ChEBI Name beauvericin
ChEBI ID CHEBI:3000
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
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
InChIKey GYSCAQFHASJXRS-FFCOJMSVSA-N
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:176275) See: PubMed
Fusarium poae (NCBI:36050) See: PubMed
Fusarium avenaceum (NCBI:40199) See: PubMed
Fusarium sp.rotrichioides (NCBI:5514) See: PubMed
Fusarium equiseti (NCBI:61235) See: PubMed
Fusarium proliferatum (NCBI:948311) See: PubMed
Roles Classification
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.
ionophore
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. Antifungal agents differ from industrial fungicides in that they defend against fungi present in human or animal tissues.
P450 inhibitor
An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances.
mycotoxin
Poisonous substance produced by fungi.
Application(s): antibiotic insecticide

antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. Antifungal agents differ from industrial fungicides in that they defend against fungi present in human or animal tissues.
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)
IUPAC Name
(3S,6R,9S,12R,15S,18R)-3,9,15-tribenzyl-4,10,16-trimethyl-6,12,18-tri(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
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 KEGG COMPOUND
Database Links Databases
Beauvericin Wikipedia
C00027924 KNApSAcK
C11590 KEGG COMPOUND
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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 CiteXplore
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Last Modified
12 febrero 2015