菜籽甾醇 - CAS号 474-67-9

物化性质

熔点：

205-213℃
沸点：

488.7±14.0 °C(Predicted)
密度：

0.99±0.1 g/cm3(Predicted)
溶解度：

可溶于氯仿（少许）、乙酸乙酯（少许）、甲醇（少许）
LogP：

9.679 (est)
物理描述：

Solid
稳定性/保质期：

按规格使用和贮存，不会发生分解，避免与氧化物接触。

计算性质

辛醇/水分配系数(LogP)：

8
重原子数：

29
可旋转键数：

4
环数：

4.0
sp3杂化的碳原子比例：

0.86
拓扑面积：

20.2
氢给体数：

1
氢受体数：

1

安全信息

WGK Germany：

3
储存条件：

在2-8°C下密封保存，放置于通风、干燥处，避免与氧化物接触。

SDS

SDS：06605e66246bdcccbf7d39e55ff1cfa5

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : Brassicasterol
CAS-No. : 474-67-9
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
The product does not need to be labelled in accordance with EC directives or respective national laws.
Other hazards - none

Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
: 5,22-Cholestadien-24β-methyl-3β-ol
Synonyms
Formula : C28H46O
Molecular Weight : 398,66 g/mol

Section 4. FIRST AID MEASURES
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water.
Most important symptoms and effects, both acute and delayed
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

Section 5. 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

Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Avoid dust formation. Avoid breathing vapors, mist or gas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Sweep up and shovel. Keep in suitable, closed containers for disposal.
Reference to other sections
For disposal see section 13.

Section 7. HANDLING AND STORAGE
Precautions for safe handling
Provide appropriate exhaust ventilation at places where dust is formed.
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: 2 - 8 °C
Specific end uses
no data available

Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
Use equipment for eye protection tested and approved under appropriate government standards
such as NIOSH (US) or EN 166(EU).
Skin protection
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
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.
Body Protection
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US) or CEN (EU).

Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

Section 10. 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

Section 11. 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
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
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Additional Information
RTECS: Not available

Section 12. 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

Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contaminated packaging
Dispose of as unused product.

Section 14. 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: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

Section 15. 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. OTHER INFORMATION
Further information
Copyright 2012 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

制备方法与用途

用途
一种存在于菜籽油、亚麻籽油、海藻和贝类中的植物甾醇，已被证明能够抑制鲨烯环氧酶（sterol 5α-reductase），这是一种参与哺乳动物胆固醇生物合成途径的酶。

上下游信息

上游原料

中文名称	英文名称	CAS号	化学式	分子量
——	brassicasterol acetate	2458-53-9	C₃₀H₄₈O₂	440.71
麦角固醇	Ergosterol	57-87-4	C₂₈H₄₄O	396.657
(3beta,9beta,22E)-麦角甾-5,7,22-三烯-3-醇	(10R)-3c-Hydroxy-10r.13c-dimethyl-17c-((1R:4R)-1.4.5-trimethyl-hexen-(2t)-yl)-(9cH.14tH)-Δ^5.7-dodecahydro-1H-cyclopenta[a]phenanthren	474-70-4	C₂₈H₄₄O	396.657
——	O-methoxymethyl-ergosterol	95307-27-0	C₃₀H₄₈O₂	440.71
——	(22E)-3α,5-cyclo-5α-ergosta-7,22-dien-6β-ol	2774-59-6	C₂₈H₄₄O	396.657
——	3β-tert-butyldimethylsilyloxyergosta-5,7,22-triene	95307-26-9	C₃₄H₅₈OSi	510.919
——	(22E,24R)-ergosta-4,7,22-triene-3-one	17398-57-1	C₂₈H₄₂O	394.641

下游产品

中文名称	英文名称	CAS号	化学式	分子量
——	brassicasterol acetate	2458-53-9	C₃₀H₄₈O₂	440.71
——	24β-methylcholesta-4,22E-dien-3-one	4030-92-6	C₂₈H₄₄O	396.657
——	5β-ergosten-(22t)-ol-(3α)	55527-92-9	C₂₈H₄₈O	400.689
——	24R-methyl-5α-cholest-22E-en-3β-ol	36422-25-0	C₂₈H₄₈O	400.689

反应信息

作为反应物：

描述：

菜籽甾醇在丙醇、 sodium 、 aluminum tri-tert-butoxide 、乙酸乙酯、丙酮、铂、苯作用下，生成 3α-acetoxy-5β-ergost-22t-ene

参考文献：

名称：

380.分子旋转差异法在类固醇上的应用。第十部分“ β-二氢麦角固醇”。

摘要：

DOI：

10.1039/jr9490001771
作为产物：

描述：

麦角固醇在 7-dehydrocholesterol reductase in mouse liver microsomes 、 methyl β-cyclodextrin 作用下，反应 1.0h，生成菜籽甾醇

参考文献：

名称：

7-Dehydrocholesterol reductase activity is independent of cytochrome P450 reductase

摘要：

7-Dehydrocholesterol reductase (DHCR7) catalyzes the final step in cholesterol synthesis. The enzyme utilizes NADPH as a source of electrons and has been reported to require NADPH-cytochrome P450 reductase (POR) as its redox partner. To test this hypothesis, microsomes were prepared from the livers of mice in which hepatic cytochrome P450 reductase expression was extinguished during maturation. These microsomes contained negligible levels of POR but had 2.5-fold greater DHCR7 activity than did microsomes from wild-type mice. Consistent with this greater activity, immunoblot analysis of DHCR7 expression indicated that DHCR7 protein levels were elevated 2-fold in POR-null microsomes. Addition of POR to these microsomes provided no stimulation of DHCR7 activity, confirming the lack of a role for POR in DHCR7 activity. Because the original observation that POR was necessary for DHCR7 activity was based, in part, on antibody inhibition studies with POR antibody, the ability of an antibody to the full-length POR protein to inhibit DHCR7 activity and cytochrome c reductase activity was tested; the antibody had no effect on DHCR7 activity but decreased cytochrome c reductase activity (a POR-catalyzed reaction) by 50%. Immunoblot analysis further demonstrated no cross-reactivity between POR and DHCR7 with antibodies to either protein. We conclude that cytochrome P450 reductase is not involved in 7-dehydrocholesterol reductase activity. (C) 2011 Elsevier Ltd. All rights reserved.

DOI：

10.1016/j.jsbmb.2011.06.011

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文献信息

Stereochemical Aspects of Acid-Catalyzed Cyclopropane Ring-Opening Reactions. A Stereospecific Pathway to Crinosterol and Brassicasterol

作者：Robert W. Lang、Carl Djerassi

DOI：10.1002/hlca.19820650144

日期：1982.2.3

acetic acid leads stereospecifically to the naturally occurring crinosterol (4) and brassicasterol (6), respectively (Scheme 1). This isomerization can be viewed as a biomimetic model of an in vivo methylation process of the type already known in plant sterol metabolism (cf. cycloeucalenol obtusifoliol, 1 2). The synthetic application of this method provides a convenient labelling of sterol side chains

结果表明，在乙酸中用气态HCl处理后，两种非对映异构体23：24-亚甲基胆固醇3和5的酸催化开环分别立体定向导致天然存在的麦角甾醇（4）和芸苔甾醇（6）（方案1）。可以将这种异构化视为体内甲基化过程的仿生模型，该过程是植物固醇代谢中已知的那种类型（请参阅环戊烯二酚obtusifoliol，1 2）。该方法的合成应用为示踪剂实验提供了方便的固醇侧链标记。讨论了有关其特定立体特异性的反应机理。
A simple method for the reduction of the 7,8-double bond of steroidal 5,7-dienes

作者：Mario Anastasia、Pierangela Ciufferda、Alberto Fiecchi

DOI：10.1039/c39820001169

日期：——

1,4-Cycloadducts of various steroidal 5,7-dienes and 4-phenyl-1-2-4-triazoline-3,5-dione gave a separable mixture (3 : 2) of the corresponding Δ5- and Δ7-sterols in good yield when treated with lithium dissolved in refluxing rthylamine.

各种甾族5,7-二烯和4-苯基1-2-4三唑啉-3,5-二酮的1,4-Cycloadducts得到的可分离的混合物（3：2）的相应的Δ 5 -和Δ 7 -用溶解在回流的乙胺中的锂处理时，甾醇的收率很高。
A Simple Synthesis of Steroidal 3α,5-Cyclo-6-ones and their Efficient Transformation to Steroidal 2-En-6-ones

作者：Masakazu Aburatani、Tadashi Takeuchi、Kenji Mori

DOI：10.1055/s-1987-27882

日期：——

Sterols 1 were converted to 3Î±-5-cyclo-6-ones 4 via their mesylates and subsequent oxidation. Refluxing 4 with sodium bromide/p-toluene sulfonic acid in dimethylformamide gave steroidal 2-en-6-ones 5, among which 5d is an important brassinolide intermediate.

甾醇1通过其甲磺酸酯经氧化转化为3α-5-环-6-酮4，再将4与溴化钠/对甲苯磺酸在二甲基甲酰胺中回流，得到甾体2-烯-6-酮5，其中5d是一种重要的油菜素内酯中间体。
24-Epibrassinolide uptake in growing maize root segments evaluated by multiple-selected ion monitoring

作者：Pietro Allevi、Mario Anastasia、Raffaella Cerana、Pierangela Ciuffreda、Piera Lado

DOI：10.1016/0031-9422(88)80183-3

日期：1988.1

Abstract The evaluation of the uptake of 24-epibrassinolide (BR) in growing maize root segments by means of multiple-selected ion monitoring showed that BR is accumulated into the fresh tissue independently of energy supply, while the experiments performed with frozen-thawed roots show a large adsorption to cell structures. The adsorption is freely reversible in frozen-thawed roots, whereas 30% of

摘要通过多选择离子监测对生长玉米根段中 24-表油菜素内酯 (BR) 的吸收进行评估表明，BR 不依赖能量供应而积累到新鲜组织中，而用冻融根进行的实验表明对细胞结构的大吸附。这种吸附在冻融根中是可逆的，而新鲜根中吸收的 30% 的 BR 是不可逆地结合的。
[EN] POLYNUCLEOTIDES FOR DISRUPTING IMMUNE CELL ACTIVITY AND METHODS OF USE THEREOF<br/>[FR] POLYNUCLÉOTIDES SERVANT À PERTURBER L'ACTIVITÉ DE CELLULE IMMUNITAIRE ET PROCÉDÉS POUR LES UTILISER

申请人：MODERNATX INC

公开号：WO2020227510A1

公开（公告）日：2020-11-12

The disclosure features isolated polynucleotides, such as mRNAs, encoding a polypeptide that disrupts immune cell activity, such as T cell or B cell activity, including mRNAs comprising one or more modified nucleobase. The immune cell disruptor polynucleotides encode a polypeptide that comprises a first domain that mediates association of the polypeptide with an immune cell component and a second domain that mediates inhibition of immune cell activity when the polypeptide is expressed in the immune cell. The disclosure also features methods of using the same, for example, for inhibiting immune responses when administered to a subject, such as to inhibit autoimmune reactions.

该披露涉及孤立的多聚核苷酸，如编码破坏免疫细胞活性的多聚核苷酸，例如T细胞或B细胞活性的mRNA，包括包含一个或多个修饰的核碱基的mRNA。这些免疫细胞破坏多聚核苷酸编码一个包括第一个结构域的多肽，该结构域介导多肽与免疫细胞组分的结合，以及一个介导当多肽在免疫细胞中表达时抑制免疫细胞活性的第二结构域。该披露还涉及使用相同的方法，例如，将其用于向受试者施用时抑制免疫反应，例如用于抑制自身免疫反应。

菜籽甾醇 | 474-67-9

物质功能分类

分子结构分类

物化性质

计算性质

安全信息

SDS

制备方法与用途

上下游信息

反应信息

文献信息

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