An internal standard for the quantification of apigenin
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Apigenin-d5

Item No. 22106

Technical Information
Formal Name
5,7-dihydroxy-2-(4-hydroxyphenyl-3,5-d2)-4H-1-benzopyran-4-one-3,6,8-d3
CAS Number
263711-74-6
Synonyms
  • [3,6,8,3’,5’-d5]-Apigenin
  • Chamomile-d5
  • Flavone-d5
  • Versulin-d5
Molecular Formula
C15H5D5O5
Formula Weight
Purity
≥99% deuterated forms (d1-d5); ≤1% d0
A solid
DMSO: SolubleMethanol: Sparingly Soluble
SMILES
OC1=C([2H])C(O)=C(C(C([2H])=C(C2=CC([2H])=C(O)C([2H])=C2)O3)=O)C3=C1[2H]
InChi Code
InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-7,16-18H/i3D,4D,5D,6D,7D
InChi Key
KZNIFHPLKGYRTM-DKFMXDSJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Apigenin-d5 is an internal standard for the quantificaiton of apigenin (Item No. 10010275) 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.1 CK2 inhibition by 20 µM apigenin decreases the degradation of IκBα and down-regulates NF-κB levels in WEHI-231 cells.2 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.1.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yamada, M., Katsuma, S., Adachi, T., et alInhibition of protein kinase CK2 prevents the progression of glomerulonephritis. Proc. Natl. Acad. Sci. USA 102(21), 7736-7741 (2005).

    2. Shen, J., Channavajhala, P., Seldin, D.C., et alPhosphorylation by the protein kinase CK2 promotes calpain-mediated degradation of IκBα1. J. Immunol. 167(9), 4919-4925 (2001).

    3. Raso, G.M., Meli, R., Di Carlo, G., et alInhibition of inducible nitric oxide synthase and cyclooxygenase-2 expression by flavonoids in macrophage J774A.1. Life Sci. 68(8), 921-931 (2001).