Nonoxynol-9
Nonoxynol-9 is a nonionic detergent. Nonoxynol-9 inhibits SOD activity. Nonoxynol-9 exhibits activity against diverse microbes and pathogens. Nonoxynol-9 can be used for the research of HIV infection.
For research use only. We do not sell to patients.
- CAS No.: 14409-72-4
- Formula: C33H60O10
- Molecular Weight:616.83
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Storage:
4°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
Biological Activity
|
Cell Line
|
Type | Value | Description | References |
|---|---|---|---|---|
| HeLa | EC50 |
33.2 μg/mL
Compound: N-9
|
Cytotoxicity against human HeLa cells by MTT assay
Cytotoxicity against human HeLa cells by MTT assay
|
[PMID: 22846917] |
| HeLa | IC50 |
33 μg/mL
Compound: N-9
|
Cytotoxicity against human HeLa cells
Cytotoxicity against human HeLa cells
|
[PMID: 24900434] |
| HeLa | IC50 |
33.2 μg/mL
Compound: N-9
|
Cytotoxicity against human HeLa cells
Cytotoxicity against human HeLa cells
|
[PMID: 25027939] |
| HeLa | IC50 |
37 μg/mL
Compound: Nonoxynol-9
|
Cytotoxicity against human HeLa cells after 24 hrs by LDH assay
Cytotoxicity against human HeLa cells after 24 hrs by LDH assay
|
[PMID: 24140949] |
| HepG2 | IC50 |
2.31 μM
Compound: 92308132
|
HARVARD: Inhibition of liver stage Plasmodium berghei infection in HepG2 cells
HARVARD: Inhibition of liver stage Plasmodium berghei infection in HepG2 cells
|
[PMID: 22586124] |
| HepG2 | IC50 |
61 μM
Compound: 92308132
|
HARVARD: Cytotoxicity in HepG2 cell line
HARVARD: Cytotoxicity in HepG2 cell line
|
[PMID: 22586124] |
| Spermatozoa | ED50 |
0.01 %
Compound: Nonoxynol-9
|
Spermicidal activity against human spermatozoa
Spermicidal activity against human spermatozoa
|
[PMID: 16464584] |
Nonoxynol-9 (0.0625-0.5 mg/mL) potently reduces viability of human sperm in a concentration-dependent manner[1].
Nonoxynol-9 disrupts membrane integrity, damages organelles (including mitochondria and nuclei), induces intracellular acidification, alters redox balance, inhibits capacitation-related signaling, and reduces zona pellucida binding of human sperm[1].
Nonoxynol-9 (1-100 μg/mL; 1 min) induces a dose-dependent reduction in washed boar sperm motility[2].
Nonoxynol-9 (0.05%; 30 s) directly inactivates HIV virions, and blocks infection of HIV-pulsed cells[3].
Nonoxynol-9 exhibits in vitro activity against a range of sexually transmitted infection pathogens including HSV, cytomegalovirus, and multiple bacterial and protozoal species[3].
Nonoxynol-9 (0.00025%; 24-48 h; or 2 h daily for 3 days) causes cumulative cytotoxicity in primary vaginal epithelial cells, and repeat 2-hour daily exposures over 3 days increasing cytotoxicity[3].
Nonoxynol-9 (6-24 h) induces proinflammatory cytokine release (IL-1a, IL-1b, IL-8) in primary vaginal epithelial cells[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:primary vaginal epithelial cells
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Concentration:0.00025%
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Incubation Time:48; 24 h; 2 h daily for 3 days
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Result:Killed 89% of primary vaginal epithelial cells after 48-hour exposure.
Showed cells were relatively resistant during the first 24 hours of exposure.
Caused increased cytotoxicity after repeat 2-hour daily exposures for 3 days.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Progesterone-treated mice[3]
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Dosage:2%
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Administration:topical vaginal; single 20 μL dose
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Result:Caused extensive staining of the vaginal epithelium, indicating widespread damage to epithelial cell membranes.
Chemical Information
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CAS No. 14409-72-4
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Appearance Liquid
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Molecular Weight 616.83
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Formula C33H60O10
-
SMILES
OCCOCCOCCOCCOCCOCCOCCOCCOCCOC1=CC=C(C=C1)CCCCCCCCC
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Shipping
Room temperature in continental US; may vary elsewhere.
-
Storage
4°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
Purity & Documentation
References
[1]. Xu M, et al. Effects of nonoxynol-9 (N-9) on sperm functions: systematic review and meta-analysis. Reprod Fertil. 2022;3(1):R19-R33. Published 2022 Feb 21. [Content Brief]
[2]. Ingram MJ, et al. Synthesis and spermicidal activity of a putative nitric oxide-releasing derivative of nonoxynol-9. Contraception. 2004;70(1):73-76. [Content Brief]
[3]. Hillier SL, et al. In vitro and in vivo: the story of nonoxynol 9. J Acquir Immune Defic Syndr. 2005 May 1;39(1):1-8. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)