Compounds > zapotin
Page last updated: 2024-11-08

zapotin

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

Description

zapotin: isolated from zapote blanco; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID629965
CHEMBL ID375582
CHEBI ID175322
SCHEMBL ID3307703
MeSH IDM0507487

Synonyms (29)

Synonym
CHEBI:175322
2-(2,6-dimethoxyphenyl)-5,6-dimethoxychromen-4-one
flavone, 2',5,6,6'-tetramethoxy-
5,6,2',6'-tetramethoxyflavone
CHEMBL375582 ,
5,6,2'',6''-tetramethoxyflavone
bdbm50202558
LMPK12110091
zapotin
2-(2,6-DIMETHOXYPHENYL)-5,6-DIMETHOXY-4H-CHROMEN-4-ONE ,
14813-19-5
AKOS015906458
SCHEMBL3307703
2',6',5,6-tetramethoxyflavon
PBQMALAAFQMDSP-UHFFFAOYSA-N
4h-1-benzopyran-4-one, 2-(2,6-dimethoxyphenyl)-5,6-dimethoxy-
2-(2,6-dimethoxyphenyl)-5,6-dimethoxy-4h-chromen-4-one #
DTXSID80348078
2',5,6,6'-tetramethoxyflavone
flavone,2',5,6,6'-tetramethoxy-
FT-0766501
Q10861069
E77666
XZ161513
unii-z7cw4s27sb
z7cw4s27sb ,
2-(2,6-dimethoxyphenyl)-5,6-dimethoxy-4h-1-benzopyran-4-one
2-(2,6-dimethoxyphenyl)-5,6-dimethoxy-chromen-4-one
AS-82604

Research Excerpts

Overview

Zapotin is a non-toxic inducer of cellular differentiation, apoptosis and cell cycle arrest with cultured HL-60 promyelocytic cells.

ExcerptReferenceRelevance
"Zapotin is a non-toxic inducer of cellular differentiation, apoptosis and cell cycle arrest with cultured HL-60 promyelocytic cells."( Zapotin prevents mouse skin tumorigenesis during the stages of initiation and promotion.
Craig, BA; Cuendet, M; Cushman, M; Maiti, A; Moon, RC; Oteham, CP; Pezzuto, JM, )		2.3

Treatment

ExcerptReferenceRelevance
"Zapotin treatment (IC50=2.74x10(-7 M)) resulted in a marked suppression of cell proliferation in the HT-29 cells."( Zapotin, a phytochemical present in a Mexican fruit, prevents colon carcinogenesis.
Hirschelman, WH; Ito, A; Kinghorn, AD; Mehta, RG; Moriarty, RM; Murillo, G; Pezzuto, JM, 2007)		2.5
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
etherAn organooxygen compound with formula ROR, where R is not hydrogen.
flavonoidsAny organic molecular entity whose stucture is based on derivatives of a phenyl-substituted 1-phenylpropane possessing a C15 or C16 skeleton, or such a structure which is condensed with a C6-C3 lignan precursors. The term is a 'superclass' comprising all members of the classes of flavonoid, isoflavonoid, neoflavonoid, chalcones, dihydrochalcones, aurones, pterocarpan, coumestans, rotenoid, flavonolignan, homoflavonoid and flavonoid oligomers. Originally restricted to natural products, the term is also applied to synthetic compounds related to them.
[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)
Ornithine decarboxylaseHomo sapiens (human)IC50 (µMol)3.40003.40004.05004.7000AID275747
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (7)

Processvia Protein(s)Taxonomy
kidney developmentOrnithine decarboxylaseHomo sapiens (human)
polyamine metabolic processOrnithine decarboxylaseHomo sapiens (human)
cell population proliferationOrnithine decarboxylaseHomo sapiens (human)
positive regulation of cell population proliferationOrnithine decarboxylaseHomo sapiens (human)
response to virusOrnithine decarboxylaseHomo sapiens (human)
putrescine biosynthetic process from ornithineOrnithine decarboxylaseHomo sapiens (human)
regulation of protein catabolic processOrnithine decarboxylaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (3)

Processvia Protein(s)Taxonomy
ornithine decarboxylase activityOrnithine decarboxylaseHomo sapiens (human)
protein bindingOrnithine decarboxylaseHomo sapiens (human)
protein homodimerization activityOrnithine decarboxylaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (3)

Processvia Protein(s)Taxonomy
cellular_componentOrnithine decarboxylaseHomo sapiens (human)
cytoplasmOrnithine decarboxylaseHomo sapiens (human)
cytosolOrnithine decarboxylaseHomo sapiens (human)
cytoplasmOrnithine decarboxylaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (12)

Assay IDTitleYearJournalArticle
AID275751Upregulation of CD13 in human HL60 cell line2007Journal of medicinal chemistry, Jan-25, Volume: 50, Issue:2
Synthesis and cancer chemopreventive activity of zapotin, a natural product from Casimiroa edulis.
AID275754Induction of apoptosis in human HL60 cell line after 24 hrs2007Journal of medicinal chemistry, Jan-25, Volume: 50, Issue:2
Synthesis and cancer chemopreventive activity of zapotin, a natural product from Casimiroa edulis.
AID275752Upregulation of CD14 in human HL60 cell line2007Journal of medicinal chemistry, Jan-25, Volume: 50, Issue:2
Synthesis and cancer chemopreventive activity of zapotin, a natural product from Casimiroa edulis.
AID275753Down-regulation of CD15 in human HL60 cell line2007Journal of medicinal chemistry, Jan-25, Volume: 50, Issue:2
Synthesis and cancer chemopreventive activity of zapotin, a natural product from Casimiroa edulis.
AID275748Inhibition of TPA-induced NF-kappaB activity in HepG2 cells2007Journal of medicinal chemistry, Jan-25, Volume: 50, Issue:2
Synthesis and cancer chemopreventive activity of zapotin, a natural product from Casimiroa edulis.
AID275758Cell cycle arrest in human HL60 cell line by accumulation at sub G1 phase2007Journal of medicinal chemistry, Jan-25, Volume: 50, Issue:2
Synthesis and cancer chemopreventive activity of zapotin, a natural product from Casimiroa edulis.
AID275755Induction of apoptosis in human HL60 cell line at 12 uM2007Journal of medicinal chemistry, Jan-25, Volume: 50, Issue:2
Synthesis and cancer chemopreventive activity of zapotin, a natural product from Casimiroa edulis.
AID275756Cell cycle arrest in human HL60 cell line by accumulation at S phase at 3 uM2007Journal of medicinal chemistry, Jan-25, Volume: 50, Issue:2
Synthesis and cancer chemopreventive activity of zapotin, a natural product from Casimiroa edulis.
AID275757Cell cycle arrest in human HL60 cell line by accumulation at G2/M phase at 0.75 uM2007Journal of medicinal chemistry, Jan-25, Volume: 50, Issue:2
Synthesis and cancer chemopreventive activity of zapotin, a natural product from Casimiroa edulis.
AID275747Inhibition of TPA-induced ODC activity in T24 cells2007Journal of medicinal chemistry, Jan-25, Volume: 50, Issue:2
Synthesis and cancer chemopreventive activity of zapotin, a natural product from Casimiroa edulis.
AID275749Induction of differentiation in human HL60 cell line2007Journal of medicinal chemistry, Jan-25, Volume: 50, Issue:2
Synthesis and cancer chemopreventive activity of zapotin, a natural product from Casimiroa edulis.
AID275750Upregulation of CD11b in human HL60 cell line2007Journal of medicinal chemistry, Jan-25, Volume: 50, Issue:2
Synthesis and cancer chemopreventive activity of zapotin, a natural product from Casimiroa edulis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (33.33)29.6817
2010's2 (33.33)24.3611
2020's2 (33.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 26.05

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 Index26.05 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.80 (4.65)
Search Engine Demand Index26.67 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (26.05)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (14.29%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (85.71%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
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.		2.0310acetate 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
azoxymethane
Azoxymethane: A potent carcinogen and neurotoxic compound. It is particularly effective in inducing colon carcinomas.		2.0310
ConditionIndicatedRelationship StrengthStudiesTrials
Carcinoma, Anaplastic
[description not available]		02.4110
Cancer of Stomach
[description not available]		02.4110
Carcinoma
A malignant neoplasm made up of epithelial cells tending to infiltrate the surrounding tissues and give rise to metastases. It is a histological type of neoplasm and not a synonym for cancer.		07.4110
Stomach Neoplasms
Tumors or cancer of the STOMACH.		02.4110
Cancer of Colon
[description not available]		02.0310
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.0310
Condition, Preneoplastic
[description not available]		02.0310
Colonic Neoplasms
Tumors or cancer of the COLON.		02.0310
Precancerous Conditions
Pathological conditions that tend eventually to become malignant.		02.0310