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CHEBI:66013 - hesseltin A

ChEBI IDCHEBI:66013
ChEBI Namehesseltin A
Stars
DefinitionAn organic heteropentacyclic compound with a mixed polyketide-terpenoid origin isolated from Penicillium hesseltinei. It has been shown to exhibit antiviral activity.
Last Modified18 November 2019
DownloadsMolfile
FormulaC25H32O7
Net Charge0
Average Mass444.524
Monoisotopic Mass444.21480
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
InChIInChI=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
InChIKeyLFPBILWIIIPSMS-IEBSNVMFSA-N
Species of MetaboliteComponentSourceComments
Penicillium (ncbitaxon:5073) - PubMed (15387518)
Roles Classification
Biological Roles:
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
antiviral agent  A substance that destroys or inhibits replication of viruses.
ChEBI Ontology
Outgoing Relation(s)
hesseltin A (CHEBI:66013) has role Penicillium metabolite (CHEBI:76964)
hesseltin A (CHEBI:66013) has role antiviral agent (CHEBI:22587)
hesseltin A (CHEBI:66013) is a bridged compound (CHEBI:35990)
hesseltin A (CHEBI:66013) is a cyclic ether (CHEBI:37407)
hesseltin A (CHEBI:66013) is a cyclic ketone (CHEBI:3992)
hesseltin A (CHEBI:66013) is a ketene acetal (CHEBI:145408)
hesseltin A (CHEBI:66013) is a organic heteropentacyclic compound (CHEBI:38164)
hesseltin A (CHEBI:66013) is a secondary alcohol (CHEBI:35681)
hesseltin A (CHEBI:66013) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(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
Registry NumbersSources
Reaxys:9883602Reaxys
Citations