Lucidin

Base Information

• Chemical Name: Lucidin
• CAS No.: 478-08-0
• Molecular Formula: C₁₅H₁₀O₅
• Molecular Weight: 270.241
• European Community (EC) Number: 683-115-4
• NSC Number: 30546
• UNII: 60Q5564O9D
• DSSTox Substance ID: DTXSID10197278
• Nikkaji Number: J12.586E
• Wikidata: Q27107238
• Metabolomics Workbench ID: 67586
• Mol file: 478-08-0.mol

Synonyms:1,3-dihydroxy-2-hydroxymethyl-9,10-anthraquinone;lucidin

Chemical Property of Lucidin

Chemical Property:

• Vapor Pressure: 1.57E-14mmHg at 25°C
• Melting Point: >330℃
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 585°Cat760mmHg
• PKA: 6.83±0.20(Predicted)
• Flash Point: 321.6°C
• PSA: 94.83000
• Density: 1.592g/cm³
• LogP: 1.36550
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in DMSO
• XLogP3: 2.4
• 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:

99%, ^*data from raw suppliers

Lucidin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Plant Toxins
• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=CC(=C(C(=C3C2=O)O)CO)O

Technology Process of Lucidin

There total 8 articles about Lucidin 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: 90.6%

1-Hydroxy-2-hydroxymethyl-3-((3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-anthraquinone (22255-29-4) → 1,3-dihydroxy-2-hydroxymethyl-9,10-anthraquinone (478-08-0)

Guidance literature:

With hydrogenchloride; at 90 ℃; for 4h;

DOI:10.1016/S0031-9422(02)00095-X

Reference yield: 87.5%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + xanthopurpurin (518-83-2) → 1,3-dihydroxy-2-hydroxymethyl-9,10-anthraquinone (478-08-0)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 3h;

DOI:10.1016/j.dyepig.2018.03.023

Reference yield:

lucidin-3-primeveroside (29706-59-0,37393-11-6) → 1,3-dihydroxy-2-hydroxymethyl-9,10-anthraquinone (478-08-0)

Guidance literature:

With hydrogenchloride;

DOI:10.1016/S0031-9422(00)80323-4

upstream raw materials:

formaldehyd

xanthopurpurin

1,3-diacetoxy-2-bromomethyl-anthraquinone

lucidin-3-primeveroside

Downstream raw materials:

lucidin dimethyl ether

1-hydroxy-2-(hydroxymethyl)-3-methoxyanthraquinone

xanthopurpurin

1,3-dihydroxy-2-methoxymethylanthraquinone

Refernces

• 1、 Jegorov, Alexandr,Cvak, Ladislav,Cejka, Jan,Kratochvil, Bohumil,Sedmera, Petr,Havlicek, Vladimir. "Crystal structures of mollugin and lucidin". . p. 621 - 627. Retrieved 2005.
• 2、 Tosa, Hideki,Iinuma, Munekazu,Asai, Fujio,Tanaka, Toshiyuki,Nozaki, Hiroshi,Ikeda, Shougo,Tsutsui, Ken,Tsutsui, Kimiko,Yamada, Masashi,Fujimori, Shiho. "Anthraquinones from Neonauclea calycina and their inhibitory activity against DNA topoisomerase II". . p. 641 - 642. Retrieved 2007/10/03.