huprine 19 (CHEBI:195549)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	huprine 19

ChEBI ID	CHEBI:195549

Definition	An organic heterotetracyclic compound that is 6,7,10,11-tetrahydro-7,11-methanocycloocta[b]quinoline substituted by chloro, 2-aminoethyl, and amino groups at positions 3, 9, and 12, respectively (the 7R,11R-stereoisomer). It is a butyrylcholinesterase inhibitor (IC₅₀ = 1.2μM).

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Kalpana P

Supplier Information

Download	Molfile XML SDF

Formula

C18H20ClN3

Net Charge

Average Mass

313.830

Monoisotopic Mass

313.13458

InChI

InChI=1S/C18H20ClN3/c19-13-1-2-14-15(9-13)22-16-8-11-5-10(3-4-20)6-12(7-11)17(16)18(14)21/h1-2,5,9,11-12H,3-4,6-8,20H2,(H2,21,22)/t11-,12+/m1/s1

InChIKey

NHYOUQQOKSFBKN-NEPJUHHUSA-N

SMILES

[H][C@@]12CC3=NC4=CC(Cl)=CC=C4C(N)=C3[C@@]([H])(CC(CCN)=C1)C2

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	EC 3.1.1.8 (cholinesterase) inhibitor An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8).

ChEBI Ontology
Outgoing	huprine 19 (CHEBI:195549) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733) huprine 19 (CHEBI:195549) is a organic heterotetracyclic compound (CHEBI:38163) huprine 19 (CHEBI:195549) is a organochlorine compound (CHEBI:36683) huprine 19 (CHEBI:195549) is a primary amino compound (CHEBI:50994) huprine 19 (CHEBI:195549) is conjugate base of huprine 19(2+) (CHEBI:195563)

Incoming	huprine 19(2+) (CHEBI:195563) is conjugate acid of huprine 19 (CHEBI:195549)

IUPAC Name

(7R,11R)-9-(2-aminoethyl)-3-chloro-6,7,10,11-tetrahydro-7,11-methanocycloocta[b]quinolin-12-amine

Last Modified

21 August 2023