Muscarine

Details

• Internal ID: 8d0c4bbc-f903-406c-a414-d3c7cc7ae8a1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Pentoses
• IUPAC Name: [(2S,4R,5S)-4-hydroxy-5-methyloxolan-2-yl]methyl-trimethylazanium
• SMILES (Canonical): CC1C(CC(O1)C[N+](C)(C)C)O
• SMILES (Isomeric): C[C@H]1[C@@H](C[C@H](O1)C[N+](C)(C)C)O
• 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
• InChI Key: UQOFGTXDASPNLL-XHNCKOQMSA-N
• Popularity: 969 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₂₀NO₂+
• Molecular Weight: 174.26 g/mol
• Exact Mass: 174.149403881 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 0.10

Synonyms

• Muscarin
• L-(+)-Muscarine
• 300-54-9
• Muskarin
• Muscarine (alkaloid)
• Muscarine (the alkaloid)
• (+)-(2S,4R,5S)-Muscarine
• 7T101UWZ5W
• 2-Furanmethanaminium, tetrahydro-4-hydroxy-N,N,N,5-tetramethyl-, (2S-(2alpha,4beta,5alpha))-
• [(2S,4R,5S)-4-hydroxy-5-methyloxolan-2-yl]methyl-trimethylazanium
• ((2S,4R,5S)-4-hydroxy-5-methyloxolan-2-yl)methyl-trimethylazanium
• (((2S,4R,5S)-4-hydroxy-5-methyloxolan-2-yl)methyl)trimethylazanium
• {[(2S,4R,5S)-4-hydroxy-5-methyloxolan-2-yl]methyl}trimethylazanium
• ((2S,4R,5S)-4-hydroxy-5-methyl-tetrahydrofuran-2-yl)methyl-trimethyl-ammonium
• [(2S,4R,5S)-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]methyl-trimethyl-ammonium
• RefChem:160182
• GlyTouCan:G03323EG
• G03323EG
• 206-094-1
• (+)-Muscarine
• CHEMBL12587
• CHEBI:7034
• CHEMBL292911
• (2S-(2alpha,4beta,5alpha))-(Tetrahydro-4-hydroxy-5-methylfurfuryl)trimethylammonium
• [2S-(2alpha,4beta,5alpha)]-[tetrahydro-4-hydroxy-5-methylfurfuryl]trimethylammonium
• CHEMBL1255785
• EINECS 206-094-1
• UNII-7T101UWZ5W
• Muscarine?
• SR-01000076018
• DTXSID50184081
• MUSCARINE ION
• MUSCARINE CATION
• Ammonium, trimethyl(tetrahydro-4-hydroxy-5-methylfurfuryl)-
• Lopac-M-104
• MUSCARINE [MI]
• Lopac0_000852
• SCHEMBL79530
• GTPL3996
• orb1703053
• (4-Hydroxy-5-methyl-tetrahydro-furan-2-ylmethyl)-trimethyl-ammonium; iodide
• 2,5-anhydro-1,4,6-trideoxy-6-(trimethylammonio)-D-ribo-hexitol
• BDBM50006243
• BDBM50336544
• D-ribo-Hexitol, 2,5-anhydro-1,4,6-trideoxy-6-(trimethyl)ammonio)-
• AKOS015966547
• CCG-204935
• NCGC00015625-01
• NCGC00162278-01
• NCGC00162278-02
• NCGC00162278-05
• DA-59735
• HY-121404
• CS-0081955
• NS00028831
• C07473
• Q407952
• SR-01000076018-6
• ((2S,4R,5S)-4-Hydroxy-5-methyl-tetrahydro-furan-2-ylmethyl)-trimethyl-ammonium
• 1-((2S,4R,5S)-4-hydroxy-5-methyltetrahydrofuran-2-yl)-N,N,N-trimethylmethanaminium
• (2S-(2.ALPHA.,4.BETA.,5.ALPHA.))-TETRAHYDRO-4-HYDROXY-N,N,N,5-TETRAMETHYL-2-FURANMETHANAMINIUM

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	56 nM; 18197.01 nM; 56 nM	Ki; Ki; Ki	PMID: 10891110; PMID: 18182302; via Super-PRED
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	449 nM; 3900 nM; 25 nM	IC50; IC50; Ki	PMID: 9622546; PMID: 9622546; via Super-PRED
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	1400 nM; 23 nM; 23 nM	Ki; Ki; Ki	PMID: 10891110; PMID: 10891110; via Super-PRED
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	7943.3 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.81%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.90%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.86%	96.95%
CHEMBL226	P30542	Adenosine A1 receptor	88.23%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.20%	97.09%

Plants that contains it

• Cannabis sativa

Cross-Links

• PubChem: 9308
• NPASS: NPC293551
• ChEMBL: CHEMBL12587
• LOTUS: LTS0273941
• wikiData: Q407952