bilobalide   

GtoPdb Ligand ID: 2366

2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 119.36
Molecular weight 326.1
XLogP -0.17
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=C1OC2C3(C1)C(=O)OC1C3(C(C2)(O)C(C)(C)C)C(O)C(=O)O1
Isomeric SMILES O=C1O[C@@H]2[C@@]3(C1)C(=O)O[C@H]1[C@]3([C@](C2)(O)C(C)(C)C)[C@@H](O)C(=O)O1
InChI InChI=1S/C15H18O8/c1-12(2,3)14(20)4-6-13(5-7(16)21-6)10(19)23-11-15(13,14)8(17)9(18)22-11/h6,8,11,17,20H,4-5H2,1-3H3/t6-,8-,11-,13-,14+,15+/m0/s1
InChI Key MOLPUWBMSBJXER-YDGSQGCISA-N
Classification
Compound class Natural product or derivative
IUPAC Name
(1S,4R,7R,8S,9R,11S)-9-tert-butyl-7,9-dihydroxy-3,5,12-trioxatetracyclo[6.6.0.0^{1,11}.0^{4,8}]tetradecane-2,6,13-trione
Database Links
CAS Registry No. 33570-04-6 (source: Scifinder)
ChEBI CHEBI:3103
ChEMBL Ligand CHEMBL1318117
GtoPdb PubChem SID 135652670
PubChem CID 73581
Search Google for chemical match using the InChIKey MOLPUWBMSBJXER-YDGSQGCISA-N
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Search UniChem for chemical match using the InChIKey MOLPUWBMSBJXER-YDGSQGCISA-N
Search UniChem for chemicals with the same backbone MOLPUWBMSBJXER
Wikipedia Bilobalide