(-)-Maackiain 3-O-glucoside

Base Information

• Chemical Name: (-)-Maackiain 3-O-glucoside
• CAS No.: 6807-83-6
• Molecular Formula: C22H22O10
• Molecular Weight: 446.4041
• Hs Code.: 29389090
• Wikidata: Q105286030
• Mol file: 6807-83-6.mol

Synonyms:(-)-Maackiain 3-O-glucoside;Sophojaponicin B1;LS-14934;FT-0645059

Chemical Property of (-)-Maackiain 3-O-glucoside

Chemical Property:

• Vapor Pressure: 2.99E-18mmHg at 25°C
• Melting Point: 142-144oC
• Refractive Index: 1.68
• Boiling Point: 658.7 °C at 760 mmHg
• PKA: 12.77±0.70(Predicted)
• Flash Point: 352.2 °C
• PSA: 136.30000
• Density: 1.59 g/cm³
• LogP: 0.20370
• Storage Temp.: ?20°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 3
• Exact Mass: 446.12129689
• Heavy Atom Count: 32
• Complexity: 679

Purity/Quality:

98%,99%, ^*data from raw suppliers

Trifolirhizin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 50
• Safety Statements: 61-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C(C3=C(O1)C=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC5=CC6=C(C=C25)OCO6
• Uses: Trifolirhizin is a flavonoid isolated from Sophora flavescens that has been shown to exert cytotoxicity on several cancer cell lines.

Technology Process of (-)-Maackiain 3-O-glucoside

There total 4 articles about (-)-Maackiain 3-O-glucoside 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:

trifolirhizin 6''-O-malonate (135574-57-1) → trifolirhizin (6807-83-6,30142-39-3,114761-94-3)

Guidance literature:

In methanol; Heating; stability against heating, 0 -> 15 h;

DOI:10.1016/0031-9422(91)84251-M

Reference yield:

→ trifolirhizin (6807-83-6,30142-39-3,114761-94-3)

Guidance literature:

aus Trifolirhizin-tetraacetat, LiAlH4 in THF;

DOI:10.1248/cpb.13.93

Reference yield:

UDP-glucose (133-89-1) + (-)-maackiain (2035-15-6) → trifolirhizin (6807-83-6)

Guidance literature:

With glycosyltransferase from Carthamus tinctorius (L_.) (Honghua) recombinant; In dimethyl sulfoxide; at 30 ℃; for 12h; pH=7.4; Enzymatic reaction;

DOI:10.1021/ol502380p

upstream raw materials:

UDP-glucose

(-)-maackiain

uridine-5'-diphosphoglucose

trifolirhizin 6''-O-malonate

Downstream raw materials:

trifolirhizin tetraacetate

Refernces

• 1、 Xie, Kebo,Ridao, Chen,Li, Jianhua,Wang, Ruishan,Chen, Dawei,Dou, Xiaoxiang,Dai, Jungui. "Exploring the catalytic promiscuity of a new glycosyltransferase from Carthamus tinctorius". supporting information. p. 4874 - 4877. Retrieved 2015/04/27.
• 2、 Fujise,Toda,Ito. "Isolation of trifolirhizin from Ononis spinosa L.". . p. 93 - 95. Retrieved 2007/10/05.