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Chemical structure of Isoapoptolidin

GC43912

Isoapoptolidin

Also known as (3E,5E,7E,9R,10R,11E,13E,17S,18S,20S,21R)-21-[(2R,3R,4S,5R,6R)-2,4-dihydroxy-6-[(2R)-2-[(2R,4S,5S,6S)-4-hydroxy-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4,6-dimethyloxan-2-yl]oxy-3-methoxypropyl]-3,5-dimethyloxan-2-yl]-10-[(2R,3S,4S,5R,6S)-3,4-dihydroxy-5-methoxy-6-methyloxan-2-yl]oxy-17,20-dihydroxy-18-methoxy-3,5,7,9,13-pentamethyl-1-oxacyclohenicosa-3,5,7,11,13-pentaen-2-one

Isoapoptolidin is a stable derivative of apoptolidin that demonstrates 10-fold reduced F1FO-ATP synthase inhibitory activity compared to apoptolidin (IC50s = 17 and 0·7 μM, respectively)

ChemicalCAS476647-30-0MW1129.4FormulaC58H96O21
CAS number
476647-30-0
Molecular weight
1129.4
Formula
C58H96O21
Solubility
DMF： Soluble,DMSO： Soluble,Ethanol： Soluble,Methanol： Soluble
InChIKey
BGIXVQPJBLGABA-PVLPSINKSA-N
Catalogue number
GC43912
Brand
GLPBIO
Computed properties PubChem CID 10964236 · XLogP 2.7 · TPSA 290 Ų · H-bond donors 8
XLogP
2.7
TPSA
290 Ų
H-bond donors
8
H-bond acceptors
21
Rotatable bonds
14
Heavy atoms
79

SMILES C[C@@H]1/C=C(/C=C(/C=C(/C(=O)O[C@H]([C@H](C[C@@H]([C@H](CC/C=C(/C=C/[C@H]1O[C@H]2[C@H]([C@@H]([C@H]([C@@H](O2)C)OC)O)O)\C)O)OC)O)[C@]3([C@@H]([C@H]([C@H]([C@H](O3)C[C@H](COC)O[C@H]4C[C@]([C@H]([C@@H](O4)C)O[C@H]5C[C@H]([C@@H]([C@H](O5)C)O)OC)(C)O)C)O)C)O)\C)\C)\C

Computed descriptors from PubChem (CID 10964236), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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