simalikalactone D

CHEBI:66486 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

A quassinoid isolated from Quassia amara and Quassia africana. It has been shown to exhibit antimalarial, cytotoxic and antiviral 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:18946 CHEBI:18946
CHEBI:2468 CHEBI:2468
CHEBI:27136 CHEBI:27136
CHEBI:35681 CHEBI:35681
CHEBI:37407 CHEBI:37407
CHEBI:38164 CHEBI:38164
CHEBI:51689 CHEBI:51689
CHEBI:72485 CHEBI:72485

Chemical structure

Computed structure properties
Molecular formula	C25H34O9
Charge	0
Average mass	478.538 Da
Monoisotopic mass	478.22028 Da
Source	ChEBI
InChIKey	OKIKYYZNNZCZRX-ZPUVFWQWSA-N

SMILES

[H][C@]12[C@@H](O)[C@H](O)[C@]3(C)OC[C@]14[C@@]3([H])[C@@H](OC(=O)[C@H](C)CC)C(=O)O[C@]4([H])C[C@@]1([H])C(C)=CC(=O)[C@@H](O)[C@]21C

InChI

InChI=1S/C25H34O9/c1-6-10(2)21(30)34-16-18-24(5)20(29)15(27)17-23(4)12(11(3)7-13(26)19(23)28)8-14(33-22(16)31)25(17,18)9-32-24/h7,10,12,14-20,27-29H,6,8-9H2,1-5H3/t10-,12+,14-,15-,16-,17-,18+,19-,20+,23+,24-,25-/m1/s1

Also called

(1β,11β,12α,15βb)-1,11,12-trihydroxy-2,16-dioxo-13,20-epoxypicras-3-en-15-yl (2R)-2-methylbutanoate (EXACT_SYNONYM)— chebi
(+)-simalikalactone (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:35321-80-3
kegg.compound:C08783
knapsack:C00003731
reaxys:5386394

Activity roles

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

CHEBI:22587 CHEBI:22587
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:66486`	simalikalactone D	`antibioticmech:chebi-bb24eee5af`	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.