SCOPOLAMINE N-OXIDE HYDROBROMIDE

Details

Stereochemistry	EPIMERIC
Molecular Formula	C17H21NO5.BrH
Molecular Weight	400.264
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of SCOPOLAMINE N-OXIDE HYDROBROMIDE

Structure Search

SMILES

Br.[H][C@@]12O[C@]1([H])[C@H]3C[C@H](C[C@@H]2[N@@+]3(C)[O-])OC(=O)[C@H](CO)C4=CC=CC=C4

InChI

InChIKey=MGNNYKWRWHQLCR-FDJOISAFSA-N

InChI=1S/C17H21NO5.BrH/c1-18(21)13-7-11(8-14(18)16-15(13)23-16)22-17(20)12(9-19)10-5-3-2-4-6-10;/h2-6,11-16,19H,7-9H2,1H3;1H/t11-,12-,13-,14+,15-,16+,18?;/m1./s1

HIDE SMILES / InChI

Molecular Formula	C17H21NO5
Molecular Weight	319.3523
Charge	0
Count

Stereochemistry	EPIMERIC
Additional Stereochemistry	No
Defined Stereocenters	6 / 7
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	BrH
Molecular Weight	80.912
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://books.google.ru/books?id=mDLYCQAAQBAJ&pg=PA1258&lpg=PA1258&dq=HYOSCINE+N-OXIDE+is+used&source=bl&ots=RU3LXkZpto&sig=87LQi9-Pip7ucsNJZF3j1CRvUBw&hl=ru&sa=X&ved=0ahUKEwj9hdiVl6jPAhUBuBQKHZAyC4M4ChDoAQgoMAI#v=onepage&q=HYOSCINE%20N-OXIDE%20is%20used&f=falsehttps://www.ncbi.nlm.nih.gov/pubmed/18970269
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/21006683 | http://journals.tubitak.gov.tr/chem/issues/kim-12-36-2/kim-36-2-5-1108-59.pdf | https://www.ncbi.nlm.nih.gov/pubmed/18218192

Scopolamine Aminoxide Hydrobromide is one of Scopolamine metabolites, with remarkable Acetylcholinesterase inhibitory activity.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Acetylcholinesterase 207 Target ID: CHEMBL220 Sources: http://journals.tubitak.gov.tr/chem/issues/kim-12-36-2/kim-36-2-5-1108-59.pdf	Inhibitor 8297		37.4 µM [IC50]
Muscarinic receptor M2 and M3 4 Target ID: CHEMBL2111347 Sources: http://www.ncbi.nlm.nih.gov/pubmed/7284683	Antagonist 2778

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578
Travel sickness 2 Sources: Grant, W.M. & Schuman, J.S. (1993) Toxicology of the eye, page 1258, retrieved from: https://books.google.ru/books?id=mDLYCQAAQBAJ	Preventing		Basic research	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
AK Scientific	7974AL
AK Scientific	8950AL
Angene	AGN-PC-0WH3XT
AstaTech	T72701
BOC Sciences	6106-81-6
Chem-Impex International	32522
Combi-Blocks	QD-6590
Hangzhou Yuhao Chemical Technology	RT8180
MolPort	MolPort-035-784-817
MolPort	MolPort-039-337-900
Molnova	M15295
NCI Plated 2007	61807
Ryan Scientific	Clofoctol
TargetMol	T2181
Toronto Research Chemicals	S200020
ZINC	ZINC000100133662	http://zinc15.docking.org/substances/ZINC000100133662
ZINC	ZINC000100133665	http://zinc15.docking.org/substances/ZINC000100133665
ZINC	ZINC000100133670	http://zinc15.docking.org/substances/ZINC000100133670
ZINC	ZINC000113334019	http://zinc15.docking.org/substances/ZINC000113334019
ZINC	ZINC000263591623	http://zinc15.docking.org/substances/ZINC000263591623
eMolecules	30316245
eMolecules	36553012
eMolecules	48884930

PubMed

Title	Date	PubMed
The comparative toxicity and effectiveness of scopolamine hydrobromide (C17H21O4N.HBr) and scopolamine aminoxide hydrobromide (C17H21O5N HBr).	1945	21006683
Metabolic N-oxidation of atropine, hyoscine and the corresponding nor-alkaloids by guinea-pig liver microsomal preparations.	1976 Sep	10391
Affinities of the protonated and non-protonated forms of hyoscine and hyoscine N-oxide for muscarinic receptors of the guinea-pig ileum and a comparison of their size in solution with that of atropine.	1981 Apr	7284683

Patents

Sample Use Guides

In Vivo Use Guide

https://books.google.ru/books?id=mDLYCQAAQBAJ&pg=PA1258&lpg=PA1258&dq=HYOSCINE+N-OXIDE+is+used&source=bl&ots=RU3LXkZpto&sig=87LQi9-Pip7ucsNJZF3j1CRvUBw&hl=ru&sa=X&ved=0ahUKEwj9hdiVl6jPAhUBuBQKHZAyC4M4ChDoAQgoMAI#v=onepage&q=HYOSCINE%20N-OXIDE%20is%20used&f=false

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:47:14 GMT 2023` Edited by `admin` on `Fri Dec 15 15:47:14 GMT 2023`
Record UNII	7E0GR5N4K8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SCOPOLAMINE N-OXIDE HYDROBROMIDE

Common Name

English

SCOPOLAMINE N-OXIDE HYDROBROMIDE [HSDB]

Common Name

English

NSC-61807

Code

English

SCOPOLAMINE N-OXIDE HYDROBROMIDE [MI]

Common Name

English

SCOPOLAMINE N-OXIDE HBR

Common Name

English

Scopolamine aminoxide hydrobromide [WHO-DD]

Common Name

English

SCOPOLAMINE AMINOXIDE HYDROBROMIDE

Common Name

English

SCOPOLAMINE AMINOXIDE HBR

Common Name

English

Code System Code Type Description

HSDB

6105