Iristectorigenin B

Base Information

• Chemical Name: Iristectorigenin B
• CAS No.: 86849-77-6
• Molecular Formula: C17H14 O7
• Molecular Weight: 330.294
• Hs Code.: 2914509090
• UNII: TF3VR8KUL4
• DSSTox Substance ID: DTXSID70235862
• Nikkaji Number: J373.296G
• Wikidata: Q83117771
• Metabolomics Workbench ID: 22539
• ChEMBL ID: CHEMBL486825
• Mol file: 86849-77-6.mol

Synonyms:Iristectorigenin B;86849-77-6;Iristectorigenin;4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(3-hydroxy-4-methoxyphenyl)-6-methoxy-;5,7-dihydroxy-3-(3-hydroxy-4-methoxyphenyl)-6-methoxychromen-4-one;3',5,7-Trihydroxy-4',6-dimethoxyisoflavone;5,7,3'-Trihydroxy-6,4'-dimethoxyisoflavone;5,7-Dihydroxy-3-(3-hydroxy-4-methoxyphenyl)-6-methoxy-4H-1-benzopyran-4-one;37744-62-0;IristectorigeninB;TF3VR8KUL4;CHEMBL486825;SCHEMBL6337637;DTXSID70235862;HY-N2509;LMPK12050402;AC-34673;LS-39596;CS-0022780;FT-0777145;3',5,7-trihydroxy-4',6-dimethoxy-isoflavone

Chemical Property of Iristectorigenin B

Chemical Property:

• Vapor Pressure: 5.01E-16mmHg at 25°C
• Boiling Point: 621.2°Cat760mmHg
• PKA: 6.43±0.20(Predicted)
• Flash Point: 232.8°C
• PSA: 109.36000
• Density: 1.483g/cm³
• LogP: 2.59400
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 330.07395278
• Heavy Atom Count: 24
• Complexity: 505

Purity/Quality:

99% ^*data from raw suppliers

IristectorigeninB 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2=COC3=C(C2=O)C(=C(C(=C3)O)OC)O)O

Technology Process of Iristectorigenin B

There total 13 articles about Iristectorigenin 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:

7-Hydroxy-3-(3-hydroxy-4-methoxy-phenyl)-5-isopropoxy-6-methoxy-chromen-4-one (204591-49-1) → 5,7,4’-trihydroxy-6,3’-dimethoxyisoflavone (86849-77-6)

Guidance literature:

With aluminium trichloride; In acetonitrile; at 25 ℃; for 1.5h; Yield given;

DOI:10.1248/cpb.46.222

Reference yield:

4-benzyloxy-6-hydroxy-3-methoxy-2-isopropoxyacetophenone (188927-31-3) → 5,7,4’-trihydroxy-6,3’-dimethoxyisoflavone (86849-77-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 87 percent / K₂CO₃ / dimethylformamide / 0.17 h / 150 - 160 °C

2: 80 percent / KOH / ethanol / 1.5 h / 40 °C

3: thallium (III) nitrate * 3H₂O / CHCl₃ / 20 h

4: H₂ / 10percent Pd/C / methanol

5: 10percent aq. HCl / methanol / 2 h / Heating

6: AlCl₃ / acetonitrile / 1.5 h / 25 °C

With hydrogenchloride; potassium hydroxide; aluminium trichloride; hydrogen; potassium carbonate; thallium(III) nitrate; palladium on activated charcoal; In methanol; ethanol; chloroform; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1248/cpb.46.222

Reference yield:

1-(4,6-Bis-benzyloxy-2-isopropoxy-3-methoxy-phenyl)-ethanone (204590-57-8) → 5,7,4’-trihydroxy-6,3’-dimethoxyisoflavone (86849-77-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 80 percent / KOH / ethanol / 1.5 h / 40 °C

2: thallium (III) nitrate * 3H₂O / CHCl₃ / 20 h

3: H₂ / 10percent Pd/C / methanol

4: 10percent aq. HCl / methanol / 2 h / Heating

5: AlCl₃ / acetonitrile / 1.5 h / 25 °C

With hydrogenchloride; potassium hydroxide; aluminium trichloride; hydrogen; thallium(III) nitrate; palladium on activated charcoal; In methanol; ethanol; chloroform; acetonitrile;

DOI:10.1248/cpb.46.222

upstream raw materials:

iristectorin A

7-Hydroxy-3-(3-hydroxy-4-methoxy-phenyl)-5-isopropoxy-6-methoxy-chromen-4-one

4-benzyloxy-6-hydroxy-3-methoxy-2-isopropoxyacetophenone

1-(4,6-Bis-benzyloxy-2-isopropoxy-3-methoxy-phenyl)-ethanone

Downstream raw materials:

3',5,7-Triacetyl-4',6-dimethoxy-isoflavon

Refernces

• 1、 Siiaw, S.C.,Gupta, Aniu Kumari,Kumar, Rajesh. "Synthesis of 5,7,3'-Trihydroxy-6,4'-dimethoxyisoflavone isolated from Iris germanica Rhizomes by Wessely-Moser Rearrangement". . p. 615 - 616. Retrieved 2007/10/02.
• 2、 Sethi, M. L.,Taneja, S. C.,Dhar, K. L.,Atal, C. K.. "THREE ISOFLAVONE GLYCOSIDES FROM JUNIPERUS MACROPODA". . p. 289 - 292. Retrieved 2007/10/02.