1. Disodium Phthalate
2. Phthalate
3. Phthalic Acid, Copper Salt
4. Phthalic Acid, Dipotassium Salt
5. Phthalic Acid, Disodium Salt
6. Phthalic Acid, Monobarium Salt
7. Phthalic Acid, Monocalcium Salt
8. Phthalic Acid, Monoiron (2+) Salt
9. Phthalic Acid, Monolead (2+) Salt
10. Phthalic Acid, Monopotassium Salt
11. Phthalic Acid, Monoruthenium Salt
12. Phthalic Acid, Monosodium Salt
13. Phthalic Acid, Potassium Salt
14. Phthalic Acid, Potassium, Sodium Salt
15. Phthalic Acid, Sodium Salt
16. Potassium Hydrogen Phthalate
1. 88-99-3
2. 1,2-benzenedicarboxylic Acid
3. O-phthalic Acid
4. Benzene-1,2-dicarboxylic Acid
5. Pathalic Acid
6. O-dicarboxybenzene
7. O-benzenedicarboxylic Acid
8. Acide Phtalique
9. Phthalicacid
10. Kyselina Ftalova
11. Ortho-phthalic Acid
12. Orthophthalic Acid
13. Mfcd00002467
14. Sunftal 20
15. Chembl1045
16. 6o7f7ix66e
17. Chebi:29069
18. Nsc-5348
19. Benzene-1,2-dicarboxylic Acid (phthalic Acid)
20. Acide Phtalique [french]
21. Kyselina Ftalova [czech]
22. Ccris 1446
23. Hsdb 1339
24. Nsc 5348
25. Einecs 201-873-2
26. Brn 0608199
27. Unii-6o7f7ix66e
28. Alizarinate
29. Naphthalinate
30. Phthalinate
31. Alizarinic Acid
32. Phthalinic Acid
33. Pathalc Acd
34. Ai3-02409
35. Naphthalinic Acid
36. O-carboxybenzoate
37. 4kww
38. Phthalsäure
39. O-carboxybenzoic Acid
40. O-benzenedicarboxylate
41. 1,2-benzenedioic Acid
42. Phthalic Acid, ~99%
43. Wln: Qvr Bvq
44. Phthalate Standard For Ic
45. Dsstox_cid_1484
46. Phthalic Acid, 99.5%
47. Bmse000391
48. Ec 201-873-2
49. Phthalic Acid [mi]
50. Schembl1808
51. Dsstox_rid_76178
52. Dsstox_gsid_21484
53. Phthalic Acid [hsdb]
54. 4-09-00-03167 (beilstein Handbook Reference)
55. Mls002152931
56. Phthalic Acid [usp-rs]
57. Dtxsid8021484
58. Zinc90750
59. Nsc5348
60. Hms3039e17
61. Hms3604j03
62. Phthalic Acid, Analytical Standard
63. Bcp15370
64. Hy-i0508
65. Str06656
66. Phthalic Acid, Reagent Grade, 98%
67. Tox21_200915
68. Bdbm50080272
69. Phthalic Acid [usp Impurity]
70. S6215
71. Stl168879
72. Akos000118898
73. Db02746
74. Cas-88-99-3
75. Ncgc00090869-01
76. Ncgc00090869-02
77. Ncgc00258469-01
78. Phthalic Acid, Acs Reagent, >=99.5%
79. Ac-14464
80. Bp-21159
81. Smr001224528
82. Cs-0009407
83. Fluorescein Impurity B [ep Impurity]
84. Ft-0622644
85. Ft-0673874
86. P0287
87. Phthalic Acid 100 Microg/ml In Acetonitrile
88. Phthalic Acid, Saj First Grade, >=99.0%
89. Phthalic Acid, Saj Special Grade, >=99.0%
90. C01606
91. Phthalic Acid, Vetec(tm) Reagent Grade, 98%
92. Phthalic Acid, Puriss. P.a., >=99.5% (t)
93. Ab-131/40237186
94. Q423876
95. Fluorescein Sodium Impurity B [ep Impurity]
96. J-523870
97. Z57127456
98. F3110-2832
99. Phthalic Acid, European Pharmacopoeia (ep) Reference Standard
100. Phthalic Acid, United States Pharmacopeia (usp) Reference Standard
| Molecular Weight | 166.13 g/mol |
|---|---|
| Molecular Formula | C8H6O4 |
| XLogP3 | 0.7 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 2 |
| Exact Mass | 166.02660867 g/mol |
| Monoisotopic Mass | 166.02660867 g/mol |
| Topological Polar Surface Area | 74.6 Ų |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Complexity | 177 |
| 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 |
Probably excreted as phthalic acid. /From table/
Patty, F. (ed.). Industrial Hygiene and Toxicology: Volume II: Toxicology. 2nd ed. New York: Interscience Publishers, 1963., p. 1839
Yields 4,5-dihydroxyphthalic acid in Pseudomonas. /FROM TABLE/
Goodwin, B.L. Handbook of Intermediary Metabolism of Aromatic Compounds. New York: Wiley, 1976., p. 34
Dose effects of di(2-ethylhexyl)phthalate distribution, excretion, and binding to macromolecules were studied in rodents. The urinary di(2-ethylhexyl)phthalate metabolite profile was similar for all doses, except that free phthalic acid was 6 times greater on days 3 and 10 at the highest compared to the lowest dose.
PMID:7140694 Full text: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1569009 Albro PW et al; Environmental Health Perspectives 45: 19-25 (1982)
The metabolism of di-(5-hexenyl)phthalate and di-(9-decenyl)phthalate was investigated in rats. Male CD rats received two oral doses of 3 to 12 uM/kg radiolabeled or unlabeled di-(5-hexenyl)phthalate and di-(decenyl)phthalate in cottonseed oil 24 hr apart. One third of the radioactivity was found in the urine. The metabolites were identified as mono-5-hexenyl-phthalate. Mono-5-hexenyl-phthalate comprised 21% of the total urinary phthalates while 5-hexenyl-phthalate glucuronide amounted to 13.2% and free 5-hexenyl-phthalate to 7.8%. In contrast no metabolites of di-(9-decenyl)phthalate were excreted as glucuronide conjugates and only a trace of free phthalic acid was detected although 40 to 50% of the compound was recovered in the urine. The distribution of the metabolic phthalates indicated a different metabolic pathway for di-(9-decenyl)phthalate and di-(5-hexenyl)phthalate. /It was/ concluded that the chemically reactive epoxide metabolite of phthalate with unsaturated side chains may play a role in the acute toxicity of di-(5-hexenyl)phthalate and di-(9-decenyl)phthalate.
PMID:6548067 Albro PW et al; Xenobiotica 14 (5): 389-98 (1984)
Phthalate grown cells readily oxidized dibutylphthalate, phthalate, 3,4-dihydroxyphthalate and protocatechuate. Phthalate-3,4-dioxygenase (and possibly the dihydrodiol dehydrogenase) was induced by phthalate or a metabolite and subsequent enzymes were inducible by protocatechuate or a subsequent metabolic product. During growth at 37 C, strain 12B gave clones at high frequency that had lost the ability to grow with phthalate esters.
PMID:7085570 Full text: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC220188 Eaton RW, Ribbons DW; J Bacteriol 151 (l): 48-57 (1982)
For more Metabolism/Metabolites (Complete) data for PHTHALIC ACID (6 total), please visit the HSDB record page.
Although it is well established that high dose administration of di(2-ethylhexyl)phthalate and its monoester metabolite induces severe testicular atrophy in rats the mechanisms of this testicular injury Is not clear. The present experiment was undertaken to examine the effects of di(2-ethylhexyl) phthalate and mono(2-ethylhexyl)phthalate on mitochondrial functions of rat testis. Di(2-ethylhexyl)phthalate and di-n-octyl phthalate, a di(2-ethylhexyl) phthalate isomer which causes less severe testicular injury did not inhibit the state 3 oxygen consumption up to 0.65 umol/mL in vitro. On the other hand, mono(2-ethylhexyl)phthalate and mono-n-octyl phthalate a metabolite of di-n-octyl phthalate inhibited the state 3 oxygen-consumption down to a concentration of 0.065 amble/mL. Testicular mitochondrial respiratory functions of rats administered 2 g/kg di(2-ethylhexyl) phthalate were lower than those of control or di-n-octyl phthalate treated rats. These differences were verified by characteristics of pharmacokinetic parameters and testicular concentrations of mono(2-ethylhexyl)phthalate and mono-n-octyl phthalate. It nay be suggested that a possible mechanism of testicular atrophy induced by di(2-ethylhexyl) phthalate may be due to direct inhibition by mono(2-ethylhexyl)phthalate (and partially di(2-ethylhexyl)phthalate) of the respiratory functions of Sertoli cell mitochondria in rat testis.
PMID:2350233 Oishi S; Arch Toxicol 64 (2): 143-7 (1990)
... phthalic acid and nonylphenol stimulated PXR-mediated transcription at concentrations comparable to those at which they activate estrogen receptor-mediated transcription using a transient reporter gene expression assay in COS-7 cells.
PMID:10707959 Masuyama H et al; Mol Endocrinol 14 (3): 421-8 (2000)
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