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Details

Stereochemistry ACHIRAL
Molecular Formula C9HF17O2
Molecular Weight 464.0759
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PERFLUORONONANOIC ACID

SMILES

OC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F

InChI

InChIKey=UZUFPBIDKMEQEQ-UHFFFAOYSA-N
InChI=1S/C9HF17O2/c10-2(11,1(27)28)3(12,13)4(14,15)5(16,17)6(18,19)7(20,21)8(22,23)9(24,25)26/h(H,27,28)

HIDE SMILES / InChI

Molecular Formula C9HF17O2
Molecular Weight 464.0759
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Exploratory assessment of perfluorinated compounds and human thyroid function.
2010-02-09
Perfluorononanoic acid-induced apoptosis in rat spleen involves oxidative stress and the activation of caspase-independent death pathway.
2010-01-12
Perfluorononanoic acid induces apoptosis involving the Fas death receptor signaling pathway in rat testis.
2009-10-28
Organic anion transporting polypeptide (Oatp) 1a1-mediated perfluorooctanoate transport and evidence for a renal reabsorption mechanism of Oatp1a1 in renal elimination of perfluorocarboxylates in rats.
2009-10-28
Combined effects of polyfluorinated and perfluorinated compounds on primary cultured hepatocytes from rare minnow (Gobiocypris rarus) using toxicogenomic analysis.
2009-10-19
Perfluorinated compounds in sediments from the Daliao River system of northeast China.
2009-10
Effects of 18 perfluoroalkyl compounds on mRNA expression in chicken embryo hepatocyte cultures.
2009-10
Partitioning behavior of per- and polyfluoroalkyl compounds between pore water and sediment in two sediment cores from Tokyo Bay, Japan.
2009-09-15
Decomposition of perfluorocarboxylic acids (PFCAs) by heterogeneous photocatalysis in acidic aqueous medium.
2009-09
Distribution of perfluorocarboxylate isomers in select samples from the North American environment.
2009-09
Tracking the pathways of human exposure to perfluorocarboxylates.
2009-08-01
Polyfluoroalkyl chemicals in pooled blood serum from infants, children, and adults in Australia.
2009-06-01
Do perfluoroalkyl compounds impair human semen quality?
2009-06
Polyfluoroalkyl chemicals in the serum and milk of breastfeeding women.
2009-06
Competitive binding of poly- and perfluorinated compounds to the thyroid hormone transport protein transthyretin.
2009-06
Relationship between dietary exposure and serum perfluorochemical (PFC) levels--a case study.
2009-05
8-2 fluorotelomer alcohol aerobic soil biodegradation: pathways, metabolites, and metabolite yields.
2009-05
Alterations of cytokines and MAPK signaling pathways are related to the immunotoxic effect of perfluorononanoic acid.
2009-04
Total body burden and tissue distribution of polyfluorinated compounds in harbor seals (Phoca vitulina) from the German Bight.
2009-04
Association among serum perfluoroalkyl chemicals, glucose homeostasis, and metabolic syndrome in adolescents and adults.
2009-04
Temporal trends (1992-2007) of perfluorinated chemicals in Northern Sea Otters (Enhydra lutris kenyoni) from South-Central Alaska.
2009-04
Time trends and the influence of age and gender on serum concentrations of perfluorinated compounds in archived human samples.
2009-03-15
High lipophilicity of perfluoroalkyl carboxylate and sulfonate: implications for their membrane permeability.
2009-02-18
Evaluation of wastewater and street runoff as sources of perfluorinated surfactants (PFSs).
2009-01
Accumulation of perfluorinated compounds in captive Bengal tigers (Panthera tigris tigris) and African lions (Panthera leo Linnaeus) in China.
2008-11
Perfluorinated surfactants (PFSs) in size-fractionated street dust in Tokyo.
2008-11
Activation of mouse and human peroxisome proliferator-activated receptor alpha by perfluoroalkyl acids of different functional groups and chain lengths.
2008-11
Potential effects of perfluorinated compounds in common cormorants from Lake Biwa, Japan: an implication from the hepatic gene expression profiles by microarray.
2008-11
Efficient decomposition of perfluorocarboxylic acids and alternative fluorochemical surfactants in hot water.
2008-10-01
Time trends and transplacental transfer of perfluorinated compounds in melon-headed whales stranded along the Japanese coast in 1982, 2001/2002, and 2006.
2008-10-01
Immunotoxic effects of perfluorononanoic acid on BALB/c mice.
2008-10
Concentrations and patterns of perfluoroalkyl acids in Georgia, USA surface waters near and distant to a major use source.
2008-10
Occurrence and sources of perfluorinated surfactants in rivers in Japan.
2008-09-01
Serum levels of perfluoroalkyl compounds in human maternal and umbilical cord blood samples.
2008-09
Serum concentrations of polyfluoroalkyl compounds in Faroese whale meat consumers.
2008-08-15
Spatial trends of polyfluorinated compounds in guillemot (Uria aalge) eggs from North-Western Europe.
2008-08
Use of newborn screening program blood spots for exposure assessment: declining levels of perluorinated compounds in New York State infants.
2008-07-15
Protein-surfactant interaction: differences between fluorinated and hydrogenated surfactants.
2008-06-15
Biomonitoring of perfluorochemicals in plasma of New York State personnel responding to the World Trade Center disaster.
2008-05-01
WTC responders have high blood levels of perfluorinated compounds.
2008-05-01
Biomonitoring of perfluorinated compounds in children and adults exposed to perfluorooctanoate-contaminated drinking water.
2008-05
Fluorotelomer alcohols induce hepatic vitellogenin through activation of the estrogen receptor in male medaka (Oryzias latipes).
2008-05
Contamination and effects of perfluorochemicals in Baikal seal (Pusa sibirica). 2. Molecular characterization, expression level, and transcriptional activation of peroxisome proliferator-activated receptor alpha.
2008-04-01
Contamination and effects of perfluorochemicals in Baikal seal (Pusa sibirica). 1. Residue level, tissue distribution, and temporal trend.
2008-04-01
Investigation of the biodegradation potential of a fluoroacrylate polymer product in aerobic soils.
2008-02-01
[Perfluorinated compounds in potable water].
2008
Emissions of perfluorinated alkylated substances (PFAS) from point sources--identification of relevant branches.
2008
Perfluorinated chemicals and fetal growth: a study within the Danish National Birth Cohort.
2007-11
Polyfluoroalkyl chemicals in the U.S. population: data from the National Health and Nutrition Examination Survey (NHANES) 2003-2004 and comparisons with NHANES 1999-2000.
2007-11
High-resolution atmospheric modeling of fluorotelomer alcohols and perfluorocarboxylic acids in the North American troposphere.
2007-08-15
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:55:20 GMT 2025
Edited
by admin
on Mon Mar 31 19:55:20 GMT 2025
Record UNII
5830Z6S63M
Record Status Validated (UNII)
Record Version
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Name Type Language
PERFLUORONONANOIC ACID
Systematic Name English
PFNA
Preferred Name English
HEPTADECAFLUORONONANOIC ACID
Systematic Name English
HEPTADECAFLUOROPELARGONIC ACID
Systematic Name English
Code System Code Type Description
CAS
375-95-1
Created by admin on Mon Mar 31 19:55:20 GMT 2025 , Edited by admin on Mon Mar 31 19:55:20 GMT 2025
PRIMARY
CHEBI
38397
Created by admin on Mon Mar 31 19:55:20 GMT 2025 , Edited by admin on Mon Mar 31 19:55:20 GMT 2025
PRIMARY
PUBCHEM
67821
Created by admin on Mon Mar 31 19:55:20 GMT 2025 , Edited by admin on Mon Mar 31 19:55:20 GMT 2025
PRIMARY
SMS_ID
300000053601
Created by admin on Mon Mar 31 19:55:20 GMT 2025 , Edited by admin on Mon Mar 31 19:55:20 GMT 2025
PRIMARY
HSDB
8040
Created by admin on Mon Mar 31 19:55:20 GMT 2025 , Edited by admin on Mon Mar 31 19:55:20 GMT 2025
PRIMARY
ECHA (EC/EINECS)
206-801-3
Created by admin on Mon Mar 31 19:55:20 GMT 2025 , Edited by admin on Mon Mar 31 19:55:20 GMT 2025
PRIMARY
FDA UNII
5830Z6S63M
Created by admin on Mon Mar 31 19:55:20 GMT 2025 , Edited by admin on Mon Mar 31 19:55:20 GMT 2025
PRIMARY
WIKIPEDIA
PERFLUORONONANOIC ACID
Created by admin on Mon Mar 31 19:55:20 GMT 2025 , Edited by admin on Mon Mar 31 19:55:20 GMT 2025
PRIMARY
EPA CompTox
DTXSID8031863
Created by admin on Mon Mar 31 19:55:20 GMT 2025 , Edited by admin on Mon Mar 31 19:55:20 GMT 2025
PRIMARY