Page last updated: 2024-11-06

perfluorohexanoic acid

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Perfluorohexanoic acid (PFHxA) is a perfluorinated carboxylic acid (PFCA) with a six-carbon chain. It is a persistent organic pollutant (POP) that has been found in the environment and in human tissues. PFHxA is used in the production of fluoropolymers, such as Teflon, and in other industrial applications. It is a highly persistent compound, meaning that it does not break down easily in the environment. PFHxA has been shown to accumulate in the body, and it has been linked to a number of health effects, including liver toxicity, thyroid dysfunction, and developmental problems. It is often studied because of its environmental persistence, potential for bioaccumulation, and potential health effects. It is also used as a model compound for studying the effects of PFASs on the environment and human health.'

perfluorohexanoic acid : A monocarboxylic acid that is perfluorinated hexanoic acid. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID67542
CHEMBL ID3183213
CHEBI ID83492
SCHEMBL ID62447
MeSH IDM0456806

Synonyms (52)

Synonym
nsc-5213
hexanoic acid, undecafluoro-
undecafluoro-1-hexanoic acid
nsc5213
307-24-4
hexanoic acid, perfluoro-
NCGC00164452-01
perfluorohexanoic acid (pfhxa)
undecafluorohexanoic acid
undecafluorohexanoic acid, >=97.0% (t)
ipc-pffa-6 hg
undecafluorohexanoic acid high grade
ipc-pffa-6
perfluorohexanoic acid high grade
perfluorohexanoic acid
2,2,3,3,4,4,5,5,6,6,6-undecafluorohexanoic acid
U0067
NCGC00164452-02
zp34q2220r ,
nsc 5213
einecs 206-196-6
unii-zp34q2220r
hsdb 8299
NCGC00254548-01
dtxsid3031862 ,
cas-307-24-4
dtxcid1011862
tox21_300394
perfluorocaproic acid
hexanoic acid, 2,2,3,3,4,4,5,5,6,6,6-undecafluoro-
pfhxa
FT-0676293
AKOS015852673
undecafluorocaproic acid
perfluoro-1-pentanecarboxylic acid
SCHEMBL62447
CHEBI:83492 ,
CS-B0904
246-tri-tert-butylpyrimidine97
CHEMBL3183213
c6hf11o2
mfcd00198040
J-018083
perfluoro-n-hexanoic acid
Q27156874
BS-16816
AMY6785
D77222
perfluorohexanoic acid 100 microg/ml in acetonitrile
undecafluorohexanoicacid
EN300-7444938
1ST9501

Research Excerpts

Overview

Perfluorohexanoic acid (PFHxA) is a potential impurity and environmental degradation product of C6-based fluorotelomer products. It is a primary impurity, degradant, and metabolite associated with the short-chain fluorOTelomer-based chemistry used globally today.

ExcerptReferenceRelevance
"Perfluorohexanoic acid (PFHxA) is a potential impurity and environmental degradation product of C6-based fluorotelomer products. "( A hypothesis-driven weight-of-evidence analysis to evaluate potential endocrine activity of perfluorohexanoic acid.
Borghoff, SJ; Fitch, S; Huggett, D; Rager, JE, 2018
)
2.14
"Perfluorohexanoic acid (PFHxA) is a short-chain, six-carbon PFAA and is a primary impurity, degradant, and metabolite associated with the short-chain fluorotelomer-based chemistry used in the United States, Europe and Japan today. "( Perfluorohexanoic acid toxicity, part II: Application of human health toxicity value for risk characterization.
Anderson, JK; Durda, J; Goodrum, P; Luz, AL, 2019
)
3.4
"Perfluorohexanoic acid (PFHxA) is a short-chain, six-carbon perfluoroalkyl acid (PFAA) and is a primary impurity, degradant, and metabolite associated with the short-chain fluorotelomer-based chemistry used globally today. "( Perfluorohexanoic acid toxicity, part I: Development of a chronic human health toxicity value for use in risk assessment.
Anderson, JK; Durda, J; Goodrum, P; Luz, AL, 2019
)
3.4

Effects

ExcerptReferenceRelevance
"Perfluorohexanoic acid (PFHxA) has been recognized as an alternative to the wide usage of perfluorooctanoate (PFOA) and perfluorooctane sulfonate (PFOS) in the fluoropolymer industry for years. "( Perfluorohexanoic acid caused disruption of the hypothalamus-pituitary-thyroid axis in zebrafish larvae.
Guo, X; Han, Z; He, J; Liu, X; Lu, S; Wu, Q; Xie, P; Zhang, S, 2022
)
3.61

Toxicity

ExcerptReferenceRelevance
"Possible toxic effects of perfluorohexanoic acid (PFHxA) were evaluated when administered orally by gavage to rats at levels up to 200mg/kg/day for 90 days."( A 90-day repeated dose oral (gavage) toxicity study of perfluorohexanoic acid (PFHxA) in rats (with functional observational battery and motor activity determinations).
Chengelis, CP; Kirkpatrick, JB; Radovsky, A; Shinohara, M, 2009
)
0.9
" It has been shown that some PFAS lead to adverse health effects in the male reproductive system."( Genotoxicity assessment of perfluoroalkyl substances on human sperm.
Çetin, Ö; Emerce, E, 2018
)
0.48
" PFOS was the most toxic and PFHxA the least cytotoxic."( In vitro and in silico modeling of perfluoroalkyl substances mixture toxicity in an amphibian fibroblast cell line.
Guffey, S; Hoover, G; Kar, S; Leszczynski, J; Sepúlveda, MS, 2019
)
0.51

Bioavailability

ExcerptReferenceRelevance
" Essentially 100% of the dose was eliminated in urine within 24 h demonstrating that PFHx is readily absorbed and bioavailability approaches 100%, even at a dose as high as 100 mg/kg."( Absorption, distribution, metabolism, and excretion of [1-¹⁴C]-perfluorohexanoate ([¹⁴C]-PFHx) in rats and mice.
Buck, RC; Gannon, SA; Johnson, T; Loveless, SE; Nabb, DL; Serex, TL, 2011
)
0.37
" This emerging organic pollutant is persistent and highly bioavailable to humans, raising concerns about its potential health risks."( Comprehensive multi-omics approaches reveal the hepatotoxic mechanism of perfluorohexanoic acid (PFHxA) in mice.
Cai, Z; Hong, Y; Jiang, L; Xie, G; Zhang, H; Zhang, J, 2021
)
0.85

Dosage Studied

ExcerptRelevanceReference
" Minimal centrilobular hepatocellular hypertrophy was present in 200mg/kg/day group males and correlated with higher liver weights and slightly higher peroxisome beta oxidation activity at the end of the dosing period."( A 90-day repeated dose oral (gavage) toxicity study of perfluorohexanoic acid (PFHxA) in rats (with functional observational battery and motor activity determinations).
Chengelis, CP; Kirkpatrick, JB; Radovsky, A; Shinohara, M, 2009
)
0.6
" There were no apparent differences between genders in the serum half-life for PFHxA following 26 days of repeated oral dosing in rats; exposure decreased upon repeated dosing."( Comparison of the toxicokinetic behavior of perfluorohexanoic acid (PFHxA) and nonafluorobutane-1-sulfonic acid (PFBS) in cynomolgus monkeys and rats.
Chengelis, CP; Kirkpatrick, JB; Myers, NR; Shinohara, M; Stetson, PL; Sved, DW, 2009
)
0.61
" Rats selected for reproductive evaluations were dosed for approximately 70 days prior to cohabitation, through gestation and lactation, for a total of about 4 months."( Toxicological evaluation of sodium perfluorohexanoate.
Buck, RC; Donner, EM; Frame, SR; Korzeniowski, SH; Lewis, J; Loveless, SE; Mukerji, P; O'Connor, JC; Serex, T; Slezak, B, 2009
)
0.35
"The absorption, tissue distribution, elimination, and metabolism of [1-¹⁴C]-PFHx in rats and mice dosed orally at 2 or 100 mg/kg was evaluated following a single dose or after 14 consecutive doses."( Absorption, distribution, metabolism, and excretion of [1-¹⁴C]-perfluorohexanoate ([¹⁴C]-PFHx) in rats and mice.
Buck, RC; Gannon, SA; Johnson, T; Loveless, SE; Nabb, DL; Serex, TL, 2011
)
0.37
" Activated sludge collected from two WWTPs was dosed with 6:2 FTOH to investigate its biotransformation rate and to identify major transformation products."( 6:2 Fluorotelomer alcohol aerobic biotransformation in activated sludge from two domestic wastewater treatment plants.
Buck, RC; Folsom, PW; McCausland, PK; Sun, H; Wang, N; Wolstenholme, BW; Zhao, L, 2013
)
0.39
" Pup body weights were reduced on postpartum day (PPD) 0 in all the dosage groups, but persisted only in the 350 and 500 mg/kg/d groups."( Oral (Gavage) Combined Developmental and Perinatal/Postnatal Reproduction Toxicity Study of Ammonium Salt of Perfluorinated Hexanoic Acid in Mice.
Hoberman, AM; Iwai, H, 2014
)
0.4
" This complicates logistical dose-response modeling and establishment of a threshold value characterizing the chronic toxicity of PFAS to ecological receptors."( Chronic Reproductive Toxicity Thresholds for Northern Bobwhite Quail (Colinus virginianus) Exposed to Perfluorohexanoic Acid (PFHxA) and a Mixture of Perfluorooctane Sulfonic Acid (PFOS) and PFHxA.
Anderson, TA; Crago, JP; Dennis, ML; Dennis, NM; Field, JA; Heron, CG; Hossain, F; Jackson, WA; Karnjanapiboonwong, A; McCarthy, C; Salice, CJ; Subbiah, S, 2021
)
0.84
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
environmental contaminantAny minor or unwanted substance introduced into the environment that can have undesired effects.
xenobioticA xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
fluoroalkanoic acidAny organofluorine compound that is the perfluorinated derivative of any alkanoic acid.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (7)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
acetylcholinesteraseHomo sapiens (human)Potency70.97990.002541.796015,848.9004AID1347395
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency33.69290.001022.650876.6163AID1224838; AID1224893
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency0.03440.003041.611522,387.1992AID1159552
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency0.02030.001530.607315,848.9004AID1224842; AID1224849
pregnane X nuclear receptorHomo sapiens (human)Potency70.79460.005428.02631,258.9301AID720659
peroxisome proliferator activated receptor gammaHomo sapiens (human)Potency54.94100.001019.414170.9645AID743191
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency61.13060.000627.21521,122.0200AID720636
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (96)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's7 (7.29)29.6817
2010's71 (73.96)24.3611
2020's18 (18.75)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 37.06

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index37.06 (24.57)
Research Supply Index4.60 (2.92)
Research Growth Index5.41 (4.65)
Search Engine Demand Index49.01 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (37.06)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (3.06%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other95 (96.94%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]