CAS 510-77-0

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Also known as: Narwedine, 510-77-0, (+/-)-narwedine, 1668-86-6, (-)-narwedine, Narwedine, (+/-)-

Molecular Formula

C₁₇H₁₉NO₃

Molecular Weight

285.34 g/mol

InChI Key

QENVUHCAYXAROT-YOEHRIQHSA-N

FDA UNII

38CR9WB857

narwedine is a natural product found in Hippeastrum papilio, Crinum asiaticum, and other organisms with data available.

1 2D Structure

CAS 510-77-0

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1S,12S)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-14-one

2.1.2 InChI

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

2.1.3 InChI Key

QENVUHCAYXAROT-YOEHRIQHSA-N

2.1.4 Canonical SMILES

CN1CCC23C=CC(=O)CC2OC4=C(C=CC(=C34)C1)OC

2.1.5 Isomeric SMILES

CN1CC[C@@]23C=CC(=O)C[C@@H]2OC4=C(C=CC(=C34)C1)OC

2.2 Other Identifiers

2.2.1 UNII

38CR9WB857

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. Narwedine

2. 510-77-0

3. (+/-)-narwedine

4. 1668-86-6

5. (-)-narwedine

6. Narwedine, (+/-)-

7. Narwedin

8. Galanthamine, 3-deoxy-3-oxo-

9. (4as,8as)-4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-6h-benzofuro[3a,3,2-ef][2]benzazepin-6-one

10. Chebi:7487

11. 38cr9wb857

12. Atp706417h

13. (1s,12s)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-14-one

14. (4as,8as)-3-methoxy-11-methyl-9,10,11,12-tetrahydro-4ah-benzo[2,3]benzofuro[4,3-cd]azepin-6(5h)-one

15. (4as,8as)-3-methoxy-11-methyl-4a,5,9,10,11,12-hexahydro-6h-[1]benzofuro[3a,3,2-ef][2]benzazepin-6-one

16. Unii-38cr9wb857

17. Unii-atp706417h

18. (4as,8as)-3-methoxy-11-methyl-4a,5,9,10,11,12-hexahydro-6h-(1)benzofuro(3a,3,2-ef)(2)benzazepin-6-one

19. (4as,8as)-4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-6h-benzofuro(3a,3,2-ef)(2)benzazepin-6-one

20. 6h-benzofuro(3a,3,2-ef)(2)benzazepin-6-one, 4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-, (4as,8as)-

21. 6h-benzofuro[3a,3,2-ef][2]benzazepin-6-one, 4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-, (4as,8as)-

22. L(+)-narwedine

23. Ec 428-690-2

24. Surecn1719363

25. Schembl1719363

26. Chembl2146604

27. Dtxsid60168190

28. Galantamine Metabolite M14

29. Hy-i0020

30. Mfcd08063719

31. Zinc15250922

32. Akos025401594

33. (4as,8as)-3-methoxy-11-methyl-4a,5,9,10,11,12-hexahydro-6h-benzo[2,3]benzofuro[4,3-cd]azepin-6-one

34. Ac-22592

35. Ac-26365

36. As-76969

37. C08534

38. 510g770

39. A882294

40. Galanthamine, 3-deoxy-3-oxo-, (+/-)-

41. Q27107506

42. Galantamine Hydrobromide Impurity A [ep Impurity]

43. Galantamine Hydrobromide Impurity, Narwedine- [usp Impurity]

44. (4ar*,8ar*)-4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-6h-benzofuro(3a,3,2-ef)(2)benzazepin-6-one

45. 3-methoxy-11-methyl-4a,5,9,10,11,12-hexahydro-6h-benzo[2,3]benzofuro[4,3-cd]azepin-6-one

46. 5107-70-0

47. 6h-benzofuro(3a,3,2-ef)(2)benzazepin-6-one, 4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-, (4ar,8ar)-rel-

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₁₉NO₃
Molecular Weight	285.34 g/mol
XLogP3	1.7
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	1
Exact Mass	285.13649347 g/mol
Monoisotopic Mass	285.13649347 g/mol
Topological Polar Surface Area	38.8 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	477
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1