A flavonoid with antioxidant activity
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Eriocitrin

Item No. 25838

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S)-7-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5-hydroxy-4H-1-benzopyran-4-one
CAS Number
13463-28-0
Synonyms
  • Eriodictioside
  • Eriodictyol 7-O-rutinoside
Molecular Formula
C27H32O15
Formula Weight
596.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 30 mg/mlDMSO:PBS(pH 7.2) (1:4): 0.2 mg/mlEthanol: 1 mg/ml
λmax
284 nm
SMILES
O[C@H]1[C@H](O)[C@@H](CO[C@H]2[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O2)O[C@@H](OC3=CC(O)=C(C(C[C@@H](C4=CC=C(O)C(O)=C4)O5)=O)C5=C3)[C@@H]1O
InChi Code
InChI=1S/C27H32O15/c1-9-20(32)22(34)24(36)26(39-9)38-8-18-21(33)23(35)25(37)27(42-18)40-11-5-14(30)19-15(31)7-16(41-17(19)6-11)10-2-3-12(28)13(29)4-10/h2-6,9,16,18,20-30,32-37H,7-8H2,1H3/t9-,16-,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1
InChi Key
OMQADRGFMLGFJF-MNPJBKLOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $134

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    1 mg

    $189

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    5 mg

    $598

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    10 mg

    $795

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    Product Description

    Eriocitrin is a flavonoid originally isolated from lemon peel that has antioxidant and enzyme inhibitory activity.1,2,3,4,5 Eriocitrin inhibits lipid peroxidation in a cell-free assay when used at a concentration of 10 µM and enhances the effect of α-tocopherol (Item No. 25985) on lipid peroxidation.2 It also decreases thiobarbituric acid reactive substances (TBARS) in rat plasma when administered at a dose of 75 µmol/kg, indicating a reduction in lipid peroxidation.3 Eriocitrin prevents acute exercise-induced increases in TBARS, Nε-(hexanoyl)lysine (HEL), o,o-dityrosine (DT), and nitrotyrosine (NT; Item No. 89540) in rat liver when administered at a dose of 600 mg/kg prior to exercise.4 It is also an inhibitor of monoamine oxidase A (MAO-A) and MAO-B (IC50s = 86.5 and 164 µM, respectively, for human recombinant receptors).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Horowitz, R.M., and Gentili, B. Flavonoid compounds of citrus. III. Isolation and structure of eriodictyol glycoside. J. Am. Chem. Soc. 82(11), 2803-2806 (1960).

    2. Miyake, Y., Yamamoto, K., and Osawa, T. Isolation of eriocitrin (eriodictyol 7-rutinoside) from lemon fruit (Citrus limon BURM. f.) and its antioxidative activity. Food Sci. Technol. Int. Tokyo 3(1), 84-89 (1997).

    3. Miyake, Y., Shimoi, K., Kumazawa, S., et al. Identification and antioxidant activity of flavonoid metabolites in plasma and urine of eriocitrin-treated rats. J. Agric. Food Chem. 48(8), 3217-3224 (2000).

    4. Minato, K., Miyake, Y., Fukumoto, S., et al. Lemon flavonoid, eriocitrin, suppresses exercise-induced oxidative damage in rat liver. Life Sci. 72(14), 1609-1616 (2003).

    5. Carradori, S., Gidaro, M.C., Petzer, A., et al. Inhibition of human monoamine oxidase: Biological and molecular modeling studies on selected natural flavonoids. J. Agric. Food Chem. 64(47), 9004-9011 (2016).