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
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
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
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3350041 |
Primary | Unknown Approved UseUnknown |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25890335
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.
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NCI_THESAURUS |
C67413
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225-530-1
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PARENT (SALT/SOLVATE)
SUBSTANCE RECORD