Aloin B

Base Information

• Chemical Name: Aloin B
• CAS No.: 28371-16-6
• Molecular Formula: C₂₁H₂₂O₉
• Molecular Weight: 418.4
• Hs Code.: 29389090
• UNII: 69VIB0J2WK
• DSSTox Substance ID: DTXSID70904581
• Nikkaji Number: J14.990J
• Wikipedia: Aloin
• Wikidata: Q27144440
• NCI Thesaurus Code: C76760
• Metabolomics Workbench ID: 66832
• ChEMBL ID: CHEMBL3617994
• Mol file: 28371-16-6.mol

Synonyms:alloin;aloin;aloin A;aloin B

Chemical Property of Aloin B

Chemical Property:

• Vapor Pressure: 8.48E-24mmHg at 25°C
• Melting Point: 147～148℃
• Boiling Point: 752.6°Cat760mmHg
• PKA: 7.12±0.40(Predicted)
• Flash Point: 268°C
• PSA: 167.91000
• Density: 1.647g/cm³
• LogP: -0.89120
• Storage Temp.: 2-8°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 418.12638228
• Heavy Atom Count: 30
• Complexity: 630

Purity/Quality:

99%, ^*data from raw suppliers

AloinB ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)O)C(=O)C3=C(C2C4C(C(C(C(O4)CO)O)O)O)C=C(C=C3O)CO
• Isomeric SMILES: C1=CC2=C(C(=C1)O)C(=O)C3=C([C@@H]2[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C=C(C=C3O)CO
• Uses: Aloin B is an aloe exudate and a phytochemical constituent. It is one isomer of Aloin, the other being Aloin A (A575415)

Technology Process of Aloin B

There total 4 articles about Aloin B 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:

→ 10-glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-9(10H)-anthracenone (1415-73-2,28371-16-6,73649-93-1,5133-19-7)

Guidance literature:

With ethanol; sodium ethanolate; unter vermindertem Druck;

Reference yield:

1,8-dihydroxy-3-hydroxymethyl-10-(tetra-O-acetyl-ξ-D-glucopyranosyl)-anthrone → 10-glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-9(10H)-anthracenone (1415-73-2,28371-16-6,73649-93-1,5133-19-7)

Guidance literature:

With ethanol; sodium ethanolate; unter vermindertem Druck;

Reference yield:

1,8-dihydroxy-3-(hydroxymethyl)-9(10H)-anthracenone (6247-99-0) → 10-glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-9(10H)-anthracenone (1415-73-2,28371-16-6,73649-93-1,5133-19-7)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH solution; acetone / unter Ausschluss von Licht und Luft

2: sodium ethylate; ethanol / unter vermindertem Druck

With sodium hydroxide; ethanol; sodium ethanolate; acetone;

upstream raw materials:

1,8-dihydroxy-3-(hydroxymethyl)-9(10H)-anthracenone

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Downstream raw materials:

1,8-dihydroxy-3-hydroxymethyl-9,10-anthracenedione

D-Arabinose

1,8-dihydroxy-3-(hydroxymethyl)-9(10H)-anthracenone

Chrysophanol