Alternariol
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Alternariol is an orally ingested mycotoxin produced by Alternaria, capable of inhibiting the activity of topoisomerase I and II (topoisomerase I, topoisomerase II). Alternariol has weak estrogenic (Estrogen Receptor/ERR) and androgen/antiandrogen (Androgen Receptor) effects. Alternariol can induce apoptosis, trigger cell cycle arrest, suppress innate immune responses, and exhibit anti-tumor activity. Alternariol has genotoxic, mutagenic, and endocrine-disrupting effects.
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- Reinheit: 99.79%
- CAS. Nr.: 641-38-3
- Formel: C14H10O5
- Molecular Weight:258.23
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Speicherung:
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
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Biologische Aktivität
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| A2780 | IC50 |
>10 μM
Compound: 12
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Cytotoxicity against human A2780 cells by MTT assay
Cytotoxicity against human A2780 cells by MTT assay
|
[PMID: 27441892] |
| BGC-823 | IC50 |
>10 μM
Compound: 12
|
Cytotoxicity against human BGC823 cells by MTT assay
Cytotoxicity against human BGC823 cells by MTT assay
|
[PMID: 27441892] |
| HCT-116 | IC50 |
>10 μM
Compound: 12
|
Cytotoxicity against human HCT116 cells by MTT assay
Cytotoxicity against human HCT116 cells by MTT assay
|
[PMID: 27441892] |
| HepG2 | IC50 |
>10 μM
Compound: 12
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Cytotoxicity against human HepG2 cells by MTT assay
Cytotoxicity against human HepG2 cells by MTT assay
|
[PMID: 27441892] |
| HT-29 | IC50 |
>20 μM
Compound: 17
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Cytotoxicity against human HT-29 cells after 3 days by sulforhodamine B assay
Cytotoxicity against human HT-29 cells after 3 days by sulforhodamine B assay
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[PMID: 28409637] |
| L5178Y | EC50 |
1.7 μg/mL
Compound: 1
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Cytotoxicity against mouse L5178Y cells by MTT assay
Cytotoxicity against mouse L5178Y cells by MTT assay
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[PMID: 18494522] |
| MCF7 | IC50 |
>20 μM
Compound: 17
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Cytotoxicity against human MCF7 cells after 3 days by sulforhodamine B assay
Cytotoxicity against human MCF7 cells after 3 days by sulforhodamine B assay
|
[PMID: 28409637] |
| NCI-H1650 | IC50 |
>10 μM
Compound: 12
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Cytotoxicity against human NCI-H1650 cells by MTT assay
Cytotoxicity against human NCI-H1650 cells by MTT assay
|
[PMID: 27441892] |
| RAW264.7 | IC50 |
51.4 μM
Compound: 14
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Antiinflammatory activity in mouse RAW 264.7 cells assessed as inhibition of LPS-induced nitric oxide production measured after 24 hrs by Griess reagent assay
Antiinflammatory activity in mouse RAW 264.7 cells assessed as inhibition of LPS-induced nitric oxide production measured after 24 hrs by Griess reagent assay
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[PMID: 35007071] |
Alternariol (10 μM, 24 h) inhibits the innate immune response of human lung epithelial cells (BEAS-2B) and mouse macrophages (RAW264.7)[2].
Alternariol (5-10 μM, 24 h) dose-dependently reduces inflammation in BEAS-2B cells induced by LPS (HY-D1056, 10 µg) [2].
Alternariol (1-100 μM, 24 h) inhibits the proliferation of BEAS-2B cells and induces cell cycle arrest[2].
Alternariol (10 μM, 24 h) induces HPRT and TK mutations in V79 cells and mouse lymphoma L5178Y tk+/− cells (MLC)[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:BEAS-2B, RAW264.7 (induced by LPS)
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Concentration:10 μM
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Incubation Time:24 h
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Result:Reduced IL6, IL8, MCP-1/CCL2 levels, induced cytochrome P450 CYP1A1 gene expression, and partially prevented LPS-induced downregulation.
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Cell Line:BEAS-2B
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Concentration:1, 5, 10, 15, 20, 25, 30, 50, 100 μM
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Incubation Time:24 h
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Result:Inhibited cell proliferation, but not cell death.
Alternariol (50-200 mg/kg, orally, once daily, 24 weeks) induces cell death and inhibits cell proliferation in DMBA (HY-W011845) induced breast cancer in mice, significantly suppressing breast cancer[5].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Pregnant mice[4]
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Dosage:1, 3, 5 mg/kg; daily; 4 days
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Administration:Intravenous injection (i.v.)
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Result:Showed embryonic apoptosis at the blastocyst stage, fetal weight loss, triggering a significant increase in total oxidative stress content and expression of genes encoding antioxidant proteins, and reducing the expression of CXCL1, IL-1β and IL-8.
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Animal Model:Mice induced by DMBA(HY-W011845)[5]
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Dosage:50, 100, 200 mg/kg; daily; 24 weeks
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Administration:Oral
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Result:Reduced proliferative lesions of breast tissue, restored normal histopathological characteristics of breast tissue, downregulated the expression of oncogenic markers such as PI3K and Akt, increased the expression of apoptosis markers such as p53, caspase-3 and Bax, reduced cell proliferation and increased cell apoptosis.
Chemical Information
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CAS. Nr. 641-38-3
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Appearance Solid
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Molecular Weight 258.23
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Formel C14H10O5
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Color White to light brown
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SMILES
CC1=CC(O)=CC(O2)=C1C3=CC(O)=CC(O)=C3C2=O
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Structure Classification
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Initial Source
fungi of the genus Alternaria
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Versand
Room temperature in continental US; may vary elsewhere.
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Speicherung
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Lösungsmittel & Löslichkeit
DMSO : 25 mg/mL (96.81 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 (protect from light). 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 (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Konzentration (Stammlösung) × Volumen (Stammlösung) = Konzentration (Ziellösung) × Volumen (Ziellösung)
Reinheit & Dokumentation
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Data Sheet (280 KB)
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SDS (644 KB)
- English - EN (644 KB)
- Français - FR (644 KB)
- Deutsch - DE (644 KB)
- Norwegian - NO (644 KB)
- Español - ES (644 KB)
- Swedish - SV (644 KB)
- Italian - IT (644 KB)
- Korean - KR (644 KB)
- Portuguese - PT (644 KB)
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Handling Instructions (2659 KB)
Verweise
[1]. Fliszár-Nyúl E, et al. Interaction of Mycotoxin Alternariol with Serum Albumin. Int J Mol Sci. 2019 May 12;20(9). pii: E2352. [Content Brief]
[2]. Grover S, et al. The Alternaria alternate Mycotoxin Alternariol Suppresses Lipopolysaccharide-Induced Inflammation. Int J Mol Sci. 2017 Jul 20;18(7). pii: E1577. [Content Brief]
[3]. Eva-Maria Brugger, et al. Mutagenicity of the mycotoxin alternariol in cultured mammalian cells. Toxicol Lett. 2006 Jul 14;164(3):221-30. [Content Brief]
[4]. Chien-Hsun Huang, et al. Alternariol exerts embryotoxic and immunotoxic effects on mouse blastocysts through ROS-mediated apoptotic processes. Toxicol Res (Camb). 2021 Jun 16;10(4):719-732. [Content Brief]
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 (protect from light). 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 | 3.8725 mL | 19.3626 mL | 38.7252 mL | 96.8129 mL |
| 5 mM | 0.7745 mL | 3.8725 mL | 7.7450 mL | 19.3626 mL | |
| 10 mM | 0.3873 mL | 1.9363 mL | 3.8725 mL | 9.6813 mL | |
| 15 mM | 0.2582 mL | 1.2908 mL | 2.5817 mL | 6.4542 mL | |
| 20 mM | 0.1936 mL | 0.9681 mL | 1.9363 mL | 4.8406 mL | |
| 25 mM | 0.1549 mL | 0.7745 mL | 1.5490 mL | 3.8725 mL | |
| 30 mM | 0.1291 mL | 0.6454 mL | 1.2908 mL | 3.2271 mL | |
| 40 mM | 0.0968 mL | 0.4841 mL | 0.9681 mL | 2.4203 mL | |
| 50 mM | 0.0775 mL | 0.3873 mL | 0.7745 mL | 1.9363 mL | |
| 60 mM | 0.0645 mL | 0.3227 mL | 0.6454 mL | 1.6135 mL | |
| 80 mM | 0.0484 mL | 0.2420 mL | 0.4841 mL | 1.2102 mL |