thapsigargin   Click here for help

GtoPdb Ligand ID: 5351

PDB Ligand
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 2
Rotatable bonds 17
Topological polar surface area 171.96
Molecular weight 650.33
XLogP 5.1
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCCCC(=O)OC1C(OC(=O)C(=CC)C)C(=C2C1C(C)(OC(=O)C)CC(C1(C2OC(=O)C1(C)O)O)OC(=O)CCC)C
Isomeric SMILES CCCCCCCC(=O)O[C@@H]1[C@@H](OC(=O)/C(=C\C)/C)C(=C2[C@H]1[C@@](C)(OC(=O)C)C[C@@H]([C@]1([C@H]2OC(=O)[C@@]1(C)O)O)OC(=O)CCC)C
InChI InChI=1S/C34H50O12/c1-9-12-13-14-15-17-24(37)43-28-26-25(20(5)27(28)44-30(38)19(4)11-3)29-34(41,33(8,40)31(39)45-29)22(42-23(36)16-10-2)18-32(26,7)46-21(6)35/h11,22,26-29,40-41H,9-10,12-18H2,1-8H3/b19-11-/t22-,26+,27-,28-,29-,32-,33+,34+/m0/s1
InChI Key IXFPJGBNCFXKPI-FSIHEZPISA-N
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2Z)-2-methylbut-2-enoyl]oxy}-2-oxo-2H,3H,3aH,4H,5H,6H,6aH,7H,8H,9bH-azuleno[4,5-b]furan-7-yl octanoate
Database Links Click here for help
CAS Registry No. 67526-95-8
ChEBI CHEBI:9516
ChEMBL Ligand CHEMBL96926
GtoPdb PubChem SID 178102013
PubChem CID 446378
RCSB PDB Ligand TG1
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UniChem Connectivity Search for chemical match using the InChIKey IXFPJGBNCFXKPI-FSIHEZPISA-N
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Tocris
Thapsigargin
Cat. No. 1138