tonantzitlolone   Click here for help

GtoPdb Ligand ID: 10287

Comment: Tonantzitlolone is a natural product with effects similar to (-)-englerin A. Like (-)-englerin A the effects of tonantzitlolone appear to mediated by activation of cation flux via TRPC ion channels, principally the TRPC1/4/5 channel subtypes [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 102.29
Molecular weight 464.28
XLogP 3.08
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCC(=CC(=O)OC1C(C)CC2OC1(O)C(O)C1(C)CCC(O1)C(C=CC(C2=O)C)(C)C)C
Isomeric SMILES CC/C(=C/C(=O)O[C@@H]1[C@H](C)C[C@H]2O[C@]1(O)[C@@H](O)[C@@]1(C)CC[C@H](O1)C(/C=C\[C@@H](C2=O)C)(C)C)/C
InChI InChI=1S/C26H40O7/c1-8-15(2)13-20(27)31-22-17(4)14-18-21(28)16(3)9-11-24(5,6)19-10-12-25(7,33-19)23(29)26(22,30)32-18/h9,11,13,16-19,22-23,29-30H,8,10,12,14H2,1-7H3/b11-9-,15-13+/t16-,17+,18+,19-,22+,23-,25+,26-/m0/s1
InChI Key YMEAIOHYSIGDJY-VDLZEVDKSA-N
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Compound class Natural product or derivative
IUPAC Name Click here for help
[(1R,2S,3R,6S,8Z,10S,12R,14R,15R)-1,2-dihydroxy-3,7,7,10,14-pentamethyl-11-oxo-16,17-dioxatricyclo[10.3.1.13,6]heptadec-8-en-15-yl] (E)-3-methylpent-2-enoate
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CAS Registry No. 845811-30-5 (source: PubChem)
GtoPdb PubChem SID 381744968
PubChem CID 102216630
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