Molecule

Himbacine

AlkaPlorer ID: AK008300

Synonym: None

IUPAC Name: (3S,3aR,4R,4aS,8aR,9aS)-4-[(E)-2-[(2R,6S)-1,6-dimethylpiperidin-2-yl]ethenyl]-3-methyl-3a,4,4a,5,6,7,8,8a,9,9a-decahydro-3H-benzo[f][2]benzofuran-1-one

Structure

SMILES: C[C@H]1CCC[C@@H](N1C)/C=C/[C@@H]2[C@H]3CCCC[C@@H]3C[C@H]4[C@@H]2[C@@H](OC4=O)C

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

InChIKey: FMPNFDSPHNUFOS-LPJDIUFZSA-N

Reference

The chemical constituents of Galbulimima species. VI. The structure of himandridine

PubChem CID: 6436265

CAS: 6879-74-9

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Galbulimima belgraveana	Galbulimima	Himantandraceae	Magnoliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 345.52700000000004

TPSA？: 29.54

MolLogP？: 4.419400000000004

Number of H-Donors: 0

Number of H-Acceptors: 3

RingCount: 4

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Electrophorus electricus	Acetylcholinesterase	IC50	22720.0	nM	10.1016/j.bmc.2012.09.040
Electrophorus electricus	Acetylcholinesterase	Inhibition	57.02	%	10.1016/j.bmc.2012.09.040
Equus caballus	Cholinesterase	IC50	nan	None	10.1016/j.bmc.2012.09.040
Equus caballus	Cholinesterase	Inhibition	30.1	%	10.1016/j.bmc.2012.09.040
Equus caballus	Cholinesterase	Inhibition	30.11	%	10.1016/j.bmc.2012.09.040
Homo sapiens	Butyrylcholinesterase	IC50	nan	None	10.1016/j.bmc.2012.09.040
Homo sapiens	Muscarinic acetylcholine receptor M1	IC50	548.2	nM	10.1016/s0960-894x(98)00351-5
Homo sapiens	Muscarinic acetylcholine receptor M1	Kd	148.0	nM	10.1016/0960-894X(94)00459-S
Homo sapiens	Muscarinic acetylcholine receptor M1	Kd	168.0	nM	10.1016/S0960-894X(00)80325-X
Homo sapiens	Muscarinic acetylcholine receptor M1	Ki	4.5	nM	10.1016/s0960-894x(99)00101-8
Homo sapiens	Muscarinic acetylcholine receptor M1	Ki	48.0	nM	10.1016/j.bmcl.2004.05.047
Homo sapiens	Muscarinic acetylcholine receptor M1	Ki	107.15	nM	10.1016/s0960-894x(01)00186-x
Homo sapiens	Muscarinic acetylcholine receptor M1	Ki	107.15	nM	10.1016/s0960-894x(02)00315-3
Homo sapiens	Muscarinic acetylcholine receptor M1	Ki	158.49	nM	10.1016/s0960-894x(02)00315-3
Homo sapiens	Muscarinic acetylcholine receptor M1 and M3	Kd	175.0	nM	10.1016/S0960-894X(00)80534-X
Homo sapiens	Muscarinic acetylcholine receptor M2	IC50	17.5	nM	10.1016/s0960-894x(98)00351-5
Homo sapiens	Muscarinic acetylcholine receptor M2	Ki	4.5	nM	10.1016/j.bmcl.2004.05.047
Homo sapiens	Muscarinic acetylcholine receptor M2	Ki	4.677	nM	10.1016/s0960-894x(02)00315-3
Homo sapiens	Muscarinic acetylcholine receptor M2	Ki	10.0	nM	10.1016/s0960-894x(01)00186-x
Homo sapiens	Muscarinic acetylcholine receptor M2	Ki	10.0	nM	10.1016/s0960-894x(02)00315-3
Homo sapiens	Muscarinic acetylcholine receptor M2	Ki	48.4	nM	10.1016/s0960-894x(99)00101-8
Homo sapiens	Muscarinic acetylcholine receptor M3	IC50	333.6	nM	10.1016/s0960-894x(98)00351-5
Homo sapiens	Muscarinic acetylcholine receptor M3	Ki	93.33	nM	10.1016/s0960-894x(01)00186-x
Homo sapiens	Muscarinic acetylcholine receptor M3	Ki	93.33	nM	10.1016/s0960-894x(02)00315-3
Homo sapiens	Muscarinic acetylcholine receptor M3	Ki	104.71	nM	10.1016/s0960-894x(02)00315-3
Homo sapiens	Muscarinic acetylcholine receptor M4	IC50	114.4	nM	10.1016/s0960-894x(98)00351-5
Homo sapiens	Muscarinic acetylcholine receptor M4	Ki	8.71	nM	10.1016/s0960-894x(02)00315-3
Homo sapiens	Muscarinic acetylcholine receptor M4	Ki	10.96	nM	10.1016/s0960-894x(01)00186-x
Homo sapiens	Muscarinic acetylcholine receptor M4	Ki	10.96	nM	10.1016/s0960-894x(02)00315-3
Homo sapiens	Muscarinic acetylcholine receptor M5	IC50	1016.0	nM	10.1016/s0960-894x(98)00351-5
Homo sapiens	Muscarinic acetylcholine receptor M5	Ki	489.78	nM	10.1016/s0960-894x(01)00186-x
Homo sapiens	Muscarinic acetylcholine receptors; M1 & M2	Selectivity	14.8	None	10.1016/0960-894X(94)00459-S
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	12995.3	nM	None
Mus musculus	Muscarinic acetylcholine receptor M4	Kd	11.3	nM	10.1016/S0960-894X(00)80534-X
Rattus norvegicus	Muscarinic acetylcholine receptor M1	Ki	63.1	nM	10.1016/s0960-894x(02)00566-8
Rattus norvegicus	Muscarinic acetylcholine receptor M1	Ki	79.43	nM	10.1016/s0960-894x(02)00695-9
Rattus norvegicus	Muscarinic acetylcholine receptor M2	Kd	3.0	nM	10.1016/S0960-894X(00)80534-X
Rattus norvegicus	Muscarinic acetylcholine receptor M2	Kd	4.6	nM	10.1016/S0960-894X(00)80534-X
Rattus norvegicus	Muscarinic acetylcholine receptor M2	Kd	6.9	nM	10.1016/S0960-894X(00)80534-X
Rattus norvegicus	Muscarinic acetylcholine receptor M2	Kd	9.05	nM	10.1016/S0960-894X(00)80325-X
Rattus norvegicus	Muscarinic acetylcholine receptor M2	Kd	10.0	nM	10.1016/0960-894X(94)00459-S
Rattus norvegicus	Muscarinic acetylcholine receptor M2	Ki	10.0	nM	10.1016/s0960-894x(02)00566-8
Rattus norvegicus	Muscarinic acetylcholine receptor M2	Ki	12.59	nM	10.1016/s0960-894x(02)00695-9
Rattus norvegicus	Muscarinic acetylcholine receptor M4	Kd	5.4	nM	10.1016/S0960-894X(00)80534-X
Rattus norvegicus	Rattus norvegicus	Kd	8.5	nM	10.1016/S0960-894X(00)80534-X
None	Unchecked	Potency	7943.3	nM	None