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MW 622.8 Da. Highly potent, selective vacuolar (V)-ATPase inhibitor (IC50 = 500 pM in chromaffin granule membranes). Induces vacuolar deacidification and promotes apoptosis.

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CAS number

88899-55-2

Form

Solid

Source

Streptomyces griseus

Molecular weight

622.8 Da

Molecular formula

C35H58O9

PubChem identifier

6436223

Nature

Native

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MW 622.8 Da. Highly potent, selective vacuolar (V)-ATPase inhibitor (IC50 = 500 pM in chromaffin granule membranes). Induces vacuolar deacidification and promotes apoptosis.

Key facts

Source

Streptomyces griseus

PubChem identifier

6436223

Biochemical name

bafilomycin A1

Biological description

Highly potent, selective vacuolar (V)-ATPase inhibitor (IC50 = 500 pM in chromaffin granule membranes). Induces vacuolar deacidification and promotes apoptosis.

Canonical SMILES

CC1CC(=CC=CC(C(OC(=O)C(=CC(=CC(C1O)C)C)OC)C(C)C(C(C)C2(CC(C(C(O2)C(C)C)C)O)O)O)OC)C

Isomeric 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

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

Storage

Shipped at conditions

Ambient - Can Ship with Ice

Appropriate long-term storage conditions

-20°C

Storage information

Store under desiccating conditions, The product can be stored for up to 12 months

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Product protocols

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