3-Penten-2-one
Based on 1 Customer Validation
3‑Penten‑2‑one (Ethylideneacetone; (3Z)-pent-3-en-2-one) is an endogenous metabolite and a small-molecule ketone with antifungal activity. 3‑Penten‑2‑one induces HO‑1 expression, inhibits iNOS expression and NO production in lipopolysaccharide-activated RAW264.7 macrophages, and exerts anti-inflammatory effects. 3‑Penten‑2‑one inhibits the growth of Penicillium italicum, disrupts fungal hyphal and spore morphology and damages the cell membrane, and also exhibits inhibitory activity against various plant pathogenic fungi. 3-Penten-2-one can be used in research related to fungal infections and inflammatory diseases.
For research use only. We do not sell to patients.
- Purity : 98.29%
- CAS No.: 625-33-2
- Formula: C5H8O
- Molecular Weight:84.12
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Storage:Pure form -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Protocols
- Purity & Documentation
- References
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Help & FAQs
All Endogenous Metabolite Isoforms
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Biological Activity
Description
IC50 & Target
[1]|
iNOS |
HO-1 |
In Vitro
3-Penten-2-one (7 d) completely inhibits the mycelial growth of Penicillium italicum Q-1, with both MIC and MBC of 4 μL/L[4].
3-Penten-2-one (4 μL/L; 48 h) disrupts the mycelial morphology of Penicillium italicum Q-1, causing shrinkage and collapse; it impairs cell membrane integrity[4].
3-Penten-2-one (1/4 MIC-2 MIC; 24-48 h) increases the extracellular conductivity and decreases the pH of Penicillium italicum Q-1, indicating disruption of membrane permeability and leakage of acidic substances; increases MDA levels, indicating membrane lipid peroxidation; and decreases ergosterol content, indicating interference with membrane synthesis[4].
3-Penten-2-one (8 μL/L; fumigation for 3 d; storage for 6 d) optimally reduces the incidence and browning of Citrus reticulata 'Shiyueju' during postharvest storage[4].
3-Penten-2-one (F38) at a 102 dilution (approximately 7.3 g/L) completely inhibits the growth of Alternaria solani, Gibberella zeae, and Penicillium restrictum NS1[5].
3-Penten-2-one (1-10 μM; 6 h) inhibits LPS-induced NO production and iNOS expression in RAW264.7 macrophages[1].
3-Penten-2-one is consistently produced by Streptomyces scabiei 87-22 in ISP1-MHB-LB-ISP6-TSB cultures, with an average Log2 FC of 3.45[5].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:RAW264.7 murine macrophages
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Concentration:10 μM
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Incubation Time:6 h
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Result:Induced Nrf2-dependent HO-1 expression in RAW264.7 macrophages.
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Cell Line:RAW264.7 murine macrophages
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Concentration:1, 5, 10 μM
then exposed to 1 μg/ml of LPS -
Incubation Time:6 h
LPS for 6 h -
Result:Inhibits LPS-induced NO production in RAW264.7 macrophages.
Chemical Information
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CAS No. 625-33-2
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Appearance Liquid (Density: 0.857 g/cm3)
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Molecular Weight 84.12
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Formula C5H8O
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Color Colorless to light yellow
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SMILES
CC(/C=C/C)=O
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Synonyms
Ethylideneacetone; (3Z)-pent-3-en-2-one
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Pure form -20°C 3 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
In Vitro:
DMSO : 100 mg/mL (1188.78 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (296 KB)
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SDS (632 KB)
- English - EN (632 KB)
- Français - FR (632 KB)
- Deutsch - DE (632 KB)
- Norwegian - NO (632 KB)
- Español - ES (632 KB)
- Swedish - SV (632 KB)
- Italian - IT (632 KB)
- Korean - KR (632 KB)
- Portuguese - PT (632 KB)
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Handling Instructions (2659 KB)
References
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 11.8878 mL | 59.4389 mL | 118.8778 mL | 297.1945 mL |
| 5 mM | 2.3776 mL | 11.8878 mL | 23.7756 mL | 59.4389 mL | |
| 10 mM | 1.1888 mL | 5.9439 mL | 11.8878 mL | 29.7194 mL | |
| 15 mM | 0.7925 mL | 3.9626 mL | 7.9252 mL | 19.8130 mL | |
| 20 mM | 0.5944 mL | 2.9719 mL | 5.9439 mL | 14.8597 mL | |
| 25 mM | 0.4755 mL | 2.3776 mL | 4.7551 mL | 11.8878 mL | |
| 30 mM | 0.3963 mL | 1.9813 mL | 3.9626 mL | 9.9065 mL | |
| 40 mM | 0.2972 mL | 1.4860 mL | 2.9719 mL | 7.4299 mL | |
| 50 mM | 0.2378 mL | 1.1888 mL | 2.3776 mL | 5.9439 mL | |
| 60 mM | 0.1981 mL | 0.9906 mL | 1.9813 mL | 4.9532 mL | |
| 80 mM | 0.1486 mL | 0.7430 mL | 1.4860 mL | 3.7149 mL | |
| 100 mM | 0.1189 mL | 0.5944 mL | 1.1888 mL | 2.9719 mL |
3-Penten-2-one Related Classifications
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