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Chemistry

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Also known as: 51-24-1, 3,3',5-triiodothyroacetic acid, Triac, Triiodothyroacetic acid, Tiratricol [inn], 2-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]acetic acid

Molecular Formula

C₁₄H₉I₃O₄

Molecular Weight

621.93 g/mol

InChI Key

UOWZUVNAGUAEQC-UHFFFAOYSA-N

FDA UNII

29OQ9EU4R1

A metabolite of T3 and T4 thyroid hormones; promoted for hyperlipidemia, localized lipodystrophy, and obesity. Tiratricol has been used in trials studying the treatment of Allan-Herndon-Dudley Syndrome.

1 2D Structure

Tiratricol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]acetic acid

2.1.2 InChI

InChI=1S/C14H9I3O4/c15-9-6-8(1-2-12(9)18)21-14-10(16)3-7(4-11(14)17)5-13(19)20/h1-4,6,18H,5H2,(H,19,20)

2.1.3 InChI Key

UOWZUVNAGUAEQC-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=CC(=C(C=C1OC2=C(C=C(C=C2I)CC(=O)O)I)I)O

2.2 Other Identifiers

2.2.1 UNII

29OQ9EU4R1

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 3,3',5-triiodothyroacetic Acid

2. 3,3',5-triiodothyroacetic Acid, Sodium Salt

3. 3,5,3'-triiodothyroacetic Acid

4. 3,5-diiodo-3'-isopropylthyroacetic Acid

5. Tatrois

6. Triac

7. Triacana

2.3.2 Depositor-Supplied Synonyms

1. 51-24-1

2. 3,3',5-triiodothyroacetic Acid

3. Triac

4. Triiodothyroacetic Acid

5. Tiratricol [inn]

6. 2-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]acetic Acid

7. Tiracana

8. T3-acetic Acid

9. 3',3,5-triiodothyroacetic Acid

10. Benzeneacetic Acid, 4-(4-hydroxy-3-iodophenoxy)-3,5-diiodo-

11. 2-(4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl)acetic Acid

12. Nsc-759294

13. 3,5,3'-triiodothyroacetate

14. Chembl41632

15. 29oq9eu4r1

16. Triacana

17. 3,3',5-triiodo Thyroacetic Acid

18. Tiratricol (inn)

19. Cas-51-24-1

20. 4-(4-hydroxy-3-iodophenoxy)-3,5-diiodobenzeneacetic Acid

21. Ncgc00016227-01

22. Teatrois

23. Tiratricol, 3,3',5-triiodothyroacetic Acid

24. [4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]-acetic Acid

25. Dsstox_cid_25232

26. Dsstox_rid_80767

27. Dsstox_gsid_45232

28. Tiratricolum

29. (4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl)acetic Acid

30. [4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]acetic Acid

31. [4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]acetic Acid (triiodothyroacetic Acid)

32. 4hy

33. Smr000058684

34. Sr-01000003135

35. Tiratricolum [inn-latin]

36. Unii-29oq9eu4r1

37. Tiracana (tn)

38. Prestwick_439

39. Einecs 200-086-1

40. Mfcd00055931

41. 1nq0

42. Tiratricol [mi]

43. Prestwick0_000202

44. Prestwick1_000202

45. Prestwick2_000202

46. Prestwick3_000202

47. Triiodothyroacetic Acid, 3

48. Tiratricol [mart.]

49. Tiratricol [who-dd]

50. Regid_for_cid_5803

51. Schembl25149

52. Bspbio_000183

53. Mls000028613

54. Mls006010657

55. Spbio_002104

56. 3,3,5-triiodothyroacetic Acid

57. Bpbio1_000203

58. Gtpl2637

59. Dtxsid2045232

60. Bdbm18862

61. 3,3',5'-triiodothyroacetic Acid

62. Hms1568j05

63. Hms2095j05

64. Hms3264a05

65. Hms3652j07

66. Hms3712j05

67. Pharmakon1600-01506047

68. 2-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]acetic Acid

69. Amy33311

70. Bcp07182

71. Hy-b1201

72. Zinc4217580

73. Tox21_110317

74. Tox21_303544

75. Nsc759294

76. S4185

77. 3,3,5-triiodothyroaceticacid

78. Akos015951178

79. Ccg-213970

80. Cs-4829

81. Db03604

82. Nsc 759294

83. T3-acetic Acid [usp Impurity]

84. Ncgc00016227-02

85. Ncgc00016227-03

86. Ncgc00016227-04

87. Ncgc00016227-05

88. Ncgc00016227-06

89. Ncgc00016227-07

90. Ncgc00016227-08

91. Ncgc00257371-01

92. As-15930

93. 3,3',5-triiodothyroacetic Acid, >=90%

94. Sbi-0207015.p001

95. Ft-0675568

96. Sw196661-4

97. T3878

98. Triiodothyroacetic Acid [usp Impurity]

99. D07214

100. 055t931

101. Liothyronine Sodium Impurity C [ep Impurity]

102. Q7809151

103. Sr-01000003135-2

104. Sr-01000003135-3

105. Brd-k61236135-001-03-3

106. Levothyroxine Sodium Impurity C [ep Impurity]

107. 2-(4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl)aceticacid

108. Levothyroxine Sodium Impurity, Triiodothyroacetic Acid, Or T3-acetic Acid-

109. Levothyroxine Sodium Impurity, Triiodothyroacetic Acid, Or T3-acetic Acid-[usp Impurity]

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₁₄H₉I₃O₄
Molecular Weight	621.93 g/mol
XLogP3	4.5
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	4
Exact Mass	621.7635 g/mol
Monoisotopic Mass	621.7635 g/mol
Topological Polar Surface Area	66.8 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	356
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 ATC Code

D - Dermatologicals

D11 - Other dermatological preparations

D11A - Other dermatological preparations

D11AX - Other dermatologicals

D11AX08 - Tiratricol

H - Systemic hormonal preparations, excl. sex hormones and insulins

H03 - Thyroid therapy

H03A - Thyroid preparations

H03AA - Thyroid hormones

H03AA04 - Tiratricol

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