Product Name
Deoxycholic Acid
Category
Heterocyclic Organic Compound
Description
Deoxycholic acid (DCA) is a bile acid that plays an important role in the digestion and absorption of dietary fats and fat-soluble vitamins.
IUPAC Name
(4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-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
Molecular Formula
C24H40O4
Canonical SMILES
CC(CCC(=O)O)C1CCC2C1(C(CC3C2CCC4C3(CCC(C4)O)C)O)C
InChI
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
Boiling Point
547.1±35.0 °C at 760 mmHg
Melting Point
171-174 °C(lit.)
Solubility
Soluble in water (0.24 g/l).
Appearance
White to off-white solid
Application
It is a natural component of the human body and is produced in the liver from cholesterol. It is also used in laboratory experiments to study the effects of bile acids on cell physiology, metabolism, and gene expression.
Covalently-Bonded Unit Count
1
Hydrogen Bond Acceptor Count
4
Hydrogen Bond Donor Count
3
IC50 Target
G-protein coupled bile acid receptor 1: EC5050 = 1.25 µM (human)
Isomeric SMILES
C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O)C)O)C
Monoisotopic Mass
392.29265975 g/mol
Optical Activity
α20D 56, c = 1 in EtOH
Shipping
Ambient temperature
Supplemental Hazard Statements
H225-H301+H311+H331-H370-H302-H315-H319-H335
Symbol
GHS02,GHS06,GHS08,GHS07
Topological Polar Surface Area
77.8 Å2
Vapor Pressure
0.0±3.3 mmHg at 25°C