CAS Number42422-68-4
Synonyms|A-Zearanol; Taleranol; (6S,10S)-6-(6,10-Dihydroxyundecyl)-b-resorcyclic acid m-lactone; |A-Zearalanol; Taleranolum; |A-Zeranol; (6S,10S)-6-(6,10-Dihydroxyundecyl)-β-resorcyclic acid μ-lactone; β-Zearalanol; β zearalanol; b-Zearalanol; (3S,7S)-3,4,5,6,7,8,9
Molecular FormulaC18H26O5
Molecular Weight322.40
Purity~98 (HPLC)%
Density1.2±0.1 g/cm3
Boiling Point576.0±50.0 °C at 760 mmHg
Melting Point134-137ºC
Appearancepowder
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 42422-68-4 |
| Catalog No. | 2A-1177705 |
| Chinese Name | B-赤霉醇 |
| Synonyms | |A-Zearanol; Taleranol; (6S,10S)-6-(6,10-Dihydroxyundecyl)-b-resorcyclic acid m-lactone; |A-Zearalanol; Taleranolum; |A-Zeranol; (6S,10S)-6-(6,10-Dihydroxyundecyl)-β-resorcyclic acid μ-lactone; β-Zearalanol; β zearalanol; b-Zearalanol; (3S,7S)-3,4,5,6,7,8,9 |
| Molecular Formula | C18H26O5 |
| Molecular Weight | 322.40 |
| Purity | ~98 (HPLC) |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 576.0±50.0 °C at 760 mmHg |
| Melting Point | 134-137ºC |
| Appearance | powder |
| Storage Condition | −20°C |
| Application | Beta-Zearalanol is a mycotoxin produced by Fusarium and can cause apoptosis and oxidative stress in mammalian germ cells. Beta-Zearalanol is a derivative of zearalenone (ZEA) that can be combined with |
| PubChem ID | 24902165 |
| MDL Number | MFCD00151077 |
| SMILES | C[C@H]1CCC[C@@H](O)CCCCCc2cc(O)cc(O)c2C(=O)O1 |
| InChI | 1S/C18H26O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h10-12,14,19-21H,2-9H2,1H3/t12-,14-/m0/s1 |
| InChI Key | DWTTZBARDOXEAM-JSGCOSHPSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| MSDS | msds/178291_2_42422_68_4.pdf |
| Bioactivity | Beta-zearalenol is an mycotoxin produced by Fusarium spp, which causes apoptosis and oxidative stress in mammalian reproductive cells[1]. Beta-zearalenol is the derivative of zearalenone (ZEA) which can conjugate with glucuronic acid[2]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Metabolic Disease In Vitro βeta-zearalenol (0-200 μM; 24 hours) inhibits BGC proliferation in a dose-dependent manner, with an IC50 of 25 μM[1]. βeta-Zearalenol (0-100 μM; 72 hours) shows high toxic with an IC50 of 15.2 μM in the HepG2 cells, synergistic effect of β-ZOL+ZEN or β-ZOL+α-ZOL with IC50 values of 19.8 uM, 16.8 uM, respectively[2]. βeta-Zearalenol (0-10 μM; 72 hours) has the highest inhibition effect on the all three investigated cytokines: IL-8, IL-1β and TNF-α by comparation with ZEA or α-Zearalenol[2]. Cell Viability Assay[2] Cell Line: HepG2 cells Concentration: 0-100 μM Incubation Time: 72 hours Result: Shown a dose-dependent reduction of viability of cells treated with β-ZOL. Cell Proliferation Assay[1] Cell Line: BGC cells Concentration: 0 μM, 5 μM, 10 μM, 15 μM, 25 μM, 50 μM, 100 μM, and 200 μM Incubation Time: 24 hours Result: Inhibited cell proliferation in a dose-dependent manner. RT-PCR[2] Cell Line: HepG2 cells Concentration: 1 μM, 5 μM, 10 μM Incubation Time: 72 hours Result: Had the higher cytotoxic effect in comparation with α-Zearalenol. References [1]. Yang F, et al. Melatonin alleviates β-zearalenol and HT-2 toxin-induced apoptosis and oxidative stress in bovine ovarian granulosa cells. Environ Toxicol Pharmacol. 2019 May;68:52-60. [2]. Marin DE, et al. Cytotoxic and inflammatory effects of individual and combined exposure of HepG2 cells to zearalenone and its metabolites. Naunyn Schmiedebergs Arch Pharmacol. 2019 Aug;392(8):937-947. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 576.0±50.0 °C at 760 mmHg Melting Point 134-137ºC Molecular Formula C18H26O5 Molecular Weight 322.396 Flash Point 207.9±23.6 °C Exact Mass 322.178009 PSA 86.99000 LogP 3.86 Vapour Pressure 0.0±1.7 mmHg at 25°C Index of Refraction 1.536 InChIKey DWTTZBARDOXEAM-JSGCOSHPSA-N SMILES CC1CCCC(O)CCCCCc2cc(O)cc(O)c2C(=O)O1 Storage condition −20°C |
| Use of | Beta-zearalenol is an mycotoxin produced by Fusarium spp, which causes apoptosis and oxidative stress in mammalian reproductive cells[1]. Beta-zearalenol is the derivative of zearalenone (ZEA) which can conjugate with glucuronic acid[2]. Properties Articles18 Name (7S,11S)-7,15,17-trihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-13-one Synonym More Synonyms b-Zearalanol Biological Activity Description Beta-zearalenol is an mycotoxin produced by Fusarium spp, which causes apoptosis and oxidative stress in mammalian reproductive cells[1]. Beta-zearalenol is the derivative of zearalenone (ZEA) which can conjugate with glucuronic acid[2]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Metabolic Disease References [1]. Yang F, et al. Melatonin alleviates β-zearalenol and HT-2 toxin-induced apoptosis and oxidative stress in bovine ovarian granulosa cells. Environ Toxicol Pharmacol. 2019 May;68:52-60. Chemical & Physical Properties Molecular Formula C18H26O5 Exact Mass 322.178009 PSA 86.99000 Index of Refraction 1.536 InChIKey DWTTZBARDOXEAM-JSGCOSHPSA-N |
| Transport Info | Product name: beta-Zearalanolsolution10mug/mLinacetonitrile,analyticalstandard |
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