Berberine hydroxide

Base Information

• Chemical Name: Berberine hydroxide
• CAS No.: 117-74-8
• Molecular Formula: C20H18 N O4 . H O
• Molecular Weight: 353.36856
• DSSTox Substance ID: DTXSID50151657
• Mol file: 117-74-8.mol

Synonyms:Berberine hydroxide;Daru hald;Assam wood;Dar hald;117-74-8;C.I. Natural Yellow 18;Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizinium, 5,6-dihydro-9,10-dimethoxy-, hydroxide;Berbinium, 7,8,13,13a-tetradehydro-9,10-dimethoxy-2,3-(methylenedioxy)-, hydroxide;Benzog-1,3-benzodioxolo5,6-aquinolizinium, 5,6-dihydro-9,10-dimethoxy-, hydroxide;16,17-dimethoxy-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaene;hydroxide;Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium, 5,6-dihydro-9,10-dimethoxy-, hydroxide;CI Natural Yellow 18;SCHEMBL10709599;DTXSID50151657;LS-43466;Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium, 5,6-dihydro-9,10-dimethoxy-, hydroxide (1:1)

Chemical Property of Berberine hydroxide

Chemical Property:

• Melting Point: 160-162 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 63.86000
• Density: g/cm³
• LogP: 2.91950
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 353.12632271
• Heavy Atom Count: 26
• Complexity: 488

Purity/Quality:

98%,99%, ^*data from raw suppliers

BERBERINE HYDROXIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OC.[OH-]

Technology Process of Berberine hydroxide

There total 3 articles about Berberine hydroxide 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:

canadine (29074-38-2) → berberine hydroxide (117-74-8)

Guidance literature:

With Tris-HCl buffer; enzym from Coptis japonica; In N,N-dimethyl-formamide; at 30 ℃; for 1h; pH 7.5;

DOI:10.1016/S0031-9422(00)80807-9

Reference yield:

canadine (522-97-4,2086-96-6,5096-57-1,29074-38-2) → berberine hydroxide (117-74-8)

Guidance literature:

With (S)-THB oxidase; oxygen; In water; N,N-dimethyl-formamide; at 37 ℃; for 1h;

DOI:10.1016/0031-9422(88)80255-3

Reference yield:

→ berberine hydroxide (117-74-8)

Guidance literature:

Isolierung aus Thalictrum minus L. Var. elatum Koch.;

upstream raw materials:

canadine

canadine

Downstream raw materials:

Br^(1-)*C₃₀H₃₂ClN₂O₇⁽¹⁺⁾

Br^(1-)*C₃₁H₃₄ClN₂O₇⁽¹⁺⁾

Br^(1-)*C₃₁H₃₄ClN₂O₇⁽¹⁺⁾

Br^(1-)*C₃₂H₃₆ClN₂O₇⁽¹⁺⁾

Refernces

• 1、 Yamada, Yasuyuki,Okada, Naosuke. "Biotransformation of tetrahydroberberine to berberine by enzymes prepared from cultured coptis japonica cells". . p. 63 - 65. Retrieved 1985.