1452-33-1

Basic information

• Product Name: 3α-Oxochola-4-ene-24-oic acid methyl ester
• Synonyms: 3-Oxochol-4-en-24-oic acid methyl ester;3α-Oxochola-4-ene-24-oic acid methyl ester
• CAS NO: 1452-33-1
• Molecular Formula: C₂₅H₃₈O₃
• Molecular Weight: 0
• Mol File: 1452-33-1.mol
• Article Data: 20

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3α-Oxochola-4-ene-24-oic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3α-Oxochola-4-ene-24-oic acid methyl ester(1452-33-1)
• EPA Substance Registry System: 3α-Oxochola-4-ene-24-oic acid methyl ester(1452-33-1)

Safety Data

• Hazardous Substances Data: 1452-33-1(Hazardous Substances Data)

Upstream product

• 1173-32-6 methyl 3-oxo-5β-cholan-24-oate 
• 546-67-8 lead(IV) tetraacetate 
• 563-80-4 3-methyl-butan-2-one 
• 20231-57-6 methyl 5-cholenoate 
• 556-91-2 aluminum tri-tert-butoxide 
• 186581-53-3 diazomethane 
• 1452-29-5 3-oxo-chol-4-ene-24-oic acid 
• 1184-20-9 methyl 3α,6α-ditosyloxy-5β-cholan-24-oate 
• 2868-48-6 methyl hyodeoxycholate 
• 83-49-8 Hyodeoxycholic Acid 
• 1414953-61-9 C₂₅H₃₉BrO₃ 
• 99598-20-6 2,4-didromo-3-oxo lithicholic acid methyl ester 
• 112018-64-1 (R)-4-((5S,8S,9S,10R,13R,14S,17R)-4-Bromo-10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester 
• 1553-56-6 dehydrolithocholic acid 

Downstream Products

• 2276-93-9 3β-hydroxy-5α-cholan-24-oic acid 
• 434-13-9 Lithocholic acid 
• 1452-29-5 3-oxo-4-cholenic acid 
• 1249-75-8 methyl 3β-hydroxy-5α-cholan-24-oate 
• 1249-75-8 methyl lithocholate 
• 473462-29-2 24-(benzoyloxy)-4-oxachol-5-en-3-one 
• 473462-28-1 24-(benzoyloxy)-chol-4-en-3-one 
• 1025965-86-9 Benzoic acid (R)-4-[(3R,3aR,5aS,6R,9aS,9bS)-6-(2-carboxy-ethyl)-3a,6-dimethyl-7-oxo-dodecahydro-cyclopenta[a]naphthalen-3-yl]-pentyl ester 
• 20231-57-6 methyl 5-cholenoate 
• 84529-86-2 (20R)-3β-(tert-butyldimethylsilyloxy)-24-hydroxy-25,26,27-trisnorcholest-5-ene 
• 114011-35-7 3β-(t-butyldimethylsilyloxy)-5-cholenic acid methyl ester 
• 1173-32-6 methyl 3-oxo-5β-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 
• 302-97-6 androst-4-en-3-one-17β-carboxylic acid 

Relevant articles and documents

STEROIDAL ANTIFEEDANTS FROM THE DORID NUDIBRANCH ALDISA SANGUINEA COOPERI

Two steroids, 3-oxo-chol-4-ene-24-oic acid (2) and its unsaturated analog 4, have been isolated from the dorid nudibranch Aldisa sanguinea cooperi, and the acid 2 has been shown to have antifeedant properties.

A convenient synthesis of 3β,12α-, 3β,7α-, and 3β,7β-dihydroxy-5-cholen-24-oic acids: Unusual bile acids in human biological fluids

The unusual bile acids 3β,12α- (V), 3β,7α- (XIIIa), and 3β,7β- (XIIIb) dihydroxy-5-cholen-24-oic acids were synthesized conveniently from the 3-oxo derivatives of deoxycholic (I) and lithocholic (VI) acids, respectively, to provide authentic samples for the gas chromatography-mass spectrometric determination of these bile acids in the abnormal metabolism of bile acids.

Cholic acid derivative and preparation method and application thereof

The invention discloses a cholic acid derivative represented by the formula (I) and a preparation method thereof. The target product cholic acid derivative is prepared by esterification, oxidation, bromination, debromination, 4,4-dimethylation, C-7 oxidation, reduction, TBSCl protection, iodation, cyano substitution, Wittig, Grignard, TBS-removing protection and other reactions. The invention alsoprovides an application of the cholic acid derivative in inhibiting cholesterol synthesis and reducing cholesterol and triglyceride levels in a body; the cholic acid derivative can be used for preparing drugs for preventing and treating hypercholesterolemia, hypertriglyceride, atherosclerosis and other diseases, and has good application prospects.

Novel 3,4-seco bile acid diamides as selective anticancer proliferation and migration agents

A series of new seco-A ring bile acid diamides were synthesized, and their antiproliferative activities against PC3M (prostate), HT29 (colon) and ES-2 (ovarian) cancer cell lines were investigated using SRB assays. Most synthesized compounds presented improved antiproliferative activities compared to the parent bile acids (IC50> 80 μM), especially the piperazine conjugated compound 27 with IC50values of 1.07, 4.58 and 3.86 μM against PC3M, HT29 and ES-2 cancer cell lines, respectively. In addition, all the tested compounds showed less cytotoxic activity on a noncancerous cell line (HAF), and the most active compound 27 exhibited the highest selectivity (Selectivity Index, SIPC3M= 26.3). Furthermore, 27 could also enhance G1 arrest in PC3M cell, revealed by cell cycle analysis, and increase anti-migration activity on PC3M cells, confirmed by transwell migration assay.

NEUROACTIVE STEROIDS, COMPOSITIONS, AND USES THEREOF

Compounds are provided according to Formula (I) and pharmaceutically acceptable salts thereof, wherein Z is a group of the formula (i), (ii), (iii), (iv), or (v), and wherein L1, L2, L3, X1, X2, Y, Rz4, Rz5, Rz6, n, R1, R2, R3a, R3b, R4a, R4b, R6a, R6b, R7a, R7b, R11a, R11b, R14, R17, R19, R20, R23a, R23b, and R24 are as defined herein, and pharmaceutical compositions thereof. Compounds of the present invention are contemplated useful for the prevention and treatment of a variety of CNS-related conditions in mammals.