longirostrerone C

CHEBI:68982 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

An azaphilone that is 9,9a-dihydro-6H-furo[2,3-h]isochromene-6,8(6aH)-dione substituted by a 6-methyl-2-oxocyclohex-3-en-1-yl group at position 3, a methyl group at position 6a and a 4,6,8-trimethyldeca-2,4-dienoyl group at position 9. Isolated from Chaetomium longirostre, it exhibits cytotoxic and antimalarial activities. — 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:26979 CHEBI:26979
CHEBI:37581 CHEBI:37581
CHEBI:50941 CHEBI:50941

Chemical structure

Computed structure properties
Molecular formula	C32H38O6
Charge	0
Average mass	518.65 Da
Monoisotopic mass	518.26684 Da
Source	ChEBI
InChIKey	HOGGEAXXACLKBX-OPYHNVJQSA-N

SMILES

[H][C@@]12C3=COC([C@H]4C(=O)C=CC[C@@H]4C)=CC3=CC(=O)[C@]1(C)OC(=O)[C@@H]2C(=O)/C=C/C(C)=C/C(C)CC(C)CC

InChI

InChI=1S/C32H38O6/c1-7-18(2)13-20(4)14-19(3)11-12-25(34)29-30-23-17-37-26(28-21(5)9-8-10-24(28)33)15-22(23)16-27(35)32(30,6)38-31(29)36/h8,10-12,14-18,20-21,28-30H,7,9,13H2,1-6H3/b12-11+,19-14+/t18?,20?,21-,28+,29+,30-,32-/m0/s1

Also called

(6aR,9S,9aR)-6a-methyl-3-[(1S,6S)-6-methyl-2-oxocyclohex-3-en-1-yl]-9-[(2E,4E)-4,6,8-trimethyldeca-2,4-dienoyl]-9,9a-dihydro-6H-furo[2,3-h]isochromene-6,8(6aH)-dione (EXACT_SYNONYM)— chebi
3-(6-methyl-2-oxocyclohex-3-enyl)-18-(4,6,8-trimethyldeca-2,4-dienoyl)-(7R)-7-methyl-8,18-dihydro-7H-furo[2,3-h]isochromene-6,17-dione (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:22123573

Activity roles

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

CHEBI:38068 CHEBI:38068

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:68982`	longirostrerone C	`antibioticmech:chebi-807839ea53`	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.