alternariol

CHEBI:64983 EXACT SEEDED enzyme inhibitortoxin

A benzochromenone that is 6H-benzo[c]chromen-6-one which is substituted by a methyl group at position 1 and by hydroxy groups at positions 3, 7, and 9. It is the most important mycotoxin produced by the black mould Alternaria species, which are the most common mycoflora infecting small grain cereals worldwide.

Structure

Standard InChIKey	CEBXXEKPIIDJHL-UHFFFAOYSA-N
SMILES	CC1=CC(=CC2=C1C3=CC(=CC(=C3C(=O)O2)O)O)O
Stereochemistry	fully defined
Cross-references	npatlas:NPA020438, pubchem:5359485

Filing pathway

Shikimates and phenylpropanoids — computed by NPClassifier npclassifier.gnps2.org@2026-09-07, which is why it is pinned rather than recomputed. The gene cluster's asserted class is pks, from MIBiG.

Producer organisms 1

A claim that this taxon makes the compound. The basis says what the evidence addressed — a knockout and a database assertion are not the same claim.

Taxon	Basis	Cluster	Evidence
Aspergillus nidulans FGSC A4 NCBITaxon:227321	SOURCE_ASSERTION	mibig:BGC0000013	DOI:10.1042/bj0550421

Occurrences 25

Somebody found the compound in this organism and cited it. That is not a claim that the organism makes it, and nothing here promotes one to the other.

Taxon	Source	Reference
Sonneratia alba NCBITaxon:122812	LOTUS	DOI:10.1021/NP900417G
Acrocalymma vagum NCBITaxon:1589764	LOTUS	DOI:10.1021/ACS.JNATPROD.6B00327
Aspergillus nidulans NCBITaxon:162425	LOTUS	DOI:10.1021/JA3016395
Streptomyces fradiae NCBITaxon:1906	LOTUS	DOI:10.3390/MD12042079
Gymnosporia acuminata NCBITaxon:205464	LOTUS	DOI:10.1007/S10600-010-9662-X
Alternaria cucumerina NCBITaxon:283358	LOTUS	DOI:10.1007/S00204-011-0781-3
Alternaria cucumerina NCBITaxon:283358	LOTUS	DOI:10.1016/B978-0-12-179760-7.50017-6
Alternaria cucumerina NCBITaxon:283358	LOTUS	DOI:10.1016/J.FITOTE.2012.05.002
Alternaria cucumerina NCBITaxon:283358	LOTUS	DOI:10.1016/J.TIV.2012.04.014
Alternaria cucumerina NCBITaxon:283358	LOTUS	DOI:10.1016/S0031-9422(00)86666-2
Alternaria cucumerina NCBITaxon:283358	LOTUS	DOI:10.1021/JF102156W
Alternaria cucumerina NCBITaxon:283358	LOTUS	DOI:10.1042/BJ0550421
Penicillium concentricum NCBITaxon:293559	LOTUS	DOI:10.1021/ACS.JNATPROD.6B01069
Sorghum bicolor NCBITaxon:4558	LOTUS	DOI:10.1021/JF60197A015
Alternaria dauci NCBITaxon:48095	LOTUS	DOI:10.1007/S00204-011-0781-3
Alternaria dauci NCBITaxon:48095	LOTUS	DOI:10.1016/B978-0-12-179760-7.50017-6
Alternaria dauci NCBITaxon:48095	LOTUS	DOI:10.1016/J.FITOTE.2012.05.002
Alternaria dauci NCBITaxon:48095	LOTUS	DOI:10.1016/J.TIV.2012.04.014
Alternaria dauci NCBITaxon:48095	LOTUS	DOI:10.1021/JF102156W
Alternaria dauci NCBITaxon:48095	LOTUS	DOI:10.1042/BJ0550421
Alternaria porri NCBITaxon:48098	LOTUS	DOI:10.1080/14786410802265415
Adenocarpus foliolosus NCBITaxon:49789	LOTUS	DOI:10.1002/EJOC.200500471
Alternaria NCBITaxon:5598	LOTUS	DOI:10.1021/JF60197A015
Alternaria NCBITaxon:5598	LOTUS	DOI:10.1021/NP070447M
Alternaria NCBITaxon:5598	LOTUS	DOI:10.1021/NP900417G

Biosynthetic gene clusters 1

Accession	Host	Locus evidence	Genome
mibig:BGC0000013	Aspergillus nidulans FGSC A4 NCBITaxon:227321	CLUSTER_UNSTATED	genbank:BN001304.1

A locus claim and a taxon claim are different questions. Heterologous expression settles the first and leaves the second where the isolation report left it.

Bioactivities 2

Assay	Result	Reference
CCRIS mutagenicity studies	ACTIVE	pubchem.aid:1259407
Luminescence Homogenous Primary HTS to Identify Inhibitors of STK33 Activity	ACTIVE	pubchem.aid:2322

Provenance

Source concept	Source	Version
BGC0000013	MIBIG	3
CHEBI:64983	CHEBI	3-star

This page is generated from data/natural_products/shikimates_and_phenylpropanoids/alternariol.yaml, which is generated from the committed inventories. Neither is edited by hand.