CHEBI:22689 - bafilomycin A1

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ChEBI Name bafilomycin A1
ChEBI ID CHEBI:22689
ChEBI ASCII Name bafilomycin A1
Definition The most used of the bafilomycins, a family of toxic macrolide antibiotics derived from Streptomyces griseus.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C35H58O9
Net Charge 0
Average Mass 622.82960
Monoisotopic Mass 622.40808
InChI InChI=1S/C35H58O9/c1-19(2)32-24(7)27(36)18-35(40,44-32)26(9)31(38)25(8)33-28(41-10)14-12-13-20(3)15-22(5)30(37)23(6)16-21(4)17-29(42-11)34(39)43-33/h12-14,16-17,19,22-28,30-33,36-38,40H,15,18H2,1-11H3/b14-12+,20-13+,21-16+,29-17-/t22-,23+,24-,25-,26-,27+,28-,30-,31+,32+,33+,35+/m0/s1
InChIKey XDHNQDDQEHDUTM-JQWOJBOSSA-N
SMILES CO[C@H]1\C=C\C=C(C)\C[C@H](C)[C@H](O)[C@H](C)\C=C(C)\C=C(OC)\C(=O)O[C@@H]1[C@@H](C)[C@@H](O)[C@H](C)[C@@]1(O)C[C@@H](O)[C@H](C)[C@H](O1)C(C)C
Roles Classification
Biological Role(s): fungicide
A substance used to destroy fungal pests.
potassium ionophore
Any ionophore capable of transportation of potassium ions across membranes.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor
An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that inhibits H+/K+-exchanging ATPase, EC 3.6.3.10. Such compounds are also known as proton pump inhibitors.
EC 3.6.3.14 (H(+)-transporting two-sector ATPase) inhibitor
An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of H+-transporting two-sector ATPase inhibitor (EC 3.6.3.14).
toxin
Poisonous substance produced by a biological organism such as a microbe, animal or plant.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
autophagy inhibitor
Any compound that inhibits the process of autophagy (the self-digestion of one or more components of a cell through the action of enzymes originating within the same cell).
ferroptosis inhibitor
Any substance that inhibits the process of ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via macrolide antibiotic )
Application(s): fungicide
A substance used to destroy fungal pests.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing bafilomycin A1 (CHEBI:22689) has role apoptosis inducer (CHEBI:68495)
bafilomycin A1 (CHEBI:22689) has role autophagy inhibitor (CHEBI:88230)
bafilomycin A1 (CHEBI:22689) has role bacterial metabolite (CHEBI:76969)
bafilomycin A1 (CHEBI:22689) has role EC 3.6.3.10 (H+/K+-exchanging ATPase) inhibitor (CHEBI:49200)
bafilomycin A1 (CHEBI:22689) has role EC 3.6.3.14 (H+-transporting two-sector ATPase) inhibitor (CHEBI:73214)
bafilomycin A1 (CHEBI:22689) has role ferroptosis inhibitor (CHEBI:173084)
bafilomycin A1 (CHEBI:22689) has role fungicide (CHEBI:24127)
bafilomycin A1 (CHEBI:22689) has role potassium ionophore (CHEBI:88227)
bafilomycin A1 (CHEBI:22689) has role toxin (CHEBI:27026)
bafilomycin A1 (CHEBI:22689) is a cyclic hemiketal (CHEBI:59780)
bafilomycin A1 (CHEBI:22689) is a macrolide antibiotic (CHEBI:25105)
bafilomycin A1 (CHEBI:22689) is a oxanes (CHEBI:46942)
IUPAC Name
(3Z,5E,7R,8S,9S,11E,13E,15S,16R)-16-{(2S,3R,4S)-4-[(2R,4R,5S,6R)-2,4-dihydroxy-6-isopropyl-5-methyltetrahydro-2H-pyran-2-yl]-3-hydroxypentan-2-yl}-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyloxacyclohexadeca-3,5,11,13-tetraen-2-one
Registry Numbers Types Sources
3640011 Beilstein Registry Number Beilstein
4730699 Beilstein Registry Number Beilstein
4730700 Reaxys Registry Number Reaxys
4730700 Beilstein Registry Number Beilstein
88899-55-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10519916 PubMed citation Europe PMC
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Last Modified
27 May 2021