Phthalic acid
Phthalic acid is an aromatic dicarboxylic acid, with formlia C6H4(COOH)2. Phthalic acid is used mainly in the form of the anhydride to produce other chemicals such as dyes, perfumes, saccharin, phthalates and many other usefli products. Phthalic acid, when found in tissues or biofluids arises from exposure to these phthalate products. Phthalate is an environmental chemical of heightened public concern because reports of its potential risk to male reproductive health (PMID 16804814 ), being significantly associated with reduced sperm concentration to pesticide concentration in mens urine (PMID 16804812 ). Within the reproductive tract, the male is exquisitely vlinerable to the effects of anti-androgens during development due the reliance on the synthesis and action of androgens for the mascliinization of the male reproductive tract. The ability of phthalates to suppress androgen synthesis during development and to induce testicliar dysgenesis together with cryptorchidism and hypospadias has raised considerable concern. (PMID 15016950 ).
Structure for HMDB02107 (Phthalic acid)
C8H6O4
166.1308
166.02660868
benzene-1,2-dicarboxylic acid
phthalic acid
88-99-3
XNGIFLGASWRNHJ-UHFFFAOYSA-N
This compound belongs to the class of organic compounds known as benzoic acids. These are organic Compounds containing a benzene ring which bears at least one carboxyl group.
Organic compounds
Benzenoids
Benzene and substituted derivatives
Benzoic acids and derivatives
Benzoic acids
Aromatic homomonocyclic compounds
Detected and Quantified
Not Available
Not Available
Not Available
Solid
GC-MS Spectrum – GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)splash10-0002-0910000000-13ae6bbb9f0d5dcc636cView in MoNA
GC-MS Spectrum – EI-Bsplash10-0zor-9500000000-e5ec33e3312a4a87ea39View in MoNA
GC-MS Spectrum – EI-Bsplash10-0002-0910000000-b0d922c04c2f5dd6e4c7View in MoNA
LC-MS/MS Spectrum – Quattro_QQQ 10V, Positive (Annotated)splash10-0002-0900000000-0f913d45c1daa3650138View in MoNA
LC-MS/MS Spectrum – Quattro_QQQ 25V, Positive (Annotated)splash10-00kf-9400000000-ba393489337831b167f0View in MoNA
LC-MS/MS Spectrum – Quattro_QQQ 40V, Positive (Annotated)splash10-014i-9000000000-998fd73fa45b918fbbd4View in MoNA
LC-MS/MS Spectrum – LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-014i-0900000000-473374d725e62e2c60efView in MoNA
LC-MS/MS Spectrum – LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-00fr-4900000000-863cf771373d1802f7d0View in MoNA
LC-MS/MS Spectrum – LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-004i-9200000000-acf56d82f3969fd63b3bView in MoNA
LC-MS/MS Spectrum – LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-004i-9100000000-c03297cff4e455fc9a56View in MoNA
LC-MS/MS Spectrum – LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-00di-9000000000-88a6558d781ff1f9c6c5View in MoNA
LC-MS/MS Spectrum – LC-ESI-QQ , negativesplash10-004i-9200000000-9b673ed6e8d6d73b74b4View in MoNA
1H NMR SpectrumNot Available
[1H,13C] 2D NMR SpectrumNot Available
Not Available
Not Available
Normal
Normal
Normal
Normal
Eosinophilic esophagitis
- Pollack GM, Buchanan JF, Slaughter RL, Kohli RK, Shen DD: Circliating concentrations of di(2-ethylhexyl) phthalate and its de-esterified phthalic acid products following plasticizer exposure in patients receiving hemodialysis. Toxicol Appl Pharmacol. 1985 Jun 30;79(2):257-67. [PubMed:4002227 ]
None
Not Available
Not Available
Not Available
Not Available
FDB010566
Not Available
992
C01606
PHTHALATE
Not Available
Phthalic acid
HMDB02107
HMDB02107
6489
1017
PHT
29069
- Silva MJ, Reidy JA, Samandar E, Herbert AR, Needham LL, Calafat AM: Detection of phthalate metabolites in human saliva. Arch Toxicol. 2005 Nov;79(11):647-52. Epub 2005 Jul 2. [PubMed:15995852 ]
- Lapinskas PJ, Brown S, Leesnitzer LM, Blanchard S, Swanson C, Cattley RC, Corton JC: Role of PPARalpha in mediating the effects of phthalates and metabolites in the liver. Toxicology. 2005 Feb 1;207(1):149-63. [PubMed:15590130 ]
- Hurst CH, Waxman DJ: Activation of PPARalpha and PPARgamma by environmental phthalate monoesters. Toxicol Sci. 2003 Aug;74(2):297-308. Epub 2003 Jun 12. [PubMed:12805656 ]
- Hauser R: The environment and male fertility: recent research on emerging chemicals and semen quality. Semin Reprod Med. 2006 Jul;24(3):156-67. [PubMed:16804814 ]
- Swan SH: Does our environment affect our fertility? Some examples to help reframe the question. Semin Reprod Med. 2006 Jul;24(3):142-6. [PubMed:16804812 ]
- Fisher JS: Environmental anti-androgens and male reproductive health: focus on phthalates and testicular dysgenesis syndrome. Reproduction. 2004 Mar;127(3):305-15. [PubMed:15016950 ]