viridicatumtoxin

CHEBI:85616 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

A tetracycline-like polyketide antibiotic that is produced by several species of Penicillium and Aspergillus. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

Label unavailable CHEBI:139592
Label unavailable CHEBI:140324
Label unavailable CHEBI:26188
Label unavailable CHEBI:26195
Label unavailable CHEBI:26878
Label unavailable CHEBI:33599
Label unavailable CHEBI:33823
Label unavailable CHEBI:35618
Label unavailable CHEBI:35681
Label unavailable CHEBI:3992
Label unavailable CHEBI:51689
Label unavailable CHEBI:51751
Label unavailable CHEBI:51958
Label unavailable CHEBI:76224

Chemical structure

Computed structure properties
Molecular formula	C30H31NO10
Charge	0
Average mass	565.575 Da
Monoisotopic mass	565.1948 Da
Source	ChEBI
InChIKey	SUWQGLGDFGHZNH-WBWZXODPSA-N

SMILES

COc1cc(O)c2c(O)c3c(c4c2c1[C@]1(C4)C(C)=CCCC1(C)C)[C@H](O)[C@@]1(O)CC(O)=C(C(N)=O)C(=O)[C@@]1(O)C3=O

InChI

InChI=1S/C30H31NO10/c1-11-6-5-7-27(2,3)28(11)9-12-16-18(13(32)8-15(41-4)21(16)28)22(34)20-17(12)23(35)29(39)10-14(33)19(26(31)38)24(36)30(29,40)25(20)37/h6,8,23,32-35,39-40H,5,7,9-10H2,1-4H3,(H2,31,38)/t23-,28-,29-,30+/m0/s1

Also called

(1S,7a'S,11a'S,12'S)-5',6',7a',10',11a',12'-hexahydroxy-3'-methoxy-2,6,6-trimethyl-7',8'-dioxo-7',7a',8',11',11a',12'-hexahydro-1'H-spiro[cyclohex-2-ene-1,2'-cyclopenta[de]tetracene]-9'-carboxamide (EXACT_SYNONYM)— chebi
NSC 159628 (EXACT_SYNONYM)— chebi
SC 28762 (EXACT_SYNONYM)— chebi
viridicatumtoxin A (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

cas:39277-41-3
reaxys:2934660

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

antimicrobial agent CHEBI:33281

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:85616`	viridicatumtoxin	`antibioticmech:chebi-544e90fc72`	2026-08-30

Producer organisms

Organisms that biosynthesize this compound. Cluster link evidence is how the upstream source graded the gene cluster, so it is populated only for a source that grades it. An empty cell is not weaker support: a curator-authored producer carries its support in Evidence instead. Where the source entry named several compounds, the evidence is marked inherited, meaning it covers this compound together with the cluster's other products rather than singling it out. Those products need not be related to each other: a cluster can list an intermediate, a precursor and a finished antibiotic side by side.

Producer organisms
Organism	BGC	Cluster link evidence	Source	Quality	Note	Evidence
Penicillium aethiopicum NCBITaxon:36650	BGC0000168	Enzymatic assays; Gene expression correlated with compound production; Knock-out studies compound specific	MIBIG 4.0.1 (entry 5)	questionable	MIBiG active entry; compound 'viridicatumtoxin' joined by exact Standard InChIKey.	DOI:10.1016/j.chembiol.2010.03.015 (MIBiG attaches this reference to the compound, as support for its STRUCTURE: every compound-level method in the release is structure elucidation (NMR, mass spectrometry, X-ray, total synthesis). It establishes what the molecule is. It is NOT evidence that this organism produces it; MIBiG attaches no reference to the producer link at all.)

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-08 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-08 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-08 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

Explore across X-Mech: MediaIngredientMech (viridicatumtoxin) · CultureMech · NaturalProductMech · PathwayMech · TraitMech · TaxonMech (Penicillium aethiopicum)