Apigenin-D5

Base Information

• Chemical Name: Apigenin-D5
• CAS No.: 263711-74-6
• Molecular Formula: C15H5D5O5
• Molecular Weight: 275.2677
• Mol file: 263711-74-6.mol

Synonyms:[3,6,8,3',5'-D5]-Apigenin;

Chemical Property of Apigenin-D5

Chemical Property:

• Appearance/Colour: Pale Yellow Crystalline Solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 345-350 °C
• Refractive Index: 1.732
• Boiling Point: 555.505 °C at 760 mmHg
• Flash Point: 217.064 °C
• PSA: 90.90000
• Density: 1.577 g/cm³
• LogP: 2.57680
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Ethanol (Slightly, Heated), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

Apigenin-d5 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Apigenin-d5 is an internal standard for the quantificaiton of apigenin by GC- or LC-MS. Apigenin is a flavonoid compound found in many fruits and vegetables that selectively inhibits casein kinase 2 (CK2). Apigenin inhibits CK2 activity in the renal cortex with an IC50 value of 30 μM to improve renal function in a rat model of glomerulonephritis. CK2 inhibition by 20 μM apigenin decreases the degradation of IκBα and down-regulates NF-κB levels in WEHI-231 cells. Apigenin, at 5 μM, is a potent inhibitor of the synthesis of the inflammatory mediators nitric oxide and prostaglandin E2, reducing inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) expression by 56% and 64%, respectively, in the macrophage cell line J774A.1.
• Uses: The labelled aglucon of apiin and of apigenin-7-glucoside

Technology Process of Apigenin-D5

There total 3 articles about Apigenin-D5 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: 83.0%

5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one (520-36-5) → 5,7-dihydroxy-2-(4-hydroxyphenyl-3,5-D2)-4H-1-benzopyran-4-one-3,6,8-D3 (263711-74-6)

Guidance literature:

With boron trifluoride; [D₃]phosphoric acid; In water-d2; at 55 ℃; for 96h;

DOI:10.1016/S0040-4020(99)01085-6

Reference yield:

C15H2(2)H8O5 → 5,7-dihydroxy-2-(4-hydroxyphenyl-3,5-D2)-4H-1-benzopyran-4-one-3,6,8-D3 (263711-74-6)

Guidance literature:

With water;

DOI:10.1021/jo070231p

Reference yield:

C15H7(2)H3O5 (263711-81-5) → 5,7-dihydroxy-2-(4-hydroxyphenyl-3,5-D2)-4H-1-benzopyran-4-one-3,6,8-D3 (263711-74-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-butyl-3-methylimidazolium chloride; DCl; D₂O / 0.33 h / 120 °C / 3750.38 Torr / microwave irradiation

2: H₂O

With diclazuril; water; water-d2; 1-butyl-3-methylimidazolium chloride;

DOI:10.1021/jo070231p

upstream raw materials:

5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

C₁₅H₇⁽²⁾H₃O₅