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Also known as: 77-90-7, Tributyl 2-acetoxypropane-1,2,3-tricarboxylate, Acetyltributyl citrate, Tributyl acetylcitrate, Tributyl o-acetylcitrate, Citroflex a

Molecular Formula

C₂₀H₃₄O₈

Molecular Weight

402.5 g/mol

InChI Key

QZCLKYGREBVARF-UHFFFAOYSA-N

FDA UNII

0ZBX0N59RZ

1 2D Structure

Acetyl Tributyl Citrate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

tributyl 2-acetyloxypropane-1,2,3-tricarboxylate

2.1.2 InChI

InChI=1S/C20H34O8/c1-5-8-11-25-17(22)14-20(28-16(4)21,19(24)27-13-10-7-3)15-18(23)26-12-9-6-2/h5-15H2,1-4H3

2.1.3 InChI Key

QZCLKYGREBVARF-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCCCOC(=O)CC(CC(=O)OCCCC)(C(=O)OCCCC)OC(=O)C

2.2 Other Identifiers

2.2.1 UNII

0ZBX0N59RZ

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-acetyltributylcitrate

2. Acetyltributylcitrate

3. Atbc Plasticizer

2.3.2 Depositor-Supplied Synonyms

1. 77-90-7

2. Tributyl 2-acetoxypropane-1,2,3-tricarboxylate

3. Acetyltributyl Citrate

4. Tributyl Acetylcitrate

5. Tributyl O-acetylcitrate

6. Citroflex A

7. Blo-trol

8. Citroflex A 4

9. 2-acetyltributylcitrate

10. Tributyl Citrate Acetate

11. Atbc

12. 1,2,3-propanetricarboxylic Acid, 2-(acetyloxy)-, Tributyl Ester

13. Tributyl Acetyl Citrate

14. Fema No. 3080

15. Acetyltributylcitrate

16. Acetylcitric Acid, Tributyl Ester

17. Tributyl Acetylicitrate

18. Citric Acid, Tributyl Ester, Acetate

19. O-acetylcitric Acid Tributyl Ester

20. Acetyl Tri-n-butyl Citrate

21. Nsc 3894

22. Uniplex 84

23. Tributyl 2-acetoxy-1,2,3-propanetricarboxylate

24. Acetyl Butyl Citrate

25. Tributyl 2-acetyloxypropane-1,2,3-tricarboxylate

26. Tributyl 2-(acetyloxy)-1,2,3-propanetricarboxylate

27. 2-acetoxy-1,2,3-propanetricarboxylic Acid Tributyl Ester

28. Nsc-3894

29. 0zbx0n59rz

30. 1,2,3-propanetricarboxylic Acid, 2-(acetyloxy)-, 1,2,3-tributyl Ester

31. Dsstox_cid_6446

32. Dsstox_rid_78115

33. Dsstox_gsid_26446

34. Tributyl 2-(acetyloxy)-1,2,3-propanetricarboxylic Acid

35. 1,2,3-propanetricarboxylic Acid, 2-acetoxy-, Tributyl Ester

36. Caswell No. 005ab

37. Mfcd00043554

38. Cas-77-90-7

39. Ccris 3409

40. Hsdb 656

41. Einecs 201-067-0

42. Unii-0zbx0n59rz

43. Acetyltributyl Citrate [nf]

44. Brn 2303316

45. Estaflex

46. Ai3-01999

47. Estaflex Atc

48. Pfizer Citroflex A-4

49. Acetylcitric Acid Tributyl

50. Ec 201-067-0

51. Schembl23183

52. Tributyl O-acetylcitrate, 98%

53. Chembl1904556

54. Dtxsid2026446

55. Acetyl Tributyl Citrate (atbc)

56. Fema 3080

57. Nsc3894

58. Chebi:168067

59. Citric Acid, Acetyl Tributyl Ester

60. Acetyltributyl Citrate [ii]

61. 2-(acetyloxy)-1,2,3-propanetricarboxylic Acid, Tributyl Ester

62. Zinc3875493

63. Tox21_112777

64. Tox21_201779

65. Tox21_303128

66. Acetyltributyl Citrate [hsdb]

67. Tributyl Acetylcitrate [fhfi]

68. Acetyl Tributyl Citrate [inci]

69. Akos015895884

70. Tributyl Acetylcitrate [mart.]

71. Acetyltributyl Citrate [usp-rs]

72. Cs-w011697

73. Tributyl 2-acetylcitrate, >=98%, Fg

74. Ncgc00164157-01

75. Ncgc00164157-02

76. Ncgc00257221-01

77. Ncgc00259328-01

78. Bs-18149

79. Nci60_003698

80. Citric Acid, O-acetyltributyl Ester

81. A0822

82. Citric Acid, Tributyl Ester, Acetate (8ci)

83. Ft-0621820

84. Tributyl 2-acetoxy-1,3-propanetricarboxylate

85. Tributyl Acetylcitrate [ep Monograph]

86. D70155

87. Tributyl 2-acetoxy-1,2, 3-propanetricarboxylate

88. A839285

89. Sr-01000883988

90. Q4673294

91. Sr-01000883988-1

92. Tributyl 2-(acetyloxy)-1,3-propanetricarboxylic Acid

93. 2-acetoxy-1,3-propanetricarboxylic Acid Tributyl Ester

94. Tributyl 2-(acetyloxy)-1,2, 3-propanetricarboxylic Acid

95. 1,2,3-tributyl 2-(acetyloxy)propane-1,2,3-tricarboxylate

96. 2-acetoxy-1,2, 3-propanetricarboxylic Acid Tributyl Ester

97. 1,3-propanetricarboxylic Acid, 2-(acetyloxy)-, Tributyl Ester

98. 2-(acetyloxy)-1,2,3-propane Tricarboxylic Acid, Tributyl Ester

99. 2-acetyloxy-1,2,3-propanetricarboxylic Acid Tributyl Ester

100. Acetyltributyl Citrate, United States Pharmacopeia (usp) Reference Standard

101. Tributyl Acetylcitrate, European Pharmacopoeia (ep) Reference Standard

102. Tributyl 2-acetylcitrate, Pharmaceutical Secondary Standard; Certified Reference Material

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₃₄O₈
Molecular Weight	402.5 g/mol
XLogP3	3.3
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	19
Exact Mass	402.22536804 g/mol
Monoisotopic Mass	402.22536804 g/mol
Topological Polar Surface Area	105 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	476
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 Absorption, Distribution and Excretion

The metabolism of acetyl tributyl citrate was evaluated using groups of male rats (number of animals, weights, and strain not stated). Each animal received a single oral dose of 14C-acetyl tributyl citrate (dose not stated). At 48 hr post dosing, approximately 99% of the administered dose had been excreted either in urine (59% to 70%), feces (25% to 36%), or in the expired air (2%). Only 0.36% to 1.26% of the dose remained in the tissues or carcass.

Johnson W; International Journal of Toxicology 21 (Suppl.2): 1-17 (2002)

4.2 Metabolism/Metabolites

The metabolism of acetyl tributyl citrate was evaluated using groups of male rats (number of animals, weights, and strain not stated). ... Both the absorption and metabolism of 14C-Acetyl tributyl Citrate proceeded rapidly, and the following metabolites were identified: acetyl citrate, monobutyl citrate, acetyl monobutyl citrate, dibutyl citrate, and acetyl dibutyl citrate.

Johnson W; International Journal of Toxicology 21 (Suppl.2): 1-17 (2002)

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