Name | (7S,11S)-7,15,17-trihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-13-one |
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Synonyms |
|A-Zearanol
Taleranol (6S,10S)-6-(6,10-Dihydroxyundecyl)-b-resorcyclic acid m-lactone 1H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-trihydroxy-3-methyl-, (3S,7S)- |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 (3S,7S)-3,4,5,6,7,8,9,10,11,12-Decahydro-7,14,16-trihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1-one (3S,7S)-7,14,16-Trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-1H-2-benzoxacyclotetradecin-1-one [3S-(3R*,7R*)]-3,4,5,6,7,8,9,10,11,12-Decahydro-7,14,16-trihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1-one |
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]. |
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Related Catalog | |
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 |
Density | 1.2±0.1 g/cm3 |
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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 |
Storage condition | −20°C |
Section1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE Product identifiers : β-Zearalanol Product name CAS-No.: 42422-68-4 Section2. HAZARDS IDENTIFICATION Classification of the substance or mixture Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP] Skin irritation (Category 2) Eye irritation (Category 2) Reproductive toxicity (Category 1B) Specific target organ toxicity - single exposure (Category 3) Classification according to EU Directives 67/548/EEC or 1999/45/EC May impair fertility. Irritating to eyes, respiratory system and skin. Label elements Labelling according Regulation (EC) No 1272/2008 [CLP] Pictogram Signal wordDanger Hazard statement(s) Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation. May damage fertility or the unborn child. Precautionary statement(s) Obtain special instructions before use. Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray. P305 + P351 + P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P308 + P313IF exposed or concerned: Get medical advice/ attention. Supplemental Hazardnone Statements According to European Directive 67/548/EEC as amended. Hazard symbol(s) R-phrase(s) R60May impair fertility. R36/37/38Irritating to eyes, respiratory system and skin. S-phrase(s) S53Avoid exposure - obtain special instructions before use. S36/37/39Wear suitable protective clothing, gloves and eye/face protection. S45In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). Restricted to professional users. Other hazards - none Section3. COMPOSITION/INFORMATION ON INGREDIENTS Substances : 2,4-Dihydroxy-6-(6β,10-dihydroxyundecyl]benzoic acid μ-lactone Synonyms Formula: C18H26O5 Molecular Weight: 322,4 g/mol ComponentConcentration B-Zearalanol CAS-No.42422-68-4- Section4. FIRST AID MEASURES Description of first aid measures General advice Consult a physician. Show this safety data sheet to the doctor in attendance. If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician. Most important symptoms and effects, both acute and delayed Some steroids show carcinogenic and teratogenic activity., To the best of our knowledge, the chemical, physical, and toxicological properties have not been thoroughly investigated. Indication of any immediate medical attention and special treatment needed no data available Section5. FIREFIGHTING MEASURES Extinguishing media Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Special hazards arising from the substance or mixture Carbon oxides Advice for firefighters Wear self contained breathing apparatus for fire fighting if necessary. Further information no data available Section6. ACCIDENTAL RELEASE MEASURES Personal precautions, protective equipment and emergency procedures Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Methods and materials for containment and cleaning up Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal. Reference to other sections For disposal see section 13. Section7. HANDLING AND STORAGE Precautions for safe handling Avoid contact with skin and eyes. Avoid formation of dust and aerosols.Avoid exposure - obtain special instructions before use. Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire protection. Conditions for safe storage, including any incompatibilities Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature: -20 °C Specific end uses no data available Section8. EXPOSURE CONTROLS/PERSONAL PROTECTION Control parameters Components with workplace control parameters Exposure controls Appropriate engineering controls Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Personal protective equipment Eye/face protection Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Body Protection impervious clothing, The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Respiratory protection Where risk assessment shows air-purifying respirators are appropriate use a full-face particle respirator type N100 (US) or type P3 (EN 143) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU). Section9. PHYSICAL AND CHEMICAL PROPERTIES Information on basic physical and chemical properties a) AppearanceForm: solid b) Odourno data available c) Odour Thresholdno data available d) pHno data available e) Melting point/freezingno data available point f) Initial boiling point and no data available boiling range g) Flash pointno data available h) Evaporation rateno data available i) Flammability (solid, gas) no data available j) Upper/lowerno data available flammability or explosive limits k) Vapour pressureno data available l) Vapour densityno data available m) Relative densityno data available n) Water solubilityno data available o) Partition coefficient: n- no data available octanol/water p) Autoignitionno data available temperature q) Decompositionno data available temperature r) Viscosityno data available s) Explosive propertiesno data available t) Oxidizing propertiesno data available Other safety information no data available Section10. STABILITY AND REACTIVITY Reactivity no data available Chemical stability no data available Possibility of hazardous reactions no data available Conditions to avoid no data available Incompatible materials Strong oxidizing agents Hazardous decomposition products Other decomposition products - no data available Section11. TOXICOLOGICAL INFORMATION Information on toxicological effects Acute toxicity no data available Skin corrosion/irritation no data available Serious eye damage/eye irritation no data available Respiratory or skin sensitization no data available Germ cell mutagenicity no data available Carcinogenicity Some steroids show carcinogenic and teratogenic activity. IARC:No component of this product present at levels greater than or equal to 0.1% is identified as probable, possible or confirmed human carcinogen by IARC. Reproductive toxicity Some steroids show carcinogenic and teratogenic activity. Presumed human reproductive toxicant May cause reproductive disorders. Specific target organ toxicity - single exposure Inhalation - May cause respiratory irritation. Specific target organ toxicity - repeated exposure no data available Aspiration hazard no data available Potential health effects InhalationMay be harmful if inhaled. Causes respiratory tract irritation. Ingestion May be harmful if swallowed. SkinMay be harmful if absorbed through skin. Causes skin irritation. Eyes Causes serious eye irritation. Signs and Symptoms of Exposure Some steroids show carcinogenic and teratogenic activity., To the best of our knowledge, the chemical, physical, and toxicological properties have not been thoroughly investigated. Additional Information RTECS: Not available Section12. ECOLOGICAL INFORMATION Toxicity no data available Persistence and degradability no data available Bioaccumulative potential no data available Mobility in soil no data available Results of PBT and vPvB assessment no data available Other adverse effects no data available Section13. DISPOSAL CONSIDERATIONS Waste treatment methods Product Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. Contaminated packaging Dispose of as unused product. Section14. TRANSPORT INFORMATION UN number ADR/RID: -IMDG: -IATA: - UN proper shipping name ADR/RID: Not dangerous goods IMDG: Not dangerous goods IATA:Not dangerous goods Transport hazard class(es) ADR/RID: -IMDG: -IATA: - Packaging group ADR/RID: -IMDG: -IATA: - Environmental hazards ADR/RID: noIMDG Marine pollutant: noIATA: no Special precautions for user no data available Section15. REGULATORY INFORMATION This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006. Safety, health and environmental regulations/legislation specific for the substance or mixture no data available Chemical Safety Assessment no data available SECTION 16 - ADDITIONAL INFORMATION N/A |
Symbol |
GHS07, GHS08 |
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Signal Word | Danger |
Hazard Statements | H315-H319-H335-H360 |
Precautionary Statements | P201-P261-P305 + P351 + P338-P308 + P313 |
Personal Protective Equipment | Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges |
Hazard Codes | T,Xn,F |
Risk Phrases | 60-36/37/38 |
Safety Phrases | 53-36/37/39-45 |
RIDADR | UN 1648 3 / PGII |
WGK Germany | 3 |
~% 42422-68-4 |
Literature: Hellwig, Veronika; Mayer-Bartschmid, Anke; Mueller, Hartwig; Greif, Gisela; Kleymann, Gerald; Zitzmann, Werner; Tichy, Hans-Volker; Stadler, Marc Journal of Natural Products, 2003 , vol. 66, # 6 p. 829 - 837 |
~49% 42422-68-4 |
Literature: El-Sharkawy, Saleh H.; Abul-Hajj, Yusuf J. Journal of Organic Chemistry, 1988 , vol. 53, # 3 p. 515 - 519 |
~% 42422-68-4 |
Literature: Gelo, Mirjana; Sunjic, Vitomir Tetrahedron, 1992 , vol. 48, # 31 p. 6511 - 6520 |
~% 42422-68-4 |
Literature: Gelo, Mirjana; Sunjic, Vitomir Tetrahedron, 1992 , vol. 48, # 31 p. 6511 - 6520 |
Precursor 4 | |
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DownStream 0 |