sodium chenodeoxycholate | 2646-38-0

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: sodium chenodeoxycholate
• 英文别名: chenodeoxycholic acid sodium salt；sodium;(4R)-4-[(3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
• CAS: 2646-38-0
• 化学式: C₂₄H₃₉O₄*Na
• 分子量: 414.561
• InChiKey: WDFRNBJHDMUMBL-OICFXQLMSA-M

物化性质

• 熔点：
  298 °C(dec.)
• 溶解度：
  DMF：3mg/mL；二甲基亚砜：10mg/mL；乙醇：1mg/mL； PBS（pH 7.2）：0.5 mg/mL
• 稳定性/保质期：
  如果遵照规格使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  0.15
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  80.6
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xn
• 危险类别码：
  R20/21/22,R40
• RTECS号：
  FZ2231000
• WGK Germany：
  3
• 危险标志：
  GHS07,GHS08
• 危险性描述：
  H302,H312,H332,H351
• 危险性防范说明：
  P280,P281
• 储存条件：
  密封于阴凉干燥处。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : Sodium chenodeoxycholate
CAS-No. : 2646-38-0
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP]
Acute toxicity, Inhalation (Category 4)
Acute toxicity, Dermal (Category 4)
Acute toxicity, Oral (Category 4)
Carcinogenicity (Category 2)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Harmful by inhalation, in contact with skin and if swallowed. Limited evidence of a carcinogenic effect.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
H302 Harmful if swallowed.
H312 Harmful in contact with skin.
H332 Harmful if inhaled.
H351 Suspected of causing cancer.
Precautionary statement(s)
P280 Wear protective gloves/ protective clothing.
P281 Use personal protective equipment as required.
Supplemental Hazard none
Statements
Safety data sheet available on request.
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R20/21/22 Harmful by inhalation, in contact with skin and if swallowed.
R40 Limited evidence of a carcinogenic effect.
S-phrase(s)
S22 Do not breathe dust.
S36 Wear suitable protective clothing.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
: 5β-Cholanic acid-3α,7α-diol
Synonyms
Chenodesoxycholic acid
Chenodeoxycholic acidsodium salt
Chenodiol
3α,7α-Dihydroxy-5β-cholanic acid
Formula : C24H39NaO4
Molecular Weight : 414,55 g/mol
Component Concentration
3α,7α-Dihydroxy-5β-cholan-24-oic acid sodium salt
CAS-No. 2646-38-0 -

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Section 4. 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
Flush eyes with water as a precaution.
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
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

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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, Sodium oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. 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.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
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.
Specific end uses
no data available

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Section 8. 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
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
Complete suit protecting against chemicals, 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).

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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

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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

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Inhalation: no data available
Dermal: no data available
LD50 Intravenous - rat - 100 mg/kg
Remarks: Respiratory disorder
LD50 Intravenous - mouse - 114 mg/kg
Remarks: Lungs, Thorax, or Respiration:Acute pulmonary edema.
LD50 Subcutaneous - mouse - 1.450 mg/kg
Remarks: Gastrointestinal:Ulceration or bleeding from small intestine. Skin and Appendages: Other: Hair.
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
Limited evidence of a carcinogenic effect.
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 Harmful if inhaled. May cause respiratory tract irritation.
Ingestion Harmful if swallowed.
Skin 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

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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

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Section 13. 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.

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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

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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

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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

简介

鹅去氧胆酸钠是一种胆盐，已被证明能加速结肠的转运并改善肠道功能。

用途

鹅去氧胆酸钠作为一种胆汁酸，在离体大鼠肝细胞偶联物中可增加细胞内Ca2+浓度，诱导新分离的大鼠肝线粒体的通透性转变。它已用于评估细菌大肠杆菌中的DNA修复反应，并被用作研究影响艰难梭菌孢子萌发的物理和化学因素。

类别

有毒物质

毒性分级

中毒

急性毒性

静脉注射-大鼠 LD50: 100 毫克/公斤；静脉注射-小鼠 LD50: 114 毫克/公斤

可燃性危险特性

热分解时会排出有毒氧化钠烟雾

储运特性

库房低温、通风干燥保存

灭火剂

水、二氧化碳、泡沫、干粉

反应信息

• 作为反应物：
  描述：

  sodium chenodeoxycholate 在 乙二胺四乙酸 、 Acinetobacter calcoaceticus lwoffii 7α-hydroxysteroid dehydrogenase 、 sodium pyruvate 、 β-烟酰胺腺嘌呤二核苷酸 、 2-巯基乙醇 、 L-lactate dehydrogenase 作用下， 以 aq. phosphate buffer 为溶剂， 以97%的产率得到3Α-羟基-7-氧代-5Β-胆烷酸
  参考文献：
  名称：

  7α- and 12α-Hydroxysteroid dehydrogenases from Acinetobacter calcoaceticus lwoffii: a new integrated chemo-enzymatic route to ursodeoxycholic acid

  摘要：

  We report the very efficient biotransformation of cholic acid to 7-keto- and 7,12-diketocholic acids with Acinetobacter calcoaceticus lwoffii. The enzymes responsible of the biotransformation (i.e. 7 alpha- and 12 alpha-hydroxysteroid dehydrogenases) are partially purified and employed in a new chemo-enzymatic synthesis of ursodeoxycholic acid starting from cholic acid. The first step is the 12 alpha-HSDH-mediated total oxidation of sodium cholate followed by the Wolf-Kishner reduction of the carbonyl group to chenodeoxycholic acid. This acid is then quantitatively oxidized with 7 alpha-HSDH to 7-ketochenodeoxycholic acid, that was chemically reduced to ursodeoxycholic acid (70% overall yield). (C) 2008 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2008.06.013
• 作为产物：
  描述：

  鹅去氧胆酸 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 生成 sodium chenodeoxycholate
  参考文献：
  名称：

  胆汁酸的羟基-双膦酸类似物的合成，表征和生物学活性

  摘要：

  现在，双膦酸盐（BPs）是用于与骨吸收增加有关的疾病（例如骨质疏松症和肿瘤性骨病）的最广泛使用的药物。BP的一个显着缺点是口服吸收差，双膦酸盐骨架中胆汁酸取代基的存在会增强它们的口服吸收，而没有毒性作用。提出了含胆汁酸的羟基双膦酸酯的直接合成方法和这些药学上重要分子的完整表征，包括亲和力评估和与羟基磷灰石的结合机理。使用中性红测定法在L929细胞系和破骨细胞的原代培养物中测定了含胆汁酸的双膦酸盐的生物活性。发现新化合物的生物活性优于已确定活性的双膦酸酯。

  DOI：

  10.1016/j.ejmech.2012.03.020

文献信息

• Regiospecific oxidoreductions catalyzed by a new Pseudomonas paucimobilis hydroxysteroid dehydrogenase
  作者：Ercolina Bianchini、Nicola Chinaglia、Mariangela Dean、Pier Paolo Giovannini、Alessandro Medici、Paola Pedrini、Silvia Poli

  DOI：10.1016/s0040-4020(98)01111-9

  日期：1999.1

  The preparative-scale regio- and stereo-specific oxidation of hydroxy groups and reduction of keto functions at C(3) of several C21 bile acids, catalyzed by a new 3α-hydroxysteroid dehydrogenase (3α-HSDH), is reported. The crude enzyme, isolated from the cells of Pseudomonas paucimobilis, revealed the presence of a further enzymatic fraction containing a secondary alcohol dehydrogenase (SADH), that

  据报道，一种新的3α-羟基类固醇脱氢酶（3α-HSDH）催化了羟基的制备规模区域和立体特异性氧化以及几种C 21胆汁酸在C（3）处的酮基功能降低。从古朴假单胞菌的细胞中分离出的粗酶显示存在另一种包含仲醇脱氢酶（SADH）的酶馏分，该酶已用于回收辅因子。
• I₂-induced cascade cyclization and dearomatization of indoles for the highly efficient synthesis of iodinated and vinylic spiroindolenines
  作者：Xiaohui Wei、Xuewu Liang、Yazhou Li、Qi Liu、Xuyi Liu、Yu Zhou、Hong Liu

  DOI：10.1039/d1gc02713a

  日期：——

  framework is a privileged heterocyclic motif and is widely present in numerous indole alkaloids. Herein, we develop a metal-free and environmentally friendly approach for the intramolecular cascade cyclization and dearomatization of indole derivatives to selectively afford iodinated and vinylic spiroindolenines by a substrate-controlled strategy. Simple operation, mild conditions, and high yield make this

  螺吲哚啉骨架是一种特殊的杂环基序，广泛存在于众多吲哚生物碱中。在此，我们开发了一种无金属且环境友好的方法，用于吲哚衍生物的分子内级联环化和脱芳构化，以通过底物控制策略选择性地提供碘化和乙烯基螺吲哚。操作简单、条件温和、产量高，使该策略成为构建功能化螺吲哚支架的绿色且有吸引力的途径，可将其转化为各种有用的螺吲哚衍生物。
• PROCESS FOR THE PREPARATION OF CHOLANIC ACIDS
  申请人：ALLEGRINI Pietro

  公开号：US20080064888A1

  公开（公告）日：2008-03-13

  A process for the preparation of high purity cholanic acids, typically in purity equal to or higher than 99%.

  一种制备高纯度胆烷酸的方法，通常纯度等于或高于99%。
• Regioselective microbial oxidation of bile acids
  作者：Giancarlo Fantin、Sabina Ferrarini、Alessandro Medici、Paola Pedrini、Silvia Poli

  DOI：10.1016/s0040-4020(97)10408-2

  日期：1998.2

  High regioselectivity in the microbial oxidation of C-7, C-3 and C-12 hydroxyl groups of cholic, chenodeoxycholic, deoxycholic and hyocholic acids 1-4 is reported. The tested microrganisms have been isolated from 50 enviromental samples withdrawed from an industry that extracts and purify bile acids. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Phenolic 9,10-secosteroids as products of the catabolism of bile acids by a Pseudomonas sp.
  作者：R.J. Park

  DOI：10.1016/s0039-128x(84)90095-3

  日期：1984.8

  The obligate aerobe, Pseudomonas putida ATCC 31752, efficiently utilises bile acids as a source of carbon and energy for growth and maintenance. When aeration is considerably restricted, a consequence to the catabolism of the bile acids in a fermentor is an accumulation of certain steroidal catabolites. Evidence is presented to show that among these are hydroxy-9,10-seco-1,3,5 (10)-androstratriene-9, 17-diones and those from four of the common bile acids, cholic, chenodeoxycholic, hyodeoxycholic and deoxycholic acids have been isolated and their structures determined. The product of catabolism of hyodeoxycholic acid appears to exist in a hemi-acetal form which readily forms an acetal during isolation procedures. All but one of these are described for the first time.