鹅去氧胆酸

鹅去氧胆酸(英語:Chenodeoxycholic acid,或chenocholic acid、chenodesoxycholic acid,也被称为3α,7α-二羟基-5β-胆烷-24-羧酸,3α,7α-dihydroxy-5β-cholan-24-oic acid)是一种胆汁酸,它是白色晶体物质,不溶于水,但溶于乙醇乙酸,熔点为165–167°C。鹅去氧胆酸与胆酸肝脏生产的胆汁的两大主要成分[1]

鹅去氧胆酸
Skeletal formula of chenodeoxycholic acid
Ball-and-stick model of the chenodeoxycholic acid molecule
IUPAC名
chenodiol
OR
3α,7α-dihydroxy-5β-cholanic acid
OR
5β-cholanic acid-3α,7α-diol
OR
(R)-((3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid
OR
(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanoic acid
英文名 Chenodeoxycholic acid
识别
CAS号 474-25-9  checkY
PubChem 10133
ChemSpider 9728
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
InChI
 
  • 1/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
InChIKey RUDATBOHQWOJDD-BSWAIDMHBF
ChEBI 16755
DrugBank DB06777
KEGG C02528
IUPHAR配体 608
性质
化学式 C24H40O4
摩尔质量 392.57 g·mol−1
熔点 165—167 °C(329—333 °F;438—440 K)
药理学
ATC代码 A05AA01A05
药品许可证
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

鹅去氧胆酸最早分离自家胆汁,因而有了“鹅”(英语"cheno",希腊语: χήν )的前缀[2]

另见

参考文献

  1. ^ Russell DW. The enzymes, regulation, and genetics of bile acid synthesis. Annu. Rev. Biochem. 2003, 72: 137–74. PMID 12543708. doi:10.1146/annurev.biochem.72.121801.161712. 
  2. ^ Carey MC. Editorial: Cheno and urso: what the goose and the bear have in common. N. Engl. J. Med. December 1975, 293 (24): 1255–7. PMID 1186807. doi:10.1056/NEJM197512112932412.