Compounds > o-methylsterigmatocystin
Page last updated: 2024-12-07

o-methylsterigmatocystin

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

o-Methylsterigmatocystin (OMST) is a mycotoxin produced by the fungus Aspergillus. It is a structurally related to sterigmatocystin, a known carcinogenic compound. OMST has been found to be mutagenic in bacterial and mammalian cell systems. It has also been shown to be toxic to animals, with studies demonstrating liver damage and immunosuppression. The importance of studying OMST stems from its potential for contamination of food and feed, as well as its possible role in human health issues. Research on OMST focuses on understanding its biosynthesis, toxicity, and mechanisms of action. Studies are also aimed at developing methods for detection and control of this mycotoxin in food and environmental samples.'

Cross-References

ID SourceID
PubMed CID104940
CHEBI ID18171
SCHEMBL ID1055409
MeSH IDM0119135

Synonyms (24)

Synonym
CHEBI:18171
(3ar,12cs)-6,8-dimethoxy-3a,12c-dihydro-7h-furo[3',2':4,5]furo[2,3-c]xanthen-7-one
o-methyl sterigmatocystin
7-o-methylsterigmatocystin
sterigmatocystin, o-methyl-
7h-furo(3',2':4,5)furo(2,3-c)xanthen-7-one, 3a,12c-dihydro-6,8-dimethoxy-, (3ar-cis)-
7h-furo(3',2':4,5)furo(2,3-c)xanthen-7-one, 3a,12c-dihydro-6,8-dimethoxy-, (3ar,12cs)-
C03686
o-methylsterigmatocystin
17878-69-2
8-o-methylsterigmatocystin
LMPK10000003
unii-kzc4vx8l3n
kzc4vx8l3n ,
SCHEMBL1055409
J-011402
methylsterigmatocystin, o-
6,8-dimethoxy-3a,12c-dihydro-7h-furo[3',2':4,5]furo[2,3-c]xanthen-7-one
DTXSID30939117
Q27102869
11,15-dimethoxy-6,8,20-trioxapentacyclo[10.8.0.02,9.03,7.014,19]icosa-1,4,9,11,14(19),15,17-heptaen-13-one
(3s,7r)-11,15-dimethoxy-6,8,20-trioxapentacyclo[10.8.0.02,9.03,7.014,19]icosa-1,4,9,11,14(19),15,17-heptaen-13-one
7h-furo[3',2':4,5]furo[2,3-c]xanthen-7-one, 3a,12c-dihydro-6,8-dimethoxy-, (3ar,12cs)-
(3ar,12cs)-3a,12c-dihydro-6,8-dimethoxy-7h-furo[3',2':4,5]furo[2,3-c]xanthen-7-one
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
sterigmatocystins
[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]

Pathways (1)

PathwayProteinsCompounds
aflatoxins B1 and G1 biosynthesis218

Research

Studies (21)

TimeframeStudies, This Drug (%)All Drugs %
pre-19904 (19.05)18.7374
1990's7 (33.33)18.2507
2000's8 (38.10)29.6817
2010's2 (9.52)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: 11.34

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 Index11.34 (24.57)
Research Supply Index3.14 (2.92)
Research Growth Index4.47 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.34)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (4.55%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other21 (95.45%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
xanthenes
Xanthenes: Compounds with three aromatic rings in linear arrangement with an OXYGEN in the center ring.		2.8840xanthene
norsolorinic acid
norsolorinic acid: isolated from Aspergillus parasiticus. norsolorinic acid : A polyketide that is anthraquinone bearing four hydroxy substituents at positions 1, 3, 6 and 8 as well as a hexanoyl substituent at position 2.		2.4120polyketide;
tetrahydroxyanthraquinone		fungal metabolite
ethionine
L-ethionine : An S-ethylhomocysteine that has S-configuration at the chiral centre.		1.9610S-ethylhomocysteineantimetabolite;
carcinogenic agent
averufanin
averufanin: precursor of aflatoxin B1; structure given in first source		1.9910
versicolorins
versicolorins: see also records for versicolorin A & versicolorin C; structure		2.0310
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.		4.79100aflatoxin;
aromatic ether;
aromatic ketone		carcinogenic agent;
human metabolite
averufin
averufin: isolated from Aspergillus sp.; has antifungal activity		2.3920cyclic 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.		3.0710cyclic acetal;
organic heteropentacyclic compound;
p-quinones;
polyphenol		Aspergillus metabolite;
carcinogenic agent
aflatoxin b
aflatoxin B2: RN given refers to cpd without isomeric designation. aflatoxin B2 : An aflatoxin having a hexahydrocyclopenta[c]furo[3',2':4,5]furo[2,3-h]chromene skeleton with oxygen functionality at positions 1, 4 and 11.		1.9710aflatoxin
sterigmatocystin
[no description available]		5.49210sterigmatocystinsmetabolite
3-acetyldeoxynivalenol
3-acetyldeoxynivalenol : A trichothecene mycotoxin that is deoxynivalenol acetylated on the oxygen at C-3. A skin and eye irritant, along with its 15-acetyl regioisomer and its parent deoxynivalenol it is considered among the most commonly and widely distributed cereal contaminants.		2.0410trichotheceneepitope;
mycotoxin
aflatoxin g1
aflatoxin G1: RN given refers to (7aR-cis)-isomer & is from 9th CI Form Index		2.420
aflatoxin m1
Aflatoxin M1: A 4-hydroxylated metabolite of AFLATOXIN B1, one of the MYCOTOXINS from ASPERGILLUS tainted food. It is associated with LIVER damage and cancer resulting from its P450 activation to the epoxide which alkylates DNA. Toxicity depends on the balance of liver enzymes that activate it (CYTOCHROME P-450) and others that detoxify it (GLUTATHIONE S TRANSFERASE) (Pharmac Ther 50.443 1991). Primates & rat are sensitive while mouse and hamster are tolerant (Canc Res 29.236 1969).. aflatoxin M1 : A member of the class of aflatoxins that is aflatoxin B1 in which the hydrogen at position 9a is replaced by a hydroxy group.		3.0710aflatoxin;
aromatic ether;
aromatic ketone;
tertiary alcohol		Aspergillus metabolite;
human xenobiotic metabolite;
mammalian metabolite
s-adenosylmethionine
(R)-S-adenosyl-L-methionine : An S-adenosyl-L-methionine that has R-configuration.. S-adenosyl-L-methionine zwitterion : A zwitterionic tautomer of S-adenosyl-L-methionine arising from shift of the proton from the carboxy group to the amino group.. (R)-S-adenosyl-L-methionine zwitterion : An S-adenosyl-L-methionine zwitterion that has R-configuration; major species at pH 7.3.. (S)-S-adenosyl-L-methionine zwitterion : An S-adenosyl-L-methionine zwitterion that has S-configuration; major species at pH 7.3.. S-adenosyl-L-methionine : A sulfonium compound that is the S-adenosyl derivative of L-methionine. It is an intermediate in the metabolic pathway of methionine.		1.9610organic cation;
sulfonium compound		coenzyme;
cofactor;
human metabolite;
micronutrient;
Mycoplasma genitalium metabolite;
nutraceutical;
Saccharomyces cerevisiae metabolite
ConditionIndicatedRelationship StrengthStudiesTrials
Sensitivity and Specificity
Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)		02.1510
Cancer of Liver
[description not available]		02.8910
Liver Neoplasms
Tumors or cancer of the LIVER.		02.8910