CYCLOASTRAGENOL

Base Information

• Chemical Name: CYCLOASTRAGENOL
• CAS No.: 78574-94-4
• Molecular Formula: C₃₀H₅₀O₅
• Molecular Weight: 490.724
• Hs Code.: 2942000000
• Mol file: 78574-94-4.mol

Synonyms:Astramembrangenin;Cycloastragenol;Cyclosieversigenin;

Chemical Property of CYCLOASTRAGENOL

Chemical Property:

• Melting Point: 241.0 to 245.0 °C
• Boiling Point: 617.174 °C at 760 mmHg
• PKA: 14.57±0.29(Predicted)
• Flash Point: 327.055 °C
• PSA: 90.15000
• Density: 1.2 g/cm³
• LogP: 4.43660
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

Cycloastragenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of CYCLOASTRAGENOL

There total 48 articles about CYCLOASTRAGENOL 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: 64.0%

astragaloside IV (83207-58-3,84687-43-4) → cycloastragenol (84605-18-5,90865-25-1,104112-00-7,78574-94-4)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 168h;

Reference yield: 4.0%

astragaloside IV (83207-58-3,84687-43-4) → 20R,24S-epoxy-3β,16β,25-trihydroxy-9β-methyl-19-norlanost-1,5-diene + cycloastragenol (84605-18-5,90865-25-1,104112-00-7,78574-94-4) + cyclosieversigenin 3-O-β-D-xylopyranoside (86541-83-5) + cyclosieversigenin 6-O-β-D-glucopyranoside (86764-12-7)

Guidance literature:

With sulfuric acid; In methanol; for 1.5h; Reflux;

Reference yield:

(3b,6a,16b,20R,24S)-3-((2-O-acetyl-beta-D-xylopyranosyl)oxy)-20,24-epoxy-16,25-dihydroxy-9,19-cyclolanostan-6-yl beta-D-glucopyranoside (84676-89-1) → cycloastragenol (84605-18-5,90865-25-1,104112-00-7,78574-94-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 19 mg / 1.) 10 percent sodium methoxide; 2.) Dowex 50w*8(H⁺) / methanol / 0.25 h / Heating

2: 30 mg / aq. 10 percent hydrogen chloride / ethanol; benzene / 24 h / Heating

With hydrogenchloride; Dowex 50w*8(H⁺); sodium methylate; In methanol; ethanol; benzene;

DOI:10.1248/cpb.31.698

upstream raw materials:

Cycloaraloside A

cyclocarposide

cycloaraloside E

Cycloaraloside F

Downstream raw materials:

astragaloside III

2-(L)-amino-3-phenyl-propionic acid 6α,16β-dihydroxy-17-[5-(1-hydroxy-1-methyl-ethyl)-2-methyl-tetrahydrofuran-2-yl]-4,4,13,14-tetramethyl-tetradecahydro-cyclopropa[9,10]cyclopenta[a]phenanthren-3α-yl ester hydrochloride

2-(L)-amino-3-phenyl-propionic acid 3β,16β-dihydroxy-17-[5-(1-hydroxy-1-methyl-ethyl)-2-methyl-tetrahydro-furan-2-yl]-4,4,13,14-tetramethyl-tetradecahydro-cyclopropa[9,10]cyclopenta[a]phenanthren-6α-yl ester hydrochloride

C₄₄H₆₇NO₈

Refernces

• 1、 -. "Compositions and methods for skin conditioning". Page/Page column 21. . Retrieved 2016/02/26.
• 2、 Yang, Wen-Zhi,Ye, Min,Huang, Fei-Xia,He, Wen-Ni,Guo, De-An. "Biocatalysis of cycloastragenol by filamentous fungi to produce unexpected triterpenes". experimental part. p. 527 - 539. Retrieved 2012/04/17.