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Chemistry

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Also known as: 57-64-7, Eserine salicylate, Isopto eserine, Physostigmine monosalicylate, Nsc-757275, 57-64-7 (salicylate)

Molecular Formula

C₂₂H₂₇N₃O₅

Molecular Weight

413.5 g/mol

InChI Key

HZOTZTANVBDFOF-PBCQUBLHSA-N

FDA UNII

2046ZRO9VU

1 2D Structure

Physostigmine Salicylate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate;2-hydroxybenzoic acid

2.1.2 InChI

InChI=1S/C15H21N3O2.C7H6O3/c1-15-7-8-17(3)13(15)18(4)12-6-5-10(9-11(12)15)20-14(19)16-2;8-6-4-2-1-3-5(6)7(9)10/h5-6,9,13H,7-8H2,1-4H3,(H,16,19);1-4,8H,(H,9,10)/t13-,15+;/m1./s1

2.1.3 InChI Key

HZOTZTANVBDFOF-PBCQUBLHSA-N

2.1.4 Canonical SMILES

CC12CCN(C1N(C3=C2C=C(C=C3)OC(=O)NC)C)C.C1=CC=C(C(=C1)C(=O)O)O

2.1.5 Isomeric SMILES

C[C@@]12CCN([C@@H]1N(C3=C2C=C(C=C3)OC(=O)NC)C)C.C1=CC=C(C(=C1)C(=O)O)O

2.2 Other Identifiers

2.2.1 UNII

2046ZRO9VU

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Antilirium

2. Eserine Salicylate

3. Pyrrolo(2,3-b)indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, Methylcarbamate (ester), (3as-cis)-, Mono(2-hydroxybenzoate)

2.3.2 Depositor-Supplied Synonyms

1. 57-64-7

2. Eserine Salicylate

3. Isopto Eserine

4. Physostigmine Monosalicylate

5. Nsc-757275

6. 57-64-7 (salicylate)

7. Mls000028388

8. 2046zro9vu

9. Chebi:48883

10. Smr000058606

11. Physostigmine (salicylate)

12. Benzoic Acid, 2-hydroxy-, Compd. With (3as,8ar)-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethylpyrrolo(2,3-b)indol-5-yl Methylcarbamate (1:1)

13. Pyrrolo(2,3-b)indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, Methylcarbamate (ester), (3as-cis)-, Mono(2-hydroxybenzoate)

14. (3as,8ar)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl Methylcarbamate 2-hydroxybenzoate

15. [(3ar,8bs)-3,4,8b-trimethyl-2,3a-dihydro-1h-pyrrolo[2,3-b]indol-7-yl] N-methylcarbamate;2-hydroxybenzoic Acid

16. Physostol Salicylate

17. Sr-01000075341

18. Unii-2046zro9vu

19. Physostigminesalicylate

20. Ccris 3405

21. Physostigmine Salicylate [jan]

22. Physostigmine, Salicylate (1:1)

23. Antilirium (tn)

24. Ar-44

25. Benzoic Acid, 2-hydroxy-, Compd. With (3as,8ar)-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethylpyrrolo(2,3-b)indol-5-yl N-methylcarbamate (1:1)

26. Benzoic Acid, 2-hydroxy-, Compd. With (3as,8ar)-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-yl N-methylcarbamate (1:1)

27. Einecs 200-343-8

28. Physostigmine Salicylate [usp:jan]

29. Eserine Monosalicylate

30. Physostigmini Salicylas

31. Tl-1380

32. Spectrum_000223

33. Opera_id_194

34. Rcra Waste No. P188

35. Salicylic Acid, Compd. With Physostigmine (1:1)

36. Schembl41555

37. Kbioss_000703

38. Divk1c_000339

39. Spectrum1500486

40. Chembl338975

41. Hms501a21

42. Kbio1_000339

43. Kbio2_000703

44. Kbio2_003271

45. Kbio2_005839

46. Dtxsid80883232

47. Ninds_000339

48. Hms1920h12

49. Hms2091p16

50. Hms2235g19

51. Pharmakon1600-01500486

52. Bcp25378

53. Hy-b1266

54. Physostigmine Salicylate (jan/usp)

55. Ccg-39918

56. Nsc757275

57. Physostigmine Salicylate [mi]

58. Akos037515711

59. Nsc 757275

60. Sdccgmls-0002925.p003

61. Idi1_000339

62. Physostigmine Salicylate [mart.]

63. Physostigmine Salicylate [vandf]

64. Ncgc00024464-02

65. Physostigmine Salicylate [usp-rs]

66. Physostigmine Salicylate [who-dd]

67. Physostigmine Salicylate [who-ip]

68. Eserine Salicylate Salt, >=97.0% (n)

69. Cs-0013051

70. Physostigmini Salicylas [who-ip Latin]

71. D02418

72. Physostigmine Salicylate [ep Monograph]

73. Physostigmine Salicylate [usp Monograph]

74. A903540

75. Sr-01000075341-3

76. Sr-01000075341-5

77. Sr-01000075341-7

78. Q27121383

79. Physostigmine Salicylate, European Pharmacopoeia (ep) Reference Standard

80. Physostigmine Salicylate, United States Pharmacopeia (usp) Reference Standard

81. (3as,8ar)-1,3a,8-trimethyl-5-(methylcarbamoyloxy)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indolium Salicylate

82. [(3ar,8bs)-3,4,8b-trimethyl-2,3,3a,4-tetrahydro-1h-pyrrolo[2,3-b]indole-3,4-diium-7-yl] N-methylcarbamate;2-oxidobenzoate

83. Benzoic Acid, 2-hydroxy-, Compd. With (3as-cis)-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethylpyrrolo(2,3-b)indol-5-yl Methylcarbamate Ester (1:1)

2.4 Create Date

2005-06-29

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₂₇N₃O₅
Molecular Weight	413.5 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	3
Exact Mass	413.19507097 g/mol
Monoisotopic Mass	413.19507097 g/mol
Topological Polar Surface Area	102 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	535
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	2