guignardone N

CHEBI:141332 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A meroterpenoid found in Guignardia and Fusarium species and shown to exhibit inhibitory activity against Candida albicans growth. — 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:139592 CHEBI:139592
CHEBI:15734 CHEBI:15734
CHEBI:26878 CHEBI:26878
CHEBI:27136 CHEBI:27136
CHEBI:33822 CHEBI:33822
CHEBI:38163 CHEBI:38163
CHEBI:64419 CHEBI:64419

Chemical structure

Computed structure properties
Molecular formula	C17H24O6
Charge	0
Average mass	324.373 Da
Monoisotopic mass	324.15729 Da
Source	ChEBI
InChIKey	OPYPWMGWBUCOSQ-RZNLEFLGSA-N

SMILES

[H][C@@]12CC3=C(O[C@]1(C)CC[C@@]2([H])[C@](C)(O)CO)[C@@H]1C[C@@](O)(CO1)C3=O

InChI

InChI=1S/C17H24O6/c1-15(20,7-18)10-3-4-16(2)11(10)5-9-13(23-16)12-6-17(21,8-22-12)14(9)19/h10-12,18,20-21H,3-8H2,1-2H3/t10-,11+,12+,15-,16-,17-/m1/s1

Also called

(1S,4R,6aS,7R,9aR)-7-[(2S)-1,2-dihydroxypropan-2-yl]-4-hydroxy-9a-methyl-3,4,6,6a,7,8,9,9a-octahydro-1,4-methanocyclopenta[5,6]pyrano[2,3-c]oxepin-5(1H)-one (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:28851661

Activity roles

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

CHEBI:35718 CHEBI:35718

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:141332`	guignardone N	`antibioticmech:chebi-c7f2c5e536`	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.