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74565

Sigma-Aldrich

Eriodictyol

≥95.0% (HPLC)

Synonym(s):

(S)-3′,4′,5,7-Tetrahydroxyflavanone, Eriodictiol, Huazhongilexone

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About This Item

Empirical Formula (Hill Notation):
C15H12O6
CAS Number:
552-58-9
Molecular Weight:
288.25
Beilstein/REAXYS Number:
5104930
EC Number:
209-016-4
MDL number:
MFCD00135890
UNSPSC Code:
12352200
PubChem Substance ID:
329764998
NACRES:
NA.25

Quality Level

100

assay

≥95.0% (HPLC)

form

powder

storage temp.

2-8°C

SMILES string

Oc1cc(O)c2C(=O)C[C@H](Oc2c1)c3ccc(O)c(O)c3

InChI

1S/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2/t13-/m0/s1

InChI key

SBHXYTNGIZCORC-ZDUSSCGKSA-N

Gene Information

mouse ... Hexa(15211)

Biochem/physiol Actions

The flavanone eriodictyol is a metabolite in the flavonoid biosynthesis pathway. Eriodictyol has anti-inflammatory and antioxidant activities and taste-modifying properties; it is extracted from plants such as Eriodictyon californicum, the twigs of Millettia duchesnei, in Eupatorium arnottianum, lemons and as glycoside in rose hips (Rosa canina).

Replaced by

Product No.
Description
Pricing

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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François Ngandeu et al.
Phytochemistry, 69(1), 258-263 (2007-07-21)
Three prenylated rotenoids, elliptol, 12-deoxo-12alpha-methoxyelliptone and 6-methoxy-6a,12a-dehydrodeguelin were isolated from the twigs of Millettia duchesnei, together with the known compounds, 6a,12a-dehydrodeguelin, 6-hydroxy-6a,12a-dehydrodeguelin, 6-oxo-6a,12a-dehydrodeguelin, elliptone, 12a-hydroxyelliptone and eriodictyol. Their structures were elucidated on the basis of spectral data and comparison with
Manar M Salem et al.
Journal of natural products, 68(1), 108-111 (2005-02-01)
Bioactivity-guided fractionation of the methanolic extract of Psorothamnus polydenius yielded the new chalcone 2,2',4'-trihydroxy-6'-methoxy-3',5'-dimethylchalcone (2), together with six other known compounds, 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone (1), dalrubone (3), demethoxymatteucinol (4), eriodictyol (5), and photodalrubone (6a and 6b). This is the first report of
Erlend Hvattum
Rapid communications in mass spectrometry : RCM, 16(7), 655-662 (2002-03-29)
Liquid chromatography coupled with negative and positive electrospray ionisation (ESI) tandem mass spectrometry (MS/MS) and diode-array detection (DAD) was used for determination of phenols in rose hip (Rosa canina) extract. ESI mass spectra of the chromatographically separated phenols gave the
Jakob P Ley et al.
Journal of agricultural and food chemistry, 53(15), 6061-6066 (2005-07-21)
Products made from Herba Santa (Eriodictyon californicum (H. & A.) Torr.) have been used as bitter remedies for some pharmaceutical applications for many years, but they are actually too aromatic to be useful for many food or pharmaceutical applications. In
M Clavin et al.
Journal of ethnopharmacology, 112(3), 585-589 (2007-06-16)
Three anti-inflammatory compounds: nepetin, jaceosidin and hispidulin have been isolated and identified from Eupatorium arnottianum Griseb. dichloromethane extract. Nepetin reduced the TPA mouse ear edema by 46.9% and jaceosidin by 23.2% (1mg/ear). Both compounds inhibited the NF kappaB induction by
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