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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H21NO4
Molecular Weight 339.385
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NANTENINE

SMILES

COC1=CC2=C3[C@H](CC4=C(C=C5OCOC5=C4)C3=C1OC)N(C)CC2

InChI

InChIKey=WSVWKHTVFGTTKJ-AWEZNQCLSA-N
InChI=1S/C20H21NO4/c1-21-5-4-11-7-17(22-2)20(23-3)19-13-9-16-15(24-10-25-16)8-12(13)6-14(21)18(11)19/h7-9,14H,4-6,10H2,1-3H3/t14-/m0/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Affinity of aporphines for the human 5-HT2A receptor: insights from homology modeling and molecular docking studies.
2010-08-01
Synthetic studies and pharmacological evaluations on the MDMA ('Ecstasy') antagonist nantenine.
2010-01-15
Beta2-adrenoceptor-mediated tracheal relaxation induced by higenamine from Nandina domestica Thunberg.
2009-10
[Chemical constituents from Corydalis yanhusuo].
2009-08
(+/-)-Nantenine analogs as antagonists at human 5-HT(2A) receptors: C1 and flexible congeners.
2009-05-01
The extract from Nandina domestica THUNBERG inhibits histamine- and serotonin-induced contraction in isolated guinea pig trachea.
2007-11
Nantenine: an antagonist of the behavioral and physiological effects of MDMA in mice.
2004-05
Acute cardiovascular effects of (+)-nantenine, an alkaloid isolated from Platycapnos spicata, in anaesthetised normotensive rats.
2004-02
(+)-Nantenine isolated from Nandina domestica Thunb. inhibits adrenergic pressor responses in pithed rats.
2003-09-05
Nantenine blocks muscle contraction and Ca2+ transient induced by noradrenaline and K+ in rat vas deferens.
2003-05-30
Pharmacological effects of (+)-nantenine, an alkaloid isolated from Platycapnos spicata, in several rat isolated tissues.
2003-02
Nantenine alkaloid presents anticonvulsant effect on two classical animal models.
2003
Suppressive effect of nantenine, isolated from Nandina domestica Thunberg, on the 5-hydroxy-L-tryptophan plus clorgyline-induced head-twitch response in mice.
2002-04-19
Structure-activity relationship on (+/-)-nantenine derivatives in antiserotonergic activities in rat aorta.
2002-03
Structure-activity relationship studies with (+/-)-nantenine derivatives for alpha1-adrenoceptor antagonist activity.
2002-02-22
Preliminary study of the vasorelaxant effects of (+)-nantenine, an alkaloid isolated from Platycapnos spicata, in rat aorta.
2001-12
In vitro dose dependent inverse effect of nantenine on synaptosomal membrane K+-p-NPPase activity.
2001-03
Patents

Patents

Name Type Language
NANTENINE
Common Name English
DOMESTICINE METHYL ETHER
MI  
Preferred Name English
DOMESTINE
Common Name English
DOMESTICINE METHYL ETHER [MI]
Common Name English
NANTEINE
Common Name English
(+)-NANTENINE
Common Name English
(+)-DOMESTINE
Common Name English
NANTENIN
Common Name English
4H-BENZO(DE)(1,3)BENZODIOXOLO(5,6-G)QUINOLINE, 5,6,6A,7-TETRAHYDRO-1,2-METHOXY-6-METHYL-, (6AS)-
Systematic Name English
O-METHYLDOMESTICINE
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID70180343
Created by admin on Mon Mar 31 22:20:27 GMT 2025 , Edited by admin on Mon Mar 31 22:20:27 GMT 2025
PRIMARY
CAS
2565-01-7
Created by admin on Mon Mar 31 22:20:27 GMT 2025 , Edited by admin on Mon Mar 31 22:20:27 GMT 2025
PRIMARY
PUBCHEM
197001
Created by admin on Mon Mar 31 22:20:27 GMT 2025 , Edited by admin on Mon Mar 31 22:20:27 GMT 2025
PRIMARY
MERCK INDEX
m4732
Created by admin on Mon Mar 31 22:20:27 GMT 2025 , Edited by admin on Mon Mar 31 22:20:27 GMT 2025
PRIMARY Merck Index
WIKIPEDIA
Nantenine
Created by admin on Mon Mar 31 22:20:27 GMT 2025 , Edited by admin on Mon Mar 31 22:20:27 GMT 2025
PRIMARY
FDA UNII
XE0AU8C122
Created by admin on Mon Mar 31 22:20:27 GMT 2025 , Edited by admin on Mon Mar 31 22:20:27 GMT 2025
PRIMARY