himbacine   Click here for help

GtoPdb Ligand ID: 324

Comment: Isolated from the bark of Australian magnolias
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 29.54
Molecular weight 345.27
XLogP 5.43
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CC1OC(=O)C2C1C(C=CC1CCCC(N1C)C)C1CCCCC1C2
Isomeric SMILES C[C@@H]1OC(=O)[C@@H]2[C@H]1[C@H](/C=C/[C@H]1CCC[C@@H](N1C)C)[C@H]1CCCC[C@@H]1C2
InChI InChI=1S/C22H35NO2/c1-14-7-6-9-17(23(14)3)11-12-19-18-10-5-4-8-16(18)13-20-21(19)15(2)25-22(20)24/h11-12,14-21H,4-10,13H2,1-3H3/b12-11+/t14-,15-,16+,17+,18-,19+,20-,21+/m0/s1
InChI Key FMPNFDSPHNUFOS-LPJDIUFZSA-N
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
(1S,3aS,4aR,8aS,9R,9aR)-9-[(E)-2-[(2R,6S)-1,6-dimethylpiperidin-2-yl]ethenyl]-1-methyl-3a,4,4a,5,6,7,8,8a,9,9a-decahydro-1H-naphtho[3,2-c]furan-3-one
Database Links Click here for help
CAS Registry No. 6879-74-9 (source: NCI)
ChEBI CHEBI:5720
ChEMBL Ligand CHEMBL277642
GtoPdb PubChem SID 135650350
PubChem CID 6436265
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Wikipedia Himbacine