CHEBI:88274 - aranotin

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ChEBI Name aranotin
ChEBI ID CHEBI:88274
Definition An organic heterohexacyclic compound with antiviral and antibiotic properties that is isolated from Amauroascus aureus.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H18N2O7S2
Net Charge 0
Average Mass 462.499
Monoisotopic Mass 462.05554
InChI InChI=1S/C20H18N2O7S2/c1-10(23)29-14-3-5-28-9-12-7-20-17(25)21-15-11(8-27-4-2-13(15)24)6-19(21,30-31-20)18(26)22(20)16(12)14/h2-5,8-9,13-16,24H,6-7H2,1H3/t13-,14-,15-,16-,19+,20+/m0/s1
InChIKey HXWOWBFXYUFFKS-PSJNWGMYSA-N
SMILES S1S[C@@]23N(C(=O)[C@]14N(C2=O)[C@]5(C(C4)=COC=C[C@@H]5OC(=O)C)[H])[C@]6(C(C3)=COC=C[C@@H]6O)[H]
Metabolite of Species Details
Amauroascus aureus (NCBI:txid113411) See: PubMed
Bacillus methanolicus MGA3 (NCBI:txid796606) See: PubMed
Bacillus methanolicus MGA3 (NCBI:txid796606) See: MetaboLights Study
Roles Classification
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
antiviral agent
A substance that destroys or inhibits replication of viruses.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via heterocyclic antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing aranotin (CHEBI:88274) has role antiviral agent (CHEBI:22587)
aranotin (CHEBI:88274) has role fungal metabolite (CHEBI:76946)
aranotin (CHEBI:88274) is a δ-lactam (CHEBI:77727)
aranotin (CHEBI:88274) is a acetate ester (CHEBI:47622)
aranotin (CHEBI:88274) is a organic disulfide (CHEBI:35489)
aranotin (CHEBI:88274) is a organic heterohexacyclic compound (CHEBI:51914)
aranotin (CHEBI:88274) is a organonitrogen heterocyclic antibiotic (CHEBI:25558)
aranotin (CHEBI:88274) is a organooxygen heterocyclic antibiotic (CHEBI:25807)
aranotin (CHEBI:88274) is a organosulfur heterocyclic compound (CHEBI:38106)
aranotin (CHEBI:88274) is a oxacycle (CHEBI:38104)
aranotin (CHEBI:88274) is a secondary alcohol (CHEBI:35681)
IUPAC Name
(5S,5aS,7aR,13S,13aS,15aR)-13-hydroxy-7,15-dioxo-5,5a,13,13a-tetrahydro-7H,8H,15H,16H-7a,15a-epidithiobisoxepino[3',4':4,5]pyrrolo[1,2-a:1',2'-d]pyrazin-5-yl acetate
INNs Sources
aranotin ChemIDplus
aranotina ChemIDplus
aranotine ChemIDplus
aranotinum ChemIDplus
Synonyms Sources
Antibiotic A 21101-III KNApSAcK
Ariotin ChemIDplus
L 53185 ChemIDplus
Lilly 53185 ChemIDplus
Manual Xrefs Databases
C00025534 KNApSAcK
D02974 KEGG DRUG
View more database links
Registry Numbers Types Sources
19885-51-9 CAS Registry Number ChemIDplus
19885-51-9 CAS Registry Number KEGG DRUG
3042102 Beilstein Registry Number ChemIDplus
5421449 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20809554 PubMed citation Europe PMC
4637543 PubMed citation Europe PMC
4645597 PubMed citation Europe PMC
4645598 PubMed citation Europe PMC
4698552 PubMed citation Europe PMC
4721259 PubMed citation Europe PMC
5682450 PubMed citation Europe PMC
5735362 PubMed citation Europe PMC
Last Modified
06 June 2016