A metabolite of naringenin
Related Products
Isomer(s)
33747Kaempferol 3-O-galactoside
Parent Compound(s)
14173Naringenin
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Naringenin-7-O-β-D-Glucuronide

Item No. 10388

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,4-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2H-1-benzopyran-7-yl, β-D-glucopyranosiduronic acid
CAS Number
1237479-07-0
Molecular Formula
C21H20O11
Formula Weight
448.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 20 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 2 mg/ml
λmax
213, 283 nm
SMILES
OC1=CC=C([C@H](C2)OC(C=C(O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)C(O)=O)O)O)O)C=C4O)=C4C2=O)C=C1
InChi Code
InChI=1S/C21H20O11/c22-9-3-1-8(2-4-9)13-7-12(24)15-11(23)5-10(6-14(15)31-13)30-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-6,13,16-19,21-23,25-27H,7H2,(H,28,29)/t13-,16-,17-,18+,19?,21+/m0/s1
InChi Key
BDCRTIDKZGEVEN-NJQIUIKYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $141

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    5 mg

    $667

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    10 mg

    $1,263

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Naringenin-7-O-β-D-glucuronide is a metabolite of the flavonoid naringenin (Item No. 14173).1 It is formed from naringenin primarily by the UDP-glucuronosyltransferase (UGT) isoforms UGT1A1, UGT1A3, UGT1A6, and UGT1A9.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pereira-Caro, G., Borges, G., van der Hooft, J., et al. Orange juice (poly)phenols are highly bioavailable in humans. Am. J. Clin. Nutr. 100(5), 1378-1384 (2014).

    2. Robotham, S.A., and Brodbelt, J.S. Identification of flavone glucuronide isomers by metal complexation and tandem mass spectrometry: Regioselectivity of uridine 5'-diphosphate-glucuronosyltransferase isozymes in the biotransformation of flavones. J. Agric. Food Chem. 61(7), 1457-1463 (2013).

    Product Citations

    Zeng, X., Yao, H., Zheng, Y., et al. Tissue distribution of naringin and derived metabolites in rats after a single oral administration. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 1136, 121846 (2020).