U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C17H19NO3
Molecular Weight 285.3377
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NARWEDINE, (+)-

SMILES

COC1=CC=C2CN(C)CC[C@]34C=CC(=O)C[C@H]3OC1=C24

InChI

InChIKey=QENVUHCAYXAROT-RHSMWYFYSA-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-/m1/s1

HIDE SMILES / InChI
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

Description

Narwedine, (+) an isomer of the narwedine (±), the last is the biogenetic precursor of galanthamine, which has been used as a respiratory stimulant.

Approval Year

Unknown
149124
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Chemoenzymatic Total Synthesis of (+)-Galanthamine and (+)-Narwedine from Phenethyl Acetate.
2016-10-04

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:32:00 GMT 2025
Edited
by admin
on Mon Mar 31 21:32:00 GMT 2025
Record UNII
6A3S1D0Z5T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
(+)-GALANTHAMINONE
Preferred Name English
NARWEDINE, (+)-
Common Name English
GALANTHAMINE, 3-DEOXY-3-OXO-, (4A.BETA.,4BS*)-
Common Name English
(+)-NARWEDINE
Common Name English
6H-BENZOFURO(3A,3,2-EF)(2)BENZAZEPIN-6-ONE, 4A,5,9,10,11,12-HEXAHYDRO-3-METHOXY-11-METHYL-, (4AR-(4AR*,8AR*))-
Common Name English
6H-BENZOFURO(3A,3,2-EF)(2)BENZAZEPIN-6-ONE, 4A,5,9,10,11,12-HEXAHYDRO-3-METHOXY-11-METHYL-, (4AR,8AR)-
Common Name English
Code System Code Type Description
FDA UNII
6A3S1D0Z5T
Created by admin on Mon Mar 31 21:32:00 GMT 2025 , Edited by admin on Mon Mar 31 21:32:00 GMT 2025
PRIMARY
CAS
7318-55-0
Created by admin on Mon Mar 31 21:32:00 GMT 2025 , Edited by admin on Mon Mar 31 21:32:00 GMT 2025
PRIMARY
PUBCHEM
441596
Created by admin on Mon Mar 31 21:32:00 GMT 2025 , Edited by admin on Mon Mar 31 21:32:00 GMT 2025
PRIMARY
NIH
NCATS
PRIVACY NOTICE
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966