hesseltin A

CHEBI:66013 ·resolve ·ANTIVIRAL ·EXACT SEEDED

An organic heteropentacyclic compound with a mixed polyketide-terpenoid origin isolated from Penicillium hesseltinei. It has been shown to exhibit antiviral 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:145408 CHEBI:145408
CHEBI:26878 CHEBI:26878
CHEBI:35681 CHEBI:35681
CHEBI:35990 CHEBI:35990
CHEBI:37407 CHEBI:37407
CHEBI:38164 CHEBI:38164
CHEBI:3992 CHEBI:3992

Chemical structure

Computed structure properties
Molecular formula	C25H32O7
Charge	0
Average mass	444.524 Da
Monoisotopic mass	444.2148 Da
Source	ChEBI
InChIKey	LFPBILWIIIPSMS-IEBSNVMFSA-N

SMILES

[H][C@]12[C@@H](O)c3c(oc(/C=C/C=C/C)cc3=O)O[C@]1(C)CC[C@@]1(O)C(C)(C)[C@]3(O)CC[C@]21CO3

InChI

InChI=1S/C25H32O7/c1-5-6-7-8-15-13-16(26)17-18(27)19-22(4,32-20(17)31-15)9-11-24(28)21(2,3)25(29)12-10-23(19,24)14-30-25/h5-8,13,18-19,27-29H,9-12,14H2,1-4H3/b6-5+,8-7+/t18-,19-,22+,23-,24+,25-/m0/s1

Also called

(3S,4aS,6aR,12R,12aS,12bR)-3,4a,12-trihydroxy-4,4,6a-trimethyl-9-[(1E,3E)-penta-1,3-dien-1-yl]-1,2,3,4,4a,5,6,6a,12,12a-decahydro-11H-3,12b-(epoxymethano)benzo[f]pyrano[2,3-b]chromen-11-one (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:9883602

Activity roles

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

CHEBI:22587 CHEBI:22587

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:66013`	hesseltin A	`antibioticmech:chebi-db7f5bbe89`	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.