ChemFOnt: Showing chemical card for Anisotropine Methylbromide (CFc000009014)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:56:01 UTC

Chemfont ID

CFc000009014

Molecule Identification

Common Name

Anisotropine Methylbromide

Definition

Anisotropine methylbromide is a quaternary ammonium compound. Its use as treatment adjunct in peptic ulcer has been replaced by the use of more effective agents. Depending on the dose, anisotropine methylbromide may reduce the motility and secretory activity of the gastrointestinal system, and the tone of the ureter and urinary bladder and may have a slight relaxant action on the bile ducts and gallbladder. In general, smaller doses of anisotropine methylbromide inhibit salivary and bronchial secretions, sweating, and accommodation; cause dilatation of the pupil; and increase the heart rate. Larger doses are required to decrease motility of the gastrointestinal and urinary tracts and to inhibit gastric acid secretion.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
8-Methyl-3-(2-propylpentanoyloxy)tropinium bromide	ChEBI
8-Methyltropinium bromide 2-propylpentanoate	ChEBI
8-Methyltropinium bromide 2-propylvalerate	ChEBI
Anisotropine methobromide	ChEBI
endo-8,8-Dimethyl-3-((1-oxo-2-propylpentyl)oxy)-8-azoniabicyclo(3.2.1)octane bromide	ChEBI
Methylbromure d'octatropine	ChEBI
Methyloctatropine bromide	ChEBI
Metilbromuro de octatropina	ChEBI
Octatropine methylbromide	ChEBI
Octatropini methylbromidum	ChEBI
8-Methyltropinium bromide 2-propylpentanoic acid	Generator
8-Methyltropinium bromide 2-propylvaleric acid	Generator
Valpin	MeSH
Anisotropine methylbromide, (endo)-isomer	MeSH
Octatropine	MeSH
Octotropine methylbromide	MeSH

Chemical Formula

C₁₇H₃₂BrNO₂

Average Molecular Weight

362.345

Monoisotopic Molecular Weight

361.16164192

IUPAC Name

8,8-dimethyl-3-[(2-propylpentanoyl)oxy]-8-azabicyclo[3.2.1]octan-8-ium bromide

Traditional Name

8,8-dimethyl-3-[(2-propylpentanoyl)oxy]-8-azabicyclo[3.2.1]octan-8-ium bromide

CAS Registry Number

80-50-2

SMILES

[Br-].CCCC(CCC)C(=O)O[C@H]1CC2CCC(C1)[N+]2(C)C

InChI Identifier

InChI=1S/C17H32NO2.BrH/c1-5-7-13(8-6-2)17(19)20-16-11-14-9-10-15(12-16)18(14,3)4;/h13-16H,5-12H2,1-4H3;1H/q+1;/p-1

InChI Key

QSFKGMJOKUZAJM-UHFFFAOYSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]Octane.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Tropane alkaloids

Sub Class

Not Available

Direct Parent

Tropane alkaloids

Alternative Parents

Substituents

Tropane alkaloid
Fatty acid ester
Piperidine
N-alkylpyrrolidine
Fatty acyl
Pyrrolidine
Tetraalkylammonium salt
Quaternary ammonium salt
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organic bromide salt
Organic salt
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

quaternary ammonium salt (CHEBI:2739 )
organic bromide salt (CHEBI:2739 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014658)

Source

Exogenous

Exogenous (HMDB: HMDB0014658)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	9.7e-05 g/L	ALOGPS
logP	-0.4	ALOGPS
logP	-0.67	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	93.26 m³·mol⁻¹	ChemAxon
Polarizability	34.09 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0014658

DrugBank ID

DB00517

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Octatropine methylbromide

METLIN ID

Not Available

PubChem Compound

21867154

PDB ID

Not Available

ChEBI ID

2739

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Anisotropine Methylbromide (CFc000009014)

MOL for CFc000009014 (Anisotropine Methylbromide)

3D MOL for CFc000009014 (Anisotropine Methylbromide)

3D SDF for CFc000009014 (Anisotropine Methylbromide)

3D-SDF for CFc000009014 (Anisotropine Methylbromide)

PDB for CFc000009014 (Anisotropine Methylbromide)

3D PDB for CFc000009014 (Anisotropine Methylbromide)

SMILES for CFc000009014 (Anisotropine Methylbromide)

INCHI for CFc000009014 (Anisotropine Methylbromide)

Structure for CFc000009014 (Anisotropine Methylbromide)

3D Structure for CFc000009014 (Anisotropine Methylbromide)