Formula: C22H35NO2

MW: 345.53

CAS: 6879-74-9

MDL: MFCD00274559

TNP: TNP00617

LogP: 1.14

LogS: -3.01

Acceptors: 2

Donors: 0

Rotation Bonds: 0

Chiral Centers: 8

N+O: 3

LIPINSKY: 4

Info: Himbacine is an alkaloid isolated from Galbulimima baccata. It is a potent muscarinic M2/M4 receptor antagonist1,2

IUPAC: 8-[(1E)-2-((2S,6R)-1,6-dimethyl(2-piperidyl))vinyl](3S,6S,9S,1R,7R,8R)-6-methy l-5-oxatricyclo[7.4.0.0<3,7>]tridecan-4-one

Smiles: C1C[C@@H]2([C@H]([C@@H]3[C@H](C[C@H]2CC1)C(=O)O[C@H]3C)\C=C\[C@H]1N([C@@H](CCC1)C)C)

REFERENCE: Doller, D., et al., Design, synthesis, and structure-activity relationship studies of himbacine derived muscarinic receptor antagonists. Bioorg. Med. Chem. Lett. 9, 901-906, (1999) abstract Sagrada, A., et al., Himbacine discriminates between putative muscarinic M1 receptor-mediated responses. Life Sci. 54, PL305-PL310, (1994) abstract Miller, J.H., et al., Binding and functional selectivity of himbacine for cloned and neuronal muscarinic receptors. J. Pharmacol. Exp. Ther. 263, 663-667, (1992) abstract Dorje, F., et al., Antagonist binding profiles of five cloned human muscarinic receptor subtypes. J. Pharmacol. Exp. Ther. 256, 727-733, (1991) abstract

SOURCE: Himbacine is an alkaloid isolated from Galbulimima baccata.

ACTIVITY: It is a potent muscarinic M2/M4 receptor antagonist1,2 Selective M2/M4 muscarinic acetylcholine receptor antagonist

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Chemical Compounds - Natural Compounds