Chrysin-7-O-glucuronide

Base Information

• Chemical Name: Chrysin-7-O-glucuronide
• CAS No.: 35775-49-6
• Molecular Formula: C23H22O13
• Molecular Weight: 430.368
• DSSTox Substance ID: DTXSID801345726
• Nikkaji Number: J409.549I
• Wikidata: Q104397951
• Mol file: 35775-49-6.mol

Synonyms:Chrysin-7-O-glucuronide;35775-49-6;(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(5-hydroxy-4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid;Chrysin 7-O-beta-D-glucopyranuronoside;(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-((5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid;SCHEMBL21695684;CHEBI:181485;DTXSID801345726;HY-N2376;MFCD28009138;AKOS030530348;MS-27637;CS-0022556

Chemical Property of Chrysin-7-O-glucuronide

Chemical Property:

• Melting Point: 226 °C
• Boiling Point: 787.8±60.0 °C(Predicted)
• PKA: 2.73±0.70(Predicted)
• PSA: 166.89000
• Density: 1.665±0.06 g/cm3(Predicted)
• LogP: 0.43660
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 430.08999677
• Heavy Atom Count: 31
• Complexity: 717

Purity/Quality:

≥98% ^*data from raw suppliers

Chrysin 7-glucuronide phyproof?ReferenceSubstance ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O
• Isomeric SMILES: C1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O)O

Technology Process of Chrysin-7-O-glucuronide

There total 4 articles about Chrysin-7-O-glucuronide 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: 36.0%

5,7-dihydroxy-2-phenyl-chromen-4-one (480-40-0) + UDP-glucuronic acid (2616-64-0) → Chrysin glucuronide (35775-49-6)

Guidance literature:

With UGT₈₈D₄; In aq. buffer; at 30 ℃; for 12h; Reagent/catalyst; Solvent; Enzymatic reaction;

DOI:10.1021/acs.jafc.9b01769

Reference yield:

D-glucuronic acid (6556-12-3,489-91-8,528-16-5,552-12-5,577-46-8,643-33-4,2240-07-5,6294-16-2,10133-02-5,18402-78-3,18968-14-4,21179-08-8,23018-83-9,33599-45-0,33599-46-1,46171-67-9,46171-69-1,46172-26-3,70021-34-0,71031-08-8,104195-06-4,106499-29-0,124817-72-7) + 5,7-dihydroxy-2-phenyl-chromen-4-one (480-40-0) → chrysin 7-O-glucopyranuronide (35775-49-6)

Guidance literature:

With porcine uridine 5′-diphosphoglucuronosyl transferase; uridine 5′-diphosphoglucuronic acid; quinidine hydrochloride; calcium chloride; D,L-dithiothreitol; bovine serum albumin; In water; dimethyl sulfoxide; at 37 ℃; for 24h; pH=8.5; Inert atmosphere; Sealed tube; Enzymatic reaction;

DOI:10.1016/j.jep.2021.114035

Reference yield:

5,7-dihydroxy-2-phenyl-chromen-4-one (480-40-0) + UDP-glucuronic acid (1245697-26-0,106864-00-0,14520-48-0,30329-32-9,3545-73-1,5918-40-1) → chrysin 7-O-glucopyranuronide (35775-49-6)

Guidance literature:

With human UDP-glucuronosyltransferase 1A₉; magnesium chloride; alamethicin; D-Glucaro-1,4-lacton; at 37 ℃; pH=7.4; Kinetics; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1007/s11095-012-0666-z

upstream raw materials:

5,7-dihydroxy-2-phenyl-chromen-4-one

UDP-glucuronic acid

UDP-glucuronic acid

D-glucuronic acid

Downstream raw materials:

D-glucuronic acid