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Chemical structure of Calyculin A

GC18106

Calyculin A

Also known as [(2R,3R,5R,7R,8S,9S)-2-[(1S,3S,4S,5R,6R,7E,9E,11E,13Z)-14-cyano-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyltetradeca-7,9,11,13-tetraenyl]-9-[(E)-3-[2-[(2S)-4-[[(2S,3S,4S)-4-(dimethylamino)-2,3-dihydroxy-5-methoxypentanoyl]amino]butan-2-yl]-1,3-oxazol-4-yl]prop-2-enyl]-7-hydroxy-4,4,8-trimethyl-1,10-dioxaspiro[4.5]decan-3-yl] dihydrogen phosphate

Calyculin A is a potent inhibitors of protein phosphatases 1 (PP1) and phosphatases 2A (PP2A), with IC50 values of 2nM and 0·5-1·0nM, respectively

ChemicalCAS101932-71-2MW1009.18FormulaC50H81N4O15P
CAS number
101932-71-2
Molecular weight
1009.18
Formula
C50H81N4O15P
Solubility
DMSO： Soluble,Ethanol： Soluble
InChIKey
FKAWLXNLHHIHLA-YCBIHMBMSA-N
Catalogue number
GC18106
Brand
GLPBIO
Computed properties PubChem CID 5311365 · XLogP 1.8 · TPSA 287 Ų · H-bond donors 8
XLogP
1.8
TPSA
287 Ų
H-bond donors
8
H-bond acceptors
18
Rotatable bonds
26
Heavy atoms
70

SMILES C[C@H]1[C@@H](C[C@@]2(C([C@H]([C@H](O2)[C@H](C[C@@H]([C@H](C)[C@@H]([C@H](C)/C=C(\C)/C(=C/C=C/C(=C\C#N)/C)/C)O)O)OC)OP(=O)(O)O)(C)C)O[C@H]1C/C=C/C3=COC(=N3)[C@@H](C)CCNC(=O)[C@H]([C@H]([C@H](COC)N(C)C)O)O)O

Computed descriptors from PubChem (CID 5311365), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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