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CHEBI:3000 - beauvericin

Default Structure
ChEBI IDCHEBI:3000
ChEBI Namebeauvericin
Stars
DefinitionA trimeric cyclodepsipeptide composed from alternating methylphenylalanyl and hydroxyvaleryl residues.
Last Modified15 October 2019
DownloadsMolfile
FormulaC45H57N3O9
Net Charge0
Average Mass783.963
Monoisotopic Mass783.40948
SMILESCC(C)[C@H]1OC(=O)[C@H](Cc2ccccc2)N(C)C(=O)[C@@H](C(C)C)OC(=O)[C@H](Cc2ccccc2)N(C)C(=O)[C@@H](C(C)C)OC(=O)[C@H](Cc2ccccc2)N(C)C1=O
InChIInChI=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
InChIKeyGYSCAQFHASJXRS-FFCOJMSVSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Beauveria bassiana (ncbitaxon:176275) - PubMed (18804027)
Fusarium avenaceum (ncbitaxon:40199) - PubMed (25475336)
Fusarium equiseti (ncbitaxon:61235) - PubMed (25475336)
Fusarium poae (ncbitaxon:36050) - PubMed (25475336)
Fusarium proliferatum (ncbitaxon:948311) - PubMed (23832252)
Fusarium sporotrichioides (ncbitaxon:5514) - PubMed (25475336)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
P450 inhibitor  An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances.
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
mycotoxin  Poisonous substance produced by fungi.
apoptosis inhibitor  Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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  Source
(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-hexoneIUPAC
BeauvericinKEGG COMPOUND
UniProt Name  Source
beauvericinUniProt
Manual XrefsDatabases
BeauvericinWikipedia
C00027924KNApSAcK
C11590KEGG COMPOUND
Registry NumbersSources
Reaxys:24193536Reaxys
Reaxys:5223711Reaxys
CAS:26048-05-5KEGG COMPOUND
CAS:26048-05-5ChemIDplus
Citations