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Bafilomycin A1

CAT: 0931-T6740-03Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0931-T6740-03Size:1 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
88899-55-2
Target
Autophagy, Apoptosis, Proton pump, Antibiotic, Antibacterial
Related Pathways
Microbiology/Virology, Autophagy, Membrane transporter/Ion channel, Apoptosis
Purity
0.9936
Bioactivity
Bafilomycin A1 belongs to the macrolide class of antibiotics and is a V-ATPase inhibitor (IC50=0.44 nM) that is specific and reversible. Bafilomycin A1 is an inhibitor of the late phase of autophagy, blocking the fusion of autophagosomes with lysosomes. Bafilomycin A1 also induces apoptosis.
Smiles
[H][C@@]1(OC(=O)\C(OC)=C\C(\C)=C\[C@@H](C)[C@@H](O)[C@@H](C)C\C(C)=C\C=C\[C@@H]1OC)[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
Molecular Formula
C35H58O9
Molecular Weight
622.83
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Bafilomycin A1

Bafilomycin A1 is the most used of the bafilomycins, a family of toxic macrolide antibiotics derived from Streptomyces griseus. It has a role as a ferroptosis inhibitor, a fungicide, a toxin, an EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor, an apoptosis inducer, an EC 3.6.3.14 (H(+)-transporting two-sector ATPase) inhibitor, a bacterial metabolite, a potassium ionophore and an autophagy inhibitor. It is a macrolide antibiotic, a member of oxanes and a cyclic hemiketal.

CAS Number88899-55-2
PubChem CID6436223
IUPAC Name(3Z,5E,7R,8S,9S,11E,13E,15S,16R)-16-[(2S,3R,4S)-4-[(2R,4R,5S,6R)-2,4-dihydroxy-5-methyl-6-propan-2-yloxan-2-yl]-3-hydroxypentan-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one
Molecular FormulaC35H58O9
Molecular Weight622.8
XLogP6
Topological Polar Surface Area135
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Heavy Atom Count44
Formal Charge0
Complexity1060
SMILES
C[C@H]1C/C(=C/C=C/[C@@H]([C@H](OC(=O)/C(=C/C(=C/[C@H]([C@H]1O)C)/C)/OC)[C@@H](C)[C@H]([C@H](C)[C@]2(C[C@H]([C@@H]([C@H](O2)C(C)C)C)O)O)O)OC)/C
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
Chemical Structure
2D Structure
2D structure of Bafilomycin A1
CAS: 88899-55-2
CID: 6436223
Formula: C35H58O9
MW: 622.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight622.8
XLogP36
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Exact Mass622.40808342
Monoisotopic Mass622.40808342
Topological Polar Surface Area135 Ų
Heavy Atom Count44
Formal Charge0
Complexity1060
Isotope Atom Count0
Defined Atom Stereocenter Count12
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count4
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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C4375-5Bafilomycin D
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