Luteolin 7-glucuronide

Base Information

• Chemical Name: Luteolin 7-glucuronide
• CAS No.: 29741-10-4
• Deprecated CAS: 100455-85-4,52088-97-8,38934-14-4,73285-56-0,478979-14-5
• Molecular Formula: C₂₁H₁₈O₁₂
• Molecular Weight: 462.367
• UNII: R4346D0X7P
• ChEMBL ID: CHEMBL464224
• DSSTox Substance ID: DTXSID50952181
• Metabolomics Workbench ID: 51165
• Nikkaji Number: J387.924K
• Wikidata: Q76280934
• Mol file: 29741-10-4.mol

Synonyms:luteolin-7-glucuronide

Chemical Property of Luteolin 7-glucuronide

Chemical Property:

• Vapor Pressure: 3.25E-34mmHg at 25°C
• Melting Point: 242-244℃
• Refractive Index: 1.763
• Boiling Point: 892.5°Cat760mmHg
• PKA: 2.73±0.70(Predicted)
• Flash Point: 315.2°C
• PSA: 207.35000
• Density: 1.81g/cm³
• LogP: -0.15220
• Storage Temp.: ?20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 4
• Exact Mass: 462.07982601
• Heavy Atom Count: 33
• Complexity: 785

Purity/Quality:

Luteolin-7-?O-Glucuronide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O)O
• Isomeric SMILES: C1=CC(=C(C=C1C2=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)O)O
• Uses: Luteolin- 7-?O-Glucuronide is a compound displaying strong anti-oxidant activity.

Technology Process of Luteolin 7-glucuronide

There total 2 articles about Luteolin 7-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:

C15H22N2O18P2 + 2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on (491-70-3) → luteolin-3’-glucuronide (53527-42-7,56317-12-5) + C21H18O12 + luteolin 7-O-glucuronopyranoside (29741-10-4,56324-53-9,38934-14-4,52088-97-8,73285-56-0)

Guidance literature:

With uridine 5'-diphosphate glucuronosyltransferase-1A₉; In methanol; aq. phosphate buffer; water; at 37 ℃; pH=7; Reagent/catalyst; Enzymatic reaction;

DOI:10.1021/jf304853j

Reference yield:

2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on (491-70-3) + UDP-glucuronic acid (1245697-26-0,106864-00-0,14520-48-0,30329-32-9,3545-73-1,5918-40-1) → luteolin-3’-glucuronide (53527-42-7,56317-12-5) + luteolin 7-O-glucuronopyranoside (29741-10-4,56324-53-9,38934-14-4,52088-97-8,73285-56-0)

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

Reference yield:

luteolin-7-O-β-glucuronopyranoside (29741-10-4,56324-53-9,38934-14-4,52088-97-8,73285-56-0) → 2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on (491-70-3)

Guidance literature:

Acid hydrolysis;

DOI:10.1007/s10600-007-0120-3

upstream raw materials:

2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on

UDP-glucuronic acid

Downstream raw materials:

2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on

D-glucuronic acid

Refernces

• 1、 Wu, Baojian,Wang, Xiaoqiang,Zhang, Shuxing,Hu, Ming. "Accurate prediction of glucuronidation of structurally diverse phenolics by human UGT1A9 using combined experimental and in silico approaches". experimental part. p. 1544 - 1561. Retrieved 2012/07/27.