Carbenoxolonum

Base Information

• Chemical Name: Carbenoxolonum
• CAS No.: 5697-56-3
• Molecular Formula: C₃₄H₅₀O₇
• Molecular Weight: 570.767
• Hs Code.: 2938909030
• European Community (EC) Number: 227-174-2
• Wikipedia: Carbenoxolone
• Mol file: 5697-56-3.mol

Synonyms:C34H50O7;5697-56-3;Carbenoxolone [INN:BAN];Carbenoxolonum [INN-Latin];Carbenoxolona [INN-Spanish];EINECS 227-174-2;(2S,4As,6aS,6bR,8aR,10S,12aS,14bR)-10-(3-carboxypropanoyloxy)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid;(2S,6aR,6aS,8aR)-10-(3-carboxypropanoyloxy)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid;3beta-Hydroxy-11-oxoolean-12-en-30-saeure hydogensuccinat;Carbeneoxolone;Carbenoxalone;Pharmaxolon;3beta-(3-Carboxypropionyloxy)-11-oxo-olean-12-en-30-saeure;3-beta-(3-Carboxypropionyloxy)-11-oxo-olean-12-en-30-oic acid;C34-H50-O7;3-beta-hydroxy-11-oxoolean-12-en-30-oic acid hydrogen succinate;CHEMBL276700;Olean-12-en-30-oic acid, 3-beta-hydroxy-11-oxo-, hydrogen succinate;Olean-12-en-30-oic acid, 3.beta.-hydroxy-11-oxo-, hydrogen succinate;(3-beta,20-beta)-3-(3-Carboxy-1-oxopropoxy)-11-oxoolean-12-en-29-oic acid;Olean-12-en-29-oic acid, 3-(3-carboxy-1-oxopropoxy)-11-oxo-, (3.beta.,20.beta.)-;Olean-12-en-29-oic acid, 3-(3-carboxy-1-oxopropoxy)-11-oxo-, (3beta,20beta)-;AC-207;AKOS025401523;LS-98301

Chemical Property of Carbenoxolonum

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 1.06E-20mmHg at 25°C
• Melting Point: 291-294 °C
• Refractive Index: 1.5820 (estimate)
• Boiling Point: 687.4 °C at 760 mmHg
• PKA: pKa 6.7 (Uncertain)
• Flash Point: 211.6 °C
• PSA: 117.97000
• Density: 1.2 g/cm³
• LogP: 6.82830
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 6.621mg/L(24 oC)
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 570.35565393
• Heavy Atom Count: 41
• Complexity: 1200

Purity/Quality:

98%, ^*data from raw suppliers

Carbenoxolone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC3(C(C2(CCC1OC(=O)CCC(=O)O)C)C(=O)C=C4C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C
• Isomeric SMILES: C[C@@]1(CCC2(CC[C@@]3(C(=CC(=O)[C@H]4C3(CC[C@@H]5C4(CCC(C5(C)C)OC(=O)CCC(=O)O)C)C)C2C1)C)C)C(=O)O
• Uses: Glucocorticoid.
• Therapeutic Function: Antiinflammatory (gastric)

Technology Process of Carbenoxolonum

There total 3 articles about Carbenoxolonum 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: 83.8%

succinic acid anhydride (108-30-5) + enoxolone (471-53-4) → carbenoxolone (14605-08-4,5697-56-3)

Guidance literature:

succinic acid anhydride; enoxolone; With pyridine; dmap; for 24h; Reflux;

With hydrogenchloride; water; In pyridine; pH=3;

DOI:10.1016/j.bmc.2009.10.036

Reference yield:

enoxolone (471-53-4) + succinic anhydride (45160-42-7) → carbenoxolone (14605-08-4,5697-56-3)

Guidance literature:

With pyridine; dmap; at 100 - 130 ℃; microwave irradiation;

DOI:10.1016/j.bmc.2008.05.078

Reference yield:

→ carbenoxolone (14605-08-4,5697-56-3)

Guidance literature:

3-O-(β-Carbobenzyloxypropionyl)-11-oxo-18β-olean-12-en-30-saeure, H2 (Pd);

upstream raw materials:

enoxolone

succinic anhydride

succinic acid anhydride

Refernces

• 1、 -. "Glycyrrhetinic acid derivative LGT as well as preparation method and application thereof". Paragraph 0023-0028; 0031-0033; 0035-0037; 0039-0041. . Retrieved 2020/06/20.
• 2、 Wang, Xiaodan,Gu, Xiangqin,Wang, Huimin,Yang, Jingyu,Mao, Shirui. "Enhanced delivery of doxorubicin to the liver through self-assembled nanoparticles formed via conjugation of glycyrrhetinic acid to the hydroxyl group of hyaluronic acid". . p. 170 - 179. Retrieved 2018/05/04.