2276-93-9

Basic information

• Product Name: (4R)-4-[(3S,5S,8R,9S,10S,13R,14S,17R)-3-hydroxy-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
• Synonyms: (4R)-4-[(3S,5S,8R,9S,10S,13R,14S,17R)-3-hydroxy-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;Isoallolithocholic acid;5a-Cholanic Acid-3-ol-d2
• CAS NO: 2276-93-9
• Molecular Formula: C₂₄H₄₀O₃
• Molecular Weight: 376.5726
• Mol File: 2276-93-9.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 511°Cat760mmHg
• Flash Point: 276.9°C
• Appearance: /
• Density: 1.073g/cm³
• Vapor Pressure: 1.4E-12mmHg at 25°C
• Refractive Index: 1.528
• Storage Temp.: -20°C, Inert atmosphere
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: (4R)-4-[(3S,5S,8R,9S,10S,13R,14S,17R)-3-hydroxy-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(CAS DataBase Reference)
• NIST Chemistry Reference: (4R)-4-[(3S,5S,8R,9S,10S,13R,14S,17R)-3-hydroxy-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(2276-93-9)
• EPA Substance Registry System: (4R)-4-[(3S,5S,8R,9S,10S,13R,14S,17R)-3-hydroxy-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(2276-93-9)

Safety Data

• Hazardous Substances Data: 2276-93-9(Hazardous Substances Data)

Usage

Description

(4R)-4-[(3S,5S,8R,9S,10S,13R,14S,17R)-3-hydroxy-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 is a complex organic compound with a unique molecular structure. It is characterized by its multiple stereocenters and hydroxyl groups, which contribute to its potential biological activities and applications.

Uses

Used in Pharmaceutical Industry:
(4R)-4-[(3S,5S,8R,9S,10S,13R,14S,17R)-3-hydroxy-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 is used as a steroid compound for modulating T regulatory lymphocytes. This application is particularly relevant for the treatment of inflammatory or autoimmune disorders, as it can help regulate the immune system and reduce inflammation.
Used in Drug Delivery Systems:
In the field of drug delivery, this compound can be utilized as a carrier or component in the development of novel drug delivery systems. Its unique structure and functional groups may allow for targeted delivery of therapeutic agents, potentially improving the efficacy and bioavailability of various medications.
Used in Chemical Research:
Due to its complex structure and multiple stereocenters, (4R)-4-[(3S,5S,8R,9S,10S,13R,14S,17R)-3-hydroxy-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 can serve as a valuable compound in chemical research. It may be used to study stereochemistry, synthesis, and the development of new methodologies for the preparation of complex organic molecules.

InChI:InChI=1/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17-,18-,19-,20-,21-,23-,24+/m0/s1

Upstream product

• 91509-44-3 4-[(3R,5S,8R,9S,10S,13R,14S,17R)-3-(2,2-Dimethyl-propionyloxy)-10,13-dimethyl-7,12-dioxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester 
• 81-25-4 3α,7α,12α-trihydroxy-5β-cholanic acid 
• 861-83-6 methyl chlolate 
• 106714-00-5 3β-hydroxy-5β.17βH.20ξH-cholen-(14)-oic acid-(24) 
• 64-19-7 acetic acid 
• 1452-33-1 methyl 3-oxo-4-cholenolate 
• 141-52-6 sodium ethanolate 
• 1553-56-6 dehydrolithocholic acid 
• 7647-01-0 hydrogenchloride 
• 434-13-9 Lithocholic acid 
• 1249-75-8 methyl lithocholate 
• 104538-82-1 C₃₂H₄₆O₄ 
• 81938-70-7 methyl O-mesyllithocholate 
• 1255-51-2 methyl 3β-acetyloxy-5β-cholan-24-oate 

Downstream Products

• 28083-35-4 5β.14β.17βH.20ξH-cholen-(3)-oic acid-(24) 
• 1249-75-8 methyl 3β-hydroxy-5α-cholan-24-oate 
• 1249-75-8 methyl 3α-hydroxy-5α-cholan-24-oate 
• 15074-03-0 (R)-methyl 4-((5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3-oxohexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate 
• 117899-79-3 3β-hydroxy-24-phenyl-5α-cholanone-(24) 
• 434-13-9 Lithocholic acid 
• 5405-42-5 methyl 3β-hydroxy-5β-cholan-24-oate 
• 1553-56-6 dehydrolithocholic acid 
• 1249-75-8 3α-Hydroxy-5β-cholansaeure-methylester 
• 84573-10-4 N-(methoxycarbonylmethyl)-3-oxo-5β-cholan-24-oic acid amide 
• 1249-75-8 4-((R)-3-Hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester 

Relevant articles and documents

Triplet energy management between two signaling units through cooperative rigid scaffolds

Through-bond triplet exciplex formation in donor-acceptor systems linked through a rigid bile acid scaffold has been demonstrated on the basis of kinetic evidence upon population of the triplet acceptors (naphthalene, or biphenyl) by through-bond triplet-

ISOLITHOCHOLIC ACID OR ISOALLOLITHOCHOLIC ACID AND DEUTERATED DERIVATIVES THEREOF FOR PREVENTING AND TREATING CLOSTRIDIUM DIFFICILE-ASSOCIATED DISEASES

The present invention relates to isolithocholic acid (3?-hydroxy-5?-cholan-24-oic acid, iso-LCA) and isoallolithocholic acid (3?-hydroxy-5α-cholan-24-oic acid) and their deuterated analogs for preventing or treating Clostridium difficile-associated disease in a mammalian subject.

Steroid compound 3-site hydroxyl configuration inversion method

The invention discloses a steroid compound 3-site hydroxyl configuration inversion method. The method specifically comprises the following steps that (1) a steroid compound containing a 3-site hydroxyl reacts with an acyl chloride compound; (2) the product obtained in the step (1) and a substituting agent are subjected to SN2 nucleophilic substitution reaction under existing of a phase transfer catalyst; and (3) the product obtained in the step (2) is subjected to a hydrolysis reaction. Compared with a Mitsunobu method, the method does not need to use triphenylphosphine and azodiformate pricedhigher, and accordingly the production cost is greatly lowered; meanwhile, a p-nitrobenzoic acid derivative which seriously affects the water environment does not need to be used, and therefore the method is more environmentally friendly. The method adopts cesium acetate/18-crown ether-6 system to conduct 3-site hydroxyl configuration inversion, can remarkably reduce occurrence of side reactions,accordingly a higher reaction yield is obtained, and the method is finally applicable to industrialized production.