3-α,12-α-Dihydroxy-5-β-cholan-24-sure

Deoxycholic acid Struktur
83-44-3
CAS-Nr.
83-44-3
Bezeichnung:
3-α,12-α-Dihydroxy-5-β-cholan-24-sure
Englisch Name:
Deoxycholic acid
Synonyma:
DEOXYCHOLATE;deoxycholic;DESOXYCHOLIC ACID;CHOLEIC ACID;CHOLAIC ACID;(R)-4-((3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-diMethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid;degalol;NSC 8797;droxolan;pyrochol
CBNumber:
CB8325514
Summenformel:
C24H40O4
Molgewicht:
392.58
MOL-Datei:
83-44-3.mol

3-α,12-α-Dihydroxy-5-β-cholan-24-sure Eigenschaften

Schmelzpunkt:
171-174 °C(lit.)
Siedepunkt:
437.26°C (rough estimate)
alpha 
55 º (c=1, EtOH)
Dichte
0.9985 (rough estimate)
Dampfdruck
0.004Pa at 20℃
Brechungsindex
1.4460 (estimate)
Flammpunkt:
9℃
storage temp. 
room temp
Löslichkeit
0.24 g/L (15°C)
pka
5.15(at 20℃)
Aggregatzustand
Solid
Farbe
White to Off-White
Optische Aktivität
[α]20/D +54±1°, c = 1% in ethanol
Wasserlöslichkeit
0.24 g/L (15 ºC)
Merck 
14,2899
BRN 
3219882
Stabilität:
Stable. Combustible. Incompatible with strong oxidizing agents.
LogP
5.34 at 22℃ and pH5.7
Oberflächenspannung
54mN/m at 51.3mg/L and 20℃
CAS Datenbank
83-44-3(CAS DataBase Reference)
EPA chemische Informationen
Cholan-24-oic acid, 3,12-dihydroxy-, (3.alpha.,5.beta.,12.alpha.)- (83-44-3)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn
R-Sätze: 22-36/37/38-37-20/21/22
S-Sätze: 26-36-37/39-22
RIDADR  UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany  3
RTECS-Nr. FZ2100000
TSCA  Yes
HS Code  29181990
Giftige Stoffe Daten 83-44-3(Hazardous Substances Data)
Toxizität LD50 oral in rat: 1gm/kg
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
Sicherheit

3-α,12-α-Dihydroxy-5-β-cholan-24-sure Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R37:Reizt die Atmungsorgane.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.

S-Sätze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S22:Staub nicht einatmen.

Beschreibung

Deoxycholic acid sodium salt, which is a secondary bile acid and the metabolite of intestinal bacteria, provides a nonsurgical treatment to significantly reduce submental fat in adults via injection directly into moderate-to-severe fatty tissue below the neck. When injected into fatty tissue, deoxycholic acid helps destroy fat cells. Although deoxycholic acid has many applications beyond human health, the application as a dyslipidemia drug was licensed to Kythera from Los Angeles Biomedical Institute at Harbor-UCLA Medical Center in 2007. Allergan acquired Kythera recently in 2015.

Chemische Eigenschaften

white powder

Verwenden

Deoxycholic acid has been used in a modified procedure to recover 40-80% of a protein from a 1 μg/mL solution. It forms complexes with fatty acid. Used as an emulsifying agent in food, a precursor in the synthesis of cortisone, and a gallbladder stimulant. It has been used to study assess how physiological concentrations of ursodeoxycholic acid (UDCA) vs. deoxycholic acid (DCA) affect barrier function in mouse intestinal tissue. Deoxycholic acid has been used in a study to assess a pH-Responsive Mechanism of a Deoxycholic Acid and Folate Co-Modified Chitosan Micelle under Cancerous Environment. It has also been used in a study to investigate dose-dependent anti-inflammatory effect of ursodeoxycholic acid in experimental colitis.

Allgemeine Beschreibung

This [TM="Certified Spiking Solution" is suitable for use as starting material in the preparation of linearity standards, calibrators, and controls in LC-MS/MS and GC/MS bile acid testing methods. Deoxycholic acid (DCA), also known as deoxycholate and cholanoic acid is a secondary bile acid that aids in the absorption of fats in the intestine. Mass spectrometry-based analysis of DCA is routinely performed in clinical diagnostic testing applications including neonatal testing of inborn errors of bile acid synthesis and differentiating among types of familial intrahepatic cholestasis.

Sicherheitsprofil

Poison by intraperitoneal route. Moderately toxic by ingestion and intravenous routes. Questionable carcinogen with experimental tumorigenic data. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

läuterung methode

Reflux the acid with CCl4 (50mL/g), filter, evaporate under vacuum at 25o, recrystallise the residue from acetone and dry it under vacuum at 155o [Trenner et al. J Am Chem Soc 76 1196 1954]. A solution of (cholic acid-free) material (100mL) in 500mL of hot EtOH is filtered, evaporate it to less than 500mL on a hot plate, and pour it into 1500mL of cold diethyl ether. The precipitate, filtered off by suction, is crystallised twice from 1-2 parts of absolute EtOH, to give an alcoholate, m 118-120o, which is dissolved in EtOH (100mL for 60g) and poured into boiling water. After boiling until free of the EtOH, the precipitate is filtered off, dried, ground and dried to constant weight in vacuo [Sobotka & Goldberg Biochem J 26 555 1932]. Deoxycholic acid is also freed from fatty acids and cholic acid by silica gel chromatography and elution with 0.5% acetic acid in ethyl acetate [Tang et al. J Am Chem Soc 107 4058 1985]. It can also be recrystallised from butanone. Its solubility in H2O at 15o is 0.24g/L, but in EtOH it is 22.07g/L. [Beilstein 10 IV 1608.]

3-α,12-α-Dihydroxy-5-β-cholan-24-sure Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


3-α,12-α-Dihydroxy-5-β-cholan-24-sure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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info@tianfuchem.com China 21695 55

83-44-3(3-α,12-α-Dihydroxy-5-β-cholan-24-sure)Verwandte Suche:


  • DEOXYCHOLIC ACID
  • 7-DEOXYCHOLIC ACID
  • 5BETA-CHOLAN-3ALPHA, 12BETA-DIOL
  • 5BETA-CHOLAN-24-OIC ACID-3ALPHA,12ALPHA-DIOL
  • 5-BETA-CHOLANIC ACID-3-ALPHA, 12-ALPHA-DIOL
  • 5B-CHOLAN-24-OIC ACID-3A,12A-DIOL
  • (3alpha,5beta,12alpha)-3,12-dihydroxy-cholan-24-oic acid
  • 3ALPHA,12ALPHA-DIHYDROXY-5BETA-CHOLAN-24-OIC ACID
  • 3ALPHA, 12ALPHA-DIHYDROXY-5BETA-CHOLANIC ACID
  • 3ALPHA,12ALPHA-DIHYDROXYCHLOLANIC ACID
  • 3-ALPHA,12-ALPHA-DIHYDROXYCHOLANIC ACID
  • septochol
  • 17B-(1-METHYL-3-CARBOXYPROPYL)ETIOCHOLANE-3A,12A-DIOL
  • 12α -Dihydroxy-5β-cholan-24-oic acid
  • 3α,12α-Dihydroxy-5β-dhoianic acid
  • Chenodeoxycolic acid(Chenodiol)CP95
  • deoxcholic acid
  • DEOXYCHOLIC ACID FREE ACID
  • DEOXYCHOLIC ACID FREE ACID SIGMAULTRA
  • 17β-(1-Methyl-3-carboxypropyl)etiocholane-3α,12α-diol
  • 5β-Cholan-24-oic acid-3α,12α-diol
  • Deoxycholic acid, 98.5-101% 100GR
  • Deoxycholic acid, 98.5-101% 25GR
  • 3α,12α-Dihydroxy-5β-cholanoic Acid
  • 5β-Cholanic Acid-3α,12α-diol
  • 5β-Deoxycholic Acid
  • Deoxy-cholic Αcid
  • NSC 8797
  • Septocholl
  • 17-beta-(1-methyl-3-carboxypropyl)-etiocholane-3-alpha,12-alpha-diol
  • 3,12-dihydroxy-(3alpha,5beta,12alpha)-cholan-24-oi
  • 3,12-dihydroxy-,(3.alpha.,5.beta.,12.alpha.)-Cholan-24-oicacid
  • 3,12-dihydroxy-,(3-alpha,5-beta,12-alpha)-cholan-24-oicaci
  • 3,12-dihydroxy-,(3alpha,5beta,12alpha)-cholan-24-oicaci
  • 3,12-dihydroxycholanicacid
  • 3-alpha,12-alpha-dihydroxy-5-beta-cholan-24-oicaci
  • 3alpha,12alpha-dihydroxy-5beta-cholan-24-oicaci
  • 3-alpha,12-alpha-dihydroxy-5-beta-cholanoicacid
  • 3alpha,12alpha-dihydroxy-5beta-cholanoicacid
  • 3-alpha,12-alpha-dihydroxycholansaeure
  • 5-beta-deoxycholicacid
  • 7alpha-deoxycholicacid
  • Cholan-24-oicacid,3,12-dihydroxy-,(3.alpha.,5.beta.,12.alpha.)-
  • cholerebic
  • cholorebic
  • degalol
  • deoxycholaticacid
  • deoxy-cholicaci
  • desoxycholsaeure
  • droxolan
  • l7-beta-(1-methyl-3-carboxypropyl)-etiocholane-3-alpha,12-alpha-diol
  • pyrochol
  • Deoxycholic acid, 98.5-101%
  • 3α,12α-dihydroxy-5β-cholanic acid
  • DEOXYCHOLICACID,REAGENT
  • (4R)-4-[(3R,5R,8R,9S,10S,12S,14S,17R)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5]
  • DEOXYCHOLIC ACID(CHOLEIC ACID)(P)
  • 3,12-dihyd
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