Deoxycholic acid

SIGMA/30960 - ≥99.0% (T)

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

CAS Number: 83-44-3
Empirical Formula (Hill Notation): C₂₄H₄₀O₄
Molecular Weight: 392.57
EC Number: 201-478-5
MDL Number: MFCD00003673
Linear Formula: C₂₄H₄₀O₄
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-30960-25G	25 g	$57.50 1/EA	Add To Favorites
45-30960-100G	100 g	$161.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥99.0% (T)
biological source	ox bile
description	anionic
form	powder
functional group	carboxylic acid
impurities	≤1% cholic acid (TLC)
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
InChI key	KXGVEGMKQFWNSR-LLQZFEROSA-N
mol wt	392.57 g/mol
mp	170-175 °C
	171-174 °C (lit.)
optical activity	[α]20/D +54±1°, c = 1% in ethanol
Quality Level	100
SMILES string	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

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
Biochem/physiol Actions:	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.
General description:	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.
Other Notes:	For the solubilization of the β-adrenergic receptor

Symbol	GHS07
Signal word	Warning
Hazard statements	H302
Precautionary statements	P301 + P312 + P330
Hazard Codes	Xn
Risk Statements	22-36/37/38
Safety Statements	26-36
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥99.0% (T)
mp	170-175 °C; 171-174 °C (lit.)
UNSPSC	12352106

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