Molecule

Muscarine

AlkaPlorer ID: AK072374

Synonym: None

IUPAC Name: [(2S,4R,5S)-4-hydroxy-5-methyloxolan-2-yl]methyl-trimethylazanium

Structure

SMILES: C[C@@H]1O[C@H](C[N+](C)(C)C)C[C@H]1O

InChI: InChI=1S/C9H20NO2/c1-7-9(11)5-8(12-7)6-10(2,3)4/h7-9,11H,5-6H2,1-4H3/q+1/t7-,8-,9+/m0/s1

InChIKey: UQOFGTXDASPNLL-XHNCKOQMSA-N

Reference

Constituents of Cannabis sativa L. XVII. A Review of the Natural Constituents

PubChem CID: 9308

CAS: 300-54-9

LOTUS: LTS0273941

SuperNatural Ⅲ: SN0377475-06

NPASS: NPC293551

{

NPAtlas: NPA024609

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Cannabis sativa	Cannabis	Cannabaceae	Rosales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 174.26399999999998

TPSA？: 29.46

MolLogP？: 0.2308999999999999

Number of H-Donors: 1

Number of H-Acceptors: 2

RingCount: 1

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Cavia porcellus	Cavia porcellus	EC50	31.62	nM	10.1021/jm00080a015
Cavia porcellus	Cavia porcellus	EC50	58.88	nM	10.1021/jm00080a015
Cavia porcellus	Cavia porcellus	ED50	7.94e-08	None	10.1021/jm00159a009
Cavia porcellus	Cavia porcellus	ED50	7.94	None	10.1021/jm00393a042
Cavia porcellus	Cavia porcellus	Kd	1122.02	nM	10.1021/jm960742w
Cavia porcellus	Cavia porcellus	Kd	19952.62	nM	10.1021/jm960742w
Cavia porcellus	Cavia porcellus	Kd	23988.33	nM	10.1021/jm960742w
Cavia porcellus	Cavia porcellus	Kd	24547.09	nM	10.1021/jm960742w
Cavia porcellus	Muscarinic acetylcholine receptor M3	Efficiency	100.0	%	10.1021/jm00079a002
Cavia porcellus	Muscarinic acetylcholine receptor M3	Intrinsic activity	1.0	None	10.1021/jm00095a003
Cavia porcellus	Muscarinic acetylcholine receptor M3	Intrinsic activity	1.0	None	10.1021/jm960742w
Cavia porcellus	Muscarinic acetylcholine receptor M3	-Log KD	4.62	None	10.1021/jm00095a003
Cavia porcellus	Muscarinic acetylcholine receptor M3	-Log KD	5.95	None	10.1021/jm00095a003
Cavia porcellus	Muscarinic acetylcholine receptor M3	pD2	5.69	None	10.1021/jm960742w
Cavia porcellus	Muscarinic acetylcholine receptor M3	pD2	6.8	None	10.1021/jm00079a002
Cavia porcellus	Muscarinic acetylcholine receptor M3	pD2	7.1	None	10.1021/jm960742w
Cavia porcellus	Muscarinic acetylcholine receptor M3	PD2	5.69	None	10.1021/jm00095a003
Cavia porcellus	Muscarinic acetylcholine receptor M3	PD2	7.1	None	10.1021/jm00095a003
Cavia porcellus	Muscarinic acetylcholine receptor M3	Receptor occupied	6.62	%	10.1021/jm00095a003
Cavia porcellus	Muscarinic acetylcholine receptor M3	Receptor occupied	7.85	%	10.1021/jm00095a003
Cavia porcellus	Muscarinic acetylcholine receptor M3	Relative affinity	1.0	None	10.1021/jm00095a003
Cavia porcellus	Muscarinic acetylcholine receptor M3	Relative efficacy	1.0	None	10.1021/jm960742w
Homo sapiens	ATPase family AAA domain-containing protein 5	Potency	92.0	nM	None
Homo sapiens	Cerebroside-sulfatase	Potency	16944.1	nM	None
Homo sapiens	Cytochrome P450 1A2	AC50	nan	None	None
Homo sapiens	Cytochrome P450 2C19	AC50	nan	None	None
Homo sapiens	Cytochrome P450 2C9	AC50	nan	None	None
Homo sapiens	Cytochrome P450 2D6	AC50	nan	None	None
Homo sapiens	Cytochrome P450 3A4	AC50	nan	None	None
Homo sapiens	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Potency	15848.9	nM	None
Homo sapiens	Muscarinic acetylcholine receptor M1	ED50	0.0025	mg.kg-1	10.1021/jm00095a003
Homo sapiens	Muscarinic acetylcholine receptor M1	Inhibition	2.0	%	10.1021/jm9904001
Homo sapiens	Muscarinic acetylcholine receptor M1	Inhibition	15.0	%	10.1021/jm9705115
Homo sapiens	Muscarinic acetylcholine receptor M1	Ki	56.0	nM	10.1021/jm9904001
Homo sapiens	Muscarinic acetylcholine receptor M1	Ki	18197.01	nM	10.1016/j.bmc.2007.12.036
Homo sapiens	Muscarinic acetylcholine receptor M2	ED50	0.0037	mg.kg-1	10.1021/jm00095a003
Homo sapiens	Muscarinic acetylcholine receptor M2	IC50	449.0	nM	10.1021/jm9705115
Homo sapiens	Muscarinic acetylcholine receptor M2	IC50	3900.0	nM	10.1021/jm9705115
Homo sapiens	Muscarinic acetylcholine receptor M2	Intrinsic activity	1.0	None	10.1021/jm00095a003
Homo sapiens	Muscarinic acetylcholine receptor M2	Intrinsic activity	1.0	None	10.1021/jm960742w
Homo sapiens	Muscarinic acetylcholine receptor M2	Ki	25.0	nM	10.1021/jm9904001
Homo sapiens	Muscarinic acetylcholine receptor M2	Ki	72.0	nM	10.1021/jm9904001
Homo sapiens	Muscarinic acetylcholine receptor M2	Ki	75.0	nM	10.1021/jm9705115
Homo sapiens	Muscarinic acetylcholine receptor M2	Ki	489.78	nM	10.1016/j.bmc.2007.12.036
Homo sapiens	Muscarinic acetylcholine receptor M2	-Log ED50	6.42	None	10.1021/jm00095a003
Homo sapiens	Muscarinic acetylcholine receptor M2	-Log ED50	6.42	None	10.1021/jm960742w
Homo sapiens	Muscarinic acetylcholine receptor M2	-Log KD	4.61	None	10.1021/jm00095a003
Homo sapiens	Muscarinic acetylcholine receptor M2	-Log KD	4.7	None	10.1021/jm00095a003
Homo sapiens	Muscarinic acetylcholine receptor M2	pD2	6.69	None	10.1021/jm960742w
Homo sapiens	Muscarinic acetylcholine receptor M2	PD2	6.69	None	10.1021/jm00095a003
Homo sapiens	Muscarinic acetylcholine receptor M2	Receptor occupied	1.01	%	10.1021/jm00095a003
Homo sapiens	Muscarinic acetylcholine receptor M2	Receptor occupied	1.52	%	10.1021/jm00095a003
Homo sapiens	Muscarinic acetylcholine receptor M2	Relative affinity	1.0	None	10.1021/jm00095a003
Homo sapiens	Muscarinic acetylcholine receptor M2	Relative efficacy	1.0	None	10.1021/jm960742w
Homo sapiens	Muscarinic acetylcholine receptor M3	Inhibition	28.0	%	10.1021/jm9904001
Homo sapiens	Muscarinic acetylcholine receptor M3	Ki	nan	nM	10.1021/jm9904001
Homo sapiens	Muscarinic acetylcholine receptor M4	Inhibition	1.4	%	10.1021/jm9705115
Homo sapiens	Muscarinic acetylcholine receptor M4	Ki	23.0	nM	10.1021/jm9904001
Homo sapiens	Muscarinic acetylcholine receptor M4	Ki	1400.0	nM	10.1021/jm9904001
Homo sapiens	Muscarinic acetylcholine receptor M4	Ki	28000.0	nM	10.1021/jm9705115
Homo sapiens	Muscarinic acetylcholine receptors; M1 & M2	K app ratio	0.082	None	10.1021/jm00389a003
Homo sapiens	Thyroid stimulating hormone receptor	Potency	7943.3	nM	None
Rattus norvegicus	Muscarinic acetylcholine receptor	Efficiency	100.0	%	10.1021/jm00079a002
Rattus norvegicus	Muscarinic acetylcholine receptor	IC50	12.0	nM	10.1021/jm00079a002
Rattus norvegicus	Muscarinic acetylcholine receptor	Inhibition	3.0	%	10.1021/jm9904001
Rattus norvegicus	Muscarinic acetylcholine receptor	Ki	8.3	nM	10.1021/jm9904001
Rattus norvegicus	Muscarinic acetylcholine receptor	Ki	14.0	nM	10.1021/jm9904001
Rattus norvegicus	Muscarinic acetylcholine receptor	Ki	4400.0	nM	10.1021/jm9904001
Rattus norvegicus	Muscarinic acetylcholine receptor	Ratio	530.0	None	10.1021/jm9904001
Rattus norvegicus	Muscarinic acetylcholine receptor M1	EC50	219.0	nM	10.1021/jm9705115
Rattus norvegicus	Muscarinic acetylcholine receptor M1	ED50	0.0025	mg.kg-1	10.1021/jm960742w
Rattus norvegicus	Muscarinic acetylcholine receptor M1	Efficacy	100.0	%	10.1016/S0960-894X(00)80537-5
Rattus norvegicus	Muscarinic acetylcholine receptor M1	IC50	5680.0	nM	10.1021/jm00079a002
Rattus norvegicus	Muscarinic acetylcholine receptor M1	Inhibition	3.0	%	10.1021/jm9705115
Rattus norvegicus	Muscarinic acetylcholine receptor M1	Inhibition	15.0	%	10.1021/jm9705115
Rattus norvegicus	Muscarinic acetylcholine receptor M1	K app	28.0	uM	10.1021/jm00389a003
Rattus norvegicus	Muscarinic acetylcholine receptor M1	Ki	12.0	nM	10.1016/S0960-894X(00)80537-5
Rattus norvegicus	Muscarinic acetylcholine receptor M1	Ki	27.0	nM	10.1021/jm9705115
Rattus norvegicus	Muscarinic acetylcholine receptor M1	Ki	5680.0	nM	10.1016/S0960-894X(00)80537-5
Rattus norvegicus	Muscarinic acetylcholine receptor M1	pD2	5.9	None	10.1021/jm00079a002
Rattus norvegicus	Muscarinic acetylcholine receptor M1	pD2	6.8	None	10.1016/S0960-894X(00)80537-5
Rattus norvegicus	Muscarinic acetylcholine receptor M1	pD2	7.4	None	10.1016/S0960-894X(00)80537-5
Rattus norvegicus	Muscarinic acetylcholine receptor M1	pD2	7.4	None	10.1021/jm00079a002
Rattus norvegicus	Muscarinic acetylcholine receptor M1	Potency	2511.9	nM	None
Rattus norvegicus	Muscarinic acetylcholine receptor M1	Ratio	473.0	None	10.1021/jm00079a002
Rattus norvegicus	Muscarinic acetylcholine receptor M2	ED50	0.0037	mg.kg-1	10.1021/jm960742w
Rattus norvegicus	Muscarinic acetylcholine receptor M2	IC50	490.0	nM	10.1021/jm9705115
Rattus norvegicus	Muscarinic acetylcholine receptor M2	IC50	3900.0	nM	10.1021/jm9705115
Rattus norvegicus	Muscarinic acetylcholine receptor M2	K app	2.3	uM	10.1021/jm00389a003
Rattus norvegicus	Muscarinic acetylcholine receptor M2	Ki	75.0	nM	10.1021/jm9705115
Rattus norvegicus	Muscarinic acetylcholine receptor M3	EC50	130.0	nM	10.1021/jm9705115
Rattus norvegicus	Muscarinic acetylcholine receptor M3	Inhibition	28.0	%	10.1021/jm9705115
Rattus norvegicus	Muscarinic acetylcholine receptor M4	IC50	470.0	nM	10.1021/jm9705115
Rattus norvegicus	Muscarinic acetylcholine receptor M4	Ki	1400.0	nM	10.1021/jm9705115
Rattus norvegicus	Rattus norvegicus	EC50	154.88	nM	10.1021/jm00080a015
Rattus norvegicus	Rattus norvegicus	EC50	169.82	nM	10.1021/jm00389a003
Rattus norvegicus	Rattus norvegicus	EC50	575.44	nM	10.1021/jm00080a015
Rattus norvegicus	Rattus norvegicus	FE	1.1	None	10.1021/jm00389a003
Rattus norvegicus	Thioredoxin reductase 1, cytoplasmic	Potency	23778.1	nM	None
None	Unchecked	ED50	0.0005	None	10.1021/jm00159a009
None	Unchecked	ED50	5.0	None	10.1021/jm00393a042
None	Unchecked	EPMR	0.8	None	10.1021/jm00393a042
None	Unchecked	EPMR	95.0	None	10.1021/jm00393a042
None	Unchecked	ER	331.0	None	10.1021/jm00080a015
None	Unchecked	Ratio	0.4	None	10.1021/jm00159a009
None	Unchecked	Ratio	124.0	None	10.1021/jm00159a009
None	Unchecked	Ratio	6300.0	None	10.1021/jm00159a009
None	Unchecked	Ratio	10000.0	None	10.1021/jm9904001