Home Other Building Blocks Hyodeoxycholic acid

Hyodeoxycholic acid

CAS No.:
83-49-8
Catalog Number:
AG0038EX
Molecular Formula:
C24H40O4
Molecular Weight:
392.5720
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
100g
~90%
In Stock USA
United States
$44
- +
500g
~90%
In Stock USA
United States
$86
- +
Product Description
Catalog Number:
AG0038EX
Chemical Name:
Hyodeoxycholic acid
CAS Number:
83-49-8
Molecular Formula:
C24H40O4
Molecular Weight:
392.5720
MDL Number:
MFCD00003681
IUPAC Name:
(4R)-4-[(3R,5R,6S,8S,9S,10R,13R,14S,17R)-3,6-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(4-7-22(27)28)17-5-6-18-16-13-21(26)20-12-15(25)8-10-24(20,3)19(16)9-11-23(17,18)2/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16+,17-,18+,19+,20+,21+,23-,24-/m1/s1
InChI Key:
DGABKXLVXPYZII-SIBKNCMHSA-N
SMILES:
OC1CC[C@]2(C(C1)CC([C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)O)C)C)O)C
EC Number:
201-483-2
UNII:
7A33Y6EHYK
Properties
Complexity:
605  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
10  
Defined Bond Stereocenter Count:
0
Exact Mass:
392.293g/mol
Formal Charge:
0
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
392.58g/mol
Monoisotopic Mass:
392.293g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
77.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.9  
Literature
Title Journal
11β-Hydroxysteroid dehydrogenase-1 is involved in bile acid homeostasis by modulating fatty acid transport protein-5 in the liver of mice. Molecular metabolism 20140801
Human UDP-glucuronosyltransferases: feedback loops between substrates and ligands of their transcription factors. Biochemical pharmacology 20121015
BASIC--a bile acid-sensitive ion channel highly expressed in bile ducts. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20121001
Gender, but not CYP7A1 or SLCO1B1 polymorphism, affects the fasting plasma concentrations of bile acids in human beings. Basic & clinical pharmacology & toxicology 20120301
A tandem mass spectrometric study of bile acids: interpretation of fragmentation pathways and differentiation of steroid isomers. Steroids 20120201
Gender-divergent profile of bile acid homeostasis during aging of mice. PloS one 20120101
Dysfunction of organic anion transporting polypeptide 1a1 alters intestinal bacteria and bile acid metabolism in mice. PloS one 20120101
Effects of human and porcine bile on the proteome of Helicobacter hepaticus. Proteome science 20120101
Refined Qingkailing Protects MCAO Mice from Endoplasmic Reticulum Stress-Induced Apoptosis with a Broad Time Window. Evidence-based complementary and alternative medicine : eCAM 20120101
Chinese medicine injection qingkailing for treatment of acute ischemia stroke: a systematic review of randomized controlled trials. Evidence-based complementary and alternative medicine : eCAM 20120101
A novel 'target constituent knock-out' strategy coupled with TLC, UPLC-ELSD and microcalorimetry for preliminary screening of antibacterial constituents in Calculus bovis. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20111115
Inhibition of human UGT2B7 gene expression in transgenic mice by the constitutive androstane receptor. Molecular pharmacology 20110601
Regulated phosphorylation of a major UDP-glucuronosyltransferase isozyme by tyrosine kinases dictates endogenous substrate selection for detoxification. The Journal of biological chemistry 20110114
Differentiation of various traditional Chinese medicines derived from animal bile and gallstone: simultaneous determination of bile acids by liquid chromatography coupled with triple quadrupole mass spectrometry. Journal of chromatography. A 20110107
Diurnal variations of mouse plasma and hepatic bile acid concentrations as well as expression of biosynthetic enzymes and transporters. PloS one 20110101
Profiling circulating and urinary bile acids in patients with biliary obstruction before and after biliary stenting. PloS one 20110101
Voluntary wheel running exercise and dietary lactose concomitantly reduce proportion of secondary bile acids in rat feces. Journal of applied physiology (Bethesda, Md. : 1985) 20100901
Chemical genetic screen identifies lithocholic acid as an anti-aging compound that extends yeast chronological life span in a TOR-independent manner, by modulating housekeeping longevity assurance processes. Aging 20100701
Regulation of bile acid synthesis by fat-soluble vitamins A and D. The Journal of biological chemistry 20100507
Identification of human UGT2B7 as the major isoform involved in the O-glucuronidation of chloramphenicol. Drug metabolism and disposition: the biological fate of chemicals 20100301
Liver X receptor agonist methyl-3β-hydroxy-5α,6α-epoxycholanate attenuates atherosclerosis in apolipoprotein E knockout mice without increasing plasma triglyceride. Pharmacology 20100101
Challenges predicting ligand-receptor interactions of promiscuous proteins: the nuclear receptor PXR. PLoS computational biology 20091201
Consumption of some polyphenols reduces fecal deoxycholic acid and lithocholic acid, the secondary bile acids of risk factors of colon cancer. Journal of agricultural and food chemistry 20090923
3-ketocholanoic acid is the major in vitro human hepatic microsomal metabolite of lithocholic acid. Drug metabolism and disposition: the biological fate of chemicals 20090901
Serum bile acid profiling reflects enterohepatic detoxification state and intestinal barrier function in inflammatory bowel disease. World journal of gastroenterology 20090707
Improved analysis of bile acids in tissues and intestinal contents of rats using LC/ESI-MS. Journal of lipid research 20090101
Bear bile: dilemma of traditional medicinal use and animal protection. Journal of ethnobiology and ethnomedicine 20090101
The inhibitory effects of cholalic acid and hyodeoxycholalic acid on the expression of TNFalpha and IL-1beta after cerebral ischemia in rats. Archives of pharmacal research 20090101
Regulation of sulfotransferase and UDP-glucuronosyltransferase gene expression by the PPARs. PPAR research 20090101
Novel polymorphic human UDP-glucuronosyltransferase 2A3: cloning, functional characterization of enzyme variants, comparative tissue expression, and gene induction. Molecular pharmacology 20080901
Novel potent and selective bile acid derivatives as TGR5 agonists: biological screening, structure-activity relationships, and molecular modeling studies. Journal of medicinal chemistry 20080327
Biotransformation of lithocholic acid by rat hepatic microsomes: metabolite analysis by liquid chromatography/mass spectrometry. Drug metabolism and disposition: the biological fate of chemicals 20080201
Use of selected chemical markers in combination with a multiple regression model to assess the contribution of domesticated animal sources of fecal pollution in the environment. Chemosphere 20071101
[Determination of chyodeoxycholic acid in Bile Arisaema by HPLC-ELSD]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20070801
Comparative study on major bioactive components in natural, artificial and in-vitro cultured Calculus Bovis. Chemical & pharmaceutical bulletin 20070101
Simultaneous determination of geniposide, baicalin, cholic acid and hyodeoxycholic acid in rat serum for the pharmacokinetic investigations by high performance liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20060914
3alpha-6alpha-Dihydroxy-7alpha-fluoro-5beta-cholanoate (UPF-680), physicochemical and physiological properties of a new fluorinated bile acid that prevents 17alpha-ethynyl-estradiol-induced cholestasis in rats. Toxicology and applied pharmacology 20060715
Role for enhanced faecal excretion of bile acid in hydroxysteroid sulfotransferase-mediated protection against lithocholic acid-induced liver toxicity. Xenobiotica; the fate of foreign compounds in biological systems 20060701
Determination of three bile acids in artificial Calculus Bovis and its medicinal preparations by micellar electrokinetic capillary electrophoresis. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20060606
Mice lacking Mrp3 (Abcc3) have normal bile salt transport, but altered hepatic transport of endogenous glucuronides. Journal of hepatology 20060401
Simultaneous determination of nine components in Qingkailing injection by HPLC/ELSD/DAD and its application to the quality control. Journal of pharmaceutical and biomedical analysis 20060303
Enzymatic production of bile Acid glucuronides used as analytical standards for liquid chromatography-mass spectrometry analyses. Molecular pharmaceutics 20060101
Resistance to ursodeoxycholic acid-induced growth arrest can also result in resistance to deoxycholic acid-induced apoptosis and increased tumorgenicity. BMC cancer 20060101
Isolation and determination of bile acids. European journal of drug metabolism and pharmacokinetics 20060101
Simultaneous determination of major bioactive components in Qingkailing injection by high-performance liquid chromatography with evaporative light scattering detection. Chemical & pharmaceutical bulletin 20051101
[Simultaneous determination of five groups of components in qingkailing injection by high performance liquid chromatography with photo diode array detector and evaporative light scattering detector]. Se pu = Chinese journal of chromatography 20050901
Interfacial properties of most monofluorinated bile acids deviate markedly from the natural congeners: studies with the Langmuir-Pockels surface balance. Journal of lipid research 20050301
Effect of dried plums on colon cancer risk factors in rats. Nutrition and cancer 20050101
Identification of UGT2B9*2 and UGT2B33 isolated from female rhesus monkey liver. Archives of biochemistry and biophysics 20040601
Effects of ileo-rectal anastomosis on cholesterol metabolism in pigs fed either casein or extruded soya beans. The British journal of nutrition 20040501
[Study on extraction technique of HDCA]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20040501
UDP-glucuronosyltransferase and sulfotransferase polymorphisms, sex hormone concentrations, and tumor receptor status in breast cancer patients. Breast cancer research : BCR 20040101
Fluorescence resonance energy transfer in a novel cyclodextrin-peptide conjugate for detecting steroid molecules. Bioorganic & medicinal chemistry letters 20031215
Substrate specificities of rat oatp1 and ntcp: implications for hepatic organic anion uptake. American journal of physiology. Gastrointestinal and liver physiology 20031101
Steroids in the intestinal tract of rats are affected by dietary-fibre-rich barley-based diets. The British journal of nutrition 20031101
Peroxisome proliferator-activated receptor alpha induces hepatic expression of the human bile acid glucuronidating UDP-glucuronosyltransferase 2B4 enzyme. The Journal of biological chemistry 20030829
Glucosidation of hyodeoxycholic acid by UDP-glucuronosyltransferase 2B7. Biochemical pharmacology 20030201
The cytotoxicity of hydrophobic bile acids is ameliorated by more hydrophilic bile acids in intestinal cell lines IEC-6 and Caco-2. Oncology reports 20030101
Dietary bile acids inhibit potentially elemental diet-induced small intestinal atrophy in rats. International journal of molecular medicine 20021101
[Study on effect of qingkailing injection and its active principle in inducing cell apoptosis in human acute promyelocytic leukemia]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine 20011101
Hyodeoxycholic acid efficiently suppresses atherosclerosis formation and plasma cholesterol levels in mice. Journal of lipid research 20010801
Effect of bile salts on colonic mucus secretion in isolated vascularly perfused rat colon. Digestive diseases and sciences 20010601
Hydrophilic and hydrophobic bile acids exhibit different cytotoxicities through cytolysis, interleukin-8 synthesis and apoptosis in the intestinal epithelial cell lines. IEC-6 and Caco-2 cells. Scandinavian journal of gastroenterology 20010501
UGT2B23, a novel uridine diphosphate-glucuronosyltransferase enzyme expressed in steroid target tissues that conjugates androgen and estrogen metabolites. Endocrinology 19991201
Reinduction of the hypnotic effects of thiopental with NSAIDs by decreasing thiopental plasma protein binding in humans. Acta anaesthesiologica Scandinavica 19930401
Complementary deoxyribonucleic acid cloning and expression of a human liver uridine diphosphate-glucuronosyltransferase glucuronidating carboxylic acid-containing drugs. The Journal of pharmacology and experimental therapeutics 19930101
Isolation and characterization of hyodeoxycholic-acid: UDP-glucuronosyltransferase from human liver. European journal of biochemistry 19910901
Properties