Aloe-emodin

Base Information

• Chemical Name: Aloe-emodin
• CAS No.: 481-72-1
• Molecular Formula: C15H10O5
• Molecular Weight: 270.241
• Hs Code.: 29146990
• European Community (EC) Number: 207-571-7
• NSC Number: 38628
• UNII: C8IYT9CR7C
• DSSTox Substance ID: DTXSID2030695
• Nikkaji Number: J5.780K
• Wikipedia: Aloe_emodin
• Wikidata: Q3533249
• Metabolomics Workbench ID: 27916
• ChEMBL ID: CHEMBL40275
• Mol file: 481-72-1.mol

Synonyms:Aloe Emodin

Chemical Property of Aloe-emodin

Chemical Property:

• Appearance/Colour: orange solid
• Vapor Pressure: 8.9E-14mmHg at 25°C
• Melting Point: 223-224 °C
• Refractive Index: 1.746
• Boiling Point: 568.8 °C at 760 mmHg
• PKA: 6.30±0.20(Predicted)
• Flash Point: 311.9 °C
• PSA: 94.83000
• Density: 1.592 g/cm³
• LogP: 1.36550
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 270.05282342
• Heavy Atom Count: 20
• Complexity: 421

Purity/Quality:

95% ^*data from raw suppliers

Rha- ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)CO
• Uses: Shows significant inhibitory activity against the P-388 leukemia in mice when administered as a suspension in acetone-Tween 80. Has a specific in vitro and in vivo antineuroectodermal tumor activity. Cathartic. Aloe-emodin has been used as a standard in high performance liquid chromatography (HPLC) for separation and identification of phenolic compounds in Aloe arborescens Miller var. natalensis Berger (Kidachi aloe). Aloe-emodin may be used as an analytical reference standard for the determination of the analyte in plant and animal samples by high-performance liquid chromatography technique.

Technology Process of Aloe-emodin

There total 52 articles about Aloe-emodin 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: 100.0%

(1,8-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-3-yl)methyl acetate (65615-58-9) → 1,8-dihydroxy-3-hydroxymethyl-9,10-anthracenedione (481-72-1)

Guidance literature:

With potassium hydroxide; In ethanol; for 0.166667h; Heating;

DOI:10.1021/jo00201a033

Reference yield: 95.0%

Aloe-emodin 1-O-beta-D-glucopyranoside → 1,8-dihydroxy-3-hydroxymethyl-9,10-anthracenedione (481-72-1)

Guidance literature:

With acetate buffer; β-glucosidase; In water; at 37 ℃; for 16h; pH=5.0;

DOI:10.1016/S0968-0896(00)00215-7

Reference yield: 92.0%

aloin (452311-56-7,5133-19-7) → 1,8-dihydroxy-3-hydroxymethyl-9,10-anthracenedione (481-72-1)

Guidance literature:

aloin; With hydrogenchloride; In water; at 20 - 80 ℃; for 1.41667h;

With oxygen; copper(l) chloride; In water; at 90 ℃; for 7h; Product distribution / selectivity;

upstream raw materials:

triacetyl aloe-emodin

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

5-hydroxynaphtho-1,4-quinone

1,1-bis(trimethylsilyloxy)-3-trimethylsilyloxymethyl-1,3-butadiene

Refernces

• 1、 Fairbairn,Evans,Phillipson. "Cascarosides A and B". . p. 1300 - 1303. Retrieved 1977.
• 2、 Khan,Blessing,Schmidt. "An expedient and efficient synthesis of naturally occurring hydroxy substituted anthraquinones". . p. 255 - 257. Retrieved 1994.
• 3、 Das, Kiran,De, Arijit,Husain, Syed Masood,Maity, Biswanath,Mondal, Amit,Rajput, Anshul. "A biocatalytic approach towards the preparation of natural deoxyanthraquinones and their impact on cellular viability". supporting information. p. 3087 - 3090. Retrieved 2022/02/21.
• 4、 Agbowuro, Ayodeji A.,Anifowose, Abiodun,Lu, Wen,Tan, Chalet,Tripathi, Ravi,Wang, Binghe,Yang, Xiaoxiao. "Inducing apoptosis through upregulation of p53: structure–activity exploration of anthraquinone analogs". . p. 1199 - 1210. Retrieved 2020/06/17.