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
-
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
Description
Cellular Effect
|
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] |
In Vitro
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. Further protocols information, click here.
-
Cell Line:primary vaginal epithelial cells
-
Concentration:0.00025%
-
Incubation Time:48; 24 h; 2 h daily for 3 days
-
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.
In Vivo
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
-
Animal Model:Progesterone-treated mice[3]
-
Dosage:2%
-
Administration:topical vaginal; single 20 μL dose
-
Result:Caused extensive staining of the vaginal epithelium, indicating widespread damage to epithelial cell membranes.
Chemical Information
-
CAS No. 14409-72-4
-
Appearance Liquid
-
Molecular Weight 616.83
-
Formula C33H60O10
-
SMILES
OCCOCCOCCOCCOCCOCCOCCOCCOCCOC1=CC=C(C=C1)CCCCCCCCC
-
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)
Protocols
-
Research Protocol for Infectious Diseases
Infectious-disease experiments test how pathogens interact with host barriers, innate immune receptors, inflammatory signaling, pathogen replication, and tissue injury; pattern-recognition receptors such as TLRs, RIG-I-like receptors, NOD-like receptors, and inflammasomes detect microbial molecules and activate NF-κB, interferon, and cytokine responses. The central hypothesis is that infection severity reflects the balance between pathogen burden and host response: protective inflammation restricts pathogen growth, whereas excessive or mislocalized inflammation contributes to tissue damage and disease phenotype. Unresolved questions include which host pathways are protective versus pathogenic, why some infection models fail to translate to human disease, and which combined readouts best predict clinically relevant infection outcomes.
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)