perfluorodecanoic acid

Synonyms: "perfluorodecanoic acid", "nonadecafluorodecanoic acid", "PFDA", "perfluoro-N-decanoic acid", "nonadecafluoro-n-decanoic acid", "2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-nonadecafluorodecanoic acid", "perfluorocapric acid", "nonadecafluorocapric acid".

Source: perfluorodecanoic acid is a member of a class of perfluorinated alkanoic acids commonly used as lubricants, plasticizers, wetting agents and corrosion, as well as emulsifiers and surfactants in fluoropolymer manufacturing.


IUPAC Name: 2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-nonadecafluorodecanoic acid
CAS Number: 335-76-2
PubChem ID: 9555
Canonical SMILES: C(=O)(C(C(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)O

Structural Properties:

Molecular Formula: C10HF19O2
Molecular Weight: 514.086

Pharmacophore Features:

Number of bond donors: 1
Number of bond acceptors: 21
Number of atoms different from hydrogen: 31


2D structure (.sdf)
3D structure (.sdf)
3D structure (.mol2)
3D structure (.pdb)
3D structure (.pdbqt)

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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors

Berg, V., Nost, T.H., Hansen, S., Elverland, A., Veyhe, A.S., Jorde, R., Odland, J.a?. and Sandanger, T.M., 2015. Assessing the relationship between perfluoroalkyl substances, thyroid hormones and binding proteins in pregnant women, a longitudinal mixed effects approach. Environment international, 77, pp.63-69. DOI: 10.1016/j.envint.2015.01.007. URL:
Bookstaff RC, Moore RW, Ingall GB and Peterson RE. 1990. Androgenic deficiency in male rats treated with perfluorodecanoic acid. Toxicology and applied pharmacology, 104(2), pp.322-333. DOI: 10.1016/0041-008X(90)90306-F. URL:
Boujrad, N., Vidic, B., Gazouli, M., Culty, M. and Papadopoulos, V., 2000. The peroxisome proliferator perfluorodecanoic acid inhibits the peripheral-type benzodiazepine receptor (PBR) expression and hormone-stimulated mitochondrial cholesterol transport and steroid formation in Leydig cells. Endocrinology, 141(9), pp.3137-3148. DOI: 10.1210/endo.141.9.7678. URL:
Harris MW, Uraih LC and Birnbaum LS, 1989. Acute toxicity of perfluorodecanoic acid in C57BL/6 mice differs from 2, 3, 7, 8-tetrachlorodibenzo-p-dioxin. Fundam Appl Toxicol 13(4):723-736. DOI: 10.1016/0272-0590(89)90330-8. URL: CK, Van Rafelghem MJ, Menahan LA and Peterson RE. 1987. Effects of perfluorodecanoic acid on hepatic indices of thyroid status in the rat. Biochem Pharmacol 36(8):1337-1344. DOI: 10.1016/0006-2952(87)90091-8. URL:
Langley AE and Pilcher GD. 1985. Thyroid, bradycardic and hypothermic effects of perfluoro?n?decanoic acid in rats. Journal of Toxicology and Environmental Health, Part A Current Issues 15(3-4):pp.485-491. DOI: 10.1080/15287398509530675. URL:
Long M, Ghisari M and Bonefeld-Jorgensen EC. 2013. Effects of perfluoroalkyl acids on the function of the thyroid hormone and the aryl hydrocarbon receptor. Environ Sci Pollut Res Int 20(11):8045-8056. DOI: 10.1007/s11356-013-1628-7. URL:
Rosenmai AK, Ahrens L, Godec T, Lundqvist J and Oskarsson A. 2017. Relationship between peroxisome proliferator?activated receptor alpha activity and cellular concentration of 14 perfluoroalkyl substances in HepG2 cells. J Appl Toxicol 38(2):219-226. DOI: 10.1002/jat.3515. URL:
Van Rafelghem, M.J., Inhorn, S.L. and Peterson, R.E., 1987. Effects of perfluorodecanoic acid on thyroid status in rats. Toxicology and applied pharmacology, 87(3), pp.430-439. DOI: 10.1016/0041-008X(87)90248-1. URL:
Wang Y, Rogan WJ, Chen PC, Lien GW, Chen HY, Tseng YC, Longnecker MP and Wang SL. 2014. Association between maternal serum perfluoroalkyl substances during pregnancy and maternal and cord thyroid hormones: Taiwan maternal and infant cohort study. Environ Health Perspect 122(5):529-534. DOI: 10.1289/ehp.1306925. URL:
Wolf CJ, Takacs ML, Schmid JE, Lau C, Abbott BD. 2008. Activation of mouse and human peroxisome proliferator-activated receptor alpha by perfluoroalkyl acids of different functional groups and chain lengths. Toxicol Sci 106(1):162-171. DOI: 10.1093/toxsci/kfn166. URL:

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