Compounds > 6-acetonyldihydrochelerythrine
Page last updated: 2024-11-08

6-acetonyldihydrochelerythrine

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Description

6-acetonyldihydrochelerythrine: from formosan Argemone mexicana; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
ArgemonegenusA plant genus of the family PAPAVERACEAE that contains isoquinoline alkaloids.[MeSH]PapaveraceaeThe poppy plant family of the order Papaverales, subclass Magnoliidae, class Magnoliopsida. These have bisexual, regular, cup-shaped flowers with one superior pistil and many stamens; 2 or 3 conspicuous, separate sepals and a number of separate petals. The fruit is a capsule. Leaves are usually deeply cut or divided into leaflets.[MeSH]

Cross-References

ID SourceID
PubMed CID185516
CHEMBL ID250267
MeSH IDM0449010

Synonyms (15)

Synonym
6-acetonyldihydrochelerythrine
CHEMBL250267
22864-92-2
1-[(13s)-1,2-dimethoxy-12-methyl-13h-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl]propan-2-one
chelerythrine, 13.beta.-acetonyl-12,13-dihydro-
2-propanone, 1-((13s)-12,13-dihydro-1,2-dimethoxy-12-methyl(1,3)benzodioxolo(5,6-c)phenanthridin-13-yl)-
13-(2-oxopropyl)dihydrochelerythrine
acetonyldihydrochelerythrine
chelerythrine acetonate
acetonylchelerythrine
13-acetonyldihydrochelerythrine
2-propanone,1-[(13s)-12,13-dihydro-1,2-dimethoxy-12-methyl[1,3]dioxolo[4,5]benzo[1,2-c]phenanthridin-13-yl]-
DTXSID60177404
[1,3]benzodioxolo[5,6-c]phenanthridine, 2-propanone deriv.; 13-(2-oxopropyl)dihydrochelerythrine; 13-acetonyldihydrochelerythrine; acetonylchelerythrine; acetonyldihydrochelerythrine;
AKOS040761194
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (34)

Assay IDTitleYearJournalArticle
AID1177477Induction of apoptosis in human SW620 cells assessed as change in nuclear morphology at 2 times IC50 after 24 hrs by fluorescent microscopy relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177487Induction of apoptosis in human SW620 cells assessed as increase in p53 expression at 1 to 2 times IC50 after 72 hrs by immunoblot analysis relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID311532Cytotoxicity against african green monkey Vero cells2007Journal of natural products, Oct, Volume: 70, Issue:10
Trypanocidal and antileishmanial dihydrochelerythrine derivatives from Garcinia lucida.
AID1177469Cytotoxicity against human SW620 cells assessed as cell death at 2 times IC50 after 72 hrs by LDH release assay relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID311528Antileishmanial activity against Leishmania donovani promastigotes at 100 uM2007Journal of natural products, Oct, Volume: 70, Issue:10
Trypanocidal and antileishmanial dihydrochelerythrine derivatives from Garcinia lucida.
AID1177484Induction of apoptosis in human HCT116 cells assessed as increase in PARP cleavage at 1 to 2 times IC50 after 72 hrs by immunoblot analysis relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177467Cytotoxicity against human HCT116 cells assessed as cell death at 2 times IC50 after 72 hrs by LDH release assay relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177465Cytotoxicity against human SW620 cells after 72 hrs by MTS assay2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177474Induction of apoptosis in human HCT116 cells assessed as change in nuclear morphology at IC50 after 24 hrs by fluorescent microscopy relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177482Induction of apoptosis in human HCT116 cells assessed as reduction in Bcl-XL expression at 1 to 2 times IC50 after 72 hrs by immunoblot analysis relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID311529Antileishmanial activity against Leishmania donovani promastigotes at 10 uM2007Journal of natural products, Oct, Volume: 70, Issue:10
Trypanocidal and antileishmanial dihydrochelerythrine derivatives from Garcinia lucida.
AID1177464Cytotoxicity against human HCT116 cells after 72 hrs by MTS assay2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177483Induction of apoptosis in human HCT116 cells assessed as reduction in Bcl-2 expression at 1 to 2 times IC50 after 72 hrs by immunoblot analysis relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177472Induction of cell death in human HCT116 cells at 2 times IC50 after 72 hrs by Guava ViaCount assay relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177486Induction of apoptosis in human SW620 cells assessed as reduction in Akt expression at 1 to 2 times IC50 after 72 hrs by immunoblot analysis relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177481Induction of apoptosis in human HCT116 cells assessed as reduction in XIAP expression at 1 to 2 times IC50 after 72 hrs by immunoblot analysis relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177480Induction of apoptosis in human HCT116 cells assessed as increase in p53 expression at 1 to 2 times IC50 after 72 hrs by immunoblot analysis relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177476Induction of apoptosis in human HCT116 cells assessed as change in nuclear morphology at 2 times IC50 after 24 hrs by fluorescent microscopy relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177475Induction of apoptosis in human SW620 cells assessed as change in nuclear morphology at IC50 after 24 hrs by fluorescent microscopy relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177478Induction of apoptosis in human HCT116 cells assessed as reduction in ERK5 expression at 1 to 2 times IC50 after 72 hrs by immunoblot analysis relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177485Induction of apoptosis in human SW620 cells assessed as reduction in ERK5 expression at 1 to 2 times IC50 after 72 hrs by immunoblot analysis relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID311527Antileishmanial activity against Leishmania donovani axenic amastigotes2007Journal of natural products, Oct, Volume: 70, Issue:10
Trypanocidal and antileishmanial dihydrochelerythrine derivatives from Garcinia lucida.
AID1177490Induction of apoptosis in human SW620 cells assessed as reduction in Bcl-2 expression at 1 to 2 times IC50 after 72 hrs by immunoblot analysis relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177470Induction of cell death in human HCT116 cells at IC50 after 72 hrs by Guava ViaCount assay relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177473Induction of cell death in human SW620 cells at 2 times IC50 after 72 hrs by Guava ViaCount assay relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177466Cytotoxicity against human HCT116 cells assessed as cell death at IC50 after 72 hrs by LDH release assay relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID311531Antileishmanial activity against Leishmania donovani promastigotes in RAW cells assessed as reduction in infection2007Journal of natural products, Oct, Volume: 70, Issue:10
Trypanocidal and antileishmanial dihydrochelerythrine derivatives from Garcinia lucida.
AID311530Antileishmanial activity against Leishmania donovani promastigotes at 1 uM2007Journal of natural products, Oct, Volume: 70, Issue:10
Trypanocidal and antileishmanial dihydrochelerythrine derivatives from Garcinia lucida.
AID1177471Induction of cell death in human SW620 cells at IC50 after 72 hrs by Guava ViaCount assay relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177491Induction of apoptosis in human SW620 cells assessed as increase in PARP cleavage at 1 to 2 times IC50 after 72 hrs by immunoblot analysis relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID311526Antitrypanosomal activity against Trypanosoma brucei brucei MITat 1.2 variant 2212007Journal of natural products, Oct, Volume: 70, Issue:10
Trypanocidal and antileishmanial dihydrochelerythrine derivatives from Garcinia lucida.
AID1177488Induction of apoptosis in human SW620 cells assessed as reduction in XIAP expression at 1 to 2 times IC50 after 72 hrs by immunoblot analysis relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177479Induction of apoptosis in human HCT116 cells assessed as reduction in Akt expression at 1 to 2 times IC50 after 72 hrs by immunoblot analysis relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
AID1177489Induction of apoptosis in human SW620 cells assessed as reduction in Bcl-XL expression at 1 to 2 times IC50 after 72 hrs by immunoblot analysis relative to control2014Journal of natural products, Aug-22, Volume: 77, Issue:8
6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.
[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's2 (40.00)29.6817
2010's2 (40.00)24.3611
2020's1 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.84

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 Index12.84 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.63 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.84)

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
fluorouracil
Fluorouracil: A pyrimidine analog that is an antineoplastic antimetabolite. It interferes with DNA synthesis by blocking the THYMIDYLATE SYNTHETASE conversion of deoxyuridylic acid to thymidylic acid.. 5-fluorouracil : A nucleobase analogue that is uracil in which the hydrogen at position 5 is replaced by fluorine. It is an antineoplastic agent which acts as an antimetabolite - following conversion to the active deoxynucleotide, it inhibits DNA synthesis (by blocking the conversion of deoxyuridylic acid to thymidylic acid by the cellular enzyme thymidylate synthetase) and so slows tumour growth.		2.110nucleobase analogue;
organofluorine compound		antimetabolite;
antineoplastic agent;
environmental contaminant;
immunosuppressive agent;
radiosensitizing agent;
xenobiotic
pentamidine
Pentamidine: Antiprotozoal agent effective in trypanosomiasis, leishmaniasis, and some fungal infections; used in treatment of PNEUMOCYSTIS pneumonia in HIV-infected patients. It may cause diabetes mellitus, central nervous system damage, and other toxic effects.. pentamidine : A diether consisting of pentane-1,5-diol in which both hydroxyl hydrogens have been replaced by 4-amidinophenyl groups. A trypanocidal drug that is used for treatment of cutaneous leishmaniasis and Chagas disease.		2.0310aromatic ether;
carboxamidine;
diether		anti-inflammatory agent;
antifungal agent;
calmodulin antagonist;
chemokine receptor 5 antagonist;
EC 2.3.1.48 (histone acetyltransferase) inhibitor;
NMDA receptor antagonist;
S100 calcium-binding protein B inhibitor;
trypanocidal drug;
xenobiotic
protopine
[no description available]		7.4720dibenzazecine alkaloidplant metabolite
suramin
Suramin: A polyanionic compound with an unknown mechanism of action. It is used parenterally in the treatment of African trypanosomiasis and it has been used clinically with diethylcarbamazine to kill the adult Onchocerca. (From AMA Drug Evaluations Annual, 1992, p1643) It has also been shown to have potent antineoplastic properties.. suramin : A member of the class of phenylureas that is urea in which each of the amino groups has been substituted by a 3-({2-methyl-5-[(4,6,8-trisulfo-1-naphthyl)carbamoyl]phenyl}carbamoyl)phenyl group. An activator of both the rabbit skeletal muscle RyR1 and sheep cardiac RyR2 isoform ryanodine receptor channels, it has been used for the treatment of human African trypanosomiasis for over 100 years.		2.0310naphthalenesulfonic acid;
phenylureas;
secondary carboxamide		angiogenesis inhibitor;
antinematodal drug;
antineoplastic agent;
apoptosis inhibitor;
EC 2.7.11.13 (protein kinase C) inhibitor;
GABA antagonist;
GABA-gated chloride channel antagonist;
purinergic receptor P2 antagonist;
ryanodine receptor agonist;
trypanocidal drug
sesamin
(+)-sesamin : A lignan that consists of tetrahydro-1H,3H-furo[3,4-c]furan substituted by 1,3-benzodioxole groups at positions 1 and 4 (the 1S,3aR,4S,6aR stereoisomer). Isolated from Cinnamomum camphora, it exhibits cytotoxic activity.		2.0310benzodioxoles;
furofuran;
lignan		antineoplastic agent;
neuroprotective agent;
plant metabolite
allocryptopine
[no description available]		2.2510aromatic ether;
cyclic acetal;
cyclic ketone;
dibenzazecine alkaloid;
organic heterotetracyclic compound;
tertiary amino compound
dihydrochelerythrine
dihydrochelerythrine: trypanocidal and antileishmanial dihydrochelerythrine derivative from Garcinia lucida; structure in first source		2.0310benzophenanthridine alkaloid
fagaramide
[no description available]		2.0310cinnamamides;
secondary carboxamide
phenanthrenes
Phenanthrenes: POLYCYCLIC AROMATIC HYDROCARBONS composed of three fused BENZENE rings.. phenanthrenes : Any benzenoid aromatic compound that consists of a phenanthrene skeleton and its substituted derivatives thereof.		3.1750
ConditionIndicatedRelationship StrengthStudiesTrials
Cancer of Colon
[description not available]		02.110
Colonic Neoplasms
Tumors or cancer of the COLON.		02.110
HIV Coinfection
[description not available]		02.0110
HIV Infections
Includes the spectrum of human immunodeficiency virus infections that range from asymptomatic seropositivity, thru AIDS-related complex (ARC), to acquired immunodeficiency syndrome (AIDS).		02.0110