5255-17-4

Basic information

• Product Name: 3BETA-HYDROXY-DELTA5-CHOLENIC ACID
• Synonyms: CHOLESTEROL TRISNORCHOLENIC ACID;5-CHOLENIC ACID-3BETA-OL;5-CHOLENIC ACID-3-BETA-HYDROXY;3BETA-HYDROXY-5-CHOLEN-24-OIC ACID;3-BETA-HYDROXYCHOLENIC ACID;3BETA-HYDROXY-DELTA5-CHOLENIC ACID;3-beta-hydroxychol-5-en-24-oic acid;5-cholenic acid-3B-ol
• CAS NO: 5255-17-4
• Molecular Formula: C₂₄H₃₈O₃
• Molecular Weight: 374.56
• Product Categories: Bile Acids;Biochemistry;Steroids
• Mol File: 5255-17-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 232°C
• Boiling Point: 522.8 °C at 760 mmHg
• Flash Point: 284.1 °C
• Appearance: /
• Density: 1.11 g/cm³
• Vapor Pressure: 4.99E-17mmHg at 25°C
• Refractive Index: -39.5 ° (C=1, Dioxane)
• Storage Temp.: Refrigerator
• Solubility: Dioxane (Slightly, Sonicated), DMF (Slightly), DMSO (Slightly, Heated,. Sonicate
• PKA: 4.76±0.10(Predicted)
• CAS DataBase Reference: 3BETA-HYDROXY-DELTA5-CHOLENIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3BETA-HYDROXY-DELTA5-CHOLENIC ACID(5255-17-4)
• EPA Substance Registry System: 3BETA-HYDROXY-DELTA5-CHOLENIC ACID(5255-17-4)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 5255-17-4(Hazardous Substances Data)

Usage

Description

Cholenic acid is a monohydroxy bile acid. It is a cholesterol oxidation product formed by 7α-hydroxylation of 27-hydroxycholesterol (Item Nos. 14790 | 14791), as well as a precursor in the biosynthesis of chenodeoxycholic acid . Levels of cholenic acid are increased in patients with neonatal liver disease harboring mutations in CYP7A1, the gene encoding 7α-hydroxylase, as well as in patients with intrahepatic and extrahepatic cholestasis.

Uses

5-Cholenic Acid-3β-ol is a bile acid of which the metabolism in humans results in the primary bile acids lithocholic acid and chenodeoxycholic. It is found in hgher concentrations in meconium of premature human babies when compared to full term babies.

InChI:InChI=1/C24H40O6/c1-12(4-7-21(29)30)14-5-6-15-22-16(10-20(28)24(14,15)3)23(2)11-19(27)17(25)8-13(23)9-18(22)26/h12-20,22,25-28H,4-11H2,1-3H3,(H,29,30)

Synthetic route

3β-acetoxy-5-cholenic acid (19462-13-6) → 3β-hydroxy-5-cholenoic acid (5255-17-4)

Conditions	Yield
With sodium hydroxide In methanol for 4h; Ambient temperature;	89.6%

methyl 5-cholenoate (20231-57-6) → 3β-hydroxy-5-cholenoic acid (5255-17-4)

Conditions	Yield
With water; lithium hydroxide In tetrahydrofuran Inert atmosphere;	80%

methyl 3α,6α-ditosyloxy-5β-cholan-24-oate (1184-20-9) + potassium acetate (127-08-2) → 3β-hydroxy-5-cholenoic acid (5255-17-4)

Conditions	Yield
With N,N-dimethyl-formamide Erwaermen des Reaktionsprodukts mit methanol. KOH;

Hyodeoxycholic Acid (83-49-8) → 3β-hydroxy-5-cholenoic acid (5255-17-4)

3β-acetoxy-5α,6β-dibromocholestane (514-50-1) → prasterone acetate (853-23-6) + 3β-hydroxy-5-cholenoic acid (5255-17-4)

Conditions	Yield
With chromium(VI) oxide; acetic acid Erwaermen des Reaktionsprodukts mit Zink-Pulver und Essigsaeure und Erwaermen des erhaltenen Reaktionsprodukts mit methanol. Kalilauge;
With chromium(VI) oxide; acetic acid Erwaermen des Reaktionsprodukts mit Zink-Pulver und Essigsaeure und Erwaermen des erhaltenen Reaktionsprodukts mit wss. Natronlauge;

3β-hydroxy-24-nor-chol-5-ene-23,23-dicarboxylic acid (111823-89-3) → 3β-hydroxy-5-cholenoic acid (5255-17-4)

Conditions	Yield
at 200℃;

hyodeoxycholic acid-derivative → 3β-hydroxy-5-cholenoic acid (5255-17-4)

methyl hyodeoxycholate (2868-48-6) → 3β-hydroxy-5-cholenoic acid (5255-17-4) + 4-(10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-pentanoic acid

Conditions	Yield
Stage #1: methyl hyodeoxycholate With pyridine; p-toluenesulfonyl chloride Stage #2: With potassium acetate In N,N-dimethyl-formamide at 110℃; Stage #3: With potassium hydroxide In methanol at 110℃;

3β-acetoxy-Δ5-cholenic aldehyde (86476-29-1) → 3β-hydroxy-5-cholenoic acid (5255-17-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: 74.2 percent / chromic acid / tetrahydrofuran / 0.17 h / 0 °C 2: 89.6 percent / NaOH (10percent) / methanol / 4 h / Ambient temperature View Scheme

24,24-ethylenedioxy-Δ5-chol-3β,20-diol (86476-21-3) → 3β-hydroxy-5-cholenoic acid (5255-17-4)

Conditions

Yield

Multi-step reaction with 6 steps 1: 94.1 percent / pyridine / 14 h / Ambient temperature 2: 88.5 percent / phosphoryl chloride / pyridine / 16 h / Ambient temperature 3: 96.8 percent / H2 / PtO2 / ethanol / 3 h / Ambient temperature 4: 91.7 percent / HCl (10percent) / acetone / 3 h / Ambient temperature 5: 74.2 percent / chromic acid / tetrahydrofuran / 0.17 h / 0 °C 6: 89.6 percent / NaOH (10percent) / methanol / 4 h / Ambient temperature View Scheme

24,24-ethylenedioxy-Δ5-chola-3β-acetate (86476-27-9) → 3β-hydroxy-5-cholenoic acid (5255-17-4)

Conditions	Yield
Multi-step reaction with 3 steps 1: 91.7 percent / HCl (10percent) / acetone / 3 h / Ambient temperature 2: 74.2 percent / chromic acid / tetrahydrofuran / 0.17 h / 0 °C 3: 89.6 percent / NaOH (10percent) / methanol / 4 h / Ambient temperature View Scheme

3β-acetoxy-24,24-ethylenedioxychol-Δ5,20(22)-diene (86476-25-7) → 3β-hydroxy-5-cholenoic acid (5255-17-4)

Conditions	Yield
Multi-step reaction with 4 steps 1: 96.8 percent / H2 / PtO2 / ethanol / 3 h / Ambient temperature 2: 91.7 percent / HCl (10percent) / acetone / 3 h / Ambient temperature 3: 74.2 percent / chromic acid / tetrahydrofuran / 0.17 h / 0 °C 4: 89.6 percent / NaOH (10percent) / methanol / 4 h / Ambient temperature View Scheme

24,24-ethylenedioxy-20-hydroxy-Δ5-chola-3β-acetate (86476-23-5) → 3β-hydroxy-5-cholenoic acid (5255-17-4)

Conditions	Yield
Multi-step reaction with 5 steps 1: 88.5 percent / phosphoryl chloride / pyridine / 16 h / Ambient temperature 2: 96.8 percent / H2 / PtO2 / ethanol / 3 h / Ambient temperature 3: 91.7 percent / HCl (10percent) / acetone / 3 h / Ambient temperature 4: 74.2 percent / chromic acid / tetrahydrofuran / 0.17 h / 0 °C 5: 89.6 percent / NaOH (10percent) / methanol / 4 h / Ambient temperature View Scheme

methyl hyodeoxycholate (2868-48-6) → 3β-hydroxy-5-cholenoic acid (5255-17-4)

Conditions	Yield
Multi-step reaction with 2 steps 2: DMF / Erwaermen des Reaktionsprodukts mit methanol. KOH View Scheme

3β-acetoxy-23,24-bisnor-chol-5-en-22-yl p-toluenesulfonate (120664-97-3) → 3β-hydroxy-5-cholenoic acid (5255-17-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: xylene / Erwaermen des Reaktionsprodukts mit KOH in Methanol und Isopropylalkohol 2: 200 °C View Scheme

Cholesteryl acetate (604-35-3) → 3β-hydroxy-5-cholenoic acid (5255-17-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: diethyl ether; glacial acetic acid; bromine 2: chromium (VI)-oxide; water containing acetic acid / Erwaermen des Reaktionsprodukts mit Zink-Pulver und Essigsaeure und Erwaermen des erhaltenen Reaktionsprodukts mit wss. Natronlauge View Scheme
Multi-step reaction with 2 steps 1: glacial acetic acid; bromine 2: chromium (VI)-oxide; water containing acetic acid / Erwaermen des Reaktionsprodukts mit Zink-Pulver und Essigsaeure und Erwaermen des erhaltenen Reaktionsprodukts mit wss. Natronlauge View Scheme

3β-hydroxy-5-cholenoic acid (5255-17-4) + acetic anhydride (108-24-7) → 3β-acetoxy-5-cholenic acid (19462-13-6)

Conditions	Yield
With pyridine	100%
With acetic acid

diazomethane (186581-53-3, 908094-01-9) + 3β-hydroxy-5-cholenoic acid (5255-17-4) → methyl 5-cholenoate (20231-57-6)

Conditions	Yield
In tetrahydrofuran; diethyl ether at 20℃; for 0.666667h;	100%
	98%
In diethyl ether; chloroform for 2.5h;	77%

methanol (67-56-1) + 3β-hydroxy-5-cholenoic acid (5255-17-4) + tert-butyldimethylsilyl chloride (18162-48-6) → 3β-(t-butyldimethylsilyloxy)-5-cholenic acid methyl ester (114011-35-7)

Conditions	Yield
Stage #1: methanol; 3β-hydroxy-5-cholenoic acid With toluene-4-sulfonic acid at 60℃; Stage #2: tert-butyldimethylsilyl chloride With 1H-imidazole; dmap In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 1h;	99%

tert-butyl N-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethyl]carbamate (811442-84-9) + 3β-hydroxy-5-cholenoic acid (5255-17-4) → C39H68N2O8

Conditions	Yield
With 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 3h;	95%

3β-hydroxy-5-cholenoic acid (5255-17-4) → 3β-hydroxy-5α-cholan-24-oic acid (2276-93-9)

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen In tetrahydrofuran; methanol at 20℃; for 48h; Inert atmosphere;	93%
Multi-step reaction with 3 steps 1: hydrogen chloride 2: acetic acid; platinum / Hydrogenation 3: methanol. KOH-solution View Scheme

3β-hydroxy-5-cholenoic acid (5255-17-4) → 3β-hydroxy-5-cholenamide (475102-50-2)

Conditions	Yield
Stage #1: 3β-hydroxy-5-cholenoic acid With triethylamine; isobutyl chloroformate In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: With ammonia In tetrahydrofuran; water at 0 - 20℃;	93%

3,4-dihydro-2H-pyran (110-87-2) + 3β-hydroxy-5-cholenoic acid (5255-17-4) → 3β-(Tetrahydropyranyloxy)chol-5-en-24-oic acid 24-tetrahydropyranyl ester (120876-14-4)

Conditions	Yield
With pyridinium p-toluenesulfonate In dichloromethane Ambient temperature;	92%

3β-hydroxy-5-cholenoic acid (5255-17-4) + propargyl alcohol (107-19-7) → 3-hydroxychol-5-en-24-oic acid propargyl ester

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 48h;	90%

3β-hydroxy-5-cholenoic acid (5255-17-4) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → 5-cholenic acid-3β-ol N-methoxy-N-methylamide (219903-24-9)

Conditions	Yield
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Inert atmosphere;	89%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 3h;	85%
Stage #1: 3β-hydroxy-5-cholenoic acid With 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 tetrahydrofuran at 20℃; for 1h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride In tetrahydrofuran at 20℃; for 6h;	57%
Stage #1: 3β-hydroxy-5-cholenoic acid With N-ethyl-N,N-diisopropylamine; HATU In tetrahydrofuran at 20℃; for 1h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride In tetrahydrofuran at 20℃; for 6h;	57%

3β-hydroxy-5-cholenoic acid (5255-17-4) + diethylamine (109-89-7) → N,N-diethyl-3β-hydroxy-5-cholenamide

Conditions	Yield
Stage #1: 3β-hydroxy-5-cholenoic acid With triethylamine; isobutyl chloroformate In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: diethylamine In tetrahydrofuran at 0 - 20℃;	88%

formic acid (64-18-6) + 3β-hydroxy-5-cholenoic acid (5255-17-4) → 3β-Formato-5-cholenic acid (119748-13-9)

Conditions	Yield
In water at 90 - 95℃; for 3h;	87%

tert-butyl 2-(2-(2-(2-(2-(2-(2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethylcarbamate (890091-43-7) + 3β-hydroxy-5-cholenoic acid (5255-17-4) → C49H88N2O13

Conditions	Yield
With 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 3h;	86%

3β-hydroxy-5-cholenoic acid (5255-17-4) + dibutylamine (111-92-2) → N,N-di-n-butyl-3β-hydroxy-5-cholenamide (1450593-71-1)

Conditions	Yield
Stage #1: 3β-hydroxy-5-cholenoic acid With triethylamine; isobutyl chloroformate In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: dibutylamine In tetrahydrofuran at 0 - 20℃;	85%

L-β-homo-tryptophan (192003-01-3) + 3β-hydroxy-5-cholenoic acid (5255-17-4) → N-(3β-hydroxy-Δ5-cholen-24-oyl)-L-β-homotryptophan

Conditions	Yield
Stage #1: 3β-hydroxy-5-cholenoic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 0.416667h; Inert atmosphere; Stage #2: L-β-homo-tryptophan In N,N-dimethyl-formamide at 0 - 20℃; for 16h; Inert atmosphere; chemoselective reaction;	85%

3β-hydroxy-5-cholenoic acid (5255-17-4) + C37H76N2O17 → C61H112N2O19

Conditions	Yield
With 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 3h;	85%

3β-hydroxy-5-cholenoic acid (5255-17-4) + dimethyl amine (124-40-3) → Cholenic acid dimethylamide (79066-03-8)

Conditions	Yield
Stage #1: 3β-hydroxy-5-cholenoic acid With triethylamine; isobutyl chloroformate In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: dimethyl amine In tetrahydrofuran at 0 - 20℃;	84%

3β-hydroxy-5-cholenoic acid (5255-17-4) + tetrachloro-N-hydroxyphthalimide tetramethyluronium hexafluorophosphate → C32H37Cl4NO5

Conditions	Yield
With 4-methyl-morpholine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h;	84%

L-methionine (63-68-3) + 3β-hydroxy-5-cholenoic acid (5255-17-4) → N-(3β-hydroxy-Δ5-cholen-24-oyl)-L-methionine

Conditions	Yield
Stage #1: 3β-hydroxy-5-cholenoic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 0.416667h; Inert atmosphere; Stage #2: L-methionine In N,N-dimethyl-formamide at 0 - 20℃; for 16h; Inert atmosphere; chemoselective reaction;	83%

3β-hydroxy-5-cholenoic acid (5255-17-4) + methyl iodide (74-88-4) → methyl 5-cholenoate (20231-57-6)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	82%
With diethyl ether; silver(l) oxide
With sodium hydroxide 1.) MeOH, 2.) DMF; Yield given. Multistep reaction;

3β-hydroxy-5-cholenoic acid (5255-17-4) + propargyl alcohol (107-19-7) → prop-2-ynyl 4-(3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 18h;	82%

3β-hydroxy-5-cholenoic acid (5255-17-4) + di-n-propylamine (142-84-7) → N,N-di-n-propyl-3β-hydroxy-5-cholenamide (1450593-70-0)

Conditions	Yield
Stage #1: 3β-hydroxy-5-cholenoic acid With triethylamine; isobutyl chloroformate In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: di-n-propylamine In tetrahydrofuran at 0 - 20℃;	82%

3β-hydroxy-5-cholenoic acid (5255-17-4) + D-tryptophan (153-94-6) → N-(3β-hydroxy-Δ5-cholen-24-oyl)-D-tryptophan

Conditions	Yield
Stage #1: 3β-hydroxy-5-cholenoic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 0.416667h; Inert atmosphere; Stage #2: D-tryptophan In N,N-dimethyl-formamide at 0 - 20℃; for 16h; Inert atmosphere; chemoselective reaction;	82%

3β-hydroxy-5-cholenoic acid (5255-17-4) + methylamine (74-89-5) → Cholenic acid monomethylamide

Conditions	Yield
Stage #1: 3β-hydroxy-5-cholenoic acid With triethylamine; isobutyl chloroformate In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: methylamine In tetrahydrofuran at 0 - 20℃;	81%

L-phenylalanine (63-91-2) + 3β-hydroxy-5-cholenoic acid (5255-17-4) → N-(3β-hydroxy-Δ5-cholen-24-oyl)-L-phenylalanine

Conditions	Yield
Stage #1: 3β-hydroxy-5-cholenoic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 0.416667h; Inert atmosphere; Stage #2: L-phenylalanine In N,N-dimethyl-formamide at 0 - 20℃; for 16h; Inert atmosphere; chemoselective reaction;	81%

3β-hydroxy-5-cholenoic acid (5255-17-4) + L-1-naphthylalanine (55516-54-6) → N-(3β-hydroxy-Δ5-cholen-24-oyl)-L-3-(α-naphthyl)alanine

Conditions	Yield
Stage #1: 3β-hydroxy-5-cholenoic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 0.416667h; Inert atmosphere; Stage #2: L-1-naphthylalanine In N,N-dimethyl-formamide at 0 - 20℃; for 16h; Inert atmosphere; chemoselective reaction;	81%

3β-hydroxy-5-cholenoic acid (5255-17-4) + 5-bromo-DL-tryptophan (6548-09-0, 25197-99-3, 93299-40-2) → N-(3β-hydroxy-Δ5-cholen-24-oyl)-5-bromo-L-tryptophan

Conditions	Yield
Stage #1: 3β-hydroxy-5-cholenoic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 0.416667h; Inert atmosphere; Stage #2: 5-bromo-DL-tryptophan In N,N-dimethyl-formamide at 0 - 20℃; for 16h; Inert atmosphere; chemoselective reaction;	80%

3β-hydroxy-5-cholenoic acid (5255-17-4) + L-Tryptophan (73-22-3) → N-(3β-hydroxy-Δ5-cholen-24-oyl)-L-tryptophan

Conditions	Yield
Stage #1: 3β-hydroxy-5-cholenoic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 0.416667h; Inert atmosphere; Stage #2: L-Tryptophan In N,N-dimethyl-formamide at 0 - 20℃; for 16h; Inert atmosphere; chemoselective reaction;	79%

3β-hydroxy-5-cholenoic acid (5255-17-4) + 1-methyl-L-tryptophan (21339-55-9, 26988-72-7, 110117-83-4) → N-(3β-hydroxy-Δ5-cholen-24-oyl)-1-methyl-L-tryptophan

Conditions	Yield
Stage #1: 3β-hydroxy-5-cholenoic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 0.416667h; Inert atmosphere; Stage #2: 1-methyl-L-tryptophan In N,N-dimethyl-formamide at 0 - 20℃; for 16h; Inert atmosphere; chemoselective reaction;	77%

Upstream product

• 1184-20-9 methyl 3α,6α-ditosyloxy-5β-cholan-24-oate 
• 127-08-2 potassium acetate 
• 83-49-8 Hyodeoxycholic Acid 
• 514-50-1 3β-acetoxy-5α,6β-dibromocholestane 
• 111823-89-3 3β-hydroxy-24-nor-chol-5-ene-23,23-dicarboxylic acid 
• 2868-48-6 methyl hyodeoxycholate 
• 86476-27-9 24,24-ethylenedioxy-Δ⁵-chola-3β-acetate 
• 20231-57-6 methyl 5-cholenoate 
• 604-35-3 Cholesteryl acetate 
• 120664-97-3 3β-acetoxy-23,24-bisnor-chol-5-en-22-yl p-toluenesulfonate 
• 86476-23-5 24,24-ethylenedioxy-20-hydroxy-Δ⁵-chola-3β-acetate 
• 86476-25-7 3β-acetoxy-24,24-ethylenedioxychol-Δ^5,20(22)-diene 
• 86476-29-1 3β-acetoxy-Δ⁵-cholenic aldehyde 
• 19462-13-6 3β-acetoxy-5-cholenic acid 

Downstream Products

• 20231-57-6 methyl 5-cholenoate 
• 121290-83-3 24,24-diphenyl-cholene-(5)-diol-(3β,24) 
• 6929-22-2 5α-cholanic acid-3,6-dione 
• 19462-13-6 3β-acetoxy-5-cholenic acid 
• 69776-17-6 3β-hydroxy-5-cholen-24-oyl-glycin 
• 54668-67-6 3β,24-dihydroxychol-5-ene 
• 313-04-2 demosterol 
• 2140-46-7 25-hydroxychlolesterol 
• 66414-44-6 3β-(tetrahydro-2H-pyran-2-yloxy)chol-5-en-24-al 
• 51231-31-3 cholesta-5,24-diene-3β-ol 3-tetrahydropyran-2-yl ether 
• 77058-74-3 (24S)-24,25-epoxycholesterol 
• 93528-37-1 24(R),25-Epoxycholesterol 
• 27460-33-9 3β-hydroxychol-5-en-24-al 
• 114011-35-7 3β-(t-butyldimethylsilyloxy)-5-cholenic acid methyl ester 

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