NANTENINE

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 Search

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

Molecular Formula	C20H21NO4
Molecular Weight	339.385
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Affinity of aporphines for the human 5-HT2A receptor: insights from homology modeling and molecular docking studies.	2010-08-01	20621490
Synthetic studies and pharmacological evaluations on the MDMA ('Ecstasy') antagonist nantenine.	2010-01-15	19963380
Beta2-adrenoceptor-mediated tracheal relaxation induced by higenamine from Nandina domestica Thunberg.	2009-10	19468973
[Chemical constituents from Corydalis yanhusuo].	2009-08	19894534
(+/-)-Nantenine analogs as antagonists at human 5-HT(2A) receptors: C1 and flexible congeners.	2009-05-01	19328689
The extract from Nandina domestica THUNBERG inhibits histamine- and serotonin-induced contraction in isolated guinea pig trachea.	2007-11	17978476
Nantenine: an antagonist of the behavioral and physiological effects of MDMA in mice.	2004-05	14740148
Acute cardiovascular effects of (+)-nantenine, an alkaloid isolated from Platycapnos spicata, in anaesthetised normotensive rats.	2004-02	14994188
(+)-Nantenine isolated from Nandina domestica Thunb. inhibits adrenergic pressor responses in pithed rats.	2003-09-05	14512098
Nantenine blocks muscle contraction and Ca2+ transient induced by noradrenaline and K+ in rat vas deferens.	2003-05-30	12787829
Pharmacological effects of (+)-nantenine, an alkaloid isolated from Platycapnos spicata, in several rat isolated tissues.	2003-02	12624818
Nantenine alkaloid presents anticonvulsant effect on two classical animal models.	2003	13678244
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	12269391
Structure-activity relationship on (+/-)-nantenine derivatives in antiserotonergic activities in rat aorta.	2002-03	11991230
Structure-activity relationship studies with (+/-)-nantenine derivatives for alpha1-adrenoceptor antagonist activity.	2002-02-22	11890906
Preliminary study of the vasorelaxant effects of (+)-nantenine, an alkaloid isolated from Platycapnos spicata, in rat aorta.	2001-12	11745014
In vitro dose dependent inverse effect of nantenine on synaptosomal membrane K+-p-NPPase activity.	2001-03	11315751

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:20:27 GMT 2025` Edited by `admin` on `Mon Mar 31 22:20:27 GMT 2025`
Record UNII	XE0AU8C122
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

NANTENINE

Common Name

English

DOMESTICINE METHYL ETHER

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