isariotin F

CHEBI:66086 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

An organic heterobicyclic compound that is a lactol isolated from the entomopathogenic fungus Isaria tenuipes and exhibits antimalarial and antineoplastic 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:139592 CHEBI:139592
CHEBI:140325 CHEBI:140325
CHEBI:27171 CHEBI:27171
CHEBI:36683 CHEBI:36683
CHEBI:38131 CHEBI:38131
CHEBI:51689 CHEBI:51689
CHEBI:51751 CHEBI:51751

Chemical structure

Computed structure properties
Molecular formula	C21H32ClNO5
Charge	0
Average mass	413.942 Da
Monoisotopic mass	413.1969 Da
Source	ChEBI
InChIKey	BQBLZAMUHGIEFL-JRVIZFGFSA-N

SMILES

[H][C@@]12O[C@@H](O)[C@@H](NC(=O)/C=C/CCCCCCCCC)C[C@@]1(O)C(=O)C=C[C@H]2Cl

InChI

InChI=1S/C21H32ClNO5/c1-2-3-4-5-6-7-8-9-10-11-18(25)23-16-14-21(27)17(24)13-12-15(22)19(21)28-20(16)26/h10-13,15-16,19-20,26-27H,2-9,14H2,1H3,(H,23,25)/b11-10+/t15-,16+,19+,20-,21-/m1/s1

Also called

(2E)-N-[(2R,3S,4aS,8R,8aR)-8-chloro-2,4a-dihydroxy-5-oxo-3,4,4a,5,8,8a-hexahydro-2H-chromen-3-yl]dodec-2-enamide (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:19979530

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:66086`	isariotin F	`antibioticmech:chebi-ade1e3a6a5`	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.