Acovenosigenin A

Base Information

• Chemical Name: Acovenosigenin A
• CAS No.: 639-15-6
• Molecular Formula: C₂₃H₃₄O₅
• Molecular Weight: 390.52
• Nikkaji Number: J13.328K
• Wikidata: Q104969384
• Metabolomics Workbench ID: 135847
• ChEMBL ID: CHEMBL459489
• Mol file: 639-15-6.mol

Synonyms:Acovenosigenin A;5.beta.-Card-20(22)-enolide, 1.beta.,3.beta.,14-trihydroxy-;Card-20(22)-enolide, 1,3,14-trihydroxy-, (1.beta.,3.beta.,5.beta.)-;1.beta.-Hydroxydigitoxigenin;CHEMBL459489;Digitoxigenin, 1.beta.-hydroxy-;CSKIDXJFNAYMTR-IKHIKNNGSA-N;1,3,14-Trihydroxycard-20(22)-enolide #

Chemical Property of Acovenosigenin A

Chemical Property:

• Vapor Pressure: 2.4E-16mmHg at 25°C
• Boiling Point: 589.4°Cat760mmHg
• Flash Point: 203°C
• Density: 1.297g/cm³
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 390.24062418
• Heavy Atom Count: 28
• Complexity: 718

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1(CCC2C4=CC(=O)OC4)O)CCC5C3(C(CC(C5)O)O)C
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@]1(CC[C@@H]2C4=CC(=O)OC4)O)CC[C@H]5[C@@]3([C@@H](C[C@@H](C5)O)O)C

Technology Process of Acovenosigenin A

There total 4 articles about Acovenosigenin A 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: 0.7%

(+)-digitoxigenin (143-62-4) → acovenosigenin-A (639-15-6) + digitoxigenin 3-O-β-D-glucoside (17059-16-4) + 3α,14-dihydroxy-5β,14β-card-20(22)-enolide (545-52-8) + periplogenin (514-39-6,4433-58-3,71884-72-5,107596-70-3,117020-71-0)

Guidance literature:

With B₂K agar medium; Panax ginseng C_. A_. Meyer cells; In various solvent(s); at 25 ℃; for 456h; Further byproducts given;

DOI:10.1016/0031-9422(96)00079-9

Reference yield:

→ acovenosigenin-A (639-15-6)

Guidance literature:

With hydrogenchloride; acetone;

DOI:10.1002/hlca.19500330308

Reference yield:

→ 1β-Hydroxy-digitoxigenin (= Acovenosigenin-A) (639-15-6,13075-73-5,107596-71-4)

Guidance literature:

Digitoxigenin, biochem. Oxidation durch Absidia orchidis;

upstream raw materials:

(+)-digitoxigenin

Refernces

• 1、 Kawaguchi, Kiichiro,Watanabe, Takashi,Hirotani, Masao,Furuya, Tsutomu. "Biotransformation of digitoxigenin by cultured ginseng cells". . p. 667 - 669. Retrieved 2007/10/03.