CAS 552-58-9|Eriodictyol

Introduction:Basic information about CAS 552-58-9|Eriodictyol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameEriodictyol
CAS Number552-58-9Molecular Weight288.252
Density1.6±0.1 g/cm3Boiling Point625.2±55.0 °C at 760 mmHg
Molecular FormulaC15H12O6Melting Point270ºC
MSDSChineseUSAFlash Point241.9±25.0 °C
Symbol
GHS07
Signal WordWarning

Names

Nameeriodictyol
SynonymMore Synonyms

Eriodictyol BiologicalActivity

DescriptionEriodictyol is a flavonoid isolated from the Chinese herb, with antioxidant and anti-inflammatory activity. Eriodictyol induces Nrf2 signaling pathway.
Related CatalogSignaling Pathways >>NF-κB >>Keap1-Nrf2Natural Products >>FlavonoidsResearch Areas >>Inflammation/Immunology
Target

Human Endogenous Metabolite

In VitroEriodictyol is a flavonoid isolated from the Chinese herb, with antioxidant and anti-inflammatory activity[1]. Eriodictyol (20, 40, 80 μM) protects primary cultured cortical neurons against Aβ25-35-induced cytotoxicity and cell apoptosis via the Nrf2/ARE pathway. Eriodictyol (80 μM) induces nuclear expression of Nrf2 and the expression of ARE-regulated genes in primary cultured cortical neurons[2].
In VivoEriodictyol shows protective effect against LPS-induced acute lung injury (ALI). Eriodictyol (30 mg/kg, p.o.) decreases the production of inflammatory cytokines, elevates survival rate, and decreases oxidative stress levels in LPS-induced ALI mice. Eriodictyol inhibits MPO activity and inflammatory neutrophil accumulation in the lung tissues. Eriodictyol treatment also enhances Trx1 expression by upregulating the Nrf2 expression in lung tissues[1].
Cell AssayPrimary cultures of cortical neurons are prepared from day 17 Sprague-Dawley rat embryos and maintained in Neurobasal A medium supplemented with B27. Experiments are performed 7 days after seeding. Aβ25-35 is dissolved in deionized distilled water at a concentration of 1 mM and incubated at 37°C for 7 days to induce its aggregation. Eriodictyol is added at indicated concentrations (20, 40, 80 μM) 2 h prior to Aβ25-35 treatment. Eriodictyol is dissolved in dimethyl sulfoxide (DMSO) at 64 mM as stock solution and diluted in culture medium before use[2].
Animal AdminMice[1] Eighty female C57BL/6 mice are anesthetized by an intraperitoneal injection of 150 mg/kg ketamine HCl and 65 µg/kg xylazine hydrochloride. E. coli LPS is instilled intratracheally (25 µg in 50 µL sterile saline) during inspiration. The control mice receive PBS instillation, while the Eriodictyol- and vehicle-treated mice receive Eriodictyol (30 mg/kg, dissolved in PBS) and vehicle (PBS), respectively, orally 2 days prior to the induction of ALI. The mice are then sacrificed by an intravenous injection of thiopental 24 h after the induction of ALI. The thorax is opened and the blood is sampled by cardiac puncture. Simultaneously, three bronchoalveolar lavage (BAL) procedures are performed, each using 0.5 mL normal saline. The blood is centrifuged (2,000 × g, for 10 min at 4°C) and the serum is stored for further processing; the survival curve is then depicted using the Kaplan-Meier method[1].
References

[1]. Zhu GF, et al. Eriodictyol, a plant flavonoid, attenuates LPS-induced acute lung injury through its antioxidative and anti-inflammatory activity. Exp Ther Med. 2015 Dec;10(6):2259-2266. Epub 2015 Oct 23.

[2]. Jing X, et al. Eriodictyol Attenuates β-Amyloid 25-35 Peptide-Induced Oxidative Cell Death in Primary Cultured Neurons by Activation of Nrf2. Neurochem Res. 2015 Jul;40(7):1463-71.

Chemical & Physical Properties

Density1.6±0.1 g/cm3
Boiling Point625.2±55.0 °C at 760 mmHg
Melting Point270ºC
Molecular FormulaC15H12O6
Molecular Weight288.252
Flash Point241.9±25.0 °C
Exact Mass288.063385
PSA107.22000
LogP2.59
Vapour Pressure0.0±1.9 mmHg at 25°C
Index of Refraction1.725
InChIKeySBHXYTNGIZCORC-ZDUSSCGKSA-N
SMILESO=C1CC(c2ccc(O)c(O)c2)Oc2cc(O)cc(O)c21
Storage condition?20°C

Safety Information

Symbol
GHS07
Signal WordWarning
Hazard StatementsH315-H319-H335
Precautionary StatementsP261-P305 + P351 + P338
Personal Protective Equipmentdust mask type N95 (US);Eyeshields;Gloves
Hazard CodesXi: Irritant;
Risk PhrasesR36/37/38
Safety Phrases26-37/39
RIDADRNONH for all modes of transport
WGK Germany3
HS Code2932999099

Customs

HS Code2932999099
Summary2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Synonyms

MFCD00135890
(S)-3',4',5,7-Tetrahydroxyflavanone
EINECS 209-016-4
T66 BO EVT&J CR CQ DQ& GQ IQ &&S Form
(2S)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydro-4H-chromen-4-one
(S)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-, (2S)-
Eriodictiol
(S)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4-benzopyrone
Eriodictyol
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