Product Name

  • Name

    Chenodeoxycholic acid

  • EINECS 207-481-8
  • CAS No. 474-25-9
  • Article Data72
  • CAS DataBase
  • Density 1.129 g/cm3
  • Solubility practically insoluble in water
  • Melting Point 165-167 °C(lit.)
  • Formula C24H40O4
  • Boiling Point 547.148 °C at 760 mmHg
  • Molecular Weight 392.579
  • Flash Point 298.8 °C
  • Transport Information
  • Appearance Off-white solid
  • Safety 22-24/25-45-36/37
  • Risk Codes 63
  • Molecular Structure Molecular Structure of 474-25-9 (Chenodeoxycholic acid)
  • Hazard Symbols HarmfulXn
  • Synonyms Anthropodeoxycholic acid;Cholan-24-oic acid,3,7-dihydroxy-,(3R,5a,- 7R)-;Chenodiol [USAN];7-alpha-Hydroxylithocholic acid;Anthropododesoxycholic acid;Acido chenodeoxicholico [INN-Spanish];Chenodesoxycholic acid;Cholan-24-oic acid, 3,7-dihydroxy-, (3-.alpha., 5-.beta., 7-.alpha.)-;Acidum chenodeoxycholicum [INN-Latin];Anthropodesoxycholic acid;Chenodeoxycholic acid (JAN);(4R)-4-[(3R,5S,7R,8R,9S,10R,13R,14S,17R)-3,7-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]pentanoate;Chendol;3-alpha,7-alpha-Dihydroxy-5-beta-cholan-24-oic acid;Prestwick_553;3-alpha,7-alpha-Dihydroxycholanic acid;Cholan-24-oic acid, 3,7-dihydroxy-, (3-alpha,5-beta,7-alpha)- (9CI);Chenodiol;Chenodesoxycholsaeure [German];5-beta-Cholan-24-oic acid, 3-alpha,7-alpha-dihydroxy-;(4R)-4-[(3R,5S,7R,8S,9S,10R,13R,14S,17R)-3,7-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;Chenodeoxycholate;
  • PSA 77.76000
  • LogP 4.47790

Synthetic route

3α,7α-Dihydroxy-chol-11-ensaeure

3α,7α-Dihydroxy-chol-11-ensaeure

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In methanol at 70℃; under 30003 Torr; for 12h;99%
(4R)-methyl 4-((3R,5R,7R,10S,13R,17R)-3-acetoxy-7-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate
19684-68-5

(4R)-methyl 4-((3R,5R,7R,10S,13R,17R)-3-acetoxy-7-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
With water; sodium hydroxide In methanol for 1h; Reflux;97%
With water; sodium hydroxide In methanol; water for 2h; Reagent/catalyst; Reflux;97%
With sodium hydroxide In tetrahydrofuran; methanol; water at 70℃; for 3h;95%
7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

A

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

B

ursodeoxycholic acid
128-13-2

ursodeoxycholic acid

Conditions
ConditionsYield
Stage #1: 7-Ketolithocholic acid With potassium tert-butylate; palladium(II) hydroxide; potassium hydroxide In isopropyl alcohol at 20℃; for 0.166667h;
Stage #2: With hydrogen In isopropyl alcohol at 40 - 80℃; Reagent/catalyst; Temperature;
A n/a
B 95%
With sodium tetrahydroborate; sodium hydrogencarbonate In water at 20℃; for 0.5h; var. reducing agents;A 94%
B 2%
With potassium In tert-butyl alcohol for 0.5h; Heating; var. reducing agents;A 6%
B 94%
7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 0℃; for 2h;93%
(4R)-methyl 4-((3R,5S,7R,10S,13R,17R)-7-acetoxy-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate
93701-16-7

(4R)-methyl 4-((3R,5S,7R,10S,13R,17R)-7-acetoxy-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
With water; sodium hydroxide In methanol for 6h; Reflux;90.9%
3α,7α-dihydroxy-12-oxo-5β-cholan-24-oic acid
2458-08-4

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

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
With potassium hydroxide; hydrazine In 2-methoxy-ethanol; water at 110 - 135℃; for 12h; Wolff-Kishner reduction;90%
With potassium hydroxide; ethylene glycol weiteres Reagens: N2H4;
With potassium hydroxide; 2,2'-[1,2-ethanediylbis(oxy)]bisethanol weiteres Reagens: N2H4;
methyl 3α,7α-diacetoxy-5β-cholan-24-oate
2616-71-9

methyl 3α,7α-diacetoxy-5β-cholan-24-oate

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
Stage #1: methyl 3α,7α-diacetoxy-5β-cholan-24-oate With sodium hydroxide In dichloromethane at 20 - 30℃; for 1h;
Stage #2: With sulfuric acid
87.8%
In methanol; isopropyl alcohol reflux 4 h then RT;69%
With potassium hydroxide
methyl 3α,7α-diacetoxy-12-one-5β-cholest-24-carboxylate
28535-81-1

methyl 3α,7α-diacetoxy-12-one-5β-cholest-24-carboxylate

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
With hydrazine hydrate; potassium hydroxide In ethylene glycol at 120 - 210℃; for 5h;86.6%
With sodium ethanolate; hydrazine hydrate at 160℃;
With hydrazine hydrate; potassium hydroxide In 2,2'-[1,2-ethanediylbis(oxy)]bisethanol at 120 - 210℃; for 4h; Wolff-Kishner Reduction; Large scale;
Stage #1: methyl 3α,7α-diacetoxy-12-one-5β-cholest-24-carboxylate With hydrazine hydrate; potassium hydroxide In 2,2'-[1,2-ethanediylbis(oxy)]bisethanol at 120℃; for 2h;
Stage #2: at 210℃; for 3h;
Multi-step reaction with 2 steps
1: Alkaline conditions
View Scheme
ethyl 3α-benzoyloxy-7α-hydroxy-chol-5-en-24-oate

ethyl 3α-benzoyloxy-7α-hydroxy-chol-5-en-24-oate

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
Stage #1: ethyl 3α-benzoyloxy-7α-hydroxy-chol-5-en-24-oate With palladium 10% on activated carbon; hydrogen; acetic acid In ethanol under 2844.39 Torr; for 24h;
Stage #2: With methanol; sodium hydroxide for 18h; Reflux;
82%
C29H48O5

C29H48O5

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
With water; sodium hydroxide In methanol at 80℃; for 4h;30%
ethyl chenodeoxycholate acid 7-acetate

ethyl chenodeoxycholate acid 7-acetate

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
With water; sodium hydroxide In methanol at 75℃; for 6h;28%
C29H46O5

C29H46O5

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
With water; sodium hydroxide In methanol at 75℃; for 5h;28%
C33H48O5

C33H48O5

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
With water; sodium hydroxide In methanol at 60℃; for 8h;26%
3,7-diketocholanic acid
859-97-2

3,7-diketocholanic acid

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
With ethanol; platinum Hydrogenation;
With acetic acid; platinum Hydrogenation;
With sodium tetrahydroborate; water; sodium hydroxide
3,7-diketocholanic acid
859-97-2

3,7-diketocholanic acid

A

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

B

ursodeoxycholic acid
128-13-2

ursodeoxycholic acid

Conditions
ConditionsYield
With aluminum isopropoxide; isopropyl alcohol
7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

sodium ethanolate
141-52-6

sodium ethanolate

A

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

B

ursodeoxycholic acid
128-13-2

ursodeoxycholic acid

Conditions
ConditionsYield
at 200℃;
methyl 3α-hydroxy-7α-acetoxy-12-oxocholanate
71837-87-1

methyl 3α-hydroxy-7α-acetoxy-12-oxocholanate

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
With potassium hydroxide; ethylene glycol weiteres Reagens: N2H4;
With potassium hydroxide; 2,2'-[1,2-ethanediylbis(oxy)]bisethanol weiteres Reagens: N2H4;
3,7-diketocholanic acid
859-97-2

3,7-diketocholanic acid

aluminum isopropoxide
555-31-7

aluminum isopropoxide

isopropyl alcohol
67-63-0

isopropyl alcohol

A

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

B

ursodeoxycholic acid
128-13-2

ursodeoxycholic acid

3α,7α-dihydroxy-12-oxocholanic acid tosylhydrazone
79580-95-3

3α,7α-dihydroxy-12-oxocholanic acid tosylhydrazone

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
With sodium tetrahydroborate In acetic acid for 3h; Ambient temperature;
7-hydroxy-3-(sulfooxy)-(3α,5β,7α)-cholan-24-oic acid
64520-49-6, 68780-68-7, 68780-73-4, 68833-02-3, 124815-69-6, 59132-32-0

7-hydroxy-3-(sulfooxy)-(3α,5β,7α)-cholan-24-oic acid

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
With hydrogenchloride In methanol; acetone at 37℃; for 18h; Product distribution; solvolyse methods, var. of temp., solvent, reagent and time;
chenodeoxycholic acid 7-sulfate
59132-31-9

chenodeoxycholic acid 7-sulfate

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
With hydrogenchloride; 2,2-dimethoxy-propane In methanol; ethyl acetate at 25℃; for 24h; Product distribution; solvolyse methods, var. of temp., solvent, reagent and time;
Conditions
ConditionsYield
With acetate buffer; glycyrrhizinic acid hydrolase at 45℃; hydrolysis; other enzyme (β-glucuronidase);
(25RS)-3α,7α-dihydroxy-5β-cholestan-26-oic acid
17974-66-2

(25RS)-3α,7α-dihydroxy-5β-cholestan-26-oic acid

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
rat liver homogenate, NAD, pH=8.5;
3α,7α,24-trihydroxy-5β-cholestan-26-oic acid

3α,7α,24-trihydroxy-5β-cholestan-26-oic acid

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
rat liver homogenate, NAD, pH=8.5;
(E)-(R)-6-((3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-Dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-2-methyl-hept-2-enoic acid

(E)-(R)-6-((3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-Dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-2-methyl-hept-2-enoic acid

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
rat liver homogenate, NAD, pH=8.5;
6A,6C-bis(2-naphthylsulfonyl)-γ-cyclodextrin chenodeoxycholic acid 1:1 complex

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

A

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

B

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

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

Conditions
ConditionsYield
In water; ethylene glycol at 25℃; Equilibrium constant; decomplexation;
6A,6D-bis(2-naphthylsulfonyl)-γ-cyclodextrin chenodeoxycholic acid 1:1 complex

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

A

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

B

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

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

Conditions
ConditionsYield
In water; ethylene glycol at 25℃; Equilibrium constant; decomplexation;
6A,6E-bis(2-naphthylsulfonyl)-γ-cyclodextrin chenodeoxycholic acid 1:1 complex

6A,6E-bis(2-naphthylsulfonyl)-γ-cyclodextrin chenodeoxycholic acid 1:1 complex

A

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

B

6A,6E-bis(2-naphthylsulfonyl)-γ-cyclodextrin

6A,6E-bis(2-naphthylsulfonyl)-γ-cyclodextrin

Conditions
ConditionsYield
In water; ethylene glycol at 25℃; Equilibrium constant; decomplexation;
3α,7α-diacetoxy-12-oxo-5β-cholan-24-oic acid methyl ester

3α,7α-diacetoxy-12-oxo-5β-cholan-24-oic acid methyl ester

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
With potassium hydroxide; ethylene glycol weiteres Reagens: N2H4;
With potassium hydroxide; 2,2'-[1,2-ethanediylbis(oxy)]bisethanol weiteres Reagens: N2H4;
methanol
67-56-1

methanol

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

chenodeoxycholic acid methyl ester
3057-04-3

chenodeoxycholic acid methyl ester

Conditions
ConditionsYield
With thionyl chloride100%
With toluene-4-sulfonic acid at 20℃; for 1h;100%
With toluene-4-sulfonic acid for 2h; Reflux; Inert atmosphere;100%
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Dehydrochenodeoxycholic acid
4185-00-6

Dehydrochenodeoxycholic acid

Conditions
ConditionsYield
With dipotassium hydrogenphosphate; D-glucose; Pseudomonas paucimobilis; yeast extracxt; peptone In water at 28℃; for 24h;100%
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

chenodeoxycholic acid methyl ester
3057-04-3

chenodeoxycholic acid methyl ester

Conditions
ConditionsYield
In methanol; hexane; toluene at 20℃;100%
N-Methyltaurine
107-68-6

N-Methyltaurine

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

3α,7α-dihydroxy-5β-cholan-24-oyl-N-methyltaurine
93790-68-2

3α,7α-dihydroxy-5β-cholan-24-oyl-N-methyltaurine

Conditions
ConditionsYield
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%
methanol
67-56-1

methanol

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

C26H44O4

C26H44O4

Conditions
ConditionsYield
100%
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

acetic anhydride
108-24-7

acetic anhydride

3α,7α-diacetoxy-24-phenyl-5β-cholan-24-oic acid
33628-52-3

3α,7α-diacetoxy-24-phenyl-5β-cholan-24-oic acid

Conditions
ConditionsYield
With pyridine at 20℃; for 24h;99%
With pyridine at 20℃; for 3h;97%
With pyridine at 20℃; for 15h;95%
ethanol
64-17-5

ethanol

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

ethyl 3α,7α-dihydroxy-5β-cholan-24-oate

ethyl 3α,7α-dihydroxy-5β-cholan-24-oate

Conditions
ConditionsYield
With Candida antarctica lipase B In hexane at 55℃; for 24h; Reagent/catalyst; Solvent; Temperature; Time; Enzymatic reaction;99%
With heterologous Rhizopus oryzae lipase immobilized on Octadecyl Sepabeads In di-isopropyl ether at 55℃; Enzymatic reaction;87%
bis(4-methoxyphenyl)amine
101-70-2

bis(4-methoxyphenyl)amine

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

(3R,5S,7R,8R,9S,10S,13R,14S,17R)-17-((R)-4-(bis(4-methoxyphenyl)amino)butan-2-yl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol

(3R,5S,7R,8R,9S,10S,13R,14S,17R)-17-((R)-4-(bis(4-methoxyphenyl)amino)butan-2-yl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol

Conditions
ConditionsYield
With 9-(2-chlorophenyl)acridine; di-tert-butyl peroxide; copper(II) hexafluoroacetylacetonate In ethyl acetate at 35℃; for 24h; Inert atmosphere; Irradiation;99%
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
With dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride In dichloromethane at -30℃; for 1.5h; Temperature; Swern Oxidation;98.6%
With sodium bromate; sulfuric acid; sodium bromide In dichloromethane at 20 - 30℃; for 6h;96.1%
With N-Bromosuccinimide In water; acetone at 20℃; for 2h; Darkness;94%
formic acid
64-18-6

formic acid

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

3α,7α-diformyloxy-5β-cholan-24-oic acid
6159-50-8, 6058-15-7

3α,7α-diformyloxy-5β-cholan-24-oic acid

Conditions
ConditionsYield
With perchloric acid In tetrahydrofuran at 50℃; for 15h;98%
With perchloric acid In tetrahydrofuran; water at 54℃; Inert atmosphere;96%
at 55℃; for 20h;95%
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

2,2,2,-trichloroethoxycarbonyl azide

2,2,2,-trichloroethoxycarbonyl azide

2,2,2-trichloroethyl ((3R)-3-((3R,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)butyl)carbamate

2,2,2-trichloroethyl ((3R)-3-((3R,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)butyl)carbamate

Conditions
ConditionsYield
With dmap; copper diacetate In acetonitrile at 80℃; for 0.166667h; Schlenk technique; Sealed tube;98%
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

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

ethylene diamine mono-p-toluenesulfonic acid salt

23-(4,5-dihydroimidazol-2-yl)-24-nor-5β-cholan-3α,7α-diol

23-(4,5-dihydroimidazol-2-yl)-24-nor-5β-cholan-3α,7α-diol

Conditions
ConditionsYield
at 220 - 225℃; for 0.75h;97%
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

glycine ethyl ester hydrochloride
5680-79-5

glycine ethyl ester hydrochloride

[(R)-4-((3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-Dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-acetic acid methyl ester
69320-16-7

[(R)-4-((3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-Dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoylamino]-acetic acid methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide97%
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

3,7-diketocholanic acid
859-97-2

3,7-diketocholanic acid

Conditions
ConditionsYield
With sodium bromate; ammonium cerium (IV) nitrate In water; acetonitrile at 80℃; Green chemistry;96%
With potassium bromate; phosphoric acid; potassium bromide In tetrahydrofuran; water; acetonitrile at 20℃; for 3h; Reagent/catalyst; Solvent; Temperature;90.6%
With aluminium(III) chloride hexahydrate; potassium peroxymonosulfate In water at 50℃; for 0.166667h; Microwave irradiation;83%
With chromium(VI) oxide; acetic acid
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

(2-(3)H(N))taurine

(2-(3)H(N))taurine

C26H44(3)HNO6S

C26H44(3)HNO6S

Conditions
ConditionsYield
With hydrogenchloride; tributyl-amine; chloroformic acid ethyl ester In 1,4-dioxane for 0.25h; Ambient temperature;95%
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

(1,2-(14)C)taurine

(1,2-(14)C)taurine

C24(14)C2H45NO6S

C24(14)C2H45NO6S

Conditions
ConditionsYield
With hydrogenchloride; tributyl-amine; chloroformic acid ethyl ester In 1,4-dioxane for 0.25h; Ambient temperature;95%
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

ferric chenodeoxycholate

ferric chenodeoxycholate

Conditions
ConditionsYield
With iron(III) chloride; sodium hydroxide In water at 35℃; pH=8;95%
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

tri-Boc-spermine
114459-62-0

tri-Boc-spermine

N1-(3α,7α-dihydroxy-5β-cholan-24-carbonyl)-(N4,N9N12-tri-tert-butoxycarbonyl)-1,12-diamino-4,9-diazadodecane
287964-36-7

N1-(3α,7α-dihydroxy-5β-cholan-24-carbonyl)-(N4,N9N12-tri-tert-butoxycarbonyl)-1,12-diamino-4,9-diazadodecane

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 24h; Acylation;93%
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

sodium taurochenodeoxycholate
6009-98-9

sodium taurochenodeoxycholate

Conditions
ConditionsYield
With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; sodium hydroxide In water; acetonitrile; tert-butyl alcohol at 20 - 80℃;93%
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

benzyl bromide
100-39-0

benzyl bromide

benzyl 3α,7α-dihydroxy-5β-cholan-24-oate
111992-94-0

benzyl 3α,7α-dihydroxy-5β-cholan-24-oate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile Reflux;92%
With caesium carbonate In acetonitrile for 4h; Reflux;80%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 55℃;
With caesium carbonate In acetonitrile Reflux;
TMSCH2N2

TMSCH2N2

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

methyl (5β,7α)-12-hydroxy-3-oxo-cholan-24-oate
14773-00-3

methyl (5β,7α)-12-hydroxy-3-oxo-cholan-24-oate

Conditions
ConditionsYield
In methanol; diethyl ether; toluene at 20℃; for 0.333333h;91%
1-methyl-piperazine
109-01-3

1-methyl-piperazine

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

N1<(3α,5β,7α)3,7-dihydroxy-24-oxo-cholan-24-yl>N4methyl-piperazine
86678-67-3

N1<(3α,5β,7α)3,7-dihydroxy-24-oxo-cholan-24-yl>N4methyl-piperazine

Conditions
ConditionsYield
With tributyl-amine; chloroformic acid ethyl ester In 1,4-dioxane 10 deg C, 10 min then rt., 1 h;90%
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

methylamine
74-89-5

methylamine

N methyl(3α,5β,7α)3,7-dihydroxy-cholan-24-amide
86678-62-8

N methyl(3α,5β,7α)3,7-dihydroxy-cholan-24-amide

Conditions
ConditionsYield
With tributyl-amine; chloroformic acid ethyl ester In 1,4-dioxane 10 deg C, 10 min then rt., 1 h;90%
With tributyl-amine; chloroformic acid ethyl ester Multistep reaction;
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

benzylamine
100-46-9

benzylamine

N benzyl (3α,5β,7α)3,7-dihydroxy-cholan-24-amide
86678-64-0

N benzyl (3α,5β,7α)3,7-dihydroxy-cholan-24-amide

Conditions
ConditionsYield
With tributyl-amine; chloroformic acid ethyl ester In 1,4-dioxane 10 deg C, 10 min then rt., 1 h;90%
With ammonium hydroxide; tributyl-amine; chloroformic acid ethyl ester Multistep reaction;

Chenodeoxycholic acid Chemical Properties

Structure of Chenodeoxycholic acid (CAS NO.474-25-9):

IUPAC Name: (4R)-4-[(3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-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 
Empirical Formula: C24H40O4
Molecular Weight: 392.572 
EINECS: 207-481-8 
Index of Refraction: 1.543
Molar Refractivity: 109.65 cm3
Molar Volume: 347.8 cm3
Polarizability: 43.46×10-24cm3
Surface Tension: 46 dyne/cm
Density: 1.128 g/cm3
Flash Point: 298.8 °C
Enthalpy of Vaporization: 95.01 kJ/mol 
Melting Point: 165-167 °C(lit.)
Boiling Point: 547.1 °C at 760 mmHg
Vapour Pressure: 2.98E-14 mmHg at 25°C 
Water Solubility: PRACTICALLY INSOLUBLE 
Physical Appearance: Off-White Solid
Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Steroids;Intracellular receptor

Chenodeoxycholic acid Uses

A major bile acid in many vertebrates, occurring as the N-glycine and/or N-taurine conjugate. With other bile acids, forms mixed micelles with lecithin in bile which solubilize cholesterol and thus facilitates its excretion.

Chenodeoxycholic acid Toxicity Data With Reference

1.    

mmo-sat 20 mg/L

    MUREAV    Mutation Research. 158 (1985),45.
2.    

sln-smc 100 mg/L

    CRNGDP    Carcinogenesis. 5 (1984),447.
3.    

orl-wmn TDLo:24 g/kg/5Y-C:CAR

    CLONEA    Clinics in Oncology. 7 (1981),245.
4.    

orl-rat LD50:4000 mg/kg

    IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 13 (1982),1128.
5.    

ipr-rat LD50:105 mg/kg

    OYYAA2    Oyo Yakuri. Pharmacometrics. 15 (1978),915.
6.    

ivn-rat LD50:106 mg/kg

    OYYAA2    Oyo Yakuri. Pharmacometrics. 15 (1978),915.
7.    

orl-mus LD50:3000 mg/kg

    IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 13 (1982),1128.
8.    

ipr-mus LD50:86 mg/kg

    OYYAA2    Oyo Yakuri. Pharmacometrics. 15 (1978),915.
9.    

ivn-mus LD50:100 mg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 20 (1970),323.

Chenodeoxycholic acid Safety Profile

Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. An experimental teratogen. Experimental reproductive effects. Questionable human carcinogen producing liver tumors. Mutation data reported. When heated to decomposition it emits acrid smoke and fumes.
Hazard Codes: HarmfulXn
Risk Statements: 63 
R63:Possible risk of harm to the unborn child.
Safety Statements: 22-24/25-45-36/37 
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37:Wear suitable protective clothing and gloves.
WGK Germany: 2
RTECS: FZ1980000

Chenodeoxycholic acid Specification

  Chenodeoxycholic acid , its cas register number is 474-25-9. It also can be called 3-alpha,7-alpha-Dihydroxy-5-beta-cholan-24-oic acid ; 3-alpha,7-alpha-Dihydroxycholanic acid ; 3-alpha,7-alpha-Dihydroxycholansaeure ; 3alpha,7alpha-Dihydroxy-5beta-cholan-24-oic acid ; 7-alpha-Hydroxylithocholic acid ; Acide chenodeoxycholique ; Acido chenodeoxicholico ; Anthropodeoxycholic acid ; Anthropododesoxycholic acid ; Chenic acid ; Chenix ;
 Chenodesoxycholsaeure ; Chenodiol ; Gallodesoxycholic acid .

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