Amurensin

Base Information

• Chemical Name: Amurensin
• CAS No.: 641-94-1
• Molecular Formula: C₂₆H₃₀O₁₂
• Molecular Weight: 534.517
• UNII: F3862WT2AZ
• DSSTox Substance ID: DTXSID40982614
• Nikkaji Number: J13.583F
• Wikipedia: Amurensin_(flavonol)
• Wikidata: Q4748994
• ChEMBL ID: CHEMBL454069
• Mol file: 641-94-1.mol

Synonyms:Amurensin;641-94-1;F3862WT2AZ;UNII-F3862WT2AZ;4H-1-Benzopyran-4-one, 7-(beta-D-glucopyranosyloxy)-3,5-dihydroxy-8-(3-hydroxy-3-methylbutyl)-2-(4-hydroxyphenyl)-;CHEMBL454069;DTXSID40982614;CHEBI:186819;C26H30O12;Noricaritin 7-beta-D-glucopyranoside;C26-H30-O12;3,5-dihydroxy-8-(3-hydroxy-3-methylbutyl)-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one;3,5-dihydroxy-8-(3-hydroxy-3-methylbutyl)-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one;7-(beta-D-Glucopyranosyloxy)-3,5-dihydroxy-8-(3-hydroxy-3-methylbutyl)-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Chemical Property of Amurensin

Chemical Property:

• Vapor Pressure: 7.03E-32mmHg at 25°C
• Boiling Point: 864.4°Cat760mmHg
• PKA: 6.17±0.40(Predicted)
• Flash Point: 290.5°C
• PSA: 210.51000
• Density: 1.58g/cm³
• LogP: 0.45900
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 7
• Exact Mass: 534.17372639
• Heavy Atom Count: 38
• Complexity: 868

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CCC1=C(C=C(C2=C1OC(=C(C2=O)O)C3=CC=C(C=C3)O)O)OC4C(C(C(C(O4)CO)O)O)O)O
• Isomeric SMILES: CC(C)(CCC1=C(C=C(C2=C1OC(=C(C2=O)O)C3=CC=C(C=C3)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O

Technology Process of Amurensin

There total 1 articles about Amurensin 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:

→ amurensin (641-94-1)

Guidance literature:

Phellosid, schrittweise Hydrolyse;

DOI:10.1007/BF00568013

Reference yield:

amurensin (641-94-1) → 6,6-dimethyldihydropyran (2,3:7,8)-5,4'-dihydroxyflavonol (28610-34-6)

Guidance literature:

With hydrogenchloride; at 100 ℃; for 0.5h; Yield given;

DOI:10.1016/S0031-9422(00)84608-7

Reference yield:

amurensin (641-94-1) → 3,5-diacetoxy-2-(4-acetoxy-phenyl)-8,8-dimethyl-9,10-dihydro-8H-pyrano[2,3-f]chromen-4-one (28610-35-7)

Guidance literature:

Multi-step reaction with 2 steps

1: conc. HCl / 0.5 h / 100 °C

2: NaOAc

With hydrogenchloride; sodium acetate;

DOI:10.1016/S0031-9422(00)84608-7

Downstream raw materials:

6,6-dimethyldihydropyran (2,3:7,8)-5,4'-dihydroxyflavonol

3,5-diacetoxy-2-(4-acetoxy-phenyl)-8,8-dimethyl-9,10-dihydro-8H-pyrano[2,3-f]chromen-4-one