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).
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 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
15 October 2015