Synonym
Eriocitrin, Eriodictioside, Eriodictyol 7-O-rutinoside
IUPAC/Chemical Name
(S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)chroman-4-one
InChi Key
OMQADRGFMLGFJF-MNPJBKLOSA-N
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
SMILES Code
O[C@H]1[C@@H]([C@H](O[C@H]([C@@H]1O)OC2=CC(O)=C3C(C[C@H](OC3=C2)C4=CC=C(C(O)=C4)O)=O)CO[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
596.54
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
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).
