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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

[H][C@@]12CC3=C(C=C4OCOC4=C3)C5=C(OC)C(OC)=CC(CCN1C)=C25

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

PubMed

TitleDatePubMed
(+)-Nantenine isolated from Nandina domestica Thunb. inhibits adrenergic pressor responses in pithed rats.
2003 Sep 5
Acute cardiovascular effects of (+)-nantenine, an alkaloid isolated from Platycapnos spicata, in anaesthetised normotensive rats.
2004 Feb
The extract from Nandina domestica THUNBERG inhibits histamine- and serotonin-induced contraction in isolated guinea pig trachea.
2007 Nov
(+/-)-Nantenine analogs as antagonists at human 5-HT(2A) receptors: C1 and flexible congeners.
2009 May 1
Beta2-adrenoceptor-mediated tracheal relaxation induced by higenamine from Nandina domestica Thunberg.
2009 Oct
Affinity of aporphines for the human 5-HT2A receptor: insights from homology modeling and molecular docking studies.
2010 Aug 1
Synthetic studies and pharmacological evaluations on the MDMA ('Ecstasy') antagonist nantenine.
2010 Jan 15
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 08:50:42 GMT 2023
Edited
by admin
on Sat Dec 16 08:50:42 GMT 2023
Record UNII
XE0AU8C122
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NANTENINE
Common 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
DOMESTICINE METHYL ETHER
MI  
Common Name English
O-METHYLDOMESTICINE
Common Name English
Code System Code Type Description
CAS
2565-01-7
Created by admin on Sat Dec 16 08:50:42 GMT 2023 , Edited by admin on Sat Dec 16 08:50:42 GMT 2023
PRIMARY
PUBCHEM
197001
Created by admin on Sat Dec 16 08:50:42 GMT 2023 , Edited by admin on Sat Dec 16 08:50:42 GMT 2023
PRIMARY
MERCK INDEX
m4732
Created by admin on Sat Dec 16 08:50:42 GMT 2023 , Edited by admin on Sat Dec 16 08:50:42 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
Nantenine
Created by admin on Sat Dec 16 08:50:42 GMT 2023 , Edited by admin on Sat Dec 16 08:50:42 GMT 2023
PRIMARY
FDA UNII
XE0AU8C122
Created by admin on Sat Dec 16 08:50:42 GMT 2023 , Edited by admin on Sat Dec 16 08:50:42 GMT 2023
PRIMARY