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Details

Stereochemistry ABSOLUTE
Molecular Formula C9H20NO2
Molecular Weight 174.2606
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of MUSCARINE

SMILES

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

InChI

InChIKey=UQOFGTXDASPNLL-XHNCKOQMSA-N
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

HIDE SMILES / InChI

Molecular Formula C9H19NO2
Molecular Weight 173.2527
Charge 0
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Evolution of the toxins muscarine and psilocybin in a family of mushroom-forming fungi.
2013
Characterisation of acetylcholinesterase release from neuronal cells.
2013 Mar 25

Sample Use Guides

toxicity in mice: the mouse i.v. LD50 for muscarine chloride was calculated to be 0.23 mg/kg and for acetylcholine chloride 33.05 mg/kg, thus muscarine was 143 times more toxic than acetylcholine. Signs of poisoning were similar, acetylcholine being lethal almost immediately and muscarine after 3 to 10 min. Death never occurred later than 10 min after the injection.
Route of Administration: Intravenous
In Vitro Use Guide
Muscarine (1-30 microM) produced a dose-dependent hyperpolarization in a subpopulation of the nucleus raphe magnus (NRM) cells that contain 5-hydroxytryptamine (5-HT). In voltage clamp, the muscarine-induced outward current reversed polarity at the potassium equilibrium potential and was characterized by strong inward rectification. The concentration-response curve for muscarine (EC50 = 2.7 microM) was shifted in a parallel manner to the right by increasing concentrations of pirenzepine (300 nM to 3 microM) and methoctramine (50-200 nM).
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:04:53 UTC 2023
Edited
by admin
on Fri Dec 15 18:04:53 UTC 2023
Record UNII
7T101UWZ5W
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MUSCARINE
MI  
Common Name English
MUSCARINE ION
Common Name English
(2S-(2.ALPHA.,4.BETA.,5.ALPHA.))-TETRAHYDRO-4-HYDROXY-N,N,N,5-TETRAMETHYL-2-FURANMETHANAMINIUM
Common Name English
MUSCARINE CATION
Common Name English
MUSCARINE [MI]
Common Name English
Code System Code Type Description
MERCK INDEX
m7665
Created by admin on Fri Dec 15 18:04:53 UTC 2023 , Edited by admin on Fri Dec 15 18:04:53 UTC 2023
PRIMARY Merck Index
MESH
D009116
Created by admin on Fri Dec 15 18:04:53 UTC 2023 , Edited by admin on Fri Dec 15 18:04:53 UTC 2023
PRIMARY
WIKIPEDIA
MUSCARINE
Created by admin on Fri Dec 15 18:04:53 UTC 2023 , Edited by admin on Fri Dec 15 18:04:53 UTC 2023
PRIMARY
CAS
300-54-9
Created by admin on Fri Dec 15 18:04:53 UTC 2023 , Edited by admin on Fri Dec 15 18:04:53 UTC 2023
PRIMARY
EPA CompTox
DTXSID50184081
Created by admin on Fri Dec 15 18:04:53 UTC 2023 , Edited by admin on Fri Dec 15 18:04:53 UTC 2023
PRIMARY
FDA UNII
7T101UWZ5W
Created by admin on Fri Dec 15 18:04:53 UTC 2023 , Edited by admin on Fri Dec 15 18:04:53 UTC 2023
PRIMARY
ECHA (EC/EINECS)
206-094-1
Created by admin on Fri Dec 15 18:04:53 UTC 2023 , Edited by admin on Fri Dec 15 18:04:53 UTC 2023
PRIMARY
PUBCHEM
9308
Created by admin on Fri Dec 15 18:04:53 UTC 2023 , Edited by admin on Fri Dec 15 18:04:53 UTC 2023
PRIMARY