CHEBI:64651 - enniatin A

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ChEBI Name enniatin A
ChEBI ID CHEBI:64651
Definition An enniatin obtained from formal cyclocondensation of three N-[(2R)-2-hydroxy-3-methylbutanoyl]-N-methyl-L-isoleucine units.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Rebecca Foulger
Supplier Information
Download Molfile XML SDF
Formula C36H63N3O9
Net Charge 0
Average Mass 681.90010
Monoisotopic Mass 681.45643
InChI InChI=1S/C36H63N3O9/c1-16-22(10)25-34(43)46-29(20(6)7)32(41)38(14)27(24(12)18-3)36(45)48-30(21(8)9)33(42)39(15)26(23(11)17-2)35(44)47-28(19(4)5)31(40)37(25)13/h19-30H,16-18H2,1-15H3/t22-,23-,24-,25-,26-,27-,28+,29+,30+/m0/s1
InChIKey TWHBYJSVDCWICV-BHZTXFQCSA-N
SMILES CC[C@H](C)[C@@H]1N(C)C(=O)[C@H](OC(=O)[C@H]([C@@H](C)CC)N(C)C(=O)[C@H](OC(=O)[C@H]([C@@H](C)CC)N(C)C(=O)[C@H](OC1=O)C(C)C)C(C)C)C(C)C
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): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ionophore
A compound which can carry specific ions through membranes of cells or organelles.
(via enniatin )
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via enniatin )
mycotoxin
Poisonous substance produced by fungi.
(via enniatin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing enniatin A (CHEBI:64651) has role antimicrobial agent (CHEBI:33281)
enniatin A (CHEBI:64651) is a enniatin (CHEBI:64648)
IUPAC Name
(3S,6R,9S,12R,15S,18R)-3,9,15-tri[(2S)-butan-2-yl]-6,12,18-triisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
Synonym Source
Cyclo((2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-isoleucyl-(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-isoleucyl-(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-isoleucyl) ChemIDplus
Registry Numbers Types Sources
2503-13-1 CAS Registry Number ChemIDplus
7614579 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16562855 PubMed citation Europe PMC
21621786 PubMed citation Europe PMC
21823219 PubMed citation Europe PMC
22070284 PubMed citation Europe PMC
4752338 PubMed citation Europe PMC
4857522 PubMed citation Europe PMC
581594 PubMed citation Europe PMC
Last Modified
24 May 2012