bielschowskysin

CHEBI:65497 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

A diterpenoid that is isolated from Pseudopterogorgia kallos and exhibits antimalarial and anticancer activity. — 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:23849 CHEBI:23849
CHEBI:37581 CHEBI:37581
CHEBI:47622 CHEBI:47622
CHEBI:51914 CHEBI:51914
CHEBI:59770 CHEBI:59770

Chemical structure

Computed structure properties
Molecular formula	C22H26O9
Charge	0
Average mass	434.441 Da
Monoisotopic mass	434.15768 Da
Source	ChEBI
InChIKey	BILSMHBWRCOPGJ-RASNQSQESA-N

SMILES

[H][C@]12O[C@H](O)C(=C)[C@]1([H])C[C@@H](OC(C)=O)[C@@]13C(=O)O[C@@]4([H])C[C@](C)(O)[C@@]([H])([C@@]15C=C(C)[C@]2(O)O5)[C@@]34[H]

InChI

InChI=1S/C22H26O9/c1-8-6-20-15-14-12(7-19(15,4)26)29-18(25)21(14,20)13(28-10(3)23)5-11-9(2)17(24)30-16(11)22(8,27)31-20/h6,11-17,24,26-27H,2,5,7H2,1,3-4H3/t11-,12-,13+,14-,15-,16-,17-,19-,20-,21+,22-/m0/s1

Also called

(2aS,4S,4aS,4bS,7S,7aS,9S,10aS,12R,12aR,12bS)-4,7,9-trihydroxy-4,6-dimethyl-10-methylene-1-oxo-3,4,4a,7a,9,10,10a,11,12,12b-decahydro-2aH,7H-4b,7-epoxy-2,8-dioxacyclopenta[5',6']cyclonona[2',1':1,4]cyclobuta[1,2,3-cd]pentalen-12-yl acetate (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:9830164

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:65497`	bielschowskysin	`antibioticmech:chebi-634d8102c3`	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.