3alpha-Hydroxy-7-oxo-5beta-cholanic Acid

Product Name: 3alpha-Hydroxy-7-oxo-5beta-cholanic Acid
CAS No.: 4651-67-6
Chemical Name: 3alpha-Hydroxy-7-oxo-5beta-cholanic Acid
Synonyms: 7-KETOLITHOCHOLIC ACID;Nutriacholic acid;7-Oxolithocholic acid;3α-Hydroxy-7-oxo-5β-cholan-24-oic acid;3α-Hydroxy-7-ketocholanic acid;Chenodeoxycholic acid EP Impurity F;3ALPHA-HYDROXY-7-KETO-5BETA-CHOLANIC ACID;(R)-4-((3R,5S,8R,9S,10S,13R,14S,17R)-3-Hydroxy-10,13-diMethyl-7-oxohexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid;OCA-A;7-KLA
CBNumber: CB2430908
Molecular Formula: C24H38O4
Formula Weight: 390.56
MOL File: 4651-67-6.mol

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3alpha-Hydroxy-7-oxo-5beta-cholanic Acid Property

Melting point:: 205°C
Boiling point:: 545.9±25.0 °C(Predicted)
Density: 1.124±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: Dioxane (Slightly), DMSO (Slightly), Methanol (Slightly)
pka: 4.76±0.10(Predicted)
form: Solid
color: White to Off-White
optical activity: Consistent with structure
Water Solubility: 2.062mg/L at 25℃
InChIKey: DXOCDBGWDZAYRQ-QHVQYUNXNA-N
SMILES: C(O)(=O)CC[C@H]([C@@H]1[C@@]2(C)CC[C@]3([H])[C@@]4(C)CC[C@@H](O)C[C@@]4([H])CC(=O)[C@@]3([H])[C@]2([H])CC1)C |&1:5,6,7,11,13,17,20,25,27,r|
LogP: 3.48 at 20℃

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Safety

Safety Statements: 22-24/25

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 29546
Product name: 7-keto Lithocholic Acid
Packaging: 1g
Price: $84
Updated: 2024/03/01

Cayman Chemical

Product number: 29546
Product name: 7-keto Lithocholic Acid
Packaging: 10g
Price: $680
Updated: 2024/03/01

Cayman Chemical

Product number: 29546
Product name: 7-keto Lithocholic Acid
Packaging: 500mg
Price: $44
Updated: 2024/03/01

Cayman Chemical

Product number: 29546
Product name: 7-keto Lithocholic Acid
Packaging: 5g
Price: $384
Updated: 2024/03/01

Matrix Scientific

Product number: 099489
Product name: 3a-Hydroxy-7-oxo-5b-cholanic acid
Purity: 95+%
Packaging: 5g
Price: $85
Updated: 2021/12/16

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3alpha-Hydroxy-7-oxo-5beta-cholanic Acid Chemical Properties,Usage,Production

Uses

Nutriacholic Acid (Ursodeoxycholic Acid EP Impurity F) is derivative of Lithocholic Acid (L469180), a cholic acid derivative as TGR5 modulator.

Uses

3alpha-Hydroxy-7-oxo-5beta-cholanic Acid is an intermediate in organic synthesis and pharmaceutical research and development. It can be used to synthesize the choleretic drug Obeticholic acid. Obeticholic acid can inhibit cholic acid synthesis. It is commonly used to treat primary biliary cirrhosis and nonalcoholic fatty liver disease.

Definition

ChEBI: 7-oxolithocholic acid is a bile acid that is lithocholic acid carrying an additional oxo substituent at position 7. It has a role as a human metabolite. It is a bile acid, a monohydroxy-5beta-cholanic acid, an oxo-5beta-cholanic acid and a 3alpha-hydroxy steroid. It is functionally related to a lithocholic acid. It is a conjugate acid of a 7-oxolithocholate.

Flammability and Explosibility

Non flammable

Synthesis

474-25-9

4651-67-6

The general procedure for the synthesis of (R)-4-((3R,5S,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-7-oxohexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid from goose deoxycholic acid was as follows: goose deoxycholic acid (5 g, 12.7 mmol) was placed in a reaction flask and dichloromethane ( 50 mL) as solvent, followed by DMSO (1.12 g, 14.3 mmol) and triethylamine (4.2 g, 41.5 mmol) sequentially. After cooling the reaction system to -30 °C, trifluoroacetic anhydride (3.2 g, 15.2 mmol) was added slowly and dropwise. The reaction mixture was stirred at -30 °C for 1.5 hours. Upon completion of the reaction, the reaction was quenched by the addition of water (10 mL) and the mixture was gradually warmed to room temperature and stirred. Extraction was carried out with methanol (20 mL x 2), the organic phases were combined, washed once with saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered and the organic phase was concentrated to dryness to give the target product (R)-4-((3R,5S,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-7-oxohexadecahydro-1H-cyclopenta[a]phenanthren- 17-yl)pentanoic acid (Compound 2) in a yield of 4.89 g in 98.6%.

References

[1] Patent: CN104876995, 2016, B. Location in patent: Paragraph 0036-0038; 0042; 0044
[2] Patent: CN106279336, 2017, A. Location in patent: Paragraph 0044; 0045; 0046
[3] Patent: CN107200763, 2017, A. Location in patent: Paragraph 0036; 0037; 0038; 0039
[4] Patent: CN107955056, 2018, A. Location in patent: Paragraph 0019-0022
[5] Patent: CN106986909, 2017, A. Location in patent: Paragraph 0043-0054

3alpha-Hydroxy-7-oxo-5beta-cholanic Acid Preparation Products And Raw materials

Raw materials

Preparation Products

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3alpha-Hydroxy-7-oxo-5beta-cholanic Acid Suppliers

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View Lastest Price from 3alpha-Hydroxy-7-oxo-5beta-cholanic Acid manufacturers

Guangzhou Tosun Pharmaceutical Ltd

Product: Urosodeoxycholic Acid EP Impurity F（Obeticholic Acid Intermediate 1） 4651-67-6
Price: US $0.00-0.00/mg
Min. Order: 5mg
Purity: 95%+
Supply Ability: 1000mg
Release date: 2025-01-15

SICHUAN XIELI PHARMACEUTICAL CO.,LTD.

Product: 7-Ketolithocholic acid 4651-67-6
Price: US $0.00-0.00/kgs
Min. Order: 20kgs
Purity: 95% above
Supply Ability: 300tons
Release date: 2024-12-11

Wuhan Han Sheng New Material Technology Co.，Ltd

Product: 3alpha-Hydroxy-7-oxo-5beta-cholanic Acid 4651-67-6
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 50tons
Release date: 2023-08-25

4651-67-6, 3alpha-Hydroxy-7-oxo-5beta-cholanic AcidRelated Search:

7-ketolithocholic Methyl ester Cholan-24-oic acid, 7-hydrazono-3,12-dihydroxy-, (3α,5β,12α)- (3α,5β,12α)-(3′α,5′β,12′α)-7,7′-(1,2-Hydrazinediylidene)bis[3,12-dihydroxycholan-24-oic acid] 7-KETODEOXYCHOLIC ACID 4-[(5S,7S,8S,10S,13R,17R)-3,7,12-trihydroxy-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 (+)-NEOMENTHOL (2R,5S)-5-(5-Fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl)-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester (2S)-2-[[[(1,1-Dimethylethyl)diphenylsilyl]oxy]methyl]-1,3-oxathiolan-5-ol 5-Acetate Emtricitabine Impurity 18 Emtricitabine Impurity 5-fluoro-1-(2-(hydroxymethyl)-1,3-dioxolan-4-yl)cytosine 5-epi EMtricitabine Ursodeoxycholic acid 2,4(1H,3H)-Pyrimidinedione,5-fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-, (2S-cis)- (9CI) Emtricitabine Emtricitabine Impurity 8 ISOPULEGOL, TECH. 156198-94-6

7-KETOLITHOCHOLIC ACID

3ALPHA-HYDROXY-7-KETO-5BETA-CHOLANIC ACID

3ALPHA-HYDROXY-7-OXO-5BETA-CHOLANIC ACID

5-BETA-CHOLANIC ACID-3-ALPHA-OL-7-ONE

3alpha-Hydroxy-7-oxo-5?cholanic acid

3-alpha-hydroxy-7-oxo-5-beta-cholan-24-oic acid

Hydroxycholanicacid

4-(3-hydroxy-10,13-dimethyl-7-oxo-1,2,3,4,5,6,8,9,11,12,14,15,16,17-tetrade cahydrocyclopenta[a]phenanthren-17-yl)pentanoic acid

ALPHA-HYDROXY-7-OXO-5BETA-CHOLANIC ACID

alpha-Hydroxy-7-oxo-5beta-cholic acid

7-Ketolithocholic acid (3alpha-hydroxy-7-oxo-5beta-Cholanic acid)

Nutriacholic acid

3-ALPHA-HYDROXY-7-OXO-5-BETA-CHOLANOICACID

3ALPHA-HYDROXY-7-OXO-5BETA-CHOLANIC ACID 97+%

Cholan-24-oic acid, 3-hydroxy-7-oxo-, (3.alpha.,5.beta.)-

Nsc226118

3-Hydoxy-7-ketocholanic acid

3α-Hydroxy-7-oxo-5β-cholan-24-oic acid

3α-Hydroxy-7-oxo-5β-cholanic acid

7-Ketochenodeoxycholic acid

7-Oxo-3α-hydroxy-5β-cholan-24-oic acid

7-Oxolithocholic acid

3-Hydroxy-7-oxocholan-24-oic acid

3a-Hydroxy-7-oxo-5b-cholanic acid

(R)-4-((3R,5S,8R,9S,10S,13R,14S,17R)-3-Hydroxy-10,13-diMethyl-7-oxohexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

3alpha-Hydroxy-7-oxo-5beta-cholic acid

(3α,5β)-3-Hydroxy-7-oxo-Cholan-24-oic acid

Cholan-24-oic acid,6-ethyl-3,7-dihydroxy-,(3α,5β,6β,7β)-

3-alpha-hydroxy-7-oxo-5-beta-cholan-24-oic

obeticholic acid intermediate 1

3α-Hydroxy-7-keto-5β-cholanic Acid

3α-Hydroxy-7-ketocholanic acid

3Α--hydroxy-7-oxo -5Β- bile acid

OCA-A

3ɑ-Hydroxy-7-Oxo-5β-Cholanic Acid

ursodeoxycholic acid oxide

Ursodeoxycholic Acid EP Impurity F(7-Ketolithocholic Acid)

Ursodeoxycholic Acid Impurity 6（Ursodeoxycholic Acid EP Impurity F）

3α-hydroxy-7-oxo-5β-cholanoic acid

3ALFA-HYDROXI-7KETO-5BETA-CHOLAN-24-ACID

3α-Hydroxy-7-oxo-5β-cholic acid

3α-Hydroxy-7-oxo-5b-cholanic acid, 98%

Chenodeoxycholic Acid Impurity 6

Ursodeoxycholic Acid EP Impurity F

3α-Hydroxy-7-oxo-5β-cholanicAcid&gt

5β-CHOLANIC acid-3α-OL-7-ONE

Cholan-24-oic acid, 3-hydroxy-7-oxo-, (3α,5β)-

Emtricitabine Impurity 33

7-oxolithocholicaci

3ALPHA-HYDROXY-7-OXO-5BETA-CHOLANIC ACID USP/EP/BP

Chenodeoxycholic Acid Impurity 6(Chenodeoxycholic Acid EP Impurity F)

Chenodeoxycholic acid EP Impurity F

Ursodeoxycholic Acid EP Impurity F (Chenodeoxycholic Acid EP Impurity F/ 7-Oxo Ursodeoxycholic Acid/ 7-Oxo Chenodeoxycholic Acid)

Chenodeoxycholic Acid EP Impurity F (Ursodeoxycholic Acid EP Impurity F/ 7-Oxo Ursodeoxycholic Acid/ 7-Oxo Chenodeoxycholic Acid)

Ursodiol Impurity F

Ursodeoxycholic Acid EP Impurity F,3α-hydroxy-7-oxo-5β-cholan-24-oic acid

3-hydroxy -7- oxo -5beta- cholic acid

3α-hydroxy-7-oxo-5β-cholan-24-oicacid