fonsecinone C

CHEBI:133757 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A dimeric naphthopyran with formula C32H28O11, 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:26195 CHEBI:26195
CHEBI:35618 CHEBI:35618
CHEBI:3992 CHEBI:3992
CHEBI:59780 CHEBI:59780
CHEBI:64459 CHEBI:64459
CHEBI:64542 CHEBI:64542
CHEBI:76224 CHEBI:76224

Chemical structure

Computed structure properties
Molecular formula	C32H28O11
Charge	0
Average mass	588.565 Da
Monoisotopic mass	588.16316 Da
Source	ChEBI
InChIKey	XWHLKURAEUPHAB-UHFFFAOYSA-N

SMILES

COc1cc(OC)c2c(O)c3c(c(-c4c(OC)cc5cc(O)c6c(=O)cc(C)oc6c5c4OC)c2c1)OC(C)(O)CC3=O

InChI

InChI=1S/C32H28O11/c1-13-7-17(33)25-18(34)8-14-9-20(39-4)27(29(41-6)22(14)30(25)42-13)24-16-10-15(38-3)11-21(40-5)23(16)28(36)26-19(35)12-32(2,37)43-31(24)26/h7-11,34,36-37H,12H2,1-6H3

Also called

9-(2,5-dihydroxy-6,8-dimethoxy-2-methyl-4-oxo-3,4-dihydro-2H-naphtho[2,3-b]pyran-10-yl)-5-hydroxy-8,10-dimethoxy-2-methyl-4H-naphtho[1,2-b]pyran-4-one (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:5209914

Activity roles

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

CHEBI:33282 CHEBI:33282

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:133757`	fonsecinone C	`antibioticmech:chebi-982db5a358`	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.