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CHEBI:195549 - huprine 19

ChEBI IDCHEBI:195549
ChEBI Namehuprine 19
Stars
DefinitionAn 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).
Last Modified21 August 2023
SubmitterKalpana P
DownloadsMolfile
FormulaC18H20ClN3
Net Charge0
Average Mass313.832
Monoisotopic Mass313.13458
SMILES[H][C@@]12C=C(CCN)C[C@@]([H])(C1)c1c(nc3cc(Cl)ccc3c1N)C2
InChIInChI=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
InChIKeyNHYOUQQOKSFBKN-NEPJUHHUSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
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 Relation(s)
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 Relation(s)
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
Synonyms  Source
(7R,11R)-huprine 19ChEBI
huprine-19ChEBI
huprine19ChEBI
Citations