Deoxycholic acid supplier

Name
Deoxycholic acid
EINECS 201-478-5
CAS No. 83-44-3
Article Data40
CAS DataBase
Density 1.129 g/cm³
Solubility 0.24 g/L (15 ºC)
Melting Point 171-174 °C(lit.)
Formula C₂₄H₄₀O₄
Boiling Point 547.148 °C at 760 mmHg
Molecular Weight 392.579
Flash Point 298.768 °C
Transport Information
Appearance white powder
Safety 26-36-37/39-22
Risk Codes 36/37/38-37-20/21/22
Molecular Structure
Hazard Symbols Xn
Synonyms 5b-Cholan-24-oic acid, 3a,12a-dihydroxy- (8CI);17b-[1-Methyl-3-carboxypropyl]-etiocholane-3a,12a-diol;3a,12a-Dihydroxy-5b-cholan-24-oic acid;3a,12a-Dihydroxy-5b-cholanic acid;3a,12a-Dihydroxy-5b-cholanoicacid;3a,12a-Dihydroxycholanic acid;5b-Cholanic acid-3a,12a-diol;5b-Deoxycholicacid;7-Deoxycholic acid;Cholerebic;Cholic acid, deoxy-;Cholorebic;Degalol;Droxolan;NSC 8797;Pyrochol;Septochol;(3a,5b,12a)-3,12-Dihydroxy-5-cholan-24-oic Acid;(3α,5β,12α)-3,12-dihydroxycholan-24-oic acid;(4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-Dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid;17b-(1-Methyl-3-carboxypropyl)etiocholane-3a,12a-diol;5b-Cholanic acid-3a,12a-diol;5b-Deoxycholic acid;
PSA 77.76000
LogP 4.47790

Synthetic route

: 27240-83-1
methyl 3α-acetoxy-12α-hydroxy-5β-cholan-24-oate

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
Stage #1: methyl 3α-acetoxy-12α-hydroxy-5β-cholan-24-oate With water; sodium hydroxide In tetrahydrofuran; methanol at 25 - 35℃; for 4h; Stage #2: With hydrogenchloride In water pH=1 - 2; Product distribution / selectivity;	99%
With water; sodium hydroxide In tetrahydrofuran; methanol at 0 - 35℃; for 4h; Reagent/catalyst; Time; Temperature; Concentration;	99%
With lithium hydroxide In tetrahydrofuran; methanol; water at 50℃;	91%
Stage #1: methyl 3α-acetoxy-12α-hydroxy-5β-cholan-24-oate With sodium hydroxide In tetrahydrofuran; methanol at 20℃; for 20h; Stage #2: With hydrogenchloride; water In 2-methyltetrahydrofuran pH=1.7 - 2; Purification / work up;

: 3245-38-3
methyl deoxycholate

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
Stage #1: methyl deoxycholate With water; lithium hydroxide In tetrahydrofuran at 20℃; Stage #2: With ammonium chloride In tetrahydrofuran; water; ethyl acetate	94.3%
With lithium hydroxide In tetrahydrofuran; water at 20℃;	94.3%

: 28050-47-7
3α-hydroxy-12-oxo-5β-cholan-24-oic acid methyl ester

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
With water; lithium hydroxide In tetrahydrofuran at 20℃; for 3h;	94.3%

: 5969-28-8
3α-benzoyloxy-12α-hydroxy-5β-cholane-24-ic acid methyl ester

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
With water; sodium hydroxide In tetrahydrofuran; methanol at 20 - 30℃; for 24h;	92%
With sodium hydroxide In tetrahydrofuran; methanol at 20 - 30℃; for 24h;	92 g

: 81-25-4
cholic acid

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
With N-Bromosuccinimide; sodium hydrogencarbonate Erhitzen des Reaktionsprodukts mit Hydrazin und Kaliumhydroxid in Triaethylenglykol bis auf 200grad;
With potassium chromate; sodium acetate; acetic acid Erhitzen des Reaktionsprodukts mit Hydrazin-hydrat und aethanol. Natriumaethylat auf 200grad;
Multi-step reaction with 3 steps 1: sulfuric acid / 5 h / 20 °C 2: sulfuric acid; sodium bromide; sodium bromate / butan-1-ol; dichloromethane; water / 4 h / 7 - 12 °C 3: hydrazine hydrate; potassium hydroxide / ethylene glycol / 9 h / 120 - 170 °C View Scheme

: 3α.12α-diacetoxy-7-semicarbazono-5β-cholanoic acid-(24)-methyl ester

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
With sodium ethanolate; hydrazine hydrate at 200℃;
With sodium methylate at 180℃;

: 28050-47-7
3α-hydroxy-12-oxo-5β-cholan-24-oic acid methyl ester

A: 570-62-7
Lagodeoxycholic acid

B: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
With sodium hydroxide; nickel Hydrogenation;

: 21066-20-6
methyl 7-dehydrocholate diacetate (methyl 3α,12α-diacetoxy-7-oxo-5β-cholan-24-oate)

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
With acetic anhydride; toluene-4-sulfonic acid Hydrieren des Reaktionsprodukts an Platin in Essigsaeure;

: 3α,12α-dinitroxy-7-oxo-5β-cholan-24-oic acid

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
With sodium ethanolate; hydrazine

: 72504-58-6
Desoxycholsaeure-3-β-D-glucoronid

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
With glucuronidase for 1h; Kinetics; pH = 6;

: 12-hydroxy-3-(sulfooxy)-(3α,5β,12α)-cholan-24-oic acid

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
With hydrogenchloride In methanol; acetone at 37℃; Kinetics; var. temp., solvent;

6A,6C-bis(2-naphthylsulfonyl)-γ-cyclodextrin deoxycholic acid 1:1 complex: 6A,6C-bis(2-naphthylsulfonyl)-γ-cyclodextrin deoxycholic acid 1:1 complex

A: 83-44-3
Deoxycholic acid

B 6A,6C-bis(2-naphthylsulfonyl)-γ-cyclodextrin: 6A,6C-bis(2-naphthylsulfonyl)-γ-cyclodextrin

Conditions

Conditions	Yield
In water; ethylene glycol at 25℃; Equilibrium constant; decomplexation;

6A,6D-bis(2-naphthylsulfonyl)-γ-cyclodextrin deoxycholic acid 1:1 complex: 6A,6D-bis(2-naphthylsulfonyl)-γ-cyclodextrin deoxycholic acid 1:1 complex

A: 83-44-3
Deoxycholic acid

B 6A,6D-bis(2-naphthylsulfonyl)-γ-cyclodextrin: 6A,6D-bis(2-naphthylsulfonyl)-γ-cyclodextrin

Conditions

Conditions	Yield
In water; ethylene glycol at 25℃; Equilibrium constant; decomplexation;

: 81-25-4
cholic acid

intestine bacteria: intestine bacteria

: 83-44-3
Deoxycholic acid

: 81-25-4
cholic acid

rotting pancreas-pulp: rotting pancreas-pulp

: 83-44-3
Deoxycholic acid

: 3α,12α-dihydroxy-5β-chol-14-en-24-oic acid

: 64-19-7
acetic acid

palladium: palladium

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
Hydrogenation;

...Expand

: 2506-16-3
12α-acetoxy-3-oxo-choladien-(4,6)-oic acid-(24)

: 64-19-7
acetic acid

platinum: platinum

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
anschliessende Hydrolyse.Hydrogenation;

...Expand

: 2958-05-6
3,12-dioxo-7-deoxycholic acid

: 64-19-7
acetic acid

platinum: platinum

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
at 90 - 100℃; Hydrogenation;

...Expand

: 67-56-1
methanol

: 28050-47-7
3α-hydroxy-12-oxo-5β-cholan-24-oic acid methyl ester

Raney nickel: Raney nickel

A: 570-62-7
Lagodeoxycholic acid

B: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
Behandlung des Reaktionsprodukts mit warmer methanol. Kalilauge.Hydrogenation;

...Expand

: 16409-34-0
sodium glycodeoxycholate

A: 83-44-3
Deoxycholic acid

B: 56-40-6
glycine

Conditions

Conditions	Yield
With ethylenediaminetetraacetic acid; chloylglycine hydrolase; 2-hydroxyethanethiol In phosphate buffer at 20℃; for 0.333333h; pH=8;	A 100 % Chromat. B n/a

: 1180-95-6
sodium taurodeoxycholate

A: 107-35-7
Tau

B: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
With ethylenediaminetetraacetic acid; chloylglycine hydrolase; 2-hydroxyethanethiol In phosphate buffer at 20℃; for 0.333333h; pH=8;	A n/a B 100 % Chromat.

: methyl 3α,12α-diacetoxy-16-keto-5β-cholan-24-oate

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
With hydrazine hydrate; potassium hydroxide In diethylene glycol at 125 - 210℃; Wolff-Kishner reduction;

: 560-62-3, 23015-99-8
9-alpha-hydroxyandrost-4-ene-3,17-dione

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
Multi-step reaction with 12 steps 1.1: hydrogen / palladium 10% on activated carbon / N,N-dimethyl-formamide / 3 h / 25 - 35 °C / 3102.97 Torr 2.1: sulfuric acid / dichloromethane / 2.15 h / 10 - 35 °C 3.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 2 h / -45 - -40 °C / Inert atmosphere 4.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere 4.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere 4.3: Cooling 5.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere 6.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 6.2: Cooling 7.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 8.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C 9.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C 10.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 11.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 11.2: 0 - 5 °C 12.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 12.2: pH 1 - 2 View Scheme
Multi-step reaction with 11 steps 1.1: hydrogen / palladium 10% on activated carbon / N,N-dimethyl-formamide / 3 h / 25 - 35 °C / 3102.97 Torr 2.1: sulfuric acid / dichloromethane / 2.15 h / 10 - 35 °C 3.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 2 h / -45 - -40 °C / Inert atmosphere 4.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere 4.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere 4.3: Cooling 5.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere 6.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 6.2: Cooling 7.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 8.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C 9.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 10.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 10.2: 0 - 5 °C 11.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 11.2: pH 1 - 2 View Scheme
Multi-step reaction with 11 steps 1.1: hydrogen / palladium 10% on activated carbon / N,N-dimethyl-formamide / 3 h / 25 - 35 °C / 3102.97 Torr 2.1: sulfuric acid / dichloromethane / 2.15 h / 10 - 35 °C 3.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 2 h / -45 - -40 °C / Inert atmosphere 4.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere 4.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere 4.3: Cooling 5.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere 6.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 6.2: Cooling 7.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 8.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 8 - 10 h / 0 °C 8.2: 2 h / 50 - 55 °C 8.3: 6 - 8 h / 25 - 30 °C 9.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 10.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 10.2: 0 - 5 °C 11.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 11.2: pH 1 - 2 View Scheme

: 1311972-67-4
C31H50O6

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C 2.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 3.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 3.2: 0 - 5 °C 4.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 4.2: pH 1 - 2 View Scheme
Multi-step reaction with 3 steps 1: potassium carbonate; palladium on activated charcoal; tert.-butylhydroperoxide / dichloromethane / 24 h / 20 °C 2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 13 h / 70 °C / 3102.97 Torr 3: water; sodium hydroxide / methanol; tetrahydrofuran / 4 h / 0 - 35 °C View Scheme
Multi-step reaction with 4 steps 1.1: potassium carbonate; palladium on activated charcoal; tert.-butylhydroperoxide / dichloromethane / 24 h / 20 °C 2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 2.2: 2 h / 25 - 35 °C 3.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 5 - 10 °C 4.1: water; sodium hydroxide / methanol; tetrahydrofuran / 4 h / 0 - 35 °C View Scheme
Multi-step reaction with 4 steps 1: potassium carbonate; palladium on activated charcoal; tert.-butylhydroperoxide / dichloromethane / 24 h / 20 °C 2: hydrogen; palladium on activated charcoal / ethyl acetate / 21 h / 45 - 50 °C / 2585.81 Torr 3: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 5 - 10 °C 4: water; sodium hydroxide / methanol; tetrahydrofuran / 4 h / 0 - 35 °C View Scheme
Multi-step reaction with 4 steps 1: potassium carbonate; palladium on activated charcoal; tert.-butylhydroperoxide / dichloromethane / 24 h / 20 °C 2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 13 h / 70 °C / 3102.97 Torr 3: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 5 - 10 °C 4: water; sodium hydroxide / methanol; tetrahydrofuran / 4 h / 0 - 35 °C View Scheme

: 1093397-61-5
9α-hydroxy-5β-androstan-3,17-dione

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
Multi-step reaction with 11 steps 1.1: sulfuric acid / dichloromethane / 2.15 h / 10 - 35 °C 2.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 2 h / -45 - -40 °C / Inert atmosphere 3.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere 3.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere 3.3: Cooling 4.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere 5.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 5.2: Cooling 6.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 7.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C 8.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C 9.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 10.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 10.2: 0 - 5 °C 11.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 11.2: pH 1 - 2 View Scheme
Multi-step reaction with 10 steps 1.1: sulfuric acid / dichloromethane / 2.15 h / 10 - 35 °C 2.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 2 h / -45 - -40 °C / Inert atmosphere 3.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere 3.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere 3.3: Cooling 4.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere 5.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 5.2: Cooling 6.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 7.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C 8.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 9.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 9.2: 0 - 5 °C 10.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 10.2: pH 1 - 2 View Scheme
Multi-step reaction with 10 steps 1.1: sulfuric acid / dichloromethane / 2.15 h / 10 - 35 °C 2.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 2 h / -45 - -40 °C / Inert atmosphere 3.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere 3.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere 3.3: Cooling 4.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere 5.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 5.2: Cooling 6.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 7.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 8 - 10 h / 0 °C 7.2: 2 h / 50 - 55 °C 7.3: 6 - 8 h / 25 - 30 °C 8.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 9.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 9.2: 0 - 5 °C 10.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 10.2: pH 1 - 2 View Scheme

: 1093397-63-7
(5β)-androst-9(11)-ene-3,17-dione

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
Multi-step reaction with 10 steps 1.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 2 h / -45 - -40 °C / Inert atmosphere 2.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere 2.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere 2.3: Cooling 3.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere 4.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 4.2: Cooling 5.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 6.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C 7.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C 8.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 9.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 9.2: 0 - 5 °C 10.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 10.2: pH 1 - 2 View Scheme
Multi-step reaction with 10 steps 1.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 2 h / -45 - -40 °C / Inert atmosphere 2.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere 2.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere 2.3: Cooling 3.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere 4.1: ethylaluminum dichloride / dichloromethane; toluene / 0.25 h / 0 °C / Inert atmosphere 4.2: 18.33 h / 0 - 25 °C / Inert atmosphere 4.3: 0 °C 5.1: hydrogen / platinum(IV) oxide / ethyl acetate / 14 - 16 h / 3620.13 Torr 6.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C 7.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C 8.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 9.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 9.2: 0 - 5 °C 10.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 10.2: pH 1 - 2 View Scheme
Multi-step reaction with 9 steps 1.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 2 h / -45 - -40 °C / Inert atmosphere 2.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere 2.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere 2.3: Cooling 3.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere 4.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 4.2: Cooling 5.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 6.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C 7.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 8.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 8.2: 0 - 5 °C 9.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 9.2: pH 1 - 2 View Scheme

: 571-49-3
3α-hydroxy-5β-androst-9(11)-en-17-one

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere 1.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere 1.3: Cooling 2.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere 3.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 3.2: Cooling 4.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 5.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C 6.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C 7.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 8.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 8.2: 0 - 5 °C 9.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 9.2: pH 1 - 2 View Scheme
Multi-step reaction with 8 steps 1.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere 1.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere 1.3: Cooling 2.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere 3.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 3.2: Cooling 4.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 5.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C 6.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 7.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 7.2: 0 - 5 °C 8.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 8.2: pH 1 - 2 View Scheme
Multi-step reaction with 8 steps 1.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere 1.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere 1.3: Cooling 2.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere 3.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 3.2: Cooling 4.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 5.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 8 - 10 h / 0 °C 5.2: 2 h / 50 - 55 °C 5.3: 6 - 8 h / 25 - 30 °C 6.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 7.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 7.2: 0 - 5 °C 8.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 8.2: pH 1 - 2 View Scheme

: 1093397-66-0
(Z)-3α-hydroxy-5β-pregna-9(11),17(20)-diene

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere 2.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 2.2: Cooling 3.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 4.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C 5.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C 6.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 7.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 7.2: 0 - 5 °C 8.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 8.2: pH 1 - 2 View Scheme
Multi-step reaction with 7 steps 1.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere 2.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 2.2: Cooling 3.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 4.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C 5.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 6.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 6.2: 0 - 5 °C 7.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 7.2: pH 1 - 2 View Scheme
Multi-step reaction with 7 steps 1.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere 2.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 2.2: Cooling 3.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 4.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 8 - 10 h / 0 °C 4.2: 2 h / 50 - 55 °C 4.3: 6 - 8 h / 25 - 30 °C 5.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 6.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 6.2: 0 - 5 °C 7.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 7.2: pH 1 - 2 View Scheme

: 1093397-69-3
(Z)-3α-acetoxy-5β-pregna-9(11),17(20)-diene

: 83-44-3
Deoxycholic acid

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 1.2: Cooling 2.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 3.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C 4.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C 5.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 6.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 6.2: 0 - 5 °C 7.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 7.2: pH 1 - 2 View Scheme
Multi-step reaction with 6 steps 1.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 1.2: Cooling 2.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 3.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C 4.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 5.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 5.2: 0 - 5 °C 6.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 6.2: pH 1 - 2 View Scheme
Multi-step reaction with 6 steps 1.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere 1.2: Cooling 2.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr 3.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 8 - 10 h / 0 °C 3.2: 2 h / 50 - 55 °C 3.3: 6 - 8 h / 25 - 30 °C 4.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr 5.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C 5.2: 0 - 5 °C 6.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C 6.2: pH 1 - 2 View Scheme

: 67-56-1
methanol

: 83-44-3
Deoxycholic acid

: 3245-38-3
methyl deoxycholate

Conditions

Conditions	Yield
With sulfuric acid for 4h; Reflux;	100%
With sulfuric acid at 20℃;	100%
With hydrogenchloride In water for 2h; Molecular sieve; Reflux;	100%

: 107-68-6
N-Methyltaurine

: 83-44-3
Deoxycholic acid

: 165048-99-7
3α,12α-dihydroxy-5β-cholan-24-oyl-N-methyltaurine

Conditions

Conditions	Yield
With triethylamine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride In N,N-dimethyl-formamide at 20℃; for 1h;	100%

: 83-44-3
Deoxycholic acid

A 3α,12α-diformoxy-5β-cholan-24-olc acid: 3α,12α-diformoxy-5β-cholan-24-olc acid

B: 2287-93-6
3α,12α-diformyloxy-5β-cholan-24-oic acid

Conditions

Conditions	Yield
In formic acid; benzene	A 99.8% B n/a

: 64-18-6
formic acid

: 83-44-3
Deoxycholic acid

: 2287-93-6
3α,12α-diformyloxy-5β-cholan-24-oic acid

Conditions

Conditions	Yield
With perchloric acid; acetic anhydride at 55℃; for 1.5h;	99%
With acetic anhydride at 55℃; for 1.5h;	99%
at 60℃; for 4h;	98%

: 83-44-3
Deoxycholic acid

: 141-78-6
ethyl acetate

: 63060-59-3
3α-acetyloxy-12α-hydroxy-5β-cholan-24-oic acid

Conditions

Conditions	Yield
With Candida antarctica lipase B In hexane at 55℃; for 24h; Enzymatic reaction; regioselective reaction;	99%

: 83-44-3
Deoxycholic acid

: 6786-08-9
(3α,5β,12α)-3,12-dihydroxycholan-24-amide

Conditions

Conditions	Yield
With ammonium chloride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;	98.5%
With tributyl-amine; ammonia; chloroformic acid ethyl ester In 1,4-dioxane 10 deg C, 30 min then rt., 2 h;	78%
With ammonia at 220℃;

: 83-44-3
Deoxycholic acid

: 2958-05-6
3,12-dioxo-7-deoxycholic acid

Conditions

Conditions	Yield
With chromium(VI) oxide; sulfuric acid; acetone In water at 20℃;	98%
With sodium bromate; ammonium cerium (IV) nitrate In water; acetonitrile at 80℃; Green chemistry;	95%
With aluminium(III) chloride hexahydrate; potassium peroxymonosulfate In water at 20℃; for 3h;	91%

: 83-44-3
Deoxycholic acid

: 74-88-4
methyl iodide

: 3245-38-3
methyl deoxycholate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;	97%
With potassium carbonate In tetrahydrofuran Microwave irradiation;

: 83-44-3
Deoxycholic acid

: 108-24-7
acetic anhydride

: 33628-48-7
deoxycholic acid 3,12-diacetate

Conditions

Conditions	Yield
With pyridine; dmap at 20℃; for 3.5h;	96.1%
With dmap In dichloromethane at 20℃; for 1h; Inert atmosphere;	94%
With dmap; triethylamine Acetylation;	92%

: 83-44-3
Deoxycholic acid

: 107-19-7
propargyl alcohol

: 868595-03-3
propargyl 3α,12α-dihydroxy-5β-cholan-24-oate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 55 - 60℃; for 7h;	96%
With toluene-4-sulfonic acid at 55 - 60℃; for 7h;	96%
With toluene-4-sulfonic acid at 55 - 60℃; for 7h;	96%

: 83-44-3
Deoxycholic acid

: 106-96-7
propargyl bromide

: 868595-03-3
propargyl 3α,12α-dihydroxy-5β-cholan-24-oate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 6h;	96%
Stage #1: Deoxycholic acid With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere; Stage #2: propargyl bromide In N,N-dimethyl-formamide for 4h; Inert atmosphere;	95%
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 18h;
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h;

: 83-44-3
Deoxycholic acid

: 765-30-0
Cyclopropylamine

: 1260542-98-0
24-cyclopropyl-3α,12α-dihydroxy-5β-cholanamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 48h; Inert atmosphere;	96%

: 87-52-5
3-(Dimethylaminomethyl)indole

: 83-44-3
Deoxycholic acid

: gramine deoxycholic acid

Conditions

Conditions	Yield
In methanol at 20℃;	96%

: 83-44-3
Deoxycholic acid

: 100-46-9
benzylamine

: 86678-91-3
(R)-N-benzyl-4-((3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamide

Conditions

Conditions	Yield
With 4-(2-(1,3-dioxa-3a1,8,10-triaza-2,3a,14b-triboradibenzo[fg,op]tetracen-2-yl)phenyl)benzo[c]pyrimido[4,5-e][1,2]azaborinin-6(5H)-ol In fluorobenzene at 85℃; for 16h; Molecular sieve;	95%
With tributyl-amine; chloroformic acid ethyl ester In 1,4-dioxane 10 deg C, 30 min then rt., 2 h;	78%
With ammonium hydroxide; tributyl-amine; chloroformic acid ethyl ester Multistep reaction;

: 83-44-3
Deoxycholic acid

: ferric deoxycholate

Conditions

Conditions	Yield
With iron(III) chloride; sodium hydroxide In water at 35℃; pH=8;	95%

: 107-35-7
Tau

: 83-44-3
Deoxycholic acid

: 1180-95-6
sodium taurodeoxycholate

Conditions

Conditions	Yield
With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; sodium hydroxide In water; dimethyl sulfoxide; acetonitrile; tert-butyl alcohol at 20 - 80℃;	95%

: 83-44-3
Deoxycholic acid

: 2603-77-2
3α,12α,24-trihydroxy-5β-cholane

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran Reflux;	94%
With lithium aluminium tetrahydride In tetrahydrofuran for 3h; Heating;	88%
With lithium aluminium tetrahydride In tetrahydrofuran Ambient temperature;	80%

: 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione

: 83-44-3
Deoxycholic acid

: 174069-00-2
3α,12α-dihydroxy-5β-cholan-24-oic acid 2,5-dioxopyrrolidin-1-yl ester

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 15h;	94%
With dicyclohexyl-carbodiimide In tetrahydrofuran; acetonitrile at 25℃;	84%
With dicyclohexyl-carbodiimide In tetrahydrofuran for 3.5h;	7.08 g

: L-alanine prop-2-ynyl ester hydrochloride

: 83-44-3
Deoxycholic acid

: propargyl N-(3α,12α-dihydroxy-5β-cholan-24-oyl)-L-alaninate

Conditions

Conditions	Yield
Stage #1: Deoxycholic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-d6-formamide at 0℃; for 0.25h; Stage #2: L-alanine prop-2-ynyl ester hydrochloride In N,N-dimethyl-formamide at 20℃;	94%

: 83-44-3
Deoxycholic acid

: C12H13NO2*ClH

: propargyl N-(3α,12α-dihydroxy-5β-cholan-24-oyl)-L-phenylalaninate

Conditions

Conditions	Yield
Stage #1: Deoxycholic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 0℃; for 0.25h; Stage #2: C12H13NO2*ClH In N,N-dimethyl-d6-formamide at 20℃;	94%

: 83-44-3
Deoxycholic acid

: 143-15-7
1-dodecylbromide

: 1340599-79-2
C36H64O4

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 60℃; for 12h;	93%

: 1585976-14-2
C9H15NO2

: 83-44-3
Deoxycholic acid

: propargyl N-(3α,12α-dihydroxy-5β-cholan-24-oyl)-L-isoleucinate

Conditions

Conditions	Yield
Stage #1: Deoxycholic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 0℃; for 0.25h; Stage #2: C9H15NO2 In N,N-dimethyl-d6-formamide at 20℃;	93%

: 83-44-3
Deoxycholic acid

: 93488-58-5
3α,12α-dinitrooxycholanic acid

Conditions

Conditions	Yield
With nitric acid In acetic anhydride at -5℃; for 0.5h;	92.6%
With nitric acid; acetic anhydride

: 83-44-3
Deoxycholic acid

: 14034-59-4
ethylene diamine mono-p-toluenesulfonic acid salt

: 23-(4,5-dihydroimidazol-2-yl)-24-nor-5β-cholan-3α,12α-diol

Conditions

Conditions	Yield
at 220 - 225℃; for 0.75h;	92%

: 83-44-3
Deoxycholic acid

: 3245-38-3
methyl deoxycholate

Conditions

Conditions	Yield
With hydrogenchloride In methanol; diethyl ether	92%

: 83-44-3
Deoxycholic acid

: 2450-71-7
Propargylamine

: 1024746-93-7
N-(prop-2-yn-1-yl)-3α,12α-dihydroxy-5β-cholan-24-amide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 28℃; for 12h;	92%
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃;
Stage #1: Deoxycholic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: Propargylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 24h;	3.2 g

Deoxycholic acid Consensus Reports

Reported in EPA TSCA Inventory.

Deoxycholic acid Specification

The Deoxycholic acid, with the CAS registry number 83-44-3 and EINECS registry number 201-478-5, has the systematic name of (3α,5β,12α)-3,12-dihydroxycholan-24-oic acid. It is also known as deoxycholate, cholanoic acid, and 3α,12α-dihydroxy-5β-cholanate. It is a kind of white powder. And the molecular formula of this chemical is C₂₄H₄₀O₄. In addition, when pure, it comes in a white to off-white crystalline powder form.

The physical properties of Deoxycholic acid are as following: (1)ACD/LogP: 4.76; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.946; (4)ACD/LogD (pH 7.4): 2.149; (5)ACD/BCF (pH 5.5): 374.136; (6)ACD/BCF (pH 7.4): 5.973; (7)ACD/KOC (pH 5.5): 1416.189; (8)ACD/KOC (pH 7.4): 22.61; (9)#H bond acceptors: 4; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 77.76 Å²; (13)Index of Refraction: 1.543; (14)Molar Refractivity: 109.65 cm³; (15)Molar Volume: 347.857 cm³; (16)Polarizability: 43.469×10^-24cm³; (17)Surface Tension: 46.016 dyne/cm; (18)Density: 1.129 g/cm³; (19)Flash Point: 298.768 °C; (20)Enthalpy of Vaporization: 95.005 kJ/mol; (21)Boiling Point: 547.148 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation and uses of Deoxycholic acid: It is one of the secondary bile acids, which are metabolic byproducts of intestinal bacteria. And it is usually conjugated with glycine or taurine. It also acts as a detergent to solubilize fats for intestinal absorption, is reabsorbed itself, and is used as a choleretic and detergent. In addition, it is used as a mild detergent for the isolation of membrane associated proteins. Besides, the sodium salt of deoxycholic acid - sodium deoxycholate, is often used as a biological detergent to lyse cells and solubilise cellular and membrane components.

You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin, and it is also harmful by inhalation, in contact with skin and if swallowed. Therefore, you had better take the following instructions: Do not breathe dust; Wear suitable protective clothing; Wear suitable gloves and eye/face protection; In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)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
(2)InChI: InChI=1/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
(3)InChIKey: KXGVEGMKQFWNSR-LLQZFEROBK

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	130mg/kg (130mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 20, Pg. 323, 1970.
mouse	LD50	oral	1gm/kg (1000mg/kg)		Nara Igaku Zasshi. Journal of the Nara Medical Association. Vol. 33, Pg. 71, 1982.
rabbit	LDLo	intravenous	2gm/kg (2000mg/kg)		Zeitschrift fuer die Gesamte Experimentelle Medizin. Vol. 52, Pg. 779, 1926.
rat	LD50	oral	1gm/kg (1000mg/kg)	BEHAVIORAL: FOOD INTAKE (ANIMAL)	Nara Igaku Zasshi. Journal of the Nara Medical Association. Vol. 33, Pg. 71, 1982.

Product Name

Deoxycholic acid

Synthetic route

Deoxycholic acid Consensus Reports

Deoxycholic acid Specification

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