42422-68-4

42422-68-4 structure
42422-68-4 structure
  • Name: b-Zearalanol
  • Chemical Name: (7S,11S)-7,15,17-trihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-13-one
  • CAS Number: 42422-68-4
  • Molecular Formula: C18H26O5
  • Molecular Weight: 322.396
  • Catalog: analytical chemistry Standard Food and cosmetics standards
  • Create Date: 2018-08-30 18:50:21
  • Modify Date: 2024-01-11 19:34:36
  • 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].

Name (7S,11S)-7,15,17-trihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-13-one
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].
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

[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.

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
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
GHS07, GHS08
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

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42422-68-4 structure

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 structure

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 structure

42422-68-4

Literature: Gelo, Mirjana; Sunjic, Vitomir Tetrahedron, 1992 , vol. 48, # 31 p. 6511 - 6520

~%

42422-68-4 structure

42422-68-4

Literature: Gelo, Mirjana; Sunjic, Vitomir Tetrahedron, 1992 , vol. 48, # 31 p. 6511 - 6520