Dihydroxybergamottin

Base Information

• Chemical Name: Dihydroxybergamottin
• CAS No.: 264234-05-1
• Molecular Formula: C₂₁H₂₄O₆
• Molecular Weight: 372.418
• UNII: S2O194AWTV
• ChEMBL ID: CHEMBL1079119
• Metabolomics Workbench ID: 121568
• Nikkaji Number: J1.490.379H,J1.361.211K
• Pharos Ligand ID: X99WS51RB9S9
• Wikidata: Q27138812
• Wikipedia: 6',7'-Dihydroxybergamottin
• Mol file: 264234-05-1.mol

Synonyms:6',7'-dihydroxybergamottin;6,7-DHB

Chemical Property of Dihydroxybergamottin

Chemical Property:

• Boiling Point: 578.2±50.0 °C(Predicted)
• PKA: 14.65±0.29(Predicted)
• PSA: 93.04000
• Density: 1.260±0.06 g/cm3(Predicted)
• LogP: 3.77630
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 372.15728848
• Heavy Atom Count: 27
• Complexity: 596

Purity/Quality:

98%Min ^*data from raw suppliers

6',7'-Dihydroxybergamottin ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCOC1=C2C=CC(=O)OC2=CC3=C1C=CO3)CCC(C(C)(C)O)O
• Isomeric SMILES: C/C(=C\COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)/CC[C@H](C(C)(C)O)O

Technology Process of Dihydroxybergamottin

There total 6 articles about Dihydroxybergamottin 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: 51.0%

bergamottin (7380-40-7) → 17,18-dihydroxybergamottin (264234-05-1)

Guidance literature:

With methanesulfonamide; In water; tert-butyl alcohol; at 0 ℃; for 16h;

Reference yield: 5.0%

Epoxybergamottin (206978-14-5) → 17,18-dihydroxybergamottin (264234-05-1)

Guidance literature:

With [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); water; acetic acid; In tetrahydrofuran; at 0 - 25 ℃; for 28h;

DOI:10.3390/molecules181113754

Reference yield:

C45H50O11 (684217-02-5) → C24H28O6 + 17,18-dihydroxybergamottin (264234-05-1)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; d⁽⁴⁾-methanol; water; at 20 ℃; for 1h;

upstream raw materials:

bergamottin

C₄₅H₅₀O₁₁

6',7'-dihydroxybergamottin decanal acetal

Epoxybergamottin

Downstream raw materials:

bergaptol

Refernces

• 1、 Amato, Maria E.,Ballistreri, Francesco P.,Pappalardo, Andrea,Tomaselli, Gaetano A.,Toscano, Rosa M.,Sfrazzetto, Giuseppe Trusso. "Selective oxidation reactions of natural compounds with hydrogen peroxide mediated by methyltrioxorhenium". . p. 13754 - 13763. Retrieved 2014/01/06.
• 2、 Ohta, Tomihisa,Maruyama, Takuro,Nagahashi, Minoru,Miyamoto, Yasuyo,Hosoi, Shinzo,Kiuchi, Fumiyuki,Yamazoe, Yasushi,Tsukamoto, Sachiko. "Paradisin C: A new CYP3A4 inhibitor from grapefruit juice". . p. 6631 - 6635. Retrieved 2007/10/03.