flavasperone

CHEBI:133814 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A naphtho-γ-pyrone that is 4H-naphtho[1,2-b]pyran-4-one carrying a methyl substituent at position2, a hydroxy substituent at position 5 and two methoxy substotuents at positions 8 and 10. Originally isolated from Aspergillus niger. — 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:33853
Label unavailable CHEBI:35618
Label unavailable CHEBI:64542

Chemical structure

Computed structure properties
Molecular formula	C16H14O5
Charge	0
Average mass	286.283 Da
Monoisotopic mass	286.08412 Da
Source	ChEBI
InChIKey	ARXPDHLVDOYIPX-UHFFFAOYSA-N

SMILES

COc1cc(OC)c2c(c1)cc(O)c1c(=O)cc(C)oc12

InChI

InChI=1S/C16H14O5/c1-8-4-11(17)15-12(18)6-9-5-10(19-2)7-13(20-3)14(9)16(15)21-8/h4-7,18H,1-3H3

Also called

5-hydroxy-8,10-dimethoxy-2-methyl-4H-naphtho[1,2-b]pyran-4-one (EXACT_SYNONYM)— chebi
Antibiotic TMC 256c2 (EXACT_SYNONYM)— chebi
Asperxanthon (EXACT_SYNONYM)— chebi
TMC 256c2 (EXACT_SYNONYM)— chebi
asperxanthone (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.

Activity roles

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

antiviral agent CHEBI:22587

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:133814`	flavasperone	`antibioticmech:chebi-d01cfb26e7`	2026-08-30

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

Provenance

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

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