beauvericin (CHEBI:3000)

EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:3000 - beauvericin

Default Structure

Take structure to advanced search

ChEBI ID	CHEBI:3000
ChEBI Name	beauvericin
Stars
Definition	A trimeric cyclodepsipeptide composed from alternating methylphenylalanyl and hydroxyvaleryl residues.
Last Modified	15 October 2019
Downloads	Molfile

Formula	C45H57N3O9
Net Charge	0
Average Mass	783.963
Monoisotopic Mass	783.40948
SMILES	CC(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
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

Wikipedia

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

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-hexone	IUPAC
Beauvericin	KEGG COMPOUND

UniProt Name	Source
beauvericin	UniProt

Manual Xrefs	Databases
Beauvericin	Wikipedia
C00027924	KNApSAcK
C11590	KEGG COMPOUND

Registry Numbers	Sources
Reaxys:24193536	Reaxys
Reaxys:5223711	Reaxys
CAS:26048-05-5	KEGG COMPOUND
CAS:26048-05-5	ChemIDplus

Citations