Compounds > versiconal hemiacetal acetate
Page last updated: 2024-12-07

versiconal hemiacetal acetate

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

Description

Versiconal hemiacetal acetate is a fungal metabolite produced by Aspergillus versicolor, a common mold found in various environments, including indoor spaces. It is a member of the versicolorin family, known for their potent mutagenic and carcinogenic properties. Versiconal hemiacetal acetate exhibits cytotoxic activity against various cell lines and has been linked to adverse health effects, including liver damage and cancer development. Its structure and biological activity have been extensively studied to understand its mechanisms of toxicity and potential therapeutic applications. Researchers investigate its synthesis and metabolism to develop strategies for mitigating its harmful effects. Furthermore, the compound has gained attention for its potential applications in agriculture and biotechnology, where its bioactivity could be harnessed for controlling pests and diseases.'

versiconal hemiacetal acetate: intermediate in biosynthesis of aflatoxin B1; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

versiconal hemiacetal acetate : An anthrafuran that is 2,3-dihydroanthra[2,3-b]furan-5,10-dione substituted at positions 2, 4, 6 and 8 by hydroxy groups and at position 3 by a 2-acetoxyethyl group. An intermediate in the biosynthesis of aflatoxin. [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]

Cross-References

ID SourceID
PubMed CID107991
CHEBI ID71637
MeSH IDM0088424

Synonyms (9)

Synonym
62886-00-4
versiconal hemiacetal acetate
3-(2-(acetyloxy)ethyl)-2,3-dihydro-2,4,6,8-tetrahydroxyanthra(2,3-b)furan-5,10-dione
2-(2,4,6,8-tetrahydroxy-5,10-dioxo-2,3-dihydronaphtho[2,3-f][1]benzofuran-3-yl)ethyl acetate
anthra(2,3-b)furan-5,10-dione, 3-(2-(acetyloxy)ethyl)-2,3-dihydro-2,4,6,8-tetrahydroxy-
CHEBI:71637
2-(2,4,6,8-tetrahydroxy-5,10-dioxo-2,3,5,10-tetrahydroanthra[2,3-b]furan-3-yl)ethyl acetate
Q27139775
DTXSID00978634
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[role 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]

Drug Classes (5)

ClassDescription
anthrafuranAny organic heterotetracyclic compound consisting of a furan ring ortho-fused to an anthracene.
lactolCyclic hemiacetals formed by intramolecular addition of a hydroxy group to an aldehydic or ketonic carbonyl group. They are thus 1-oxacycloalkan-2-ols or unsaturated analogues.
polyphenolMembers of the class of phenols that contain 2 or more benzene rings each of which is substituted by at least one hydroxy group.
acetate esterAny carboxylic ester where the carboxylic acid component is acetic acid.
palmitoyl amino acid
[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]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (27.27)18.7374
1990's3 (27.27)18.2507
2000's5 (45.45)29.6817
2010's0 (0.00)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: 11.93

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 Index11.93 (24.57)
Research Supply Index2.48 (2.92)
Research Growth Index4.42 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.93)

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%
Other11 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
dichlorvos
Dichlorvos: An organophosphorus insecticide that inhibits ACETYLCHOLINESTERASE.. dichlorvos : An alkenyl phosphate that is the 2,2-dichloroethenyl ester of dimethyl phosphate.		2.6730alkenyl phosphate;
dialkyl phosphate;
organochlorine acaricide;
organophosphate insecticide		anthelminthic drug;
antibacterial agent;
antifungal agent;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor
versicolorin c
versicolorin C: RN given refers to versicolorin C (cis-(+-))-isomer; see also record for versicolorin. versicolorin B : An organic heteropentacyclic compound that is 2,3,3a,12a-tetrahydroanthra[2,3-b]furo[3,2-d]furan-5,10-dione carrying three hydroxy substituents at positions 4, 6 and 8.		2.3820cyclic acetal;
organic heteropentacyclic compound;
p-quinones;
polyphenol		Aspergillus metabolite
versicolorins
versicolorins: see also records for versicolorin A & versicolorin C; structure		2.6830
averufin
averufin: isolated from Aspergillus sp.; has antifungal activity		2.9140cyclic ketal;
organic heteropentacyclic compound;
polyketide;
polyphenol		fungal metabolite
versicolorin a
versicolorin A: see also versicolorin. versicolorin A : An organic heteropentacyclic compound that is 3a,12a-dihydroanthra[2,3-b]furo[3,2-d]furan-5,10-dione carrying three hydroxy substituents at positions 4, 6 and 8.		2.3720cyclic acetal;
organic heteropentacyclic compound;
p-quinones;
polyphenol		Aspergillus metabolite;
carcinogenic agent
nadp
[no description available]		1.9710
sterigmatocystin
[no description available]		1.9610sterigmatocystinsmetabolite
nad
NAD(1-) : An anionic form of nicotinamide adenine dinucleotide arising from deprotonation of the two OH groups of the diphosphate moiety.		1.9710organophosphate oxoanioncofactor;
human metabolite;
hydrogen acceptor;
Saccharomyces cerevisiae metabolite
versiconal
versiconal: RN not in Chemline 7/83; structure. versiconal : A secondary metabolite that is an intermediate in the biosynthesis of afflatoxin. Can exist as both a tricyclic anthraquinone-hydroxyaldehyde form or as a tetracyclic anthrafuran form.. versiconal hemiacetal : An anthrafuran that is 2,3-dihydroanthra[2,3-b]furan-5,10-dione substituted at positions 2, 4, 6 and 8 by hydroxy groups and at position 3 by a 2-hydroxyethyl group. An intermediate in the biosynthesis of aflatoxin.		3.150anthrafuran;
lactol;
versiconal
versiconol acetate
versiconol acetate: structure given in first source; RN given refers to (-)-isomer; RN for cpd without isomeric designation not avail 2/92. (3S)-versiconol acetate : An optically active form of versiconol acetate having 3S-configuration.. versiconol acetate : An acetate ester that is the O-acetyl derivative of versiconol. An intermediate in the biosynthesis of aflatoxin.		3.1150versiconol acetate
ConditionIndicatedRelationship StrengthStudiesTrials