentacyclic triterpenoid that is 30-norlupan-28-oic acid substituted by a 3beta-hydroxy and an oxo group at position 20. It is isolated from the leaves of Syzygium claviflorum and exhibits anti-HIV activity. [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]

Related Flora

Flora	Rank	Flora Definition	Family	Family Definition
Syzygium claviflorum	species	[no description available]	Myrtaceae	The myrtle plant family of the order Myrtales. It includes several aromatic medicinal plants such as EUCALYPTUS.[MeSH]

ID Source	ID
PubMed CID	64980
CHEMBL ID	80460
CHEBI ID	65487
SCHEMBL ID	15918102
MeSH ID	M0230778

Synonym
chebi:65487 ,
CHEMBL80460 ,
(1r,3as,5ar,5br,7ar,9s,11ar,11br,13ar,13bs)-1-acetyl-9-hydroxy-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
3-hydroxy-20-oxonorlupan-28-oic acid, (3.beta.)
6060-06-6
platanic acid
(1r,3as,5ar,5br,7ar,9s,11ar,11br,13ar,13bs)-1-acetyl-9-hydroxy-5a,5b,8,8,11a-pentamethyl-icosahydro-cyclopenta[a]chrysene-3a-carboxylic acid
bdbm50103962
1-acetyl-9-hydroxy-5alpha,5beta,8,8,11alpha-pentamethylicosahydro-3rhcyclopenta[alpha]chrysene-3alpha-carboxylic acid
3beta-hydroxy-20-oxo-30-norlupan-28-oic acid
30-norlupan-28-oic acid, 3-hydroxy-20-oxo-, (3beta)-
(1r,3as,5ar,5br,7ar,9s,11ar,11br,13ar,13bs)-1-acetyl-9-hydroxy-5a,5b,8,8,11a-pentamethylicosahydro-3ah-cyclopenta[a]chrysene-3a-carboxylic acid
SCHEMBL15918102
RVMPLOSJMIQORE-FUAAEJBOSA-N
(1r,3as,5ar,5br,7ar,9s,11ar,11br,13ar,13bs)-1-acetyl-9-hydroxy-5a,5b,8,8,11a-pentamethylicosahydro-1h-cyclopenta[a]chrysene-3a-carboxylic acid
Q27133930
DTXSID30976042
1-acetyl-9-hydroxy-5a,5b,8,8,11a-pentamethylicosahydro-3ah-cyclopenta[a]chrysene-3a-carboxylic acid

Role	Description
metabolite	Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
anti-HIV agent	An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
[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]

Class	Description
hydroxy monocarboxylic acid	Any monocarboxylic acid which also contains a separate (alcoholic or phenolic) hydroxy substituent.
methyl ketone	A ketone of formula RC(=O)CH3 (R =/= H).
pentacyclic triterpenoid
[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)
Acetylcholinesterase	Electrophorus electricus (electric eel)	Ki	34.2500	0.0012	1.2563	8.9000	AID1435998; AID1435999
Protein kinase C beta type	Homo sapiens (human)	IC50 (µMol)	150.0000	0.0001	0.5542	10.0000	AID333024
Cholinesterase	Equus caballus (horse)	Ki	50.0000	0.0020	3.4598	9.3700	AID1436000
Protein kinase C epsilon type	Homo sapiens (human)	IC50 (µMol)	150.0000	0.0001	0.8029	10.0000	AID333025
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
G-protein coupled bile acid receptor 1	Homo sapiens (human)	EC50 (µMol)	3.1100	0.0237	2.5259	8.9000	AID444761
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
adaptive immune response	Protein kinase C beta type	Homo sapiens (human)
chromatin remodeling	Protein kinase C beta type	Homo sapiens (human)
regulation of transcription by RNA polymerase II	Protein kinase C beta type	Homo sapiens (human)
protein phosphorylation	Protein kinase C beta type	Homo sapiens (human)
calcium ion transport	Protein kinase C beta type	Homo sapiens (human)
intracellular calcium ion homeostasis	Protein kinase C beta type	Homo sapiens (human)
apoptotic process	Protein kinase C beta type	Homo sapiens (human)
mitotic nuclear membrane disassembly	Protein kinase C beta type	Homo sapiens (human)
signal transduction	Protein kinase C beta type	Homo sapiens (human)
phospholipase C-activating G protein-coupled acetylcholine receptor signaling pathway	Protein kinase C beta type	Homo sapiens (human)
response to xenobiotic stimulus	Protein kinase C beta type	Homo sapiens (human)
response to glucose	Protein kinase C beta type	Homo sapiens (human)
regulation of glucose transmembrane transport	Protein kinase C beta type	Homo sapiens (human)
negative regulation of glucose transmembrane transport	Protein kinase C beta type	Homo sapiens (human)
regulation of dopamine secretion	Protein kinase C beta type	Homo sapiens (human)
dibenzo-p-dioxin metabolic process	Protein kinase C beta type	Homo sapiens (human)
positive regulation of vascular endothelial growth factor receptor signaling pathway	Protein kinase C beta type	Homo sapiens (human)
positive regulation of insulin secretion	Protein kinase C beta type	Homo sapiens (human)
response to vitamin D	Protein kinase C beta type	Homo sapiens (human)
regulation of growth	Protein kinase C beta type	Homo sapiens (human)
B cell activation	Protein kinase C beta type	Homo sapiens (human)
positive regulation of odontogenesis of dentin-containing tooth	Protein kinase C beta type	Homo sapiens (human)
lipoprotein transport	Protein kinase C beta type	Homo sapiens (human)
positive regulation of canonical NF-kappaB signal transduction	Protein kinase C beta type	Homo sapiens (human)
post-translational protein modification	Protein kinase C beta type	Homo sapiens (human)
response to ethanol	Protein kinase C beta type	Homo sapiens (human)
positive regulation of angiogenesis	Protein kinase C beta type	Homo sapiens (human)
positive regulation of DNA-templated transcription	Protein kinase C beta type	Homo sapiens (human)
negative regulation of insulin receptor signaling pathway	Protein kinase C beta type	Homo sapiens (human)
B cell receptor signaling pathway	Protein kinase C beta type	Homo sapiens (human)
positive regulation of B cell receptor signaling pathway	Protein kinase C beta type	Homo sapiens (human)
cellular response to carbohydrate stimulus	Protein kinase C beta type	Homo sapiens (human)
presynaptic modulation of chemical synaptic transmission	Protein kinase C beta type	Homo sapiens (human)
regulation of synaptic vesicle exocytosis	Protein kinase C beta type	Homo sapiens (human)
peptidyl-serine phosphorylation	Protein kinase C beta type	Homo sapiens (human)
intracellular signal transduction	Protein kinase C beta type	Homo sapiens (human)
MAPK cascade	Protein kinase C epsilon type	Homo sapiens (human)
macrophage activation involved in immune response	Protein kinase C epsilon type	Homo sapiens (human)
protein phosphorylation	Protein kinase C epsilon type	Homo sapiens (human)
apoptotic process	Protein kinase C epsilon type	Homo sapiens (human)
signal transduction	Protein kinase C epsilon type	Homo sapiens (human)
positive regulation of epithelial cell migration	Protein kinase C epsilon type	Homo sapiens (human)
positive regulation of fibroblast migration	Protein kinase C epsilon type	Homo sapiens (human)
positive regulation of cell-substrate adhesion	Protein kinase C epsilon type	Homo sapiens (human)
peptidyl-serine phosphorylation	Protein kinase C epsilon type	Homo sapiens (human)
insulin secretion	Protein kinase C epsilon type	Homo sapiens (human)
positive regulation of actin filament polymerization	Protein kinase C epsilon type	Homo sapiens (human)
negative regulation of protein ubiquitination	Protein kinase C epsilon type	Homo sapiens (human)
cell-substrate adhesion	Protein kinase C epsilon type	Homo sapiens (human)
lipopolysaccharide-mediated signaling pathway	Protein kinase C epsilon type	Homo sapiens (human)
positive regulation of insulin secretion	Protein kinase C epsilon type	Homo sapiens (human)
positive regulation of synaptic transmission, GABAergic	Protein kinase C epsilon type	Homo sapiens (human)
positive regulation of cytokinesis	Protein kinase C epsilon type	Homo sapiens (human)
locomotory exploration behavior	Protein kinase C epsilon type	Homo sapiens (human)
TRAM-dependent toll-like receptor 4 signaling pathway	Protein kinase C epsilon type	Homo sapiens (human)
Fc-gamma receptor signaling pathway involved in phagocytosis	Protein kinase C epsilon type	Homo sapiens (human)
positive regulation of canonical NF-kappaB signal transduction	Protein kinase C epsilon type	Homo sapiens (human)
response to morphine	Protein kinase C epsilon type	Homo sapiens (human)
positive regulation of MAPK cascade	Protein kinase C epsilon type	Homo sapiens (human)
regulation of peptidyl-tyrosine phosphorylation	Protein kinase C epsilon type	Homo sapiens (human)
positive regulation of lipid catabolic process	Protein kinase C epsilon type	Homo sapiens (human)
regulation of release of sequestered calcium ion into cytosol	Protein kinase C epsilon type	Homo sapiens (human)
cell division	Protein kinase C epsilon type	Homo sapiens (human)
establishment of localization in cell	Protein kinase C epsilon type	Homo sapiens (human)
synaptic transmission, GABAergic	Protein kinase C epsilon type	Homo sapiens (human)
regulation of insulin secretion involved in cellular response to glucose stimulus	Protein kinase C epsilon type	Homo sapiens (human)
mucus secretion	Protein kinase C epsilon type	Homo sapiens (human)
positive regulation of mucus secretion	Protein kinase C epsilon type	Homo sapiens (human)
cellular response to ethanol	Protein kinase C epsilon type	Homo sapiens (human)
cellular response to prostaglandin E stimulus	Protein kinase C epsilon type	Homo sapiens (human)
cellular response to hypoxia	Protein kinase C epsilon type	Homo sapiens (human)
positive regulation of wound healing	Protein kinase C epsilon type	Homo sapiens (human)
positive regulation of protein localization to plasma membrane	Protein kinase C epsilon type	Homo sapiens (human)
negative regulation of sodium ion transmembrane transporter activity	Protein kinase C epsilon type	Homo sapiens (human)
positive regulation of cellular glucuronidation	Protein kinase C epsilon type	Homo sapiens (human)
intracellular signal transduction	Protein kinase C epsilon type	Homo sapiens (human)
cell surface bile acid receptor signaling pathway	G-protein coupled bile acid receptor 1	Homo sapiens (human)
positive regulation of ERK1 and ERK2 cascade	G-protein coupled bile acid receptor 1	Homo sapiens (human)
cellular response to bile acid	G-protein coupled bile acid receptor 1	Homo sapiens (human)
positive regulation of cholangiocyte proliferation	G-protein coupled bile acid receptor 1	Homo sapiens (human)
regulation of bicellular tight junction assembly	G-protein coupled bile acid receptor 1	Homo sapiens (human)
G protein-coupled receptor signaling pathway	G-protein coupled bile acid receptor 1	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
chromatin binding	Protein kinase C beta type	Homo sapiens (human)
protein serine/threonine kinase activity	Protein kinase C beta type	Homo sapiens (human)
diacylglycerol-dependent serine/threonine kinase activity	Protein kinase C beta type	Homo sapiens (human)
protein kinase C binding	Protein kinase C beta type	Homo sapiens (human)
calcium channel regulator activity	Protein kinase C beta type	Homo sapiens (human)
protein binding	Protein kinase C beta type	Homo sapiens (human)
ATP binding	Protein kinase C beta type	Homo sapiens (human)
zinc ion binding	Protein kinase C beta type	Homo sapiens (human)
nuclear receptor coactivator activity	Protein kinase C beta type	Homo sapiens (human)
histone H3T6 kinase activity	Protein kinase C beta type	Homo sapiens (human)
histone binding	Protein kinase C beta type	Homo sapiens (human)
nuclear androgen receptor binding	Protein kinase C beta type	Homo sapiens (human)
protein serine kinase activity	Protein kinase C beta type	Homo sapiens (human)
actin monomer binding	Protein kinase C epsilon type	Homo sapiens (human)
protein kinase activity	Protein kinase C epsilon type	Homo sapiens (human)
protein serine/threonine kinase activity	Protein kinase C epsilon type	Homo sapiens (human)
diacylglycerol-dependent serine/threonine kinase activity	Protein kinase C epsilon type	Homo sapiens (human)
diacylglycerol-dependent, calcium-independent serine/threonine kinase activity	Protein kinase C epsilon type	Homo sapiens (human)
protein binding	Protein kinase C epsilon type	Homo sapiens (human)
ATP binding	Protein kinase C epsilon type	Homo sapiens (human)
enzyme activator activity	Protein kinase C epsilon type	Homo sapiens (human)
enzyme binding	Protein kinase C epsilon type	Homo sapiens (human)
signaling receptor activator activity	Protein kinase C epsilon type	Homo sapiens (human)
ethanol binding	Protein kinase C epsilon type	Homo sapiens (human)
metal ion binding	Protein kinase C epsilon type	Homo sapiens (human)
14-3-3 protein binding	Protein kinase C epsilon type	Homo sapiens (human)
protein serine kinase activity	Protein kinase C epsilon type	Homo sapiens (human)
protein binding	G-protein coupled bile acid receptor 1	Homo sapiens (human)
bile acid receptor activity	G-protein coupled bile acid receptor 1	Homo sapiens (human)
G protein-coupled bile acid receptor activity	G-protein coupled bile acid receptor 1	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
nucleus	Protein kinase C beta type	Homo sapiens (human)
nucleoplasm	Protein kinase C beta type	Homo sapiens (human)
cytoplasm	Protein kinase C beta type	Homo sapiens (human)
centrosome	Protein kinase C beta type	Homo sapiens (human)
cytosol	Protein kinase C beta type	Homo sapiens (human)
plasma membrane	Protein kinase C beta type	Homo sapiens (human)
brush border membrane	Protein kinase C beta type	Homo sapiens (human)
calyx of Held	Protein kinase C beta type	Homo sapiens (human)
extracellular exosome	Protein kinase C beta type	Homo sapiens (human)
presynaptic cytosol	Protein kinase C beta type	Homo sapiens (human)
spectrin	Protein kinase C beta type	Homo sapiens (human)
Golgi apparatus	Protein kinase C epsilon type	Homo sapiens (human)
nucleus	Protein kinase C epsilon type	Homo sapiens (human)
cytoplasm	Protein kinase C epsilon type	Homo sapiens (human)
mitochondrion	Protein kinase C epsilon type	Homo sapiens (human)
endoplasmic reticulum	Protein kinase C epsilon type	Homo sapiens (human)
cytosol	Protein kinase C epsilon type	Homo sapiens (human)
plasma membrane	Protein kinase C epsilon type	Homo sapiens (human)
intracellular membrane-bounded organelle	Protein kinase C epsilon type	Homo sapiens (human)
intermediate filament cytoskeleton	Protein kinase C epsilon type	Homo sapiens (human)
synapse	Protein kinase C epsilon type	Homo sapiens (human)
perinuclear region of cytoplasm	Protein kinase C epsilon type	Homo sapiens (human)
cell periphery	Protein kinase C epsilon type	Homo sapiens (human)
cytoplasm	G-protein coupled bile acid receptor 1	Homo sapiens (human)
plasma membrane	G-protein coupled bile acid receptor 1	Homo sapiens (human)
receptor complex	G-protein coupled bile acid receptor 1	Homo sapiens (human)
plasma membrane	G-protein coupled bile acid receptor 1	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (52)

Assay ID	Title	Year	Journal	Article
AID444761	Agonist activity at TGR5 expressed in CHO cells by CRE-driven luciferase reporter gene assay	2010	Journal of medicinal chemistry, Jan-14, Volume: 53, Issue:1	Structure-activity relationship study of betulinic acid, a novel and selective TGR5 agonist, and its synthetic derivatives: potential impact in diabetes.
AID1431432	Cytotoxicity against human 518A2 cells after 96 hrs by SRB assay	2017	European journal of medicinal chemistry, Feb-15, Volume: 127	Rhodamine B conjugates of triterpenoic acids are cytotoxic mitocans even at nanomolar concentrations.
AID1722044	Neuroprotective activity against CoCl2-induced neuronal injury in rat PC-12 cells assessed as cell viability at 30 uM relative to control	2020	Bioorganic & medicinal chemistry letters, 09-01, Volume: 30, Issue:17	New 30-norlupane derivatives through chemical-microbial semi-synthesis of betulinic acid and their neuroprotective effect.
AID770957	Cytotoxicity against human 8505C cells assessed as cell viability after 96 hrs by SRB assay	2013	European journal of medicinal chemistry, Oct, Volume: 68	Preparation of betulinic acid derivatives by chemical and biotransformation methods and determination of cytotoxicity against selected cancer cell lines.
AID1243948	Cytotoxicity against human HT-29 cells assessed as cell survival after 96 hrs by SRB assay	2015	European journal of medicinal chemistry, Aug-28, Volume: 101	Incorporation of a Michael acceptor enhances the antitumor activity of triterpenoic acids.
AID1504788	Cytotoxicity against mouse NIH/3T3 cells after 96 hrs by SRB assay	2018	European journal of medicinal chemistry, Jan-01, Volume: 143	Platanic acid: A new scaffold for the synthesis of cytotoxic agents.
AID1743472	Cytotoxicity against human A-375 cells assessed as reduction in cell viability incubated for 72 hrs by SRB assay	2020	European journal of medicinal chemistry, Dec-01, Volume: 207	Betulinic acid derived amides are highly cytotoxic, apoptotic and selective.
AID202817	Cytotoxicity of compound against human melanoma cell lines (SK-MEL-2) using MTT assay	2001	Bioorganic & medicinal chemistry letters, Sep-03, Volume: 11, Issue:17	Development of C-20 modified betulinic acid derivatives as antitumor agents.
AID214582	Cytotoxicity of compound against human melanoma cell lines (UACC-257) using MTT assay	2001	Bioorganic & medicinal chemistry letters, Sep-03, Volume: 11, Issue:17	Development of C-20 modified betulinic acid derivatives as antitumor agents.
AID391574	Antiproliferative activity against mouse +SA mammary epithelial cells after 4 days by MTT assay	2008	Journal of natural products, Oct, Volume: 71, Issue:10	Antiproliferative triterpenes from Melaleuca ericifolia.
AID1743475	Cytotoxicity against human A2780 cells assessed as reduction in cell viability incubated for 72 hrs by SRB assay	2020	European journal of medicinal chemistry, Dec-01, Volume: 207	Betulinic acid derived amides are highly cytotoxic, apoptotic and selective.
AID156642	Cytotoxicity of compound against human prostate adenocarcinoma (PC3) using SRB assay	2001	Bioorganic & medicinal chemistry letters, Sep-03, Volume: 11, Issue:17	Development of C-20 modified betulinic acid derivatives as antitumor agents.
AID1504783	Cytotoxicity against human 518A2 cells after 96 hrs by SRB assay	2018	European journal of medicinal chemistry, Jan-01, Volume: 143	Platanic acid: A new scaffold for the synthesis of cytotoxic agents.
AID770953	Cytotoxicity against human A549 cells assessed as cell viability after 96 hrs by SRB assay	2013	European journal of medicinal chemistry, Oct, Volume: 68	Preparation of betulinic acid derivatives by chemical and biotransformation methods and determination of cytotoxicity against selected cancer cell lines.
AID1504785	Cytotoxicity against human HT-29 cells after 96 hrs by SRB assay	2018	European journal of medicinal chemistry, Jan-01, Volume: 143	Platanic acid: A new scaffold for the synthesis of cytotoxic agents.
AID770958	Cytotoxicity against human A2780 cells assessed as cell viability after 96 hrs by SRB assay	2013	European journal of medicinal chemistry, Oct, Volume: 68	Preparation of betulinic acid derivatives by chemical and biotransformation methods and determination of cytotoxicity against selected cancer cell lines.
AID770956	Cytotoxicity against human 518A2 cells assessed as cell viability after 96 hrs by SRB assay	2013	European journal of medicinal chemistry, Oct, Volume: 68	Preparation of betulinic acid derivatives by chemical and biotransformation methods and determination of cytotoxicity against selected cancer cell lines.
AID1431434	Cytotoxicity against human HT-29 cells after 96 hrs by SRB assay	2017	European journal of medicinal chemistry, Feb-15, Volume: 127	Rhodamine B conjugates of triterpenoic acids are cytotoxic mitocans even at nanomolar concentrations.
AID1435999	Uncompetitive inhibition of electric eel AChE using acetylthiocholine iodide as substrate preincubated for 20 mins followed by substrate addition measured every 1 min for 30 mins by Cornish-Bowden plot method	2017	European journal of medicinal chemistry, Jan-27, Volume: 126	Amino derivatives of platanic acid act as selective and potent inhibitors of butyrylcholinesterase.
AID1243949	Cytotoxicity against human MCF7 cells assessed as cell survival after 96 hrs by SRB assay	2015	European journal of medicinal chemistry, Aug-28, Volume: 101	Incorporation of a Michael acceptor enhances the antitumor activity of triterpenoic acids.
AID1431438	Cytotoxicity against mouse NIH/3T3 cells after 96 hrs by SRB assay	2017	European journal of medicinal chemistry, Feb-15, Volume: 127	Rhodamine B conjugates of triterpenoic acids are cytotoxic mitocans even at nanomolar concentrations.
AID1743476	Cytotoxicity against human FaDu cells assessed as reduction in cell viability incubated for 72 hrs by SRB assay	2020	European journal of medicinal chemistry, Dec-01, Volume: 207	Betulinic acid derived amides are highly cytotoxic, apoptotic and selective.
AID1743473	Cytotoxicity against human HT-29 cells assessed as reduction in cell viability incubated for 72 hrs by SRB assay	2020	European journal of medicinal chemistry, Dec-01, Volume: 207	Betulinic acid derived amides are highly cytotoxic, apoptotic and selective.
AID1722043	Neuroprotective activity against CoCl2-induced neuronal injury in rat PC-12 cells assessed as increase in cell viability	2020	Bioorganic & medicinal chemistry letters, 09-01, Volume: 30, Issue:17	New 30-norlupane derivatives through chemical-microbial semi-synthesis of betulinic acid and their neuroprotective effect.
AID1243946	Cytotoxicity against human 8505C cells assessed as cell survival after 96 hrs by SRB assay	2015	European journal of medicinal chemistry, Aug-28, Volume: 101	Incorporation of a Michael acceptor enhances the antitumor activity of triterpenoic acids.
AID1504787	Cytotoxicity against human A549 cells after 96 hrs by SRB assay	2018	European journal of medicinal chemistry, Jan-01, Volume: 143	Platanic acid: A new scaffold for the synthesis of cytotoxic agents.
AID333020	Therapeutic index, IC50 for human H9 cells to EC50 for HIV1 3B	1994	Journal of natural products, Feb, Volume: 57, Issue:2	Anti-AIDS agents, 11. Betulinic acid and platanic acid as anti-HIV principles from Syzigium claviflorum, and the anti-HIV activity of structurally related triterpenoids.
AID1431436	Cytotoxicity against human A549 cells after 96 hrs by SRB assay	2017	European journal of medicinal chemistry, Feb-15, Volume: 127	Rhodamine B conjugates of triterpenoic acids are cytotoxic mitocans even at nanomolar concentrations.
AID1504784	Cytotoxicity against human A2780 cells after 96 hrs by SRB assay	2018	European journal of medicinal chemistry, Jan-01, Volume: 143	Platanic acid: A new scaffold for the synthesis of cytotoxic agents.
AID1436001	Uncompetitive inhibition of equine serum BChE using butyrylthiocholine iodide as substrate preincubated for 20 mins followed by substrate addition measured every 1 min for 30 mins by Cornish-Bowden plot method	2017	European journal of medicinal chemistry, Jan-27, Volume: 126	Amino derivatives of platanic acid act as selective and potent inhibitors of butyrylcholinesterase.
AID1664594	Cytotoxicity against human PANC1 cells in nutrient-deprived medium	2020	Bioorganic & medicinal chemistry letters, 08-15, Volume: 30, Issue:16	Chemical constituents of Callistemon citrinus from Egypt and their antiausterity activity against PANC-1 human pancreatic cancer cell line.
AID333023	Antiviral activity against HIV1 3B in human H9 cells assessed as inhibition of viral replication after 3 days by p24 antigen capture assay	1994	Journal of natural products, Feb, Volume: 57, Issue:2	Anti-AIDS agents, 11. Betulinic acid and platanic acid as anti-HIV principles from Syzigium claviflorum, and the anti-HIV activity of structurally related triterpenoids.
AID333024	Inhibition of PKC beta2	1994	Journal of natural products, Feb, Volume: 57, Issue:2	Anti-AIDS agents, 11. Betulinic acid and platanic acid as anti-HIV principles from Syzigium claviflorum, and the anti-HIV activity of structurally related triterpenoids.
AID1743474	Cytotoxicity against human MCF7 cells assessed as reduction in cell viability incubated for 72 hrs by SRB assay	2020	European journal of medicinal chemistry, Dec-01, Volume: 207	Betulinic acid derived amides are highly cytotoxic, apoptotic and selective.
AID1743477	Cytotoxicity against mouse NIH3T3 cells assessed as reduction in cell viability incubated for 72 hrs by SRB assay	2020	European journal of medicinal chemistry, Dec-01, Volume: 207	Betulinic acid derived amides are highly cytotoxic, apoptotic and selective.
AID444763	Agonist activity at human FXR expressed in COS1 cells by luciferase reporter gene assay	2010	Journal of medicinal chemistry, Jan-14, Volume: 53, Issue:1	Structure-activity relationship study of betulinic acid, a novel and selective TGR5 agonist, and its synthetic derivatives: potential impact in diabetes.
AID1436000	Competitive inhibition of equine serum BChE using butyrylthiocholine iodide as substrate preincubated for 20 mins followed by substrate addition measured every 1 min for 30 mins by Dixon plot method	2017	European journal of medicinal chemistry, Jan-27, Volume: 126	Amino derivatives of platanic acid act as selective and potent inhibitors of butyrylcholinesterase.
AID333025	Inhibition of PKC epsilon	1994	Journal of natural products, Feb, Volume: 57, Issue:2	Anti-AIDS agents, 11. Betulinic acid and platanic acid as anti-HIV principles from Syzigium claviflorum, and the anti-HIV activity of structurally related triterpenoids.
AID1431437	Cytotoxicity against human 8505C cells after 96 hrs by SRB assay	2017	European journal of medicinal chemistry, Feb-15, Volume: 127	Rhodamine B conjugates of triterpenoic acids are cytotoxic mitocans even at nanomolar concentrations.
AID444762	Agonist activity at TGR5 expressed in CHO cells by CRE-driven luciferase reporter gene assay relative to litocholic acid	2010	Journal of medicinal chemistry, Jan-14, Volume: 53, Issue:1	Structure-activity relationship study of betulinic acid, a novel and selective TGR5 agonist, and its synthetic derivatives: potential impact in diabetes.
AID333022	Cytotoxicity against human H9 cells after 3 days	1994	Journal of natural products, Feb, Volume: 57, Issue:2	Anti-AIDS agents, 11. Betulinic acid and platanic acid as anti-HIV principles from Syzigium claviflorum, and the anti-HIV activity of structurally related triterpenoids.
AID770955	Cytotoxicity against human MCF7 cells assessed as cell viability after 96 hrs by SRB assay	2013	European journal of medicinal chemistry, Oct, Volume: 68	Preparation of betulinic acid derivatives by chemical and biotransformation methods and determination of cytotoxicity against selected cancer cell lines.
AID202807	Cytotoxicity of compound against SK-MEL-2 using SRB assay	2001	Bioorganic & medicinal chemistry letters, Sep-03, Volume: 11, Issue:17	Development of C-20 modified betulinic acid derivatives as antitumor agents.
AID101540	Cytotoxicity of compound against human melanoma cell lines (M14-MEL) using MTT assay	2001	Bioorganic & medicinal chemistry letters, Sep-03, Volume: 11, Issue:17	Development of C-20 modified betulinic acid derivatives as antitumor agents.
AID1431435	Cytotoxicity against human MCF7 cells after 96 hrs by SRB assay	2017	European journal of medicinal chemistry, Feb-15, Volume: 127	Rhodamine B conjugates of triterpenoic acids are cytotoxic mitocans even at nanomolar concentrations.
AID80527	Cytotoxicity of compound against human colon carcinoma (HCT116) using MTT assay	2001	Bioorganic & medicinal chemistry letters, Sep-03, Volume: 11, Issue:17	Development of C-20 modified betulinic acid derivatives as antitumor agents.
AID1243947	Cytotoxicity against human A549 cells assessed as cell survival after 96 hrs by SRB assay	2015	European journal of medicinal chemistry, Aug-28, Volume: 101	Incorporation of a Michael acceptor enhances the antitumor activity of triterpenoic acids.
AID1435998	Competitive inhibition of electric eel AChE using acetylthiocholine iodide as substrate preincubated for 20 mins followed by substrate addition measured every 1 min for 30 mins by Dixon plot method	2017	European journal of medicinal chemistry, Jan-27, Volume: 126	Amino derivatives of platanic acid act as selective and potent inhibitors of butyrylcholinesterase.
AID1436002	Selectivity ratio of Ki for equine serum BChE to Ki for electric eel AChE	2017	European journal of medicinal chemistry, Jan-27, Volume: 126	Amino derivatives of platanic acid act as selective and potent inhibitors of butyrylcholinesterase.
AID1431433	Cytotoxicity against human A2780 cells after 96 hrs by SRB assay	2017	European journal of medicinal chemistry, Feb-15, Volume: 127	Rhodamine B conjugates of triterpenoic acids are cytotoxic mitocans even at nanomolar concentrations.
AID1243945	Cytotoxicity against human 518A2 cells assessed as cell survival after 96 hrs by SRB assay	2015	European journal of medicinal chemistry, Aug-28, Volume: 101	Incorporation of a Michael acceptor enhances the antitumor activity of triterpenoic acids.
AID1504786	Cytotoxicity against human MCF7 cells after 96 hrs by SRB assay	2018	European journal of medicinal chemistry, Jan-01, Volume: 143	Platanic acid: A new scaffold for the synthesis of cytotoxic agents.
[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	1 (5.26)	18.2507
2000's	3 (15.79)	29.6817
2010's	9 (47.37)	24.3611
2020's	6 (31.58)	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	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	19 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
serine Serine: A non-essential amino acid occurring in natural form as the L-isomer. It is synthesized from GLYCINE or THREONINE. It is involved in the biosynthesis of PURINES; PYRIMIDINES; and other amino acids.. serine : An alpha-amino acid that is alanine substituted at position 3 by a hydroxy group.	2.03	1	L-alpha-amino acid; proteinogenic amino acid; serine family amino acid; serine zwitterion; serine	algal metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
rhodamine b rhodamine B: RN & N1 from 9th CI Form Index; RN given refers to parent cpd; structure in Merck Index, 9th ed, #7973; TETRAETHYLRHODAMINE was see RHODAMINES 1975-93; use RHODAMINES to search TETRAETHYLRHODAMINE 1975-93. rhodamine B : An organic chloride salt having N-[9-(2-carboxyphenyl)-6-(diethylamino)-3H-xanthen-3-ylidene]-N-ethylethanaminium as the counterion. An amphoteric dye commonly used as a fluorochrome.	2.15	1	organic chloride salt; xanthene dye	fluorescent probe; fluorochrome; histological dye
lithocholic acid Lithocholic Acid: A bile acid formed from chenodeoxycholate by bacterial action, usually conjugated with glycine or taurine. It acts as a detergent to solubilize fats for absorption and is itself absorbed. It is used as cholagogue and choleretic.. lithocholic acid : A monohydroxy-5beta-cholanic acid with a alpha-hydroxy substituent at position 3. It is a bile acid obtained from chenodeoxycholic acid by bacterial action.. lithocholate : A bile acid anion that is the conjugate base of lithocholic acid.	2.05	1	bile acid; C24-steroid; monohydroxy-5beta-cholanic acid	geroprotector; human metabolite; mouse metabolite
glycyrrhetinic acid [no description available]	2.53	2	cyclic terpene ketone; hydroxy monocarboxylic acid; pentacyclic triterpenoid	immunomodulator; plant metabolite
oleanolic acid [no description available]	3.03	4	hydroxy monocarboxylic acid; pentacyclic triterpenoid	plant metabolite
ozone Ozone: The unstable triatomic form of oxygen, O3. It is a powerful oxidant that is produced for various chemical and industrial uses. Its production is also catalyzed in the ATMOSPHERE by ULTRAVIOLET RAY irradiation of oxygen or other ozone precursors such as VOLATILE ORGANIC COMPOUNDS and NITROGEN OXIDES. About 90% of the ozone in the atmosphere exists in the stratosphere (STRATOSPHERIC OZONE).. ozone : An elemental molecule with formula O3. An explosive, pale blue gas (b.p. -112degreeC) that has a characteristic, pungent odour, it is continuously produced in the upper atmosphere by the action of solar ultraviolet radiation on atmospheric oxygen. It is an antimicrobial agent used in the production of bottled water, as well as in the treatment of meat, poultry and other foodstuffs.	2.41	1	elemental molecule; gas molecular entity; reactive oxygen species; triatomic oxygen	antiseptic drug; disinfectant; electrophilic reagent; greenhouse gas; mutagen; oxidising agent; tracer
tetradecanoylphorbol acetate Tetradecanoylphorbol Acetate: A phorbol ester found in CROTON OIL with very effective tumor promoting activity. It stimulates the synthesis of both DNA and RNA.. phorbol ester : Esters of phorbol, originally found in croton oil (from Croton tiglium, of the family Euphorbiaceae). A number of phorbol esters possess activity as tumour promoters and activate the mechanisms associated with cell growth. Some of these are used in experiments as activators of protein kinase C.. phorbol 13-acetate 12-myristate : A phorbol ester that is phorbol in which the hydroxy groups at the cyclopropane ring juction (position 13) and the adjacent carbon (position 12) have been converted into the corresponding acetate and myristate esters. It is a major active constituent of the seed oil of Croton tiglium. It has been used as a tumour promoting agent for skin carcinogenesis in rodents and is associated with increased cell proliferation of malignant cells. However its function is controversial since a decrease in cell proliferation has also been observed in several cancer cell types.	2.03	1	acetate ester; diester; phorbol ester; tertiary alpha-hydroxy ketone; tetradecanoate ester	antineoplastic agent; apoptosis inducer; carcinogenic agent; mitogen; plant metabolite; protein kinase C agonist; reactive oxygen species generator
zidovudine Zidovudine: A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by an azido group. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is a potent inhibitor of HIV replication, acting as a chain-terminator of viral DNA during reverse transcription. It improves immunologic function, partially reverses the HIV-induced neurological dysfunction, and improves certain other clinical abnormalities associated with AIDS. Its principal toxic effect is dose-dependent suppression of bone marrow, resulting in anemia and leukopenia.. zidovudine : A pyrimidine 2',3'-dideoxyribonucleoside compound having a 3'-azido substituent and thymine as the nucleobase.	1.98	1	azide; pyrimidine 2',3'-dideoxyribonucleoside	antimetabolite; antiviral drug; HIV-1 reverse transcriptase inhibitor
staurosporine [no description available]	2.17	1	indolocarbazole alkaloid; organic heterooctacyclic compound	apoptosis inducer; bacterial metabolite; EC 2.7.11.13 (protein kinase C) inhibitor; geroprotector
ursolic acid [no description available]	3.19	5	hydroxy monocarboxylic acid; pentacyclic triterpenoid	geroprotector; plant metabolite
betulinic acid [no description available]	8.67	9	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
arctigenin arctigenin: precursor to catechols; in many plants	2.25	1	lignan
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.	7.96	4	diol; pentacyclic triterpenoid	analgesic; anti-inflammatory agent; antineoplastic agent; antiviral agent; metabolite
alpha-amyrin alpha-amyrin: beta-amyrin is also available; a 5 ring triterpene derived from taraxasterol that differs from beta-amyrin in having the 29-carbon at the 19 position. alpha-amyrin : A pentacyclic triterpenoid that is ursane which contains a double bond between positions 12 and 13 and in which the hydrogen at the 3beta position is substituted by a hydroxy group.	2.05	1	pentacyclic triterpenoid; secondary alcohol
betulinic acid methyl ester betulinic acid methyl ester: from the roots of Saussurea lappa; structure in first source	2.47	2	triterpenoid
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.	2.05	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	2.15	1	dihydroxy monocarboxylic acid; pentacyclic triterpenoid	anti-inflammatory agent; antineoplastic agent; antioxidant; plant metabolite
friedelin 3-friedelanone: from the stem bark of Irvingia gabonensis; structure in first source. friedelin : A pentacyclic triterpenoid that is perhydropicene which is substituted by an oxo group at position 3 and by methyl groups at the 4, 4a, 6b, 8a, 11, 11, 12b, and 14a-positions (the 4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS-enantiomer). It is the major triterpenoid constituent of cork.	2.05	1	cyclic terpene ketone; pentacyclic triterpenoid	anti-inflammatory drug; antipyretic; non-narcotic analgesic; plant metabolite
lupenone lupenone: structure in first source	2.05	1	triterpenoid	metabolite
uvaol uvaol: from Vauquelinia corymbosa (Rosaceae)	2.52	2	triterpenoid	metabolite
Lup-20(29)-en-28-al, 3beta-hydroxy- [no description available]	2.04	1	triterpenoid
erythrodiol [no description available]	2.25	1	diol; pentacyclic triterpenoid; primary alcohol; secondary alcohol	plant metabolite
asiatic acid [no description available]	2.45	2	monocarboxylic acid; pentacyclic triterpenoid; triol	angiogenesis modulating agent; metabolite
razadyne Razadyne: Name of the FDA approved preparation from J&J.	2.15	1
betulonic acid betulonic acid: isolated from Rush javanica; strucure in first source	2.79	3	triterpenoid	anticoronaviral agent
rhodioloside [no description available]	2.25	1	glycoside
Bardoxolone [no description available]	2.11	1	cyclohexenones
methyl ursolate methyl ursolate: structure in first source	2.11	1
chalcone trans-chalcone : The trans-isomer of chalcone.	7.41	1	chalcone	EC 3.2.1.1 (alpha-amylase) inhibitor
leukotriene b4 Leukotriene B4: The major metabolite in neutrophil polymorphonuclear leukocytes. It stimulates polymorphonuclear cell function (degranulation, formation of oxygen-centered free radicals, arachidonic acid release, and metabolism). (From Dictionary of Prostaglandins and Related Compounds, 1990). leukotriene B4 : A leukotriene composed of (6Z,8E,10E,14Z)-icosatetraenoic acid having (5S)- and (12R)-hydroxy substituents. It is a lipid mediator of inflammation that is generated from arachidonic acid via the 5-lipoxygenase pathway.	2.03	1	dihydroxy monocarboxylic acid; hydroxy polyunsaturated fatty acid; leukotriene; long-chain fatty acid	human metabolite; mouse metabolite; plant metabolite; vasoconstrictor agent
12-hydroxy-5,8,10,14-eicosatetraenoic acid 12-Hydroxy-5,8,10,14-eicosatetraenoic Acid: A lipoxygenase metabolite of ARACHIDONIC ACID. It is a highly selective ligand used to label mu-opioid receptors in both membranes and tissue sections. The 12-S-HETE analog has been reported to augment tumor cell metastatic potential through activation of protein kinase C. (J Pharmacol Exp Ther 1995; 274(3):1545-51; J Natl Cancer Inst 1994; 86(15):1145-51)	2.03	1
u 75302 U 75302: RN refers to (R-(R,S-(E,Z)))-isomer; leukotriene B4 antagonist	2.03	1
beta-Elemonic acid beta-elemonic acid: extracted from Boswellia carterii	2.05	1	triterpenoid
allopurinol Allopurinol: A XANTHINE OXIDASE inhibitor that decreases URIC ACID production. It also acts as an antimetabolite on some simpler organisms.. allopurinol : A bicyclic structure comprising a pyrazole ring fused to a hydroxy-substituted pyrimidine ring.	2.08	1	nucleobase analogue; organic heterobicyclic compound	antimetabolite; EC 1.17.3.2 (xanthine oxidase) inhibitor; gout suppressant; radical scavenger

Condition	Relationship Strength	Studies
Adenocarcinoma, Basal Cell [description not available]	2	1
Malignant Melanoma [description not available]	2	1
Cancer of Prostate [description not available]	2	1
Adenocarcinoma A malignant epithelial tumor with a glandular organization.	2	1
Melanoma A malignant neoplasm derived from cells that are capable of forming melanin, which may occur in the skin of any part of the body, in the eye, or, rarely, in the mucous membranes of the genitalia, anus, oral cavity, or other sites. It occurs mostly in adults and may originate de novo or from a pigmented nevus or malignant lentigo. Melanomas frequently metastasize widely, and the regional lymph nodes, liver, lungs, and brain are likely to be involved. The incidence of malignant skin melanomas is rising rapidly in all parts of the world. (Stedman, 25th ed; from Rook et al., Textbook of Dermatology, 4th ed, p2445)	2	1
Prostatic Neoplasms Tumors or cancer of the PROSTATE.	2	1
Cancer of Pancreas [description not available]	3.17	4
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).	3.17	4
Cancer of Ovary [description not available]	2.41	1
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.	2.41	1

platanic acid

Description

Cross-References

Synonyms (18)

Roles (2)

Drug Classes (3)

Protein Targets (5)

Inhibition Measurements

Activation Measurements

Biological Processes (75)

Molecular Functions (24)

Ceullar Components (20)

Bioassays (52)

Research

Studies (19)

Market Indicators

Research Demand Index: 19.86

Study Types

platanic acid

Description

Related Flora

Cross-References

Synonyms (18)

Roles (2)

Drug Classes (3)

Protein Targets (5)

Inhibition Measurements

Activation Measurements

Biological Processes (75)

Molecular Functions (24)

Ceullar Components (20)

Bioassays (52)

Research

Studies (19)

Market Indicators

Research Demand Index: 19.86

Study Types

Related Drugs (34)

Related Conditions (10)