Compounds > koetjapic acid
Page last updated: 2024-11-12

koetjapic acid

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

Description

koetjapic acid: antineoplastic from Sandoricum koetjape tree bark; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
Sandoricumgenus[no description available]MeliaceaeThe mahogany plant family of the order Sapindales, subclass Rosidae, class Magnoliopsida.[MeSH]
Sandoricum koetjapespecies[no description available]MeliaceaeThe mahogany plant family of the order Sapindales, subclass Rosidae, class Magnoliopsida.[MeSH]

Cross-References

ID SourceID
PubMed CID15513441
CHEMBL ID495066
CHEBI ID191779
MeSH IDM0575621

Synonyms (8)

Synonym
3,4-seco-olean-4(23),12-diene-3,30-dioic acid
bdbm50250352
CHEMBL495066 ,
CHEBI:191779
koetjapic acid
(3s,4ar,6ar,7s,8s,10ar,10bs,12as)-7-(2-carboxyethyl)-3,7,10a,10b,12a-pentamethyl-8-prop-1-en-2-yl-2,4,4a,6,6a,8,9,10,11,12-decahydro-1h-chrysene-3-carboxylic acid
142905-27-9
DTXSID401317222

Research Excerpts

Overview

Koetjapic acid (KA) is a naturally occurring seco-A-ring oleanene isolated from the Sandoricum koetjape stem bark.

ExcerptReferenceRelevance
"Koetjapic acid (KA) is a naturally occurring seco-A-ring oleanene triterpene isolated from the Sandoricum koetjape stem bark."( Koetjapic acid, a natural triterpenoid, induces apoptosis in colon cancer cells.
Abu-Salah, KM; Aisha, AF; Alrokayan, SA; Idris, N; Ismail, Z; Khadeer Ahamed, MB; Nassar, ZD; Shah Abdul Majid, AM, 2012)		2.54
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
steroid acidAny steroid substituted by at least one carboxy group.
[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 Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
DNA polymerase betaRattus norvegicus (Norway rat)IC50 (µMol)20.00003.70006.20008.5000AID380843
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
DNA polymerase betaRattus norvegicus (Norway rat)Kis14.80005.60005.60005.6000AID380844; AID380845
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (35)

Assay IDTitleYearJournalArticle
AID550845Antifungal activity against Trichophyton rubrum ATCC 10218 assessed as inhibition of visible growth2011Bioorganic & medicinal chemistry letters, Jan-01, Volume: 21, Issue:1
Ring A-seco triterpenoids with antibacterial activity from Dysoxylum hainanense.
AID335037Cytotoxicity against human vinblastine-resistant KBV1 cells1992Journal of natural products, May, Volume: 55, Issue:5
Plant anticancer agents, L. cytotoxic triterpenes from Sandoricum koetjape stems.
AID550839Antibacterial activity against Escherichia coli ATCC 25922 assessed as inhibition of visible growth2011Bioorganic & medicinal chemistry letters, Jan-01, Volume: 21, Issue:1
Ring A-seco triterpenoids with antibacterial activity from Dysoxylum hainanense.
AID550835Antibacterial activity against Staphylococcus aureus ATCC 25923 assessed as inhibition of visible growth2011Bioorganic & medicinal chemistry letters, Jan-01, Volume: 21, Issue:1
Ring A-seco triterpenoids with antibacterial activity from Dysoxylum hainanense.
AID335043Antimitotic activity in rat ASK cells at 0.32 to 20 ug/mL1992Journal of natural products, May, Volume: 55, Issue:5
Plant anticancer agents, L. cytotoxic triterpenes from Sandoricum koetjape stems.
AID550840Antibacterial activity against Shigella flexneri ATCC 12022 assessed as inhibition of visible growth2011Bioorganic & medicinal chemistry letters, Jan-01, Volume: 21, Issue:1
Ring A-seco triterpenoids with antibacterial activity from Dysoxylum hainanense.
AID357942Cytotoxicity against vincristine-resistant mouse P388 cells in presence of vincristine2001Journal of natural products, Sep, Volume: 64, Issue:9
New multiflorane-type triterpenoid acids from Sandoricum indicum.
AID380844Activity of rat DNA polymerase beta using variable levels of [3H]TTP substrate by Lineweaver-Burke plot1999Journal of natural products, Aug, Volume: 62, Issue:8
DNA polymerase beta inhibitors from Sandoricum koetjape.
AID357943Cytotoxicity against adriamycin-resistant mouse P388 cells2001Journal of natural products, Sep, Volume: 64, Issue:9
New multiflorane-type triterpenoid acids from Sandoricum indicum.
AID335042Cytotoxicity against mouse P388 cells1992Journal of natural products, May, Volume: 55, Issue:5
Plant anticancer agents, L. cytotoxic triterpenes from Sandoricum koetjape stems.
AID550837Antibacterial activity against Micrococcus luteus ATCC 9341 assessed as inhibition of visible growth2011Bioorganic & medicinal chemistry letters, Jan-01, Volume: 21, Issue:1
Ring A-seco triterpenoids with antibacterial activity from Dysoxylum hainanense.
AID550841Antibacterial activity against Pseudomonas aeruginosa ATCC 14502 assessed as inhibition of visible growth2011Bioorganic & medicinal chemistry letters, Jan-01, Volume: 21, Issue:1
Ring A-seco triterpenoids with antibacterial activity from Dysoxylum hainanense.
AID335038Cytotoxicity against human LNCAP cells1992Journal of natural products, May, Volume: 55, Issue:5
Plant anticancer agents, L. cytotoxic triterpenes from Sandoricum koetjape stems.
AID380845Activity of rat DNA polymerase beta using variable levels of DNA template primer by Lineweaver-Burke plot1999Journal of natural products, Aug, Volume: 62, Issue:8
DNA polymerase beta inhibitors from Sandoricum koetjape.
AID357938Immunosuppressant activity in mouse lymphocytes assessed as inhibition of lymphocyte proliferation2001Journal of natural products, Sep, Volume: 64, Issue:9
New multiflorane-type triterpenoid acids from Sandoricum indicum.
AID380843Inhibition of rat DNA polymerase beta1999Journal of natural products, Aug, Volume: 62, Issue:8
DNA polymerase beta inhibitors from Sandoricum koetjape.
AID335036Cytotoxicity against human KB cells1992Journal of natural products, May, Volume: 55, Issue:5
Plant anticancer agents, L. cytotoxic triterpenes from Sandoricum koetjape stems.
AID357941Cytotoxicity against vincristine-resistant mouse P388 cells2001Journal of natural products, Sep, Volume: 64, Issue:9
New multiflorane-type triterpenoid acids from Sandoricum indicum.
AID335035Cytotoxicity against human HT1080 cells1992Journal of natural products, May, Volume: 55, Issue:5
Plant anticancer agents, L. cytotoxic triterpenes from Sandoricum koetjape stems.
AID550842Antifungal activity against Candida albicans ATCC 1600 assessed as inhibition of visible growth2011Bioorganic & medicinal chemistry letters, Jan-01, Volume: 21, Issue:1
Ring A-seco triterpenoids with antibacterial activity from Dysoxylum hainanense.
AID357944Cytotoxicity against adriamycin-resistant mouse P388 cells in presence of adriamycin2001Journal of natural products, Sep, Volume: 64, Issue:9
New multiflorane-type triterpenoid acids from Sandoricum indicum.
AID550838Antibacterial activity against Bacillus subtilis ATCC 6633 assessed as inhibition of visible growth2011Bioorganic & medicinal chemistry letters, Jan-01, Volume: 21, Issue:1
Ring A-seco triterpenoids with antibacterial activity from Dysoxylum hainanense.
AID380016Antibacterial activity against Staphylococcus aureus ATCC 6535 after 48 hrs by agar dilution method2000Journal of natural products, May, Volume: 63, Issue:5
Bioactive 12-oleanene triterpene and secotriterpene acids from Maytenus undata.
AID380017Antibacterial activity against methicillin-resistant Staphylococcus aureus ATCC 33591 after 48 hrs by agar dilution method2000Journal of natural products, May, Volume: 63, Issue:5
Bioactive 12-oleanene triterpene and secotriterpene acids from Maytenus undata.
AID335040Cytotoxicity against human SK-MEL-2 cells1992Journal of natural products, May, Volume: 55, Issue:5
Plant anticancer agents, L. cytotoxic triterpenes from Sandoricum koetjape stems.
AID357940Cytotoxicity against drug-sensitive mouse P388/S cells2001Journal of natural products, Sep, Volume: 64, Issue:9
New multiflorane-type triterpenoid acids from Sandoricum indicum.
AID550844Antifungal activity against Microsporum gypseum ATCC 14683 assessed as inhibition of visible growth2011Bioorganic & medicinal chemistry letters, Jan-01, Volume: 21, Issue:1
Ring A-seco triterpenoids with antibacterial activity from Dysoxylum hainanense.
AID335039Cytotoxicity against human Lu1 cells1992Journal of natural products, May, Volume: 55, Issue:5
Plant anticancer agents, L. cytotoxic triterpenes from Sandoricum koetjape stems.
AID380018Antibacterial activity against Pseudomonas aeruginosa ATCC 15442 after 48 hrs by agar dilution method2000Journal of natural products, May, Volume: 63, Issue:5
Bioactive 12-oleanene triterpene and secotriterpene acids from Maytenus undata.
AID550843Antifungal activity against Saccharomyces sake ATCC 26421 assessed as inhibition of visible growth2011Bioorganic & medicinal chemistry letters, Jan-01, Volume: 21, Issue:1
Ring A-seco triterpenoids with antibacterial activity from Dysoxylum hainanense.
AID335034Cytotoxicity against human Col2 cells1992Journal of natural products, May, Volume: 55, Issue:5
Plant anticancer agents, L. cytotoxic triterpenes from Sandoricum koetjape stems.
AID335041Cytotoxicity against human ZR-75-1 cells1992Journal of natural products, May, Volume: 55, Issue:5
Plant anticancer agents, L. cytotoxic triterpenes from Sandoricum koetjape stems.
AID335033Cytotoxicity against human BC1 cells1992Journal of natural products, May, Volume: 55, Issue:5
Plant anticancer agents, L. cytotoxic triterpenes from Sandoricum koetjape stems.
AID550836Antibacterial activity against Staphylococcus epidermidis ATCC 12228 assessed as inhibition of visible growth2011Bioorganic & medicinal chemistry letters, Jan-01, Volume: 21, Issue:1
Ring A-seco triterpenoids with antibacterial activity from Dysoxylum hainanense.
AID335032Cytotoxicity against human A431 cells1992Journal of natural products, May, Volume: 55, Issue:5
Plant anticancer agents, L. cytotoxic triterpenes from Sandoricum koetjape stems.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (22.22)18.2507
2000's2 (22.22)29.6817
2010's5 (55.56)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: 20.48

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index20.48 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index5.15 (4.65)
Search Engine Demand Index15.26 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (20.48)

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%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
betulinic acid
[no description available]		7.1110hydroxy 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
magnolol
[no description available]		2.0610biphenyls
spathulenol
[no description available]		1.9810carbotricyclic compound;
olefinic compound;
sesquiterpenoid;
tertiary alcohol		anaesthetic;
plant metabolite;
vasodilator agent;
volatile oil component
3-oxoglycyrrhetinic acid
[no description available]		210pentacyclic triterpenoid
dinoprostone
prostaglandin E2 : Prostaglandin F2alpha in which the hydroxy group at position 9 has been oxidised to the corresponding ketone. Prostaglandin E2 is the most common and most biologically potent of mammalian prostaglandins.		2.1110prostaglandins Ehuman metabolite;
mouse metabolite;
oxytocic
3-Epikatonic acid
[no description available]		210triterpenoid
ConditionIndicatedRelationship StrengthStudiesTrials
Leukemia P388
An experimental lymphocytic leukemia originally induced in DBA/2 mice by painting with methylcholanthrene.		0210
Leukemia, Lymphocytic
[description not available]		0210
Leukemia, Lymphoid
Leukemia associated with HYPERPLASIA of the lymphoid tissues and increased numbers of circulating malignant LYMPHOCYTES and lymphoblasts.		0210
Colorectal Cancer
[description not available]		02.4920
Colorectal Neoplasms
Tumors or cancer of the COLON or the RECTUM or both. Risk factors for colorectal cancer include chronic ULCERATIVE COLITIS; FAMILIAL POLYPOSIS COLI; exposure to ASBESTOS; and irradiation of the CERVIX UTERI.		02.4920
Breast Cancer
[description not available]		07.0710
Invasiveness, Neoplasm
[description not available]		02.0710
Breast Neoplasms
Tumors or cancer of the human BREAST.		02.0710