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Details

Stereochemistry ACHIRAL
Molecular Formula C23H27NO8.ClH
Molecular Weight 481.923
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NARCEINE HYDROCHLORIDE

SMILES

Cl.COC1=C(OC)C(C(O)=O)=C(C=C1)C(=O)CC2=C(OC)C3=C(OCO3)C=C2CCN(C)C

InChI

InChIKey=QDFXBTCNMNZVHX-UHFFFAOYSA-N
InChI=1S/C23H27NO8.ClH/c1-24(2)9-8-13-10-18-22(32-12-31-18)20(29-4)15(13)11-16(25)14-6-7-17(28-3)21(30-5)19(14)23(26)27;/h6-7,10H,8-9,11-12H2,1-5H3,(H,26,27);1H

HIDE SMILES / InChI
Narceine methyl ester and narceine are potent alkaloids which were isolated from Corydalis longipes were found effective in vitro at very low concentration, i.e., 100~500 ppm against spore germination of some test plant pathogenic fungi (Alternaria solani, A. tagetica, Cercospora abelmoschi, Curvularia maculans, Erysiphe cichoracearum, E. pisi, Fusarium udum, Helminthosporium oryzae, H. penniseti, Ustilago cynodontis). George Bell Frankforter was the first person to isolate narceine (in 1893) during his Ph.D. research for August Hofmann at the University of Berlin. Narceine has a weak morphine-like action, but is not much used in medicine. It may be administered in a pill, as a mild hypnotic and to allay cough; it is less depressant than morphine and does not constipate. Ethylnarceine is a narcotic, analgesic, and antitussive.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase.
1991 Jan-Feb
Patents

Patents

Sample Use Guides

Single dose is 3 to 6 centigrams (½ to 1 grain).
Route of Administration: Oral
Narceine did not show any toxic effect on HT29,T47D, HT1080 and NIH-3 T3 cell lines in the dose range 0.1-1000 uM.
Name Type Language
NARCEINE HYDROCHLORIDE
WHO-DD  
Common Name English
NARCEINE HCL
Common Name English
6-((6-(2-(DIMETHYLAMINO)ETHYL)-2-METHOXY-3,4-(METHYLENEDIOXY)PHENYL)ACETYL)-O-VERATRIC ACID HYDROCHLORIDE
Common Name English
6-((6-(2-(DIMETHYLAMINO)ETHYL)-4-METHOXY-1,3-BENZODIOXOL-5-YL)ACETYL)-2,3-DIMETHOXYBENZOIC ACID HYDROCHLORIDE
Systematic Name English
Narceine hydrochloride [WHO-DD]
Common Name English
NSC-34923
Code English
Classification Tree Code System Code
NCI_THESAURUS C67413
Created by admin on Fri Dec 15 14:59:43 GMT 2023 , Edited by admin on Fri Dec 15 14:59:43 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C87363
Created by admin on Fri Dec 15 14:59:43 GMT 2023 , Edited by admin on Fri Dec 15 14:59:43 GMT 2023
PRIMARY
EPA CompTox
DTXSID60197667
Created by admin on Fri Dec 15 14:59:43 GMT 2023 , Edited by admin on Fri Dec 15 14:59:43 GMT 2023
PRIMARY
PUBCHEM
78617
Created by admin on Fri Dec 15 14:59:43 GMT 2023 , Edited by admin on Fri Dec 15 14:59:43 GMT 2023
PRIMARY
NSC
34923
Created by admin on Fri Dec 15 14:59:43 GMT 2023 , Edited by admin on Fri Dec 15 14:59:43 GMT 2023
PRIMARY
ECHA (EC/EINECS)
225-530-1
Created by admin on Fri Dec 15 14:59:43 GMT 2023 , Edited by admin on Fri Dec 15 14:59:43 GMT 2023
PRIMARY
FDA UNII
1B7W51YUQ3
Created by admin on Fri Dec 15 14:59:43 GMT 2023 , Edited by admin on Fri Dec 15 14:59:43 GMT 2023
PRIMARY
CAS
4901-03-5
Created by admin on Fri Dec 15 14:59:43 GMT 2023 , Edited by admin on Fri Dec 15 14:59:43 GMT 2023
PRIMARY