Page last updated: 2024-12-11

artonin e

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

Description

artonin E: structure given in first source; isolated from the bark of Artocarpus communis Forst. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Flora	Rank	Flora Definition	Family	Family Definition
Artocarpus	genus	A plant genus of the family MORACEAE. Puag-haad extract, from A. lakoocha, contains STILBENES and related 4-substituted RESORCINOLS.[MeSH]	Moraceae	The mulberry plant family of the order Urticales, subclass Hamamelidae, class Magnoliopsida. They have milky latex and small, petalless male or female flowers.[MeSH]

Cross-References

ID Source	ID
PubMed CID	5481962
CHEMBL ID	463106
SCHEMBL ID	4929818
MeSH ID	M0183089

Synonyms (13)

Synonym
artonin e
5-hydroxy-8,8-dimethyl-3-(3-methylbut-2-enyl)-2-(2,4,5-trihydroxyphenyl)pyrano[2,3-h]chromen-4-one
129683-93-8
5-hydroxy-8,8-dimethyl-3-(3-methyl-but-2-enyl)-2-(2,4,5-trihydroxy-phenyl)-8h-benzo[1,2-b:4,3-b']dipyran-4-one
CHEMBL463106
LMPK12110925
5'-hydroxymorusin
4h,8h-benzo(1,2-b:3,4-b')dipyran-4-one, 5-hydroxy-8,8-dimethyl-3-(3-methyl-2-butenyl)-2-(2,4,5-trihydroxyphenyl)-
SCHEMBL4929818
DTXSID30156221
kb 3
CS-0092473
HY-125612

Research Excerpts

Overview

Artonin E is a prenylated flavonoid compound isolated from the stem bark of Artocarpus elasticus Reinw.

Excerpt	Reference	Relevance
"Artonin E is a prenylated flavonoid compound isolated from the stem bark of "	( Artonin E induces p53-independent G1 cell cycle arrest and apoptosis through ROS-mediated mitochondrial pathway and livin suppression in MCF-7 cells. Abdul, AB; Etti, CJ; Etti, IC; Hashim, NM; Kadir, A; Lim, KL; Malami, I; Rasedee, A; Waziri, P; Yeap, SK, 2017)	3.34
"Artonin E is a prenylated flavonoid isolated from the stem bark of Artocarpus elasticus Reinw.(Moraceae). "	( Artonin E Induces Apoptosis via Mitochondrial Dysregulation in SKOV-3 Ovarian Cancer Cells. Ali, HM; Dehghan, F; Hashim, NM; Karimian, H; Mohan, S; Nordin, N; Rahman, MA; Ramli, F, 2016)	3.32

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (24)

Assay ID	Title	Year	Journal	Article
AID1190090	Induction of mitochondrial membrane depolarization in human AGS cells assessed as depolarized cells after 24 hrs by JC-1 staining-based flow cytometric analysis (Rvb = 27.1%)	2015	Journal of natural products, Jan-23, Volume: 78, Issue:1	Prenylated flavonoids and resveratrol derivatives isolated from Artocarpus communis with the ability to overcome TRAIL resistance.
AID1190083	Induction of apoptosis in TRAIL-resistant human AGS cells assessed as fold increase in caspase 3/7 at 3 uM after 24 hrs by Caspase-Glo 3/7 assay kit in presence of TRAIL	2015	Journal of natural products, Jan-23, Volume: 78, Issue:1	Prenylated flavonoids and resveratrol derivatives isolated from Artocarpus communis with the ability to overcome TRAIL resistance.
AID1190091	Induction of apoptosis in TRAIL-resistant human AGS cells assessed as fold increase in caspase 3/7 at 5 uM after 24 hrs by Caspase-Glo 3/7 assay kit in presence of TRAIL	2015	Journal of natural products, Jan-23, Volume: 78, Issue:1	Prenylated flavonoids and resveratrol derivatives isolated from Artocarpus communis with the ability to overcome TRAIL resistance.
AID401542	Cytotoxicity against human SK-MEL-2 cells	2004	Journal of natural products, May, Volume: 67, Issue:5	New isoprenylated flavones, artochamins A--E, and cytotoxic principles from Artocarpus chama.
AID1190084	Induction of apoptosis in TRAIL-resistant human AGS cells assessed as population of apoptotic cells after 6 hrs by annexin-V-FLOUS/ propidium iodide staining based flow cytometry in presence of TRAIL	2015	Journal of natural products, Jan-23, Volume: 78, Issue:1	Prenylated flavonoids and resveratrol derivatives isolated from Artocarpus communis with the ability to overcome TRAIL resistance.
AID1190081	Induction of apoptosis in TRAIL-resistant human AGS cells assessed as fold increase in caspase 3/7 at 5 uM after 24 hrs by Caspase-Glo 3/7 assay kit	2015	Journal of natural products, Jan-23, Volume: 78, Issue:1	Prenylated flavonoids and resveratrol derivatives isolated from Artocarpus communis with the ability to overcome TRAIL resistance.
AID401537	Cytotoxicity against human A549 cells	2004	Journal of natural products, May, Volume: 67, Issue:5	New isoprenylated flavones, artochamins A--E, and cytotoxic principles from Artocarpus chama.
AID1557453	Antiproliferative activity against mouse P388 cells assessed as reduction in cell viability	2019	Journal of natural products, 03-22, Volume: 82, Issue:3	Potential Anticancer Agents Characterized from Selected Tropical Plants.
AID401538	Cytotoxicity against human MCF7 cells	2004	Journal of natural products, May, Volume: 67, Issue:5	New isoprenylated flavones, artochamins A--E, and cytotoxic principles from Artocarpus chama.
AID401543	Cytotoxicity against human U87MG cells	2004	Journal of natural products, May, Volume: 67, Issue:5	New isoprenylated flavones, artochamins A--E, and cytotoxic principles from Artocarpus chama.
AID401540	Cytotoxicity against human HCT8 cells	2004	Journal of natural products, May, Volume: 67, Issue:5	New isoprenylated flavones, artochamins A--E, and cytotoxic principles from Artocarpus chama.
AID401547	Cytotoxicity against human KBVIN cells	2004	Journal of natural products, May, Volume: 67, Issue:5	New isoprenylated flavones, artochamins A--E, and cytotoxic principles from Artocarpus chama.
AID1190088	Induction of apoptosis in TRAIL-resistant human AGS cells assessed as increase in death receptor 5 protein level at 3 uM after 6 hrs by Western blotting analysis	2015	Journal of natural products, Jan-23, Volume: 78, Issue:1	Prenylated flavonoids and resveratrol derivatives isolated from Artocarpus communis with the ability to overcome TRAIL resistance.
AID1190085	Induction of apoptosis in TRAIL-resistant human AGS cells assessed as population of apoptotic cells after 6 hrs by annexin-V-FLOUS/ propidium iodide staining based flow cytometry in presence of pan-caspase inhibitor z-VAD-FMK	2015	Journal of natural products, Jan-23, Volume: 78, Issue:1	Prenylated flavonoids and resveratrol derivatives isolated from Artocarpus communis with the ability to overcome TRAIL resistance.
AID1190087	Induction of apoptosis in TRAIL-resistant human AGS cells assessed as increase in p53 protein level at 3 uM after 6 hrs by Western blotting analysis	2015	Journal of natural products, Jan-23, Volume: 78, Issue:1	Prenylated flavonoids and resveratrol derivatives isolated from Artocarpus communis with the ability to overcome TRAIL resistance.
AID401546	Cytotoxicity against human KB cells	2004	Journal of natural products, May, Volume: 67, Issue:5	New isoprenylated flavones, artochamins A--E, and cytotoxic principles from Artocarpus chama.
AID1190086	Induction of apoptosis in TRAIL-resistant human AGS cells assessed as population of apoptotic cells after 6 hrs by annexin-V-FLOUS/ propidium iodide staining based flow cytometry	2015	Journal of natural products, Jan-23, Volume: 78, Issue:1	Prenylated flavonoids and resveratrol derivatives isolated from Artocarpus communis with the ability to overcome TRAIL resistance.
AID1190078	Induction of apoptosis in TRAIL-resistant human AGS cells assessed as decrease in cell viability at 3 uM after 24 hrs in presence of TRAIL (Rvb = 9%)	2015	Journal of natural products, Jan-23, Volume: 78, Issue:1	Prenylated flavonoids and resveratrol derivatives isolated from Artocarpus communis with the ability to overcome TRAIL resistance.
AID1190082	Induction of apoptosis in TRAIL-resistant human AGS cells assessed as fold increase in caspase 3/7 at 3 uM after 24 hrs by Caspase-Glo 3/7 assay kit	2015	Journal of natural products, Jan-23, Volume: 78, Issue:1	Prenylated flavonoids and resveratrol derivatives isolated from Artocarpus communis with the ability to overcome TRAIL resistance.
AID1190089	Induction of apoptosis in TRAIL-resistant human AGS cells assessed as ROS-mediated increase in death receptor 5 protein level at 3 uM after 6 hrs pretreated with NAC by Western blotting analysis	2015	Journal of natural products, Jan-23, Volume: 78, Issue:1	Prenylated flavonoids and resveratrol derivatives isolated from Artocarpus communis with the ability to overcome TRAIL resistance.
AID401544	Cytotoxicity against human PC3 cells	2004	Journal of natural products, May, Volume: 67, Issue:5	New isoprenylated flavones, artochamins A--E, and cytotoxic principles from Artocarpus chama.
AID401541	Cytotoxicity against human Caki1 cells	2004	Journal of natural products, May, Volume: 67, Issue:5	New isoprenylated flavones, artochamins A--E, and cytotoxic principles from Artocarpus chama.
AID401545	Cytotoxicity against human MDA-MB-231 cells	2004	Journal of natural products, May, Volume: 67, Issue:5	New isoprenylated flavones, artochamins A--E, and cytotoxic principles from Artocarpus chama.
AID401539	Cytotoxicity against human 1A9 cells	2004	Journal of natural products, May, Volume: 67, Issue:5	New isoprenylated flavones, artochamins A--E, and cytotoxic principles from Artocarpus chama.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (16)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	1 (6.25)	18.2507
2000's	4 (25.00)	29.6817
2010's	10 (62.50)	24.3611
2020's	1 (6.25)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 28.13

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.

Metric	This Compound (vs All)
Research Demand Index	28.13 (24.57)
Research Supply Index	2.83 (2.92)
Research Growth Index	5.16 (4.65)
Search Engine Demand Index	25.99 (26.88)
Search Engine Supply Index	2.00 (0.95)

This Compound (28.13)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	1 (6.25%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	15 (93.75%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
hydrazine diamine : Any polyamine that contains two amino groups.	2.04	1	azane; hydrazines	EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor
calotropin calotropin: structure in first source	3.31	1	cardenolide glycoside
streptomycin [no description available]	7.11	1	antibiotic antifungal drug; antibiotic fungicide; streptomycins	antibacterial drug; antifungal agrochemical; antimicrobial agent; antimicrobial drug; bacterial metabolite; protein synthesis inhibitor
parthenolide [no description available]	3.31	1	germacranolide
justicidin a justicidins: from Justica procumbens	3.31	1	lignan
sitosterol, (3beta)-isomer Sobatum: tradename; active fraction of Solanum trilobatum; reduces side-effects of radiation-induced toxicity. sitosterol : A member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3.	3.31	1	3beta-hydroxy-Delta(5)-steroid; 3beta-sterol; C29-steroid; phytosterols; stigmastane sterol	anticholesteremic drug; antioxidant; mouse metabolite; plant metabolite; sterol methyltransferase inhibitor
benzofurans Benzofurans: Compounds that contain a BENZENE ring fused to a furan ring.	2.06	1
digitoxin Digitoxin: A cardiac glycoside sometimes used in place of DIGOXIN. It has a longer half-life than digoxin; toxic effects, which are similar to those of digoxin, are longer lasting. (From Martindale, The Extra Pharmacopoeia, 30th ed, p665). digitoxin : A cardenolide glycoside in which the 3beta-hydroxy group of digitoxigenin carries a 2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl trisaccharide chain.	3.31	1	cardenolide glycoside	EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor
resveratrol trans-resveratrol : A resveratrol in which the double bond has E configuration.	2.11	1	resveratrol	antioxidant; phytoalexin; plant metabolite; quorum sensing inhibitor; radical scavenger
stilbenes Stilbenes: Organic compounds that contain 1,2-diphenylethylene as a functional group.. trans-stilbene : The trans-isomer of stilbene.	2.11	1	stilbene
1,1-diphenyl-2-picrylhydrazyl 1,1-diphenyl-2-picrylhydrazyl: A diphenyl picrate; the ability to decolorize this stable radical indicates reactivity of tested compounds (Banda, Anal Chem 46:1772-7 1974)	2.04	1
luteolin [no description available]	2.11	1	3'-hydroxyflavonoid; tetrahydroxyflavone	angiogenesis inhibitor; anti-inflammatory agent; antineoplastic agent; apoptosis inducer; c-Jun N-terminal kinase inhibitor; EC 2.3.1.85 (fatty acid synthase) inhibitor; immunomodulator; nephroprotective agent; plant metabolite; radical scavenger; vascular endothelial growth factor receptor antagonist
amentoflavone [no description available]	3.31	1	biflavonoid; hydroxyflavone; ring assembly	angiogenesis inhibitor; antiviral agent; cathepsin B inhibitor; P450 inhibitor; plant metabolite
chrysosplenetin b chrysosplenetin B: constituent of the root of Berneuxia thibetica Decne. chrysosplenetin : A tetramethoxyflavone that is the 3,6,7,3'-tetramethyl ether derivative of quercetagetin.	3.31	1	dihydroxyflavone; tetramethoxyflavone	antiviral agent; plant metabolite
euxanthone euxanthone : A member of the class of xanthones that is 9H-xanthene substituted by hydroxy group at positions 1 and 7 and an oxo group at position 9. It has been isolated from Cratoxylum cochinchinense.	3.31	1	phenols; xanthones	metabolite; plant metabolite
mangostin mangostin: xanthone from rind of Garcinia mangostana Linn. fruit. alpha-mangostin : A member of the class of xanthones that is 9H-xanthene substituted by hydroxy group at positions 1, 3 and 6, a methoxy group at position 7, an oxo group at position 9 and prenyl groups at positions 2 and 8. Isolated from the stems of Cratoxylum cochinchinense, it exhibits antioxidant, antimicrobial and antitumour activities.	3.31	1	aromatic ether; phenols; xanthones	antimicrobial agent; antineoplastic agent; antioxidant; plant metabolite
morusin morusin: from Morus root bark; structure given in first source. morusin : An extended flavonoid that is flavone substituted by hydroxy groups at positions 5, 2' and 4', a prenyl group at position 3 and a 2,2-dimethyl pyran group across positions 7 and 8.	2.42	2	extended flavonoid; trihydroxyflavone	antineoplastic agent; plant metabolite
muromonab-cd3 cudraflavone B: antiproliferative from Cudrania tricuspidata. cudraflavone B : An extended flavonoid that consists of a pyranochromane skeleton that is 2H,6H-pyrano[3,2-g]chromen-6-one substituted by geminal methyl groups at position 2, a 2,4-dihydroxyphenyl group at position 8, a hydroxy group at position 5 and a prenyl group at position 7. Isolated from Morus alba and Morus species it exhibits anti-inflammatory activity.	2.11	1	extended flavonoid; pyranochromane; trihydroxyflavone	anti-inflammatory agent; plant metabolite
furanoheliangolide furanoheliangolide: structure in first source	3.31	1
artocarpin lectin artocarpin lectin: a mannose-specific lectin; from the seeds of Artocarpus integrifolia; a homotetramic protein distinct from jacalin, another jackfruit lectin; MW 65 kDa; devoid of covalently-attached carbohydrates; consists of 4 isolectins with pI 5 - 6.5; do not confuse with artocarpin flavone. artocarpin : A trihydroxyflavone that is flavone substituted by hydroxy groups at positions 5, 2', and 4', a methoxy group at position 7, a prenyl group at position 3 and a (1E)-3-methylbut-1-enyl group at position 6. Isolated from Artocarpus heterophyllus and Artocarpus integrifolia, it exhibits antineoplastic activity.	2.02	1	monomethoxyflavone; trihydroxyflavone	antineoplastic agent; metabolite
gambogic acid gambogic acid: RN given refers to (1R-(1alpha,1(Z),3abeta,5alpha,11beta,14aS*))-isomer	3.31	1	pyranoxanthones	metabolite
Cycloartobiloxanthone cycloartobiloxanthone: a flavonoid isolated from stem bark of Artocarpus gomezianus; has antineoplastic properties	2.02	1	pyranoxanthones
morelloflavone morelloflavone: also inhibits cruzain; RN given for (2S-trans)-isomer; structure in first source. (+)-morelloflavone : A biflavonoid found in Rheedia edulis and Garcinia livingstonei.	3.31	1	biflavonoid; hydroxyflavanone; hydroxyflavone	plant metabolite
15-deoxygoyazensolide 15-deoxygoyazensolide: an NSAID with schistossomicidal and trypanosomicidal activities; structure in first source	3.31	1
cytochrome c-t Cytochromes c: Cytochromes of the c type that are found in eukaryotic MITOCHONDRIA. They serve as redox intermediates that accept electrons from MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX III and transfer them to MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX IV.	2.13	1
lychnopholide lychnopholide: isolated from Vanillosmopsis erythropappa; structure in first source	3.31	1

Condition	Relationship Strength	Studies
Cancer of Colon [description not available]	2.41	1
Colonic Neoplasms Tumors or cancer of the COLON.	2.41	1
ER-Negative PR-Negative HER2-Negative Breast Cancer [description not available]	2.15	1
Triple Negative Breast Neoplasms Breast neoplasms that do not express ESTROGEN RECEPTORS; PROGESTERONE RECEPTORS; and do not overexpress the NEU RECEPTOR/HER-2 PROTO-ONCOGENE PROTEIN.	2.15	1
Carcinoma, Non-Small Cell Lung [description not available]	2.48	2
Cancer of Lung [description not available]	2.48	2
Invasiveness, Neoplasm [description not available]	2.08	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.	2.48	2
Lung Neoplasms Tumors or cancer of the LUNG.	2.48	2
Cancer of Ovary [description not available]	2.13	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.	2.13	1
Breast Cancer [description not available]	7.13	1
Breast Neoplasms Tumors or cancer of the human BREAST.	2.13	1

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