Compounds > asteltoxin
Page last updated: 2024-11-11

asteltoxin

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

Description

asteltoxin: polyenic alpha-pyrone mycotoxin closely related to aurovertins isolated from Aspergillus stellatus; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6438150
CHEMBL ID3758613
CHEBI ID175337
MeSH IDM0097539

Synonyms (13)

Synonym
6-[(1e,3e,5e)-6-[(2r,3r,3ar,4r,5r,6as)-2-ethyl-3,4-dihydroxy-3,3a-dimethyl-2,4,5,6a-tetrahydrouro[2,3-b]uran-5-yl]hexa-1,3,5-trienyl]-4-methoxy-5-methylpyran-2-one
CHEBI:175337
79663-49-3
asteltoxin
2h-pyran-2-one, 6-(6-(hexahydro-3,4-dihydroxy-3a,4-dimethyl-5-ethylfuro(2,3-b)furan-2-yl)-1,3,5-hexatrienyl)-4-methoxy-5-methyl-, (2r-(2-alpha(1e,3e,5e),3-alpha,3a-beta,4-beta,5-beta,6a-beta))-
ev-toxin
6-[(1e,3e,5e)-6-[(2r,3r,3ar,4r,5r,6as)-2-ethyl-3,4-dihydroxy-3,3a-dimethyl-2,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]hexa-1,3,5-trienyl]-4-methoxy-5-methylpyran-2-one
2h-pyran-2-one,6-[(1e,3e,5e)-6-[(2r,3r,3ar,4r,5r,6as)-5-ethylhexahydro-3,4-dihydroxy-3a,4-dimethylfuro[2,3-b]furan-2-yl]-1,3,5-hexatrien-1-yl]-4-methoxy-5-methyl-
CHEMBL3758613
ncgc00380401-01!6-[(1e,3e,5e)-6-[(2r,3r,3ar,4r,5r,6as)-2-ethyl-3,4-dihydroxy-3,3a-dimethyl-2,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]hexa-1,3,5-trienyl]-4-methoxy-5-methylpyran-2-one
(+)-asteltoxin
DTXSID101046614
AKOS040734342
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
furofuranOrganic heterobicyclic compounds containing a two furan rings ortho-fused to each other.
[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]

Bioassays (19)

Assay IDTitleYearJournalArticle
AID1289286Cytotoxicity against MDCK cells after 48 hrs by crystal violet staining-based microplate reader analysis2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Antiviral Merosesquiterpenoids Produced by the Antarctic Fungus Aspergillus ochraceopetaliformis SCSIO 05702.
AID1289294Cytotoxicity against human DU145 cells assessed as reduction in cell viability after 72 hrs by CCK8 assay2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Antiviral Merosesquiterpenoids Produced by the Antarctic Fungus Aspergillus ochraceopetaliformis SCSIO 05702.
AID1289290Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 72 hrs by CCK8 assay2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Antiviral Merosesquiterpenoids Produced by the Antarctic Fungus Aspergillus ochraceopetaliformis SCSIO 05702.
AID1273853Antiproliferative activity against human HeLa cells assessed as cell viability after 72 hrs by SRB assay2015Journal of natural products, Dec-24, Volume: 78, Issue:12
Avertoxins A-D, Prenyl Asteltoxin Derivatives from Aspergillus versicolor Y10, an Endophytic Fungus of Huperzia serrata.
AID1289297Antibacterial activity against Staphylococcus aureus assessed as growth inhibition at 0.01 to 100 ug/ml after 24 hrs by agar dilution method2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Antiviral Merosesquiterpenoids Produced by the Antarctic Fungus Aspergillus ochraceopetaliformis SCSIO 05702.
AID1289293Cytotoxicity against human HeLa cells assessed as reduction in cell viability after 72 hrs by CCK8 assay2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Antiviral Merosesquiterpenoids Produced by the Antarctic Fungus Aspergillus ochraceopetaliformis SCSIO 05702.
AID1289302Antitubercular activity against Mycobacterium tuberculosis H37Ra assessed as growth inhibition at 100 ug/ml after 7 days by Alamar blue assay2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Antiviral Merosesquiterpenoids Produced by the Antarctic Fungus Aspergillus ochraceopetaliformis SCSIO 05702.
AID1289299Antibacterial activity against Escherichia coli assessed as growth inhibition at 0.01 to 100 ug/ml after 24 hrs by agar dilution method2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Antiviral Merosesquiterpenoids Produced by the Antarctic Fungus Aspergillus ochraceopetaliformis SCSIO 05702.
AID1289284Antiviral activity against Influenza A virus H1N1 infected in MDCK cells assessed as inhibition of virus-induced cytopathic effect after 48 hrs by crystal violet staining-based microplate reader analysis2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Antiviral Merosesquiterpenoids Produced by the Antarctic Fungus Aspergillus ochraceopetaliformis SCSIO 05702.
AID1289285Antiviral activity against Influenza A virus H3N2 infected in MDCK cells assessed as inhibition of virus-induced cytopathic effect after 48 hrs by crystal violet staining-based microplate reader analysis2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Antiviral Merosesquiterpenoids Produced by the Antarctic Fungus Aspergillus ochraceopetaliformis SCSIO 05702.
AID1289291Cytotoxicity against human A549 cells assessed as reduction in cell viability after 72 hrs by CCK8 assay2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Antiviral Merosesquiterpenoids Produced by the Antarctic Fungus Aspergillus ochraceopetaliformis SCSIO 05702.
AID1289289Cytotoxicity against human K562 cells assessed as reduction in cell viability after 72 hrs by CCK8 assay2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Antiviral Merosesquiterpenoids Produced by the Antarctic Fungus Aspergillus ochraceopetaliformis SCSIO 05702.
AID1289292Cytotoxicity against human U937 cells assessed as reduction in cell viability after 72 hrs by CCK8 assay2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Antiviral Merosesquiterpenoids Produced by the Antarctic Fungus Aspergillus ochraceopetaliformis SCSIO 05702.
AID1289287Selectivity index, ratio of CC50 for MDCK cells to IC50 for Influenza A virus H1N1 infected in MDCK cells2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Antiviral Merosesquiterpenoids Produced by the Antarctic Fungus Aspergillus ochraceopetaliformis SCSIO 05702.
AID1273852Antiproliferative activity against human HCT116 cells assessed as cell viability after 72 hrs by SRB assay2015Journal of natural products, Dec-24, Volume: 78, Issue:12
Avertoxins A-D, Prenyl Asteltoxin Derivatives from Aspergillus versicolor Y10, an Endophytic Fungus of Huperzia serrata.
AID1289295Cytotoxicity against human HL60 cells assessed as reduction in cell viability after 72 hrs by CCK8 assay2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Antiviral Merosesquiterpenoids Produced by the Antarctic Fungus Aspergillus ochraceopetaliformis SCSIO 05702.
AID1289296Cytotoxicity against human HT-29 cells assessed as reduction in cell viability after 72 hrs by CCK8 assay2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Antiviral Merosesquiterpenoids Produced by the Antarctic Fungus Aspergillus ochraceopetaliformis SCSIO 05702.
AID1289288Selectivity index, ratio of CC50 for MDCK cells to IC50 for Influenza A virus H3N2 infected in MDCK cells2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Antiviral Merosesquiterpenoids Produced by the Antarctic Fungus Aspergillus ochraceopetaliformis SCSIO 05702.
AID1273851Antiproliferative activity against human MDA-MB-231 cells assessed as cell viability after 72 hrs by SRB assay2015Journal of natural products, Dec-24, Volume: 78, Issue:12
Avertoxins A-D, Prenyl Asteltoxin Derivatives from Aspergillus versicolor Y10, an Endophytic Fungus of Huperzia serrata.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (23.08)18.7374
1990's0 (0.00)18.2507
2000's2 (15.38)29.6817
2010's7 (53.85)24.3611
2020's1 (7.69)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.87

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 Index22.87 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index4.92 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.87)

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%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
huperzine a
huperzine A: RN given refers to 5R-(5alpha,9beta,11E)-isomer; structure given in first source. huperzine A : A sesquiterpene alkaloid isolated from a club moss Huperzia serrata that has been shown to exhibit neuroprotective activity. It is also an effective inhibitor of acetylcholinesterase and has attracted interest as a therapeutic candidate for Alzheimer's disease.		2.1110quinolone
isoniazid
Hydra: A genus of freshwater polyps in the family Hydridae, order Hydroida, class HYDROZOA. They are of special interest because of their complex organization and because their adult organization corresponds roughly to the gastrula of higher animals.. hydrazide : Compounds derived from oxoacids RkE(=O)l(OH)m (l =/= 0) by replacing -OH by -NRNR2 (R groups are commonly H). (IUPAC).		2.1310carbohydrazideantitubercular agent;
drug allergen
kojic acid
[no description available]		2.02104-pyranones;
enol;
primary alcohol		Aspergillus metabolite;
EC 1.10.3.1 (catechol oxidase) inhibitor;
EC 1.10.3.2 (laccase) inhibitor;
EC 1.13.11.24 (quercetin 2,3-dioxygenase) inhibitor;
EC 1.14.18.1 (tyrosinase) inhibitor;
EC 1.4.3.3 (D-amino-acid oxidase) inhibitor;
NF-kappaB inhibitor;
skin lightening agent
cyclopentane
Cyclopentanes: A group of alicyclic hydrocarbons with the general formula R-C5H9.. cyclopentanes : Cyclopentane and its derivatives formed by substitution.		2.0210cycloalkane;
cyclopentanes;
volatile organic compound		non-polar solvent
chloroprene
Chloroprene: Toxic, possibly carcinogenic, monomer of neoprene, a synthetic rubber; causes damage to skin, lungs, CNS, kidneys, liver, blood cells and fetuses. Synonym: 2-chlorobutadiene.		2.1110chloroolefin
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		2.1310taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
etoposide
[no description available]		2.1110beta-D-glucoside;
furonaphthodioxole;
organic heterotetracyclic compound		antineoplastic agent;
DNA synthesis inhibitor
oseltamivir
Oseltamivir: An acetamido cyclohexene that is a structural homolog of SIALIC ACID and inhibits NEURAMINIDASE.. oseltamivir : A cyclohexenecarboxylate ester that is the ethyl ester of oseltamivir acid. An antiviral prodrug (it is hydrolysed to the active free carboxylic acid in the liver), it is used to slow the spread of influenza.		2.1310acetamides;
amino acid ester;
cyclohexenecarboxylate ester;
primary amino compound		antiviral drug;
EC 3.2.1.18 (exo-alpha-sialidase) inhibitor;
environmental contaminant;
prodrug;
xenobiotic
beauvericin
beauvericin: 18-membered cyclodepsipeptides. beauvericin : A trimeric cyclodepsipeptide composed from alternating methylphenylalanyl and hydroxyvaleryl residues.		2.1110
aflatoxin b1
Aflatoxin B1: A potent hepatotoxic and hepatocarcinogenic mycotoxin produced by the Aspergillus flavus group of fungi. It is also mutagenic, teratogenic, and causes immunosuppression in animals. It is found as a contaminant in peanuts, cottonseed meal, corn, and other grains. The mycotoxin requires epoxidation to aflatoxin B1 2,3-oxide for activation. Microsomal monooxygenases biotransform the toxin to the less toxic metabolites aflatoxin M1 and Q1.. aflatoxin B1 : An aflatoxin having a tetrahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene skeleton with oxygen functionality at positions 1, 4 and 11.		2.0210aflatoxin;
aromatic ether;
aromatic ketone		carcinogenic agent;
human metabolite
varitriol
varitriol: from marine-derived strain of the fungus Emericella variecolor; structure in first source		2.0210
sesquiterpenes
[no description available]		2.5220
huperzine a
[no description available]		2.1110organic heterotricyclic compound;
primary amino compound;
pyridone;
sesquiterpene alkaloid		EC 3.1.1.7 (acetylcholinesterase) inhibitor;
neuroprotective agent;
nootropic agent;
plant metabolite
sterigmatocystin
[no description available]		2.0210sterigmatocystinsmetabolite
terrein
terrein: from culture solution of fungus, Pestilotiopsis microspora;structure in first source		2.0210polyol
emerin
emerin: a serine-rich protein; responsible for Emery-Dreifuss muscular dystrophy (EDMD)		2.0210
avenaciolide
avenaciolide: produced by Aspergillus avenaceus; inhibits glutamate transport in mitochondria, probably by releasing membrane bound cations; minor descriptor (75-83); on-line & Index Medicus search LACTONES (75-83); RN given refers to (3aR-(3aalpha,4alpha,6aalpha))-isomer		1.9610
ConditionIndicatedRelationship StrengthStudiesTrials