Lupinalbin A

Base Information

• Chemical Name: Lupinalbin A
• CAS No.: 98094-87-2
• Molecular Formula: C₁₅H₈O₆
• Molecular Weight: 284.225
• DSSTox Substance ID: DTXSID20243437
• Nikkaji Number: J373.302E
• Wikidata: Q83127523
• Pharos Ligand ID: K7RGGNMKQLGY
• Metabolomics Workbench ID: 27865
• ChEMBL ID: CHEMBL312186
• Mol file: 98094-87-2.mol

Synonyms:Lupinalbin A;98094-87-2;1,3,8-trihydroxy-[1]benzofuro[2,3-b]chromen-11-one;CHEMBL312186;2,6,8-Trihydroxy-10,11-dioxa-benzo[b]fluoren-5-one;SCHEMBL7053457;DTXSID20243437;BBBAWACESCACAP-UHFFFAOYSA-N;1,3,8-trihydroxy-11H-[1]benzofuro[2,3-b]chromen-11-one;BDBM50130177;LMPK12160012;AKOS040763411;XL161804;1,3,8-Trihydroxy-11H-Benzofuro[2,3-B][1]Benzopyran-11-One;11H-benzofuro[2,3-b][1]benzopyran-11-one, 1,3,8-trihydroxy-;InChI=1/C15H8O6/c16-6-1-2-8-10(4-6)20-15-12(8)14(19)13-9(18)3-7(17)5-11(13)21-15/h1-5,16-18

Chemical Property of Lupinalbin A

Chemical Property:

• Vapor Pressure: 6.1E-09mmHg at 25°C
• Boiling Point: 456.2°Cat760mmHg
• Flash Point: 229.7°C
• PSA: 104.04000
• Density: 1.714g/cm³
• LogP: 2.80920
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 284.03208797
• Heavy Atom Count: 21
• Complexity: 440

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1O)OC3=C2C(=O)C4=C(C=C(C=C4O3)O)O

Technology Process of Lupinalbin A

There total 26 articles about Lupinalbin A 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: 66.0%

2',4',5,7-tetrahydroxyisoflavone (1156-78-1) → Lupinalbin A (98094-87-2)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; at 60 ℃; for 0.75h; Inert atmosphere;

DOI:10.1016/j.tet.2011.09.042

Reference yield: 54.0%

1,3,8-trimethoxy-11H-benzofuro[2,3-b]chromen-11-one → Lupinalbin A (98094-87-2)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 45 ℃; for 24h;

DOI:10.1016/j.tet.2021.132048

Reference yield: 43.0%

sophorophenolone (476645-90-6) → Lupinalbin A (98094-87-2)

Guidance literature:

With pyridine hydrochloride; Heating;

DOI:10.1016/S0960-894X(03)00394-9

upstream raw materials:

2',4',5,7-tetrahydroxyisoflavone

sophorophenolone

1,2,3-trimethoxybenzene

5,2',4'-trihydroxy-7-methoxyisoflavone

Refernces

• 1、 Selepe, Mamoalosi A.,Drewes, Siegfried E.,Van Heerden, Fanie R.. "Total synthesis of the pyranocoumaronochromone lupinalbin H". experimental part. p. 8654 - 8658. Retrieved 2011/12/01.
• 2、 Tsukayama, Masao,Oda, Akihiro,Kawamura, Yasuhiko,Nishiuchi, Masaki,Yamashita, Kazuyo. "Facile synthesis of polyhydroxycoumaronochromones with quinones: Synthesis of alkylpolyhydroxy- and alkoxycoumaronochromones from 2′-hydroxyisoflavones". . p. 6163 - 6166. Retrieved 2007/10/03.