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Chemistry

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Also known as: 112093-28-4, Z-endoxifen, 4-hydroxy-n-desmethyltamoxifen, Endoxifen z-isomer, N-desmethyl-4-hydroxytamoxifen, (z)-endoxifen

Molecular Formula

C₂₅H₂₇NO₂

Molecular Weight

373.5 g/mol

InChI Key

MHJBZVSGOZTKRH-IZHYLOQSSA-N

FDA UNII

46AF8680RC

1 2D Structure

Endoxifen

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-[(Z)-1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol

2.1.2 InChI

InChI=1S/C25H27NO2/c1-3-24(19-7-5-4-6-8-19)25(20-9-13-22(27)14-10-20)21-11-15-23(16-12-21)28-18-17-26-2/h4-16,26-27H,3,17-18H2,1-2H3/b25-24-

2.1.3 InChI Key

MHJBZVSGOZTKRH-IZHYLOQSSA-N

2.1.4 Canonical SMILES

CCC(=C(C1=CC=C(C=C1)O)C2=CC=C(C=C2)OCCNC)C3=CC=CC=C3

2.1.5 Isomeric SMILES

CC/C(=C(\C1=CC=C(C=C1)O)/C2=CC=C(C=C2)OCCNC)/C3=CC=CC=C3

2.2 Other Identifiers

2.2.1 UNII

46AF8680RC

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 4-hydroxy-n-demethyltamoxifen

2. 4-hydroxy-n-desmethyltamoxifen

3. 4-hydroxy-n-desmethyltamoxifen, (z)-isomer

4. Z-endoxifen

2.3.2 Depositor-Supplied Synonyms

1. 112093-28-4

2. Z-endoxifen

3. 4-hydroxy-n-desmethyltamoxifen

4. Endoxifen Z-isomer

5. N-desmethyl-4-hydroxytamoxifen

6. (z)-endoxifen

7. 110025-28-0

8. (z)-4-hydroxy-n-desmethyl Tamoxifen (mixture Of Isomers)

9. 4ohndtam

10. Nsc-749798

11. N-desmethyl-4-hydroxy Tamoxifen (approx. 1:1 E/z Mixture)

12. 4-hydroxy-n-desmethyl-tamoxifen

13. Chebi:80555

14. 46af8680rc

15. 4-[(z)-1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol

16. (z)-4-hydroxy-n-desmethyl Tamoxifen (contains Up To 10% E Isomer)

17. Unii-46af8680rc

18. 4-hydroxy-n-desmethyltamoxifen, (z)-isomer

19. 4-hydroxy-n-desmethyl Tamoxifen

20. (z)-4-(1-(4-(2-(methylamino)ethoxy)phenyl)-2-phenylbut-1-en-1-yl)phenol

21. Endoxifenz-isomer

22. Phenol, 4-((1z)-1-(4-(2-(methylamino)ethoxy)phenyl)-2-phenyl-1-buten-1-yl)-

23. Endoxifen(e/z=1:1)

24. Endoxifen [who-dd]

25. Chembl1093458

26. Schembl10107920

27. Gtpl10203

28. Dtxsid80149880

29. Ex-a645

30. Phenol, 4-[(1z)-1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]-

31. Bcp15866

32. Ex-a1970

33. 4-[1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol

34. Bdbm50435003

35. Hy-18719e

36. Nsc746494

37. Nsc749798

38. Nsc777380

39. Zinc22056306

40. Nsc 749798

41. Nsc-746494

42. Nsc-777380

43. Ncgc00386714-01

44. Ac-36810

45. Be172975

46. Bs-42369

47. B7481

48. Cs-0028594

49. (z)-4-hydroxy-n-desmethyl Tamoxifen (endoxifen)

50. A894656

51. N-desmethyl-4-hydroxytamoxifen, Mixture Of Isomers

52. 4-hydroxy-n-desmethyl Tamoxifen ((e/z)-endoxifen)

53. J-002363

54. W-200834

55. Q27149598

56. N-desmethyl-4-hydroxy Tamoxifen(approx. 1:1 E/z Mixture)

57. (z)-4-hydroxy-n-desmethyl Tamoxifen(contains Up To 10% E Isomer)

58. (e/z)-4-(1-(4-(2-(methylamino)ethoxy)phenyl)-2-phenylbut-1-enyl)phenol

59. (z)-4-(1-(4-(2-(methylamino)ethoxy)phenyl)-2-phenylbut-1-enyl)phenol

60. 4-[(~{z})-1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol

61. N-desmethyl-4-hydroxytamoxifen, Mixture Of Isomers, Analytical Standard

62. (e/z)-4-[1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]-phenol

63. 4-[(1z)-1-{4-[2-(methylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol

64. N-methyl-2-[4-[(e)-1-(4-hydroxyphenyl)-2-phenyl-1-butenyl]phenoxy]ethanamine

65. Phenol, 4-(1-(4-(2-(methylamino)ethoxy]phenyl)-2-phenyl-1-butenyl)-, (z)-

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₂₅H₂₇NO₂
Molecular Weight	373.5 g/mol
XLogP3	6.3
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	8
Exact Mass	373.204179104 g/mol
Monoisotopic Mass	373.204179104 g/mol
Topological Polar Surface Area	41.5 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	467
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 Metabolism/Metabolites

Endoxifen has known human metabolites that include Endoxifen O-glucuronide and Endoxifen O-sulfate.

Endoxifen is a known human metabolite of 4-Hydroxytamoxifen and N-Desmethyltamoxifen.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560

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