glaucarubinone

CHEBI:5371 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

A quassinoid with formula C25H34O10. It is a natural product isolated from several plant species and exhibits anti-cancer and anti-malarial properties. — 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:2468 CHEBI:2468
CHEBI:33308 CHEBI:33308
CHEBI:33573 CHEBI:33573
CHEBI:38164 CHEBI:38164
CHEBI:72485 CHEBI:72485

Chemical structure

Computed structure properties
Molecular formula	C25H34O10
Charge	0
Average mass	494.537 Da
Monoisotopic mass	494.2152 Da
Source	ChEBI
InChIKey	WRBGCYVAJRRQKP-STDAJNJZSA-N

SMILES

[H][C@@]12[C@@H](OC(=O)[C@@](C)(O)CC)C(=O)O[C@]3([H])C[C@@]4([H])C(C)=CC(=O)[C@@H](O)[C@]4(C)[C@]4([H])[C@]13CO[C@@]4(O)[C@H](O)[C@@H]2C

InChI

InChI=1S/C25H34O10/c1-6-22(4,31)21(30)35-16-15-11(3)17(27)25(32)20-23(5)12(10(2)7-13(26)18(23)28)8-14(34-19(16)29)24(15,20)9-33-25/h7,11-12,14-18,20,27-28,31-32H,6,8-9H2,1-5H3/t11-,12+,14-,15-,16-,17-,18-,20-,22+,23-,24+,25+/m1/s1

Also called

1β,11α,12α-trihydroxy-2,16-dioxo-11,20-epoxypicras-3-en-15β-yl (2S)-2-hydroxy-2-methylbutanoate (EXACT_SYNONYM)— chebi
(+)-glaucarubinone (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:1259-86-5
chemspider:390388
kegg.compound:C08763
knapsack:C00003711

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:5371`	glaucarubinone	`antibioticmech:chebi-9180536fa6`	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.