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Pentacosafluorotridecanoic Acid  (Synonyms: PFTrDA)

Cat. No.: HY-W679754
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Pentacosafluorotridecanoic Acid (PFTrDA) is a long-chain perfluoroalkyl carboxylic acid with strong endocrine-disrupting activity. Pentacosafluorotridecanoic Acid exhibits estrogenic effects and disrupts vtg1 transcription as well as sex hormone homeostasis in male Danio rerio. Pentacosafluorotridecanoic Acid disturbs steroidogenesis and HPG axis function in a sex-dependent pattern. Pentacosafluorotridecanoic Acid inhibits CYP17A and CYP11A1 to reduce testosterone and increase E2/T ratio in H295R cells. Pentacosafluorotridecanoic Acid triggers gender-specific immunomodulation after prenatal exposure. Pentacosafluorotridecanoic Acid correlates with lower eczema risk in female infants. Pentacosafluorotridecanoic Acid can be used for the research of endocrine disruption and eczema.

For research use only. We do not sell to patients.

Pentacosafluorotridecanoic Acid

Pentacosafluorotridecanoic Acid Chemical Structure

CAS No. : 72629-94-8

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Description

Pentacosafluorotridecanoic Acid (PFTrDA) is a long-chain perfluoroalkyl carboxylic acid with strong endocrine-disrupting activity. Pentacosafluorotridecanoic Acid exhibits estrogenic effects and disrupts vtg1 transcription as well as sex hormone homeostasis in male Danio rerio. Pentacosafluorotridecanoic Acid disturbs steroidogenesis and HPG axis function in a sex-dependent pattern. Pentacosafluorotridecanoic Acid inhibits CYP17A and CYP11A1 to reduce testosterone and increase E2/T ratio in H295R cells. Pentacosafluorotridecanoic Acid triggers gender-specific immunomodulation after prenatal exposure. Pentacosafluorotridecanoic Acid correlates with lower eczema risk in female infants. Pentacosafluorotridecanoic Acid can be used for the research of endocrine disruption and eczema[1][2].

IC50 & Target[1]

CYP17

 

CYP11A1

 

In Vitro

Pentacosafluorotridecanoic Acid (0.05-50 mg/L; 48 h) alters steroid hormone balance and down-regulates key steroidogenic genes in H295R human adrenocortical carcinoma cells[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Pentacosafluorotridecanoic Acid (0.01-10 mg/L; waterborne; continuous; 120 days) induces sex-dependent endocrine disruption in zebrafish, including increased E2 levels and E2/T, E2/11-KT ratios in males, decreased vtg1 expression in females, reduced survival across life stages, and altered HPG axis gene expression[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: neonates (< 24 h old)[1]
Dosage: 0.78 μg/L, 3.13 μg/L, 12.5 μg/L, 50 μg/L, 200 μg/L (chronic exposure); 1 mg/L, 10 mg/L, 100 mg/L (acute exposure)
Administration: waterborne; continuous; 21 days (chronic exposure); waterborne; continuous; 48 hours (acute exposure)
Result: Determined 48-hour EC50 for immobilization as 8.23 mg/L.
Identified NOEC for immobilization as 1 mg/L and LOEC as 10 mg/L for 48-hour acute exposure.
Established survival NOEC as 0.0125 mg/L for 21-day chronic exposure.
Significantly delayed the time required for reproduction of the first brood at 0.2 mg/L exposure.
Decreased population growth rate in a dose-dependent manner during 21-day chronic exposure.
Animal Model: Danio rerio (> 3 month old adults, fertilized eggs/larvae/juveniles)[1]
Dosage: 0.01 mg/L, 0.1 mg/L, 1 mg/L, 10 mg/L
Administration: waterborne; continuous; from fertilization through 120 dpf
Result: Identified NOEC for survival as 0.01 mg/L across larvae, juvenile, and adult stages, reduced adult survival to 40.63% at 0.1-10 mg/L, and increased condition factor of adult fish at 0.1 mg/L.
Elevated 17β-estradiol (E2) in male fish at 0.01 mg/L, decreased testosterone (T) and 11-ketotestosterone (11-KT) at 0.1 mg/L, and increased E2/T and E2/11-KT ratios at ≥ 0.01 mg/L.
Upregulated GnRHR2, GnRHR4, and ERα mRNA in male brain, GnRHR2 mRNA in female brain, HMGRB, 3βHSD, and CYP11A mRNA in female gonad.
Downregulated VTG1 mRNA in female liver concentration-dependently and up-regulated CYP19A and VTG1 mRNA in male gonad/liver at 0.1 mg/L.
Animal Model: Danio rerio (mixed sex, starting as fertilized eggs, raised to adult stage (120 day post fertilization))[2]
Dosage: 0.01 mg/L; 0.1 mg/L; 1 mg/L; 10 mg/L
Administration: waterborne; continuous; 120 days
Result: Elevated 17β-estradiol (E2), E2/T ratio, E2/11-KT ratio and gnrhr4 mRNA in male zebrafish at 0.01 mg/L.
Down-regulated vtg1 mRNA concentration-dependently and up-regulated hmgrb mRNA in female zebrafish at 0.01 mg/L.
Reduced zebrafish survival dose-dependently with stage-specific NOECs and increased condition factor in 120 dpf adults.
Molecular Weight

664.11

Formula

C₁₃HF₂₅O₂

CAS No.
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)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F

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Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

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Pentacosafluorotridecanoic Acid
Cat. No.:
HY-W679754
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