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
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℃
Safety
- Safety Statements
- 22-24/25
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..…
N-Bromosuccinimide Price
- Product number
- 29546
- Product name
- 7-keto Lithocholic Acid
- Packaging
- 1g
- Price
- $84
- Updated
- 2024/03/01
- Product number
- 29546
- Product name
- 7-keto Lithocholic Acid
- Packaging
- 10g
- Price
- $680
- Updated
- 2024/03/01
- Product number
- 29546
- Product name
- 7-keto Lithocholic Acid
- Packaging
- 500mg
- Price
- $44
- Updated
- 2024/03/01
- Product number
- 29546
- Product name
- 7-keto Lithocholic Acid
- Packaging
- 5g
- Price
- $384
- Updated
- 2024/03/01
- Product number
- 099489
- Product name
- 3a-Hydroxy-7-oxo-5b-cholanic acid
- Purity
- 95+%
- Packaging
- 5g
- Price
- $85
- Updated
- 2021/12/16
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
3alpha-Hydroxy-7-oxo-5beta-cholanic Acid Suppliers
- Tel
- 021-38751876 15000076078
- Fax
- 021-50275764
- Info@rochipharma.com
- Country
- China
- ProdList
- 611
- Advantage
- 55
- Tel
- 13382188332
- 307446954@qq.com
- Country
- China
- ProdList
- 32
- Advantage
- 58
- Tel
- 13921770081
- svp01@magicbiotech.cn
- Country
- China
- ProdList
- 499
- Advantage
- 58
- Tel
- 19066311943
- 815989315@qq.com
- Country
- China
- ProdList
- 797
- Advantage
- 58
- Tel
- 18210857532; 18210857532
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 96815
- Advantage
- 76
- Tel
- 4006356688 18621169109
- Fax
- 86-21-61259102
- market03@meryer.com
- Country
- China
- ProdList
- 40228
- Advantage
- 62
- Tel
- 021-67121386
- Fax
- 021-67121385
- Sales-CN@TCIchemicals.com
- Country
- China
- ProdList
- 24529
- Advantage
- 81
- Tel
- 847-367-3680
- Fax
- 847-367-3681
- sales@arkpharminc.com
- Country
- United States
- ProdList
- 1670
- Advantage
- 56
- Tel
- 021-021-58432009 400-005-6266
- Fax
- 021-58436166
- sales8178@energy-chemical.com
- Country
- China
- ProdList
- 44801
- Advantage
- 61
- Tel
- 0573-85285100 18627885956
- Fax
- 0573-85285100
- isenchem@163.com
- Country
- China
- ProdList
- 9310
- Advantage
- 66
View Lastest Price from 3alpha-Hydroxy-7-oxo-5beta-cholanic Acid manufacturers
- 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
- 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
- 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