ERIOCITRIN Chemical Properties

Melting point:

161-190°C

Boiling point:

956.9±65.0 °C(Predicted)

Density 

1.77

storage temp. 

Inert atmosphere,2-8°C

solubility 

DMSO (Slightly), Methanol

pka

7.15±0.40(Predicted)

form 

Solid

color 

Dark Beige to Very Dark Beige

BRN 

1304401

InChIKey

OMQADRGFMLGFJF-BRZCIWNANA-N

SMILES

C12=C(O)C=C(O[C@H]3[C@H](O)[C@H]([C@H](O)[C@@H](CO[C@@H]4O[C@H]([C@H](O)[C@@H](O)[C@H]4O)C)O3)O)C=C1OC(C1=CC=C(O)C(O)=C1)CC2=O |&1:6,7,9,10,12,15,17,18,20,22,r|

LogP

1.470 (est)

CAS DataBase Reference

13463-28-0(CAS DataBase Reference)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

F 

10-21

HS Code 

29389090

MSDS

• Language:English Provider:SigmaAldrich

ERIOCITRIN Usage And Synthesis

Description

Eriocitrin is a flavonoid originally isolated from lemon peel that has antioxidant and enzyme inhibitory activity. Eriocitrin inhibits lipid peroxidation in a cell-free assay when used at a concentration of 10 μM and enhances the effect of α-tocopherol on lipid peroxidation. 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. Eriocitrin prevents acute exercise-induced increases in TBARS, N^ε-(hexanoyl)lysine (HEL), o,o-dityrosine (DT), and nitrotyrosine (NT; ) in rat liver when administered at a dose of 600 mg/kg prior to exercise. 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).

Chemical Properties

solid

Uses

Eriocitrin is one of the main flavonoids in citrus limon byproduct dried powder (CBP) that exhibits antioxidant activity.

Definition

ChEBI: A disaccharide derivative that consists of eriodictyol substituted by a 6-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage

target

LDL | ATP synthase

References

[1] ROBERT M. HOROWITZ  Bruno G. Flavonoid Compounds of Citrus. III. Isolation and Structure of Eriodictyol Glycoside[J]. Journal of the American Chemical Society, 1960, 82 11: 2803-2806. DOI: 10.1021/ja01496a033
[2] Y. MIYAKE T O Kanefumi Yamamoto. Isolation of eriocitrin (eriodictyol 7-rutinoside) from lemon fruit (Citrus limon Burm. f.) and its antioxidative activity[J]. Food Science and Technology International, Tokyo, 1997, 1 1: 84-89. DOI: 10.3136/fsti9596t9798.3.84
[3] YOSHIAKI MIYAKE. Identification and Antioxidant Activity of Flavonoid Metabolites in Plasma and Urine of Eriocitrin-Treated Rats[J]. Journal of Agricultural and Food Chemistry, 2000, 48 8: 3217-3224. DOI: 10.1021/jf990994g
[4] KEN-ICHIRO MINATO . Lemon flavonoid, eriocitrin, suppresses exercise-induced oxidative damage in rat liver[J]. Life sciences, 2003, 72 14: Pages 1609-1616. DOI: 10.1016/s0024-3205(02)02443-8
[5] SIMONE CARRADORI*. Inhibition of Human Monoamine Oxidase: Biological and Molecular Modeling Studies on Selected Natural Flavonoids[J]. Journal of Agricultural and Food Chemistry, 2016, 64 47: 9004-9011. DOI: 10.1021/acs.jafc.6b03529

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