Details
Stereochemistry | RACEMIC |
Molecular Formula | C17H19NO3 |
Molecular Weight | 285.3377 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12CC(=O)C=C[C@]13CCN(C)CC4=CC=C(OC)C(O2)=C34
InChI
InChIKey=QENVUHCAYXAROT-YOEHRIQHSA-N
InChI=1S/C17H19NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,14H,7-10H2,1-2H3/t14-,17-/m0/s1
Molecular Formula | C17H19NO3 |
Molecular Weight | 285.3377 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/22921081https://www.ncbi.nlm.nih.gov/pubmed/12203649Curator's Comment: The description was created based on several sources, including
https://link.springer.com/referenceworkentry/10.1007/978-1-4614-0560-3_2
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22921081https://www.ncbi.nlm.nih.gov/pubmed/12203649
Curator's Comment: The description was created based on several sources, including
https://link.springer.com/referenceworkentry/10.1007/978-1-4614-0560-3_2
Narwedine, (±)- is an immediate precursor to the therapeutically valuable alkaloid (-)-galanthamine. Galantamine is a competitive and reversible cholinesterase inhibitor used for the treatment of mild to moderate Alzheimer's disease and various other memory impairments. Narwedine pronounced antinarcotic action, facilitates the transmission of nervous excitation in n- and mcholinergic synapses. Stimulates respiration and possessed a brief hypotensive effect.
Approval Year
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22921081
Test cell lines (T-lymphoblastic leukemia CEM, chronic myelogenous leukemia K562, breast carcinoma MCF7, cervical carcinoma HeLa, malignant melanoma G-361, and human fibroblasts BJ) were obtained from the American Type Culture Collection. Cell line suspensions (ca. 1.0 10^5 cells/mL) were placed in 96-well microtiter plates and after 24 h stabilization (time zero), test compounds which were serially diluted in DMSO were added (4 x 20 µL aliquots). Control cultures were treated with DMSO alone, such that final DMSO concentration in the incubation mixtures never exceeded 0.6%. Narwedine was evaluated at six 3-fold dilutions and the highest final concentration was generally 50 µM. After 72 h incubation, 100 µl Calcein AM solution (Molecular Probes, Invitrogen, CA, USA) was added, and incubation was continued for a further hour. The fluorescence of viable cells was then quantified using a Fluoroskan Ascent instrument (Labsystems, Finland). The percentage of surviving cells in each well was calculated by dividing the intensity of the fluorescence signals from the exposed wells by the intensity of signals from control wells and multiplying by 100.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 05:41:43 GMT 2023
by
admin
on
Sat Dec 16 05:41:43 GMT 2023
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Record UNII |
ATP706417H
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Record Status |
Validated (UNII)
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Record Version |
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-
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DTXSID60168190
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1668-86-6
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ATP706417H
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10356588
Created by
admin on Sat Dec 16 05:41:43 GMT 2023 , Edited by admin on Sat Dec 16 05:41:43 GMT 2023
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