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Eriodictyol

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Name

Eriodictyol

EINECS 209-016-4
CAS No. 552-58-9 Density 1.586 g/cm3
PSA 107.22000 LogP 2.21550
Solubility 0.366 mg/mL [Predicted by ALOGPS Melting Point 270°C
Formula C15H12 O6 Boiling Point 625.2 °C at 760 mmHg
Molecular Weight 288.257 Flash Point 241.9 °C
Transport Information N/A Appearance Needle crystalline powder
Safety 26-37/39 Risk Codes R36/37/38   
Molecular Structure Molecular Structure of 552-58-9 (ERIODICTYOL) Hazard Symbols
Synonyms

4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-, (S)-;Eriodictyol (6CI);Flavanone, 3',4',5,7-tetrahydroxy- (7CI,8CI);(+)-Eriodictyol;(2S)-Eriodictyol;(S)-3',4',5,7-Tetrahydroxyflavanone;3',4',5,7-Tetrahydroxyflavanone;Huazhongilexone;Eriodictyol;

Article Data 14

Eriodictyol Synthetic route

Conditions
ConditionsYield
With C9H8IO4Pol In dimethyl sulfoxide at 25℃; for 2h;98%
491-70-3

2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on

552-58-9

eriodictyol

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 48h;41%
480-18-2

taxifolin

552-58-9

eriodictyol

Conditions
ConditionsYield
With benzophenone In ethyl acetate for 24h; Irradiation; Yield given;

eriodictyol 5-O-β-D-glucoside

552-58-9

eriodictyol

Conditions
ConditionsYield
acid and enzymatic hydrolysis;

5,7,3',4'-tetrahydroxyflavan-5-O-β-glucosyl-(4,8)-eridictyol

A

552-58-9

eriodictyol

B

luteolinidin

Conditions
ConditionsYield
With trifluoroacetic acid at 90℃; for 0.5h;
(2R)-2r-<3,4-dihydroxy-phenyl>-3t,5,7-trihydroxy-chroman-4-one

(2R)-2r-<3,4-dihydroxy-phenyl>-3t,5,7-trihydroxy-chroman-4-one

552-58-9

eriodictyol

Conditions
ConditionsYield
With hydrogenchloride; methanol; zinc
480-41-1

naringenin

552-58-9

eriodictyol

Conditions
ConditionsYield
With mutant Q87W T115A H132L R191W G294D actinomycete cytochrome P450; water at 28℃; for 3h; pH=7.4; aq. phosphate buffer; Enzymatic reaction;
With cytochromes P450 in human liver microsomes Kinetics; Enzymatic reaction;
1573206-81-1

(2S)-6,8-di[(1S)-(2'-O-β-D-glucopyranosyl-4'-hydroxyphenyl)-3-(4"-hydroxyphenyl)propyl]-3'-O-β-D-glucopyranosyleryodyctiol

552-58-9

eriodictyol

Conditions
ConditionsYield
With hydrogenchloride; water for 1h; Reflux;
520-26-3

hesperidin

552-58-9

eriodictyol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid / ethanol / 60 °C
2: pyridine; aluminum (III) chloride; hydrogenchloride / water / 70 °C
View Scheme
520-33-2

hesperetin

552-58-9

eriodictyol

Conditions
ConditionsYield
With pyridine; hydrogenchloride; aluminum (III) chloride In water at 70℃;

Eriodictyol Chemical Properties

Molecular Structure of Eriodictyol (CAS NO.552-58-9):

IUPAC Name: (2S)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one 
Molecular Formula: C15H12O6
Molecular Weight: 288.25
EINECS: 209-016-4 
Melting Point: 270 °C
Index of Refraction: 1.724
Molar Refractivity: 72.13 cm3
Molar Volume: 181.7 cm3
Surface Tension: 84.3 dyne/cm
Density: 1.586 g/cm3
Flash Point: 241.9 °C
Enthalpy of Vaporization: 95.95 kJ/mol
Boiling Point: 625.2 °C at 760 mmHg
Vapour Pressure: 3.19E-16 mmHg at 25 °C
Product Categories: Flavanones
Canonical SMILES: C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C=C3)O)O
Isomeric SMILES: C1[C@H](OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C=C3)O)O
InChI: 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
InChIKey: SBHXYTNGIZCORC-ZDUSSCGKSA-N

Eriodictyol Safety Profile

Safety Information of Eriodictyol (CAS NO.552-58-9):
Hazard Codes:IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3

Eriodictyol Specification

 Eriodictyol (CAS NO.552-58-9), its Synonyms are Eriodictiol ; (S)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4-benzopyrone ; 3',4',5,7-Tetrahydroxyflavanone ; 4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-, (2S)- ; 4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-, (S)- ; Eriodictyol (6CI) ; Flavanone, 3',4',5,7-tetrahydroxy- (7CI,8CI) ; (+)-Eriodictyol ; (2S)-Eriodictyol ; Huazhongilexone . Eriodictyol is a bitter-masking flavanone, a flavonoid extracted from Yerba Santa (Eriodictyon californicum), a plant native to North America.

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