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Dehydrocholic acid

CAS No.:
81-23-2
Catalog Number:
AG0036HD
Molecular Formula:
C24H34O5
Molecular Weight:
402.5238
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1g
95%
In Stock USA
United States
$50
- +
5g
95%
In Stock USA
United States
$125
- +
Product Description
Catalog Number:
AG0036HD
Chemical Name:
Dehydrocholic acid
CAS Number:
81-23-2
Molecular Formula:
C24H34O5
Molecular Weight:
402.5238
MDL Number:
MFCD00066410
IUPAC Name:
(4R)-4-[(5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3,7,12-trioxo-1,2,4,5,6,8,9,11,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid
InChI:
InChI=1S/C24H34O5/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/h13-14,16-18,22H,4-12H2,1-3H3,(H,28,29)/t13-,14+,16-,17+,18+,22+,23+,24-/m1/s1
InChI Key:
OHXPGWPVLFPUSM-KLRNGDHRSA-N
SMILES:
OC(=O)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)C(=O)C[C@H]1[C@H]2C(=O)C[C@H]2[C@]1(C)CCC(=O)C2)C
UNII:
NH5000009I
NSC Number:
8796
Properties
Complexity:
756  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
8  
Defined Bond Stereocenter Count:
0
Exact Mass:
402.241g/mol
Formal Charge:
0
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
402.531g/mol
Monoisotopic Mass:
402.241g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
88.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.6  
Literature
Title Journal
Novel whole-cell biocatalysts with recombinant hydroxysteroid dehydrogenases for the asymmetric reduction of dehydrocholic acid. Applied microbiology and biotechnology 20120901
Biophysical investigations into the interactions of endotoxins with bile acids. Innate immunity 20120401
Discovery of an entropically-driven small molecule streptavidin binder from nucleic acid-encoded libraries. Organic & biomolecular chemistry 20120227
Preparation and characterization of uniform drug particles: dehydrocholic acid. Journal of colloid and interface science 20120215
Using functional signatures to identify repositioned drugs for breast, myelogenous leukemia and prostate cancer. PLoS computational biology 20120201
The role of the acquisition methods in the analysis of natural and synthetic steroids and cholic acids by gas chromatography-mass spectrometry. Journal of chromatography. A 20111111
Improvement of oxaprozin solubility and permeability by the combined use of cyclodextrin, chitosan, and bile components. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20110801
Identification, cloning, heterologous expression, and characterization of a NADPH-dependent 7β-hydroxysteroid dehydrogenase from Collinsella aerofaciens. Applied microbiology and biotechnology 20110401
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
Ursodeoxycholic acid is conjugated with taurine to promote secretin-stimulated biliary hydrocholeresis in the normal rat. PloS one 20110101
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
Thermodynamic and elastic fluctuation analysis of Langmuir mixed monolayers composed by dehydrocholic acid (HDHC) and didodecyldimethylammonium bromide (DDAB). Colloids and surfaces. B, Biointerfaces 20100101
Surgical outcome in relation to duct size at the porta hepatis and the use of cholagogues in patients with biliary atresia. Tropical gastroenterology : official journal of the Digestive Diseases Foundation 20100101
Study on bioactive compounds of in vitro cultured Calculus Suis and natural Calculus Bovis. Animal science journal = Nihon chikusan Gakkaiho 20091201
Protective effect of bile acid derivatives in phalloidin-induced rat liver toxicity. Toxicology and applied pharmacology 20090815
Acidic and basic solutions dissolve protein plugs made of lithostathine complicating choledochal cyst/pancreaticobiliary maljunction. Digestive diseases and sciences 20090701
Spread mixed monolayers of deoxycholic and dehydrocholic acids at the air-water interface, effect of subphase pH. Characterization by axisymmetric drop shape analysis. Biophysical chemistry 20080101
Magnetic resonance cholangiopancreatography: potential usefulness of dehydrocholic acid (DHCA) administration in the evaluation of anastomotic site. Hepato-gastroenterology 20080101
Magnetic resonance cholangiopancreatography: potential usefulness of dehydrocholic acid (DHCA) administration in the evaluation of biliary disease. Hepato-gastroenterology 20080101
A new approach for diagnosis of hepatolithiasis: magnetic resonance cholangiopancreatography: potential usefulness of dehydrocholic acid (DHCA) administration in the evaluation of hepatolithiasis. Hepato-gastroenterology 20080101
Aqueous sodium dehydrocholate-sodium deoxycholate mixtures at low concentration. Journal of colloid and interface science 20071015
Determination of critical micellar concentrations of cholic acid and its keto derivatives. Colloids and surfaces. B, Biointerfaces 20071001
Regio- and stereoselective reductions of dehydrocholic acid. Steroids 20060601
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
Bile acids directly augment caudal related homeobox gene Cdx2 expression in oesophageal keratinocytes in Barrett's epithelium. Gut 20060101
A novel insulin derivative chemically modified with dehydrocholic acid: synthesis, characterization and biological activity. Biotechnology and applied biochemistry 20050801
Sterol-derived hormone(s) controls entry into diapause in Caenorhabditis elegans by consecutive activation of DAF-12 and DAF-16. PLoS biology 20041001
Lasting blood-brain barrier disruption induces epileptic focus in the rat somatosensory cortex. The Journal of neuroscience : the official journal of the Society for Neuroscience 20040908
Choleretic activity and biliary elimination of lipids and bile acids induced by an artichoke leaf extract in rats. Phytomedicine : international journal of phytotherapy and phytopharmacology 20021201
Spasmocanulase in irritable bowel syndrome. Saudi medical journal 20020901
Carbonic anhydrase inhibitors. Preparation of potent sulfonamides inhibitors incorporating bile acid tails. Bioorganic & medicinal chemistry letters 20020617
Choledocholithiasis in an infant of extremely low birthweight. Journal of paediatrics and child health 20020401
Anodic electrochemical oxidation of cholic acid. Steroids 20010201
Estradiol-17 beta-D-glucuronide (E-17G) cholestasis in perfused rat liver: fate of E-17G and choleretic responses to bile salts. Hepatology (Baltimore, Md.) 19900501
3 beta-Hydroxysteroid dehydrogenase of Ruminococcus sp. from human intestinal bacteria. Journal of biochemistry 19860501
Cholestasis induced by estradiol-17 beta-D-glucuronide: mechanisms and prevention by sodium taurocholate. Hepatology (Baltimore, Md.) 19840101
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