CHEBI:3000 - beauvericin

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ChEBI Name beauvericin
Definition A trimeric cyclodepsipeptide composed from alternating methylphenylalanyl and hydroxyvaleryl residues.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C45H57N3O9
Net Charge 0
Average Mass 783.94890
Monoisotopic Mass 783.40948
InChI InChI=1S/C45H57N3O9/c1-28(2)37-40(49)46(7)35(26-32-21-15-11-16-22-32)44(53)56-39(30(5)6)42(51)48(9)36(27-33-23-17-12-18-24-33)45(54)57-38(29(3)4)41(50)47(8)34(43(52)55-37)25-31-19-13-10-14-20-31/h10-24,28-30,34-39H,25-27H2,1-9H3/t34-,35-,36-,37+,38+,39+/m0/s1
SMILES CC(C)[C@H]1OC(=O)[C@H](Cc2ccccc2)N(C)C(=O)[C@H](OC(=O)[C@H](Cc2ccccc2)N(C)C(=O)[C@H](OC(=O)[C@H](Cc2ccccc2)N(C)C1=O)C(C)C)C(C)C
Metabolite of Species Details
Beauveria bassiana (NCBI:txid176275) See: PubMed
Fusarium poae (NCBI:txid36050) See: PubMed
Fusarium avenaceum (NCBI:txid40199) See: PubMed
Fusarium sp.rotrichioides (NCBI:txid5514) See: PubMed
Fusarium equiseti (NCBI:txid61235) See: PubMed
Fusarium proliferatum (NCBI:txid948311) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): antibiotic insecticide

apoptosis inhibitor
Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
A compound which can carry specific ions through membranes of cells or organelles.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
P450 inhibitor
An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances.
Poisonous substance produced by fungi.
Application(s): antibiotic insecticide

antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing beauvericin (CHEBI:3000) has role antibiotic insecticide (CHEBI:39208)
beauvericin (CHEBI:3000) has role antifungal agent (CHEBI:35718)
beauvericin (CHEBI:3000) has role antineoplastic agent (CHEBI:35610)
beauvericin (CHEBI:3000) has role apoptosis inhibitor (CHEBI:68494)
beauvericin (CHEBI:3000) has role fungal metabolite (CHEBI:76946)
beauvericin (CHEBI:3000) has role ionophore (CHEBI:24869)
beauvericin (CHEBI:3000) has role mycotoxin (CHEBI:25442)
beauvericin (CHEBI:3000) has role P450 inhibitor (CHEBI:50183)
beauvericin (CHEBI:3000) is a cyclodepsipeptide (CHEBI:35213)
Synonyms Sources
(3S,6R,9S,12R,15S,18R)-3,9,15-tribenzyl-6,12,18-triisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone IUPAC
beauvericin UniProt
Manual Xrefs Databases
Beauvericin Wikipedia
C00027924 KNApSAcK
View more database links
Registry Numbers Types Sources
24193536 Reaxys Registry Number Reaxys
26048-05-5 CAS Registry Number KEGG COMPOUND
26048-05-5 CAS Registry Number ChemIDplus
5223711 Reaxys Registry Number Reaxys
5223711 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
12067253 PubMed citation Europe PMC
15892576 PubMed citation Europe PMC
16343425 PubMed citation Europe PMC
18804027 PubMed citation Europe PMC
18956271 PubMed citation Europe PMC
23685117 PubMed citation Europe PMC
23832252 PubMed citation Europe PMC
24291394 PubMed citation Europe PMC
24613870 PubMed citation Europe PMC
24720681 PubMed citation Europe PMC
25128875 PubMed citation Europe PMC
25178661 PubMed citation Europe PMC
25475336 PubMed citation Europe PMC
25606862 PubMed citation Europe PMC
25641103 PubMed citation Europe PMC
Last Modified
15 October 2019