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C011

Sigma-Aldrich

cis-2-Methyl-5-trimethylammoniummethyl-1,3-oxathiolane iodide

Synonym(s):

OXA-22

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About This Item

Empirical Formula (Hill Notation):
C8H18INOS
CAS Number:
76541-57-6
Molecular Weight:
303.20
MDL number:
MFCD00069222
UNSPSC Code:
12352100
PubChem Substance ID:
57653973
NACRES:
NA.22

color

yellow

solubility

H2O: soluble
methanol: soluble

SMILES string

[I-].C[C@H]1O[C@H](CS1)C[N+](C)(C)C

InChI

1S/C8H18NOS.HI/c1-7-10-8(6-11-7)5-9(2,3)4;/h7-8H,5-6H2,1-4H3;1H/q+1;/p-1/t7-,8-;/m0./s1

InChI key

TWNAKQKXXMGYQT-WSZWBAFRSA-M

Gene Information

human ... CHRM1(1128) , CHRM2(1129) , CHRM3(1131) , CHRM4(1132) , CHRM5(1133)

Biochem/physiol Actions

Potent muscarinic acetylcholine receptor agonist.

Caution

Photosensitive

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
107H4612V

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P Angeli et al.
British journal of pharmacology, 85(4), 783-786 (1985-08-01)
The efficacy and affinity of nine pentatomic cyclic muscarinic agonists were determined on the guinea-pig ileum, according to the method of Furchgott & Bursztyn (1967). The efficacy and affinity of these agonists are affected differently by structural modifications. Our results
R M Eglen et al.
Naunyn-Schmiedeberg's archives of pharmacology, 342(4), 394-399 (1990-10-01)
1. para-Fluoro-hexahydrosila-difenidol (p-F-HHSiD) has been proposed as an M3 selective antagonist. However, the M3 selectivity is variable in that it exhibits a high pA2 value for M3 muscarinic receptors in guinea-pig ileum but a low value at muscarinic receptors in
Zizhuo Su et al.
American journal of translational research, 12(7), 3964-3973 (2020-08-11)
Cyclophilin A (CyPA) plays an important role in the progression of atherosclerosis. Additionally, it has been reported that lysosomal function is markedly impaired in atherosclerosis induced by oxidized low-density lipoprotein (ox-LDL). As the CyPA degradation pathway remains to be elucidated

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