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.

CHEBI:33853 CHEBI:33853
CHEBI:35618 CHEBI:35618
CHEBI:64542 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

Equivalent identifiers for this same structure in other resources.

cas:3566-99-2
chemspider:4678011
hmdb:HMDB0030852
reaxys:280885

Activity roles

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

CHEBI:22587 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.