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Chemistry

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Also known as: 519-02-8, (+)-matrine, Matridin-15-one, Matrinium, Vegard, (7as,13ar,13br,13cs)-dodecahydro-1h,5h,10h-dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridin-10-one

Molecular Formula

C₁₅H₂₄N₂O

Molecular Weight

248.36 g/mol

InChI Key

ZSBXGIUJOOQZMP-JLNYLFASSA-N

FDA UNII

N390W430AC

Tetracyclic bis-quinolizidine alkaloids found in the family LEGUMINOSAE, mainly in the genus SOPHORA.

1 2D Structure

Matrine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1R,2R,9S,17S)-7,13-diazatetracyclo[7.7.1.02,7.013,17]heptadecan-6-one

2.1.2 InChI

InChI=1S/C15H24N2O/c18-14-7-1-6-13-12-5-3-9-16-8-2-4-11(15(12)16)10-17(13)14/h11-13,15H,1-10H2/t11-,12+,13+,15-/m0/s1

2.1.3 InChI Key

ZSBXGIUJOOQZMP-JLNYLFASSA-N

2.1.4 Canonical SMILES

C1CC2C3CCCN4C3C(CCC4)CN2C(=O)C1

2.1.5 Isomeric SMILES

C1C[C@@H]2[C@H]3CCCN4[C@H]3[C@@H](CCC4)CN2C(=O)C1

2.2 Other Identifiers

2.2.1 UNII

N390W430AC

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Matrine Alkaloids

2. Matrine Type Alkaloids

3. Matrine, (5beta)-isomer

4. Matrine-type Alkaloids

5. Matrines

6. Sophoridine

2.3.2 Depositor-Supplied Synonyms

1. 519-02-8

2. (+)-matrine

3. Matridin-15-one

4. Matrinium

5. Vegard

6. (7as,13ar,13br,13cs)-dodecahydro-1h,5h,10h-dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridin-10-one

7. Chebi:6700

8. Matrene, (+)-

9. .alpha.-matrine

10. N390w430ac

11. Nsc-146051

12. Nsc 146051

13. Brn 0085851

14. Alpha-matrine

15. Cis-neomatrine

16. Unii-n390w430ac

17. Trans-neomatrine

18. A-matrine

19. Nsc-318810

20. Matrine,(s)

21. Matrine [inci]

22. Matrine [mi]

23. Matrine ((+)-matrine)

24. Matrine [who-dd]

25. 5-24-02-00301 (beilstein Handbook Reference)

26. Schembl177907

27. Chembl204860

28. Dtxsid00274188

29. Hms3884f13

30. Amy25701

31. Bcp08193

32. Hy-n0164

33. Zinc2083329

34. Matrine 100 Microg/ml In Methanol

35. Bdbm50249581

36. Mfcd02735434

37. Nsc146051

38. S2322

39. Matridin-15-one;vegard;alpha-matrine

40. Akos007930266

41. Ccg-208589

42. Cs-1601

43. Ks-5203

44. Ncgc00346593-01

45. M2120

46. N1836

47. 19m028

48. (1r,2r,9s,17s)-7,13-diazatetracyclo[7.7.1.02,7.013,17]heptadecan-6-one

49. (7as,13ar,13bs,13cs)dodecahydro-1h,5h,10h-dipyrido[2,1-f:3,2,1-ij][1,6]naphthyridin-10-one

50. 1h,5h,10h-dipyrido(2,1-f:3',2',1'-ij)(1,6)naphthyridin-10-one, Dodecahydro-, (7as,13ar,13br,13cs)-

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₁₅H₂₄N₂O
Molecular Weight	248.36 g/mol
XLogP3	1.6
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	0
Exact Mass	248.188863393 g/mol
Monoisotopic Mass	248.188863393 g/mol
Topological Polar Surface Area	23.6 Å²
Heavy Atom Count	18
Formal Charge	0
Complexity	356
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1