Accéder au contenu
Merck
Toutes les photos(1)

Documents

30960

Sigma-Aldrich

Deoxycholic acid

≥99.0% (T)

Synonyme(s) :

3α,12α-Dihydroxy-5β-cholanic acid, 7-Deoxycholic acid, Desoxycholic acid

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme
Toutes les photos(1)

About This Item

Formule empirique (notation de Hill):
C24H40O4
Numéro CAS:
83-44-3
Poids moléculaire :
392.57
Numéro Beilstein :
3219882
Numéro CE :
201-478-5
Numéro MDL:
MFCD00003673
Code UNSPSC :
12352106
ID de substance PubChem :
329753610
Nomenclature NACRES :
NA.77

Source biologique

ox bile

Niveau de qualité

100

Description

anionic

Pureté

≥99.0% (T)

Forme

powder

Activité optique

[α]20/D +54±1°, c = 1% in ethanol

Poids mol.

392.57 g/mol

Impuretés

≤1% cholic acid (TLC)

Pf

170-175 °C
171-174 °C (lit.)

Groupe fonctionnel

carboxylic acid

Chaîne SMILES 

C[C@H](CCC(O)=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C

InChI

1S/C24H40O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-/m1/s1

Clé InChI

KXGVEGMKQFWNSR-LLQZFEROSA-N

Informations sur le gène

human ... ATIC(471)

Vous recherchez des produits similaires ? Visite Guide de comparaison des produits

Catégories apparentées

Description générale

Deoxycholic acid is an amphiphilic molecule and an important constituent of bile acid. It contains hydroxyl groups substituted at the 3α and 12α positions and a carboxyl group towards the end of the branched-chain. These moieties contribute to the hydrophilic nature of the molecule and the hydrophobic cyclopentanophenanthrene forms its center.

Application

Deoxycholic acid has been used as:
  • a hyphal-inhibitory compound in an ex vivo assay to study the hyphal morphogenesis of Candida albicans in the gastrointestinal tract
  • an internal standard to estimate the toxin concentration in the cell pellet
  • a bile acid (BA) standard to quantitatively measure BA in various samples from treated mice by ultra-performance liquid chromatography triple quadrupole mass spectrometry

Actions biochimiques/physiologiques

Deoxycholic acid, due to its amphiphilicity, significantly helps to solubilize, emulsify, and absorb fat, vitamins, and cholesterol in the body. High levels of intestinal deoxycholic acid might cause colorectal cancer by inducing oxidative stress and leading to DNA damage. It acts as an oncogene and pro-tumor factor.

Autres remarques

For the solubilization of the β-adrenergic receptor

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H315,H319,H335

Classification des risques

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Les clients ont également consulté

Slide 1 of 4

1 of 4

7-Ketodeoxycholic acid ≥95% (HPLC)

Sigma-Aldrich

SMB00806

7-Ketodeoxycholic acid

Désoxycholate de sodium BioXtra, ≥98.0% (dry matter, NT)

Sigma-Aldrich

30970

Désoxycholate de sodium

Cholic acid European Pharmacopoeia (EP) Reference Standard

C2158000

Cholic acid

Glycocholic acid hydrate synthetic, ≥97% (HPLC)

Sigma-Aldrich

G2878

Glycocholic acid hydrate

Preparation and characterizations of a novel deoxycholic acid-O-carboxymethylated chitosan-folic acid conjugates and self-aggregates
Wang F, et al.
Carbohydrate Polymers, 84, 1192-1200 (2011)
E Nedivi et al.
The Journal of biological chemistry, 259(9), 5803-5808 (1984-05-10)
Agonist, but not antagonist, protects the beta-adrenergic receptor from inactivation during solubilization in deoxycholate. Protection is apparently due to locking of the agonist in the receptor, a high affinity interaction induced or stabilized by this detergent. The guanyl nucleotide-binding protein
Jeffery L Smith et al.
Hepatology (Baltimore, Md.), 39(6), 1673-1682 (2004-06-09)
Focal biliary cirrhosis causes significant morbidity and mortality in cystic fibrosis (CF). Although the mechanisms of pathogenesis remain unclear, bile acids have been proposed as potential mediators of liver injury. This study examined bile acid composition in CF and assessed
J Stadler et al.
Cancer letters, 38(3), 315-320 (1988-01-01)
Rectal biopsies and fecal collections were obtained from a consecutive series of 34 outpatients prior to colonoscopy at a gastroenterology clinic. Subsequently, 14 were found to have no colonic pathology, 13 had adenomatous polyps, (3 of those had a previous
Shin Yoshimoto et al.
Nature, 499(7456), 97-101 (2013-06-28)
Obesity has become more prevalent in most developed countries over the past few decades, and is increasingly recognized as a major risk factor for several common types of cancer. As the worldwide obesity epidemic has shown no signs of abating
Afficher tous les articles scientifiques apparentés

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique