| 货号 (SKU) | 包装规格 | 是否现货 | 价格 | 数量 |
|---|---|---|---|---|
| C104903-20mg |
20mg |
现货  |
|
| 英文别名 | (R)-4-((3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid | Acidum chenodeoxycholicum [INN-Latin] | Anthropodeoxycholic acid | (+)-chenodeoxycholate | Chenodesoxycholsaeure [German] |
|---|---|
| 规格或纯度 | Moligand™, 分析标准品 |
| 英文名称 | Chenodeoxycholic acid |
| 生化机理 | 去氧胆酸（CDCA）是一种疏水性初级胆汁酸，可激活参与胆固醇代谢的核受体。胆汁酸对膳食脂质的溶解和运输至关重要，是胆固醇分解代谢的主要产物，也是法尼类固醇 X 受体（FXR）的生理配体，FXR 是一种核受体，可调节参与脂质代谢的基因。激活 FXR 的 EC50 浓度为 13-34 μM。在细胞中，去氧胆酸还能与胆汁酸结合蛋白（BABP）结合，据报道其结合率为 1:2。去甲去氧胆酸的毒性与细胞谷胱甘肽水平升高和氧化应激增加有关。细胞暴露于过量的去氧胆酸会导致肝癌和肠癌。 |
| 应用 | 主要用于合成熊去氧胆酸。 胆石溶解剂，用于胆固醇高而引起的结石、胆道炎和胆囊炎等。 |
| 储存温度 | 避光 |
| 运输条件 | 常规运输 |
| 作用类型 | 激动剂 |
| 作用机制 | 法尼类固醇 X 受体激动剂；FPR1 拮抗剂；GPBA 受体激动剂 |
| 产品介绍 |
味苦、有异臭。易溶于乙醇、甲醇、丙酮和乙酸，几乎不溶于水、石油醚和苯。 |
| ALogP | 4.9 |
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| 作用机制 | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | 参考文献 |
|---|
| PubChem SID | 504751905 |
|---|---|
| 分子类型 | 小分子 |
| IUPAC Name | (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]pentanoic acid |
| INCHI | InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1 |
| InChi Key | RUDATBOHQWOJDD-BSWAIDMHSA-N |
| Canonical SMILES | CC(CCC(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C |
| Isomeric SMILES | C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)C |
| 分子量 | 392.58 |
| 密度 | 1.128 |
|---|---|
| 敏感性 | 对光敏感 |
| 分子量 | 392.600 g/mol |
| XLogP3 | 4.900 |
| 氢键供体数Hydrogen Bond Donor Count | 3 |
| 氢键受体数Hydrogen Bond Acceptor Count | 4 |
| 可旋转键计数Rotatable Bond Count | 4 |
| 精确质量Exact Mass | 392.293 Da |
| 单同位素质量Monoisotopic Mass | 392.293 Da |
| 拓扑极表面积Topological Polar Surface Area | 77.800 Ų |
| 重原子数Heavy Atom Count | 28 |
| 形式电荷Formal Charge | 0 |
| 复杂度Complexity | 605.000 |
| 同位素原子数Isotope Atom Count | 0 |
| 定义的原子立体中心计数Defined Atom Stereocenter Count | 10 |
| 未定义的原子立体中心计数Undefined Atom Stereocenter Count | 0 |
| 定义的键立体中心计数Defined Bond Stereocenter Count | 0 |
| 未定义的键立体中心计数Undefined Bond Stereocenter Count | 0 |
| 所有立体化学键的总数The total count of all stereochemical bonds | 0 |
| 共价键合单元计数Covalently-Bonded Unit Count | 1 |
| 象形图 | GHS07 |
|---|---|
| 信号词 | Warning |
| 危险声明 |
H315: 引起皮肤刺激 H319: 引起严重眼睛刺激 H335: 可能引起呼吸道刺激 H302: 吞食有害 H312: 皮肤接触有害 H332: 吸入有害 H361: 怀疑破坏生育力或未出生的孩子 |
| 预防措施声明 |
P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾 P305+P351+P338: 如进入眼睛：用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出，取出隐形眼镜。继续冲洗。 P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。 P302+P352: 如皮肤沾染：用水充分清洗。 P321: 特殊处理（请参阅此标签上的...）。 P405: 密闭存放 P501: 将内容物/容器处理到。。。 P264: 处理后要彻底洗手。 P271: 仅在室外或通风良好的地方使用。 P270: 使用本产品时，请勿进食、饮水或吸烟。 P304+P340: 如误吸入：将人转移到空气新鲜处，保持呼吸舒适体位。 P403+P233: 存放在通风良好的地方。保持容器密闭。 P362+P364: 脱掉沾污的衣服，清洗后方可重新使用。 P330: 漱口 P203: 使用前，获取、阅读并遵守所有安全说明。 P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。 P301+P317: 如果被吞咽：请寻求医疗帮助。 P318: 如果暴露或担心，请就医。 P317: 寻求紧急医疗救助。 P337+P317: 如果眼睛刺激持续：寻求医疗帮助。 P332+P317: 如果出现皮肤刺激：请寻求医疗帮助。 P319: 如果你感到不适，请寻求医疗帮助。 |
| Merck Index | 2054 |
| Purity | 99-100（%） |
|---|---|
| Specific Rotation [a]20/D(c=2 in EtOH) | 9-13（°） |
| Appearance（C104903) | White to Off-White Powder |
| Infrared spectrum | Conforms to Structure |
| Proton NMR spectrum | Conforms to Structure |
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| 28. Zifei Qin, Shishi Li, Zhihong Yao, Xiaodan Hong, Jinjin Xu, Pei Lin, Guoping Zhao, Frank J. Gonzalez, Xinsheng Yao. (2018) Metabolic profiling of corylin in vivo and in vitro. JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 155 (157). [PMID:29631076] [10.1016/j.jpba.2018.03.047] |
| 29. Xueke Liu, Peng Wang, Chang Liu, Yiran Liang, Zhiqiang Zhou, Donghui Liu. (2017) Absorption, Distribution, Metabolism, and in Vitro Digestion of Beta-Cypermethrin in Laying Hens. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 65 (35): (7647–7652). [PMID:28793773] [10.1021/acs.jafc.7b02581] |
| 30. Zhuo-Wei SHEN, Meng-Yue LUO, Hai-Hong HU, Hui ZHOU, Hui-Di JIANG, Lu-Shan YU, Su ZENG. (2016) Screening and verifying potential NTCP inhibitors from herbal medicinal ingredients using the LLC-PK1 cell model stably expressing human NTCP. Chinese Journal of Natural Medicines, 14 (549). [PMID:27507206] [10.1016/S1875-5364(16)30065-6] |
| 31. Feng Li, Shuai Wang, Danyi Lu, Yifei Wang, Dong Dong, Baojian Wu. (2017) Identification of UDP-glucuronosyltransferases 1A1, 1A3 and 2B15 as the main contributors to glucuronidation of bakuchiol, a natural biologically active compound. XENOBIOTICA, 47 (5): (369-375). [PMID:27314830] [10.1080/00498254.2016.1195523] |
| 32. Shuai Zhang, Gong-Yu Dong, Bencai Lin, Jie Qu, Ning-Yi Yuan, Jian-Ning Ding, Zhongze Gu. (2016) Performance enhancement of aqueous dye-sensitized solar cells via introduction of a quasi-solid-state electrolyte with an inverse opal structure. SOLAR ENERGY, 127 (19). [10.1016/j.solener.2016.01.016] |
| 33. Danyi Lu, Zhiguo Ma, Tianpeng Zhang, Xingwang Zhang, Baojian Wu. (2016) Metabolism of the anthelmintic drug niclosamide by cytochrome P450 enzymes and UDP-glucuronosyltransferases: metabolite elucidation and main contributions from CYP1A2 and UGT1A1. XENOBIOTICA, 46 (1): (1-13). [PMID:26068521] [10.3109/00498254.2015.1047812] |
| 34. Ma Xiaolei, Cao Xuejun. (2014) Separation of ursodeoxycholic acid by silylation crystallization. Bioresources and Bioprocessing, 1 (1): (1-8). [10.1186/s40643-014-0005-9] |
| 35. Haigang Zhang, Lihua Qiu, Dan Xu, Wei Zhang, Feng Yan. (2014) Performance enhancement for water based dye-sensitized solar cells via addition of ionic surfactants. Journal of Materials Chemistry A, 2 (7): (2221-2226). [10.1039/C3TA14571A] |
| 36. Shuai Xue,Jianli Yin,Jiawei Shao,Yuanhuan Yu,Linfeng Yang,Yidan Wang,Mingqi Xie,Martin Fussenegger,Haifeng Ye. (2017-02-06) A Synthetic-Biology-Inspired Therapeutic Strategy for Targeting and Treating Hepatogenous Diabetes.. Molecular therapy : the journal of the American Society of Gene Therapy, 25 ((2)): (443-455). [PMID:28153094] |
| 37. Chunli Qi,Jiangnan Fu,Huinan Zhao,Huijie Xing,Dong Dong,Baojian Wu. (2018-02-14) Identification of UGTs and BCRP as potential pharmacokinetic determinants of the natural flavonoid alpinetin.. Xenobiotica; the fate of foreign compounds in biological systems, 49 ((3)): (276-283). [PMID:29436891] |
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| 2. Jiang-Tao Xue, Zhi-Neng You, Bing-Yi Yang, Zheng-Yu Huang, Jiang Pan, Chun-Xiu Li, Jian-He Xu. (2024) Efficient synthesis of 7-oxo-lithocholic acid using a newly identified 7α-hydroxysteroid dehydrogenase. Molecular Catalysis, 553 (113739). [10.1016/j.mcat.2023.113739] |
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| 4. Hua Zheng, Yi-Chuang Xu, Tao Zhao, Zhi Luo, Dian-Guang Zhang, Chang-Chun Song, An-Gen Yu, Xiaoying Tan. (2023) Dietary chenodeoxycholic acid attenuates high-fat diet-induced growth retardation, lipid accumulation and bile acid metabolism disorder in the liver of yellow catfish Pelteobagrus fulvidraco. BRITISH JOURNAL OF NUTRITION, (6): (1-14). [PMID:37905695] [10.1017/S0007114523002489] |
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| 7. Bing-Yi Yang, Zhi-Neng You, Jiang-Tao Xue, Jiang Pan, Chun-Xiu Li, Jian-He Xu. (2023) Clean enzymatic production of ursodeoxycholic acid enabled by a newly identified NADH-dependent 7β-hydroxysteroid dehydrogenase. Molecular Catalysis, 537 (112946). [10.1016/j.mcat.2023.112946] |
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| 24. Weiqing Liu, Haiyan Jiang, Jing Shi, Bingjun Lu, Hongfeng Cai, Zhimin Mao, Fantai Kong. (2020) In Situ Evaluation of Kinetics and Interaction Mechanism between Chenodeoxycholic Acid and N719 on Dye-Sensitized Nanofilm Surface. ACS Applied Energy Materials, 3 (4): (3310–3317). [10.1021/acsaem.9b02321] |
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| 27. Li Wang, Xiaodan Hong, Zhihong Yao, Yi Dai, Guoping Zhao, Zifei Qin, Baojian Wu, Frank J. Gonzalez, Xinsheng Yao. (2018) Glucuronidation of icaritin by human liver microsomes, human intestine microsomes and expressed UDP-glucuronosyltransferase enzymes: identification of UGT1A3, 1A9 and 2B7 as the main contributing enzymes. XENOBIOTICA, [PMID:28443723] [10.1080/00498254.2017.1323139] |
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| 29. Xueke Liu, Peng Wang, Chang Liu, Yiran Liang, Zhiqiang Zhou, Donghui Liu. (2017) Absorption, Distribution, Metabolism, and in Vitro Digestion of Beta-Cypermethrin in Laying Hens. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 65 (35): (7647–7652). [PMID:28793773] [10.1021/acs.jafc.7b02581] |
| 30. Zhuo-Wei SHEN, Meng-Yue LUO, Hai-Hong HU, Hui ZHOU, Hui-Di JIANG, Lu-Shan YU, Su ZENG. (2016) Screening and verifying potential NTCP inhibitors from herbal medicinal ingredients using the LLC-PK1 cell model stably expressing human NTCP. Chinese Journal of Natural Medicines, 14 (549). [PMID:27507206] [10.1016/S1875-5364(16)30065-6] |
| 31. Feng Li, Shuai Wang, Danyi Lu, Yifei Wang, Dong Dong, Baojian Wu. (2017) Identification of UDP-glucuronosyltransferases 1A1, 1A3 and 2B15 as the main contributors to glucuronidation of bakuchiol, a natural biologically active compound. XENOBIOTICA, 47 (5): (369-375). [PMID:27314830] [10.1080/00498254.2016.1195523] |
| 32. Shuai Zhang, Gong-Yu Dong, Bencai Lin, Jie Qu, Ning-Yi Yuan, Jian-Ning Ding, Zhongze Gu. (2016) Performance enhancement of aqueous dye-sensitized solar cells via introduction of a quasi-solid-state electrolyte with an inverse opal structure. SOLAR ENERGY, 127 (19). [10.1016/j.solener.2016.01.016] |
| 33. Danyi Lu, Zhiguo Ma, Tianpeng Zhang, Xingwang Zhang, Baojian Wu. (2016) Metabolism of the anthelmintic drug niclosamide by cytochrome P450 enzymes and UDP-glucuronosyltransferases: metabolite elucidation and main contributions from CYP1A2 and UGT1A1. XENOBIOTICA, 46 (1): (1-13). [PMID:26068521] [10.3109/00498254.2015.1047812] |
| 34. Ma Xiaolei, Cao Xuejun. (2014) Separation of ursodeoxycholic acid by silylation crystallization. Bioresources and Bioprocessing, 1 (1): (1-8). [10.1186/s40643-014-0005-9] |
| 35. Haigang Zhang, Lihua Qiu, Dan Xu, Wei Zhang, Feng Yan. (2014) Performance enhancement for water based dye-sensitized solar cells via addition of ionic surfactants. Journal of Materials Chemistry A, 2 (7): (2221-2226). [10.1039/C3TA14571A] |
| 36. Shuai Xue,Jianli Yin,Jiawei Shao,Yuanhuan Yu,Linfeng Yang,Yidan Wang,Mingqi Xie,Martin Fussenegger,Haifeng Ye. (2017-02-06) A Synthetic-Biology-Inspired Therapeutic Strategy for Targeting and Treating Hepatogenous Diabetes.. Molecular therapy : the journal of the American Society of Gene Therapy, 25 ((2)): (443-455). [PMID:28153094] |
| 37. Chunli Qi,Jiangnan Fu,Huinan Zhao,Huijie Xing,Dong Dong,Baojian Wu. (2018-02-14) Identification of UGTs and BCRP as potential pharmacokinetic determinants of the natural flavonoid alpinetin.. Xenobiotica; the fate of foreign compounds in biological systems, 49 ((3)): (276-283). [PMID:29436891] |
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