Aloesin

Base Information

• Chemical Name: Aloesin
• CAS No.: 30861-27-9
• Molecular Formula: C19H22 O9
• Molecular Weight: 394.378
• UNII: Y27M69Y8ES
• DSSTox Substance ID: DTXSID80184877
• Nikkaji Number: J17.941H
• Wikidata: Q27105732
• Mol file: 30861-27-9.mol

Synonyms:8-beta-D-glucopyranosyl-7-hydroxy-5-methyl-2-(2-oxopropyl)-4H-1-benzopyran-4-one;aloe resin B;aloeresin B;aloesin;UP780

Chemical Property of Aloesin

Chemical Property:

• Vapor Pressure: 1.22E-16mmHg at 25°C
• Boiling Point: 628°Cat760mmHg
• PKA: 6.58±0.40(Predicted)
• Flash Point: 224.2°C
• PSA: 157.66000
• Density: 1.5g/cm³
• LogP: -0.54660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 394.12638228
• Heavy Atom Count: 28
• Complexity: 647

Purity/Quality:

99%, ^*data from raw suppliers

Aloeresin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C2=C1C(=O)C=C(O2)CC(=O)C)C3C(C(C(C(O3)CO)O)O)O)O
• Isomeric SMILES: CC1=CC(=C(C2=C1C(=O)C=C(O2)CC(=O)C)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
• Uses: Aloeresin is an aromatic chromone present in various Aloe Species has shown potential beneficial effects on indexes related to pre-diabetic states including metabolic syndrome.

Technology Process of Aloesin

There total 2 articles about Aloesin 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:

aloeresin A (74545-79-2) → aloesin (30861-27-9) + p-Coumaric Acid (7400-08-0,50940-26-6)

Guidance literature:

With water; hydrogenchloride; at 90 ℃; for 5.5h; Product distribution / selectivity;

Reference yield:

2'-p-methoxycoumaroylaloeresin → aloesin (30861-27-9) + (E)-3-(4-methoxyphenyl)acrylic acid (943-89-5)

Guidance literature:

With potassium hydroxide; In methanol; for 2h; Product distribution; Heating;

DOI:10.1016/S0031-9422(00)83900-X

Reference yield: 82.5%

aloesin (30861-27-9) + p-Toluic acid (99-94-5) → 4-Methyl-benzoic acid (2S,3R,4S,5S,6R)-4,5-dihydroxy-6-hydroxymethyl-2-[7-hydroxy-5-methyl-4-oxo-2-(2-oxo-propyl)-4H-chromen-8-yl]-tetrahydro-pyran-3-yl ester

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; for 48h; Ambient temperature;

DOI:10.1016/S0040-4039(97)01483-4

upstream raw materials:

aloeresin A

Downstream raw materials:

aloeresin A

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