3-Epikatonic acid

Base Information

• Chemical Name: 3-Epikatonic acid
• CAS No.: 76035-62-6
• Molecular Formula: C₃₀H₄₈O₃
• Molecular Weight: 456.709
• DSSTox Substance ID: DTXSID201316985
• Nikkaji Number: J11.274G
• Wikidata: Q76415663
• Metabolomics Workbench ID: 72174
• ChEMBL ID: CHEMBL463266
• Mol file: 76035-62-6.mol

Synonyms:3-Epikatonic acid;76035-62-6;Epikatonic acid;(2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2-carboxylic acid;(20R)-3beta-Hydroxyolean-12-en-29-oic acid;CHEMBL463266;SCHEMBL15475219;CHEBI:186795;DTXSID201316985;AKOS032962425;FS-9015;LMPR0106150019;NCGC00485408-01;3-Hydroxy-(3beta,20alpha)-Olean-12-en-29-oic acid

Chemical Property of 3-Epikatonic acid

Chemical Property:

• Melting Point: 329 °C
• PSA: 57.53000
• LogP: 7.23360
• XLogP3: 7.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 456.36034539
• Heavy Atom Count: 33
• Complexity: 889

Purity/Quality:

98%min ^*data from raw suppliers

3-Epikatonicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC3(C(C2(CCC1O)C)CC=C4C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C
• Isomeric SMILES: C[C@]12CC[C@@](C[C@H]1C3=CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)(C)C(=O)O

Technology Process of 3-Epikatonic acid

There total 12 articles about 3-Epikatonic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

enoxolone (471-53-4) → 11-deoxyglycyrrhetinic acid (6894-46-8,14796-53-3,17956-00-2,76035-62-6,564-16-9)

Guidance literature:

With hydrogenchloride; zinc amalgam; In 1,4-dioxane; water; for 5h; Cooling;

DOI:10.1039/c4ob00703d

Reference yield: 87.0%

3β-acetoxy-11-dioxyglycyrrhetic acid (53402-18-9) → 11-deoxyglycyrrhetinic acid (6894-46-8,14796-53-3,17956-00-2,76035-62-6,564-16-9)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 24h;

DOI:10.1016/j.bmc.2003.09.046

Reference yield: 69.9%

glycyrrizhin (83896-44-0,103000-77-7,119479-05-9,142394-43-2,1405-86-3) → D-glucuronic acid (6556-12-3,489-91-8,528-16-5,552-12-5,577-46-8,643-33-4,2240-07-5,6294-16-2,10133-02-5,18402-78-3,18968-14-4,21179-08-8,23018-83-9,33599-45-0,33599-46-1,46171-67-9,46171-69-1,46172-26-3,70021-34-0,71031-08-8,104195-06-4,106499-29-0,124817-72-7) + enoxolone (471-53-4) + 11-deoxyglycyrrhetinic acid (6894-46-8,14796-53-3,17956-00-2,76035-62-6,564-16-9)

Guidance literature:

With hydrogenchloride; In water; at 100 ℃; for 8h;

DOI:10.1007/BF02218774

upstream raw materials:

enoxolone

glycyrrizhin

3β-acetoxy-11-dioxyglycyrrhetic acid

11-hydroxymethyl-4,4a,6a,6b,8a,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-eicosahydropicen-3-ol

Downstream raw materials:

enoxolone

Refernces

• 1、 Shen, Pingping,Wang, Wei,Wang, Weiwei,Yu, Boyang,Zhang, Jian,Zhu, Yuyuan. "Microbial transformation of glycyrrhetinic acid derivatives by Bacillus subtilis ATCC 6633 and Bacillus megaterium CGMCC 1.1741". . . Retrieved 2020/04/21.
• 2、 -. "Glycyrrhetinic acid derivative synthesis and use thereof". Paragraph 0021; 0041; 0042. . Retrieved 2017/08/24.