Sodium cholate 胆酸钠

CAS 361-09-1 MFCD00064138

化学结构图

361-09-1
SMILES: C[C@H](CCC(=O)[O-])[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@@]21C)[C@@]1(C)CC[C@@H](O)C[C@H]1C[C@H]3O.[Na+]

化学属性

Mol. FormulaC24H39NaO5
Mol. Weight430.55
TSCAYes
Melting Point200-201
Appearance 胆汁酸是胆汁中存在的一类胆烷酸的总称，为白色粉末，无臭，味苦，其碱金属盐均易溶于水和醇中。天然的胆汁酸通常以肽键与甘氨酸或牛磺酸结合并与钠、钾离子结合成胆汁酸盐存在于胆汁中。 正常人胆汁中的胆汁酸按结构可分为两大类：一类为游离型胆汁酸，包括胆酸(cholic acid)、脱氧胆酸(deoxycholic acid)、鹅脱氧胆酸(chenodeoxycholic acid)和少量的石胆酸(lithochalic acid)；另一类是上述游离胆汁酸与甘氨酸或牛磺酸结合的产物，称结合型胆汁酸。主要包括甘氨胆酸、甘氨鹅脱氧胆酸，牛磺胆酸及牛磺鹅脱氧胆酸等。一般结合型胆汁酸水溶性较游离型大，这种结合使胆汁酸盐更稳定，在酸或Ca 存在时不易沉淀出来。胆汁酸按其在体内来源的不同可分为初级胆汁酸和次级胆汁酸。肝细胞内，以胆固醇为原料直接合成的胆汁酸称为初级胆汁酸，包括胆酸和鹅脱氧胆酸。胆酸和鹅脱氧胆酸都是含24个碳原子的胆烷酸衍生物。两者结构上的差别只是含羟基数不同，胆酸含有3个羟基 (3α、7α、12α)，而鹅脱氧胆酸含2个羟基(3α、7α)。初级胆汁酸在肠道中受细菌作用，进行7α脱羟作用生成的胆汁酸，称为次级胆汁酸(secondary bile acid)，包括去氧胆酸和石胆酸。胆汁酸的立体构型具有亲水和疏水两个侧面，因而使胆汁酸表现出很强的界面活性。它能降低脂、水两相之间的表面张力，促进脂类形成混合微团，这对脂类物质的消化吸收以及维持胆汁中胆固醇的溶解都起重要作用。 胆酸、去氢胆酸、鹅去氧胆酸、熊去氧胆酸、异去氧胆酸和石胆酸等的薄层层析方法：层析板，硅胶G板；样品，用甲醇配制成1mg/ml溶液；展开剂，异辛烷-乙醚-冰醋酸-正丁醇-水(10：5：5：3：1)；显色剂：30%硫酸溶液，喷后在105℃烘烤10min，并在365nm紫外灯下观察荧光。陈农等在提出的液相色谱专家系统中推荐了一种胆汁酸样品的分析方法——反相液相色谱法，并采用作用指数对胆汁酸进行定性研究。 2+
Solubility150 g/L (20 °C)
Refractive index35 ° (C=0.6, EtOH)
Stability对湿度敏感

别名和识别编码

Chemical NameSodium cholate
MDL NumberMFCD00064138
CAS Number361-09-1
Synonym (3α,5β,7α,12α)-3,7,12-三羟基胆(甾)烷-24-酸单钠盐 17-(1-Methyl-3-carboxypropyl)etiocholane-3 17-beta-(1-methyl-3-carboxypropyl)etiocholane-3alpha,7alpha,12alpha-triol 3,7,12-trihydroxy-,(3alpha,5beta,7alpha,12alpha)-cholan-24-oicaci 3,7,12-三羟甾代异戊酸 3ALPHA,7ALPHA,12ALPHA-TRIHYDRO 3ALPHA,7ALPHA,12ALPHA-TRIHYDROXY-5ALPHA-CHOLAN-24-IC ACID 3ALPHA,7ALPHA,12ALPHA-TRIHYDROXYCHOLAN-24-OIC ACID SODIUM SALT 7,12-Triol CHOLALIC ACID CHOLIC ACID NA-SALT Cholan-24-oic acid, 3,7,12-trihydroxy-, monosodium salt, Cholic acid (sodium) SODIUM, (R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-TRIHYDROXY-10,13-DIMETHYL-HEXADECAHYDRO-CYCLOPENTA[A]PHENANTHREN-17-YL)-PENTANOATE Sodium Cholate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
Beilstein Registry Number3582354
Reaxys-RN3582354
EC Number206-643-5
Chemical Name Translation胆酸钠
Wiswesser Line NotationL E5 B666TJ A1 DQ E1 FY1&2VO KQ OQ &-NA- &38/28
LabNetwork Molecule IDLN00831741
PubChem Substance ID23668194
InChIInChI=1S/C24H40O5.Na/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26;/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29);/q;+1/p-1/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-;/m1./s1
Canonical SMILESC[C@H](CCC(O[Na])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@@]21C
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产品应用

  • 非变性去垢剂用于抽提膜蛋白。

相关文献及参考

  • [2]. Pan X, et al. Cholic acid Feeding Leads to Increased CYP2D6 Expression in CYP2D6-Humanized Mice. Drug Metab Dispos. 2017 Apr;45(4):346-352.
  • [1]. Li Y, et al. Mechanism of hepatic targeting via oral administration of DSPE-PEG-Cholic acid-modified nanoliposomes. Int J Nanomedicine. 2017 Feb 28;12:1673-1684.
  • [1]. Li Y, et al. Mechanism of hepatic targeting via oral administration of DSPE-PEG-Cholic acid-modified nanoliposomes. Int J Nanomedicine. 2017 Feb 28;12:1673-1684.
  • [2]. Pan X, et al. Cholic acid Feeding Leads to Increased CYP2D6 Expression in CYP2D6-Humanized Mice. Drug Metab Dispos. 2017 Apr;45(4):346-352.

安全信息

RTECSFZ9600000
Signal word
Hazard statements
  • H303 May be harmfully swallowed 吞食可能有害
Precautionary statements
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适，呼叫解毒中心或医生/医师。
GHS Symbol
Safety Statements
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
Storage condition -20°C -20℃ 2-8°C, sealed storage, away from moisture 充氩保存 
TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 50 mg/kg
TOXIC EFFECTS :
   Behavioral - convulsions or effect on seizure threshold
REFERENCE :
   ZGEMAZ Zeitschrift fuer die Gesamte Experimentelle Medizin.  (Berlin, Fed.
   Rep. Ger.)  V.1-139, 1913-65.  For publisher information, see REXMAS.
   Volume(issue)/page/year: 52,779,1926

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 164 mg/kg
TOXIC EFFECTS :
   Behavioral - excitement
   Lungs, Thorax, or Respiration - other changes
   Gastrointestinal - hypermotility, diarrhea
REFERENCE :
   ESKHA5 Eisei Shikenjo Hokoku.  Bulletin of the Institute of Hygienic
   Sciences.  (Kokuritsu Eisei Shikenjo Kagaku, 18-1 Bushitsu Johobu,
   Setagaya-ku, Tokyo 158, Japan)  V.1-    1886-  Volume(issue)/page/year:
   (103),29,1985

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2400 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Gastrointestinal - ulceration or bleeding from stomach
   Gastrointestinal - ulceration or bleeding from small intestine
REFERENCE :
   ESKHA5 Eisei Shikenjo Hokoku.  Bulletin of the Institute of Hygienic
   Sciences.  (Kokuritsu Eisei Shikenjo Kagaku, 18-1 Bushitsu Johobu,
   Setagaya-ku, Tokyo 158, Japan)  V.1-    1886-  Volume(issue)/page/year:
   (103),29,1985

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 200 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE

其他信息

  • 胆酸钠价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 69022686 胆酸钠 100g 1400元 2011/04/16 C0325 胆酸钠 Sodium Cholate 500G 2990元 2011/04/16 C0325 胆酸钠 Sodium Cholate 25G 349元
  • MSDS 信息:Cholic acid sodium salt(361-09-1).msds
  • 用途一:防止胆石生成。
  • Acros Organics:胆酸钠盐 Cholic acid, sodium salt, 99%(361-09-1)
  • Sigma Aldrich:361-09-1(sigmaaldrich)
  • 方法一:方法一、酸沉淀法 胆汁酸粗品的制备 取牛(或羊、猪)胆汁加热浓缩至半，趁热加1-2倍量体积的95%乙醇，回流提取几分钟，得提取液。将提取液冷却，过滤，滤液蒸馏回收乙醇至内容物起泡，得浸膏。在浸膏中加稀盐酸，调pH3-4，放置过夜，倾出上清液，沉淀物为胆汁酸粗品。 牛（或羊、猪）胆汁[95%乙醇]→[加热回流提取]提取液[过滤]→[蒸馏]浸膏[pH3-4]→胆汁酸粗品 或取新鲜或冷冻鸡(或鸭、鹅)胆汁，加1/10倍量的工业氢氧化钠，加热煮沸20-24h，不断补充蒸发的水量，冷却，加等体积的盐酸，调pH2-3，出现黑色膏状物，取出，水洗至近中性，得总胆汁酸。 鸡（鹅、鸭）胆汁[NaOH, 煮沸]→皂化液[HCl, pH2]→总胆汁酸 胆汁酸的制备 将胆汁酸粗品加少量酸水洗1-2次，加95%乙醇加热溶解，加碱调pH8-8.5，加活性炭脱色，过滤，滤液蒸馏回收乙醇，干燥，制得胆汁酸粉末。 胆汁酸粗品[酸水]→[95%乙醇]→[加热][pH8-8.5, 活性炭]→胆汁酸 方法二、乙醇提取法 胆膏预处理 取胆膏加入其质量1/10-1/5的活性炭，加热，充分搅拌，蒸去水分至固形物能粉碎，得处理胆膏。 胆膏[活性炭]→处理胆膏 胆汁酸盐粗品的制备 取经预处理的胆膏，加95%乙醇提取3-5次，合并滤液，滤液蒸馏回收乙醇，蒸干，制得淡黄色胆汁酸盐粗品。 处理胆膏[95%乙醇]→滤液[回收乙醇]→胆汁酸盐粗品 方法三、盐析法 胆汁酸盐粗品的制备 取胆汁加乙醇去除蛋白质，残液蒸去乙醇，加100-200g/L氯化钠，低温放置几日，析出大部分胆汁酸盐，过滤，得胆汁酸盐粗品。 胆汁[NaCl]→[低温放置几日]胆汁酸盐粗品 胆汁酸盐精品的制备 取胆汁酸盐粗品，加饱和氯化钠水溶液洗涤2次，干燥，粉碎，加95%乙醇加热提取，加活性炭脱色，蒸干，制得胆汁酸盐精品。 胆汗酸盐粗品[水洗]→[干燥，粉碎][95%乙醇提取]→[脱色，蒸干]胆汁酸盐精品 方法四、以胆固醇为原料 初级胆汁酸的合成 胆固醇在多种酶的作用下，经过一系列的分解代谢，最终形成结合型初级胆汁酸(胆酸和鹅去氧胆酸)。 次级胆汁酸的合成 初级胆汁酸随胆汁进入小肠参与脂类的消化吸收后，大部分不经变化被重吸收入门静脉血循环。大约有1/4的结合型初级胆汁酸在空肠、回肠及结肠上段，在细菌的酶的催化下，进一步生成去氧胆酸、石胆酸次级胆汁酸(在合成次级胆汁酸的过程，可产生少量熊脱氧胆酸)。 结合型胆汁酸的合成 肝细胞合成的胆汁酸与甘氨酸或牛磺酸结合，形成结合型胆汁酸，分泌人胆道。
  • 比旋光度:35 ° (c=0.6, ethanol)
  • TCI Shanghai:胆酸钠[用于生化研究] Sodium Cholate from Bovine Bile [for Biochemical Research],>;98.0%(T)(361-09-1)
  • 易吸湿。易溶于水(15℃时>568.9g/L)，溶于醇。有刺激性。
  • 图谱信息:胆酸钠(361-09-1)Raman光谱 胆酸钠(361-09-1)核磁图( 13 CNMR) 胆酸钠(361-09-1)红外图谱(IR2) 胆酸钠(361-09-1)红外图谱(IR1)
  • MOL 文件:361-09-1.mol
  • 用途二:用于消炎。
  • 上游原料:二乙醇 --> 菊花黄浸膏 --> 胆膏
  • 下游产品:鹅去氧胆酸 --> 猪去氧胆酸

系列性分类

  1. Application Areas 应用领域分类
  2. Detergents 去污剂洗净剂
  3. Anionic Detergents - Detergents
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Lipids - Biochemicals and Reagents
  4. Sterol Lipids - Lipids
  5. Bile acids and Derivatives - Sterol Lipids
  1. Analytical & Chromatography 分析化学与色谱
  2. Adsorbents, Filter Aids and Drying Agents
  3. Other Drying Agents
  1. Life Science 生命科学
  2. Biochemistry / Glyco-Chemistry
  3. Steroids
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Dry Powder Media
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Superoxide dismutase
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Aldehyde dehydrogenase
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Carbonate dehydratase
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Carboxypeptidase A
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Galactose oxidase
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Histone deacetylase
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Kallikrein tissue
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Lysyl oxidase
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Monoamine oxidase inhibitor
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Nitric Oxide Synthase neuronal
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Phenylalanine ammonia-lyase
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Phosphatase, Alkaline - Inhibitors
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Phosphogluconic dehydrogenase, 6-
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Phospholipase A 2
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Protease Inhibitors
  6. Broad Spectrum Inhibitors of Proteolytic Enzyme Classes
  7. Serine Protease Inhibitors
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Proteolytic Enzymes and Substrates
  5. Protease Inhibitors
  6. Broad Spectrum Inhibitors of Proteolytic Enzyme Classes
  7. Serine Protease Inhibitors
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Signal Transduction Research Tools
  5. Protease Inhibitors
  6. Broad Spectrum Inhibitors of Proteolytic Enzyme Classes
  7. Serine Protease Inhibitors
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)

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