Eriodictyol supplier | CasNO.552-58-9

Name
ERIODICTYOL
EINECS 209-016-4
CAS No. 552-58-9
Article Data14
CAS DataBase
Density 1.586 g/cm³
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
Appearance Needle crystalline powder
Safety 26-37/39
Risk Codes R36/37/38
Molecular Structure
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;
PSA 107.22000
LogP 2.21550

Synthetic route

: 446-71-9, 69097-98-9, 107657-60-3
homoeriodictyol

: 552-58-9
eriodictyol

Conditions

Conditions	Yield
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

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 48h;	41%

: 480-18-2
taxifolin

: 552-58-9
eriodictyol

Conditions

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

: eriodictyol 5-O-β-D-glucoside

: 552-58-9
eriodictyol

Conditions

Conditions	Yield
acid and enzymatic hydrolysis;

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

A: 552-58-9
eriodictyol

B: luteolinidin

Conditions

Conditions	Yield
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

Conditions	Yield
With hydrogenchloride; methanol; zinc

: 480-41-1
naringenin

: 552-58-9
eriodictyol

Conditions

Conditions	Yield
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

Conditions	Yield
With hydrogenchloride; water for 1h; Reflux;

: 520-26-3
hesperidin

: 552-58-9
eriodictyol

Conditions

Conditions	Yield
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

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

: (S)-eriodictyol-7-O-(6′′-O-malonyl)-β-D-glucopyranoside

A: 50-99-7
D-glucose

B: 552-58-9
eriodictyol

Conditions

Conditions	Yield
With trifluoroacetic acid at 110℃; for 2h;

: (S)-eryodictyol-7-O-(4′′-O-malonyl)-β-D-glucopyranoside

A: 50-99-7
D-glucose

B: 552-58-9
eriodictyol

Conditions

Conditions	Yield
With trifluoroacetic acid at 110℃; for 2h;

: 520-29-6, 2957-21-3, 17784-36-0, 118244-13-6
(-)-(S)-sakuranetin

: 552-58-9
eriodictyol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: cytochromes P450 in human liver microsomes / Enzymatic reaction 2: cytochromes P450 in human liver microsomes / Enzymatic reaction View Scheme
Multi-step reaction with 2 steps 1: cytochromes P450 in human liver microsomes / Enzymatic reaction 2: cytochromes P450 in human liver microsomes / Enzymatic reaction View Scheme

: 520-29-6, 2957-21-3, 17784-36-0, 118244-13-6
(-)-(S)-sakuranetin

A: 93012-86-3
7-methoxy-3',4',5-trihydroxyflavanone

B: 552-58-9
eriodictyol

C: 21785-09-1
7-methoxyflavanone

D: 480-41-1
naringenin

Conditions

Conditions	Yield
With cytochromes P450 in human liver microsomes Kinetics; Enzymatic reaction;

...Expand

: 520-29-6, 2957-21-3, 17784-36-0, 118244-13-6
(-)-(S)-sakuranetin

A: 552-58-9
eriodictyol

B: 480-41-1
naringenin

Conditions

Conditions	Yield
With cytochromes P450 in human liver microsomes Kinetics; Enzymatic reaction;

: 358-72-5
dimethylallyl diphosphate

: 552-58-9
eriodictyol

: (S)-5,7,3',4'-tetrahydroxy-8-(3',3'-dimethylallyl)flavanone

Conditions

Conditions	Yield
With recombinant Sophora flavescens flavonoid prenyltransferase; magnesium chloride In aq. buffer at 40℃; for 2h; pH=9; Kinetics; Enzymatic reaction; stereospecific reaction;	63.4%

: 552-58-9
eriodictyol

Beauveria bassiana AM 278 grown on a sabouraud medium: Beauveria bassiana AM 278 grown on a sabouraud medium

: eriodictyol 7-O-β-D-(4''-O-methyl)glucopyranoside

Conditions

Conditions	Yield
In dimethyl sulfoxide for 168h; Microbiological reaction; regioselective reaction;	36%

: 552-58-9
eriodictyol

: 1186-30-7, 45126-99-6, 69382-61-2
3,3-dimethylallyl diphosphate triammonium salt

A: C25H28O6

B: 87746-47-2
5′-prenyleriodictyol

C: (S)-5,7,3',4'-tetrahydroxy-6-(3',3'-dimethylallyl)flavanone

Conditions

Conditions	Yield
With indole prenyltransferase 7-DMATS; calcium chloride In dimethyl sulfoxide; glycerol at 37℃; for 16h; pH=7.5; Kinetics; Time; Enzymatic reaction;	A 23.9% B 31.1% C 22.8%

...Expand

: 552-58-9
eriodictyol

Absidia coerulea AM 93 grown on a sabouraud medium: Absidia coerulea AM 93 grown on a sabouraud medium

: pyracanthoside

Conditions

Conditions	Yield
In dimethyl sulfoxide for 168h; Microbiological reaction; regioselective reaction;	30%

: 552-58-9
eriodictyol

: 6-bromoeriodictyol

: 552-58-9
eriodictyol

: (2S)-luteoforol

Conditions

Conditions	Yield
With borohydride

: 552-58-9
eriodictyol

AdoMet: AdoMet

: 446-71-9, 69097-98-9, 107657-60-3
homoeriodictyol

Conditions

Conditions	Yield
With DL-dithiothreitol; HCl buffer; 2-amino-2-hydroxymethyl-1,3-propanediol at 37℃; for 1h; pH=7.5; Enzyme kinetics; Enzymatic reaction;
With DL-dithiothreitol; HCl buffer; 2-amino-2-hydroxymethyl-1,3-propanediol at 37℃; for 1h; pH=7.5; Enzymatic reaction;

: 552-58-9
eriodictyol

: C15H10O6

Conditions

Conditions	Yield
With 2,2-diphenyl-1-(2,4,6-trinitrophenyl)hydrazyl In methanol at 22℃; Kinetics; Further Variations:; reagents ratio;

: 552-58-9
eriodictyol

: 16975-93-2
4',5,7-tetrahydroxyflavylium

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: borohydride 2: 2M HCl / 0.25 h / Heating View Scheme

: 552-58-9
eriodictyol

: C15H10O6(1-)

Conditions

Conditions	Yield
With potassium dihydrogenphosphate; sodium riboflavin-5'-monophosphate; sodium hydroxide In water; acetonitrile pH=7; Inert atmosphere; UV-irradiation;

: 552-58-9
eriodictyol

: 491-70-3
2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on

Conditions

Conditions	Yield
With GLUTATHIONE; N-[tris(hydroxymethyl)methyl]glycine; flavone synthase II; NADPH; potassium hydroxide at 25℃; for 0.5h; pH=7.9; Enzymatic reaction;
Stage #1: eriodictyol With pyridine; iodine Stage #2: With pyrographite In ethanol at 70℃; for 0.5h;

: 552-58-9
eriodictyol

: 480-23-9
orobol

Conditions

Conditions	Yield
With NADPH disodium salt; D-Galactose In dimethyl sulfoxide at 30℃; for 72h; Microbiological reaction;

: 552-58-9
eriodictyol

: 57765-66-9
eriodictoyl dihydrochalcone

Conditions

Conditions	Yield
With Eubacterium ramulus DSM 16296 chalcone isomerase; Eubacterium ramulus DSM 16296 enoate reductase In aq. phosphate buffer at 23℃; for 17h; pH=7.5; Inert atmosphere; Enzymatic reaction;

: 552-58-9
eriodictyol

: C23H24O6

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / Heating 2: oxalic acid / Heating View Scheme

: 552-58-9
eriodictyol

: C28H32O6

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / Heating 2: oxalic acid / Heating View Scheme

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: Irritant Xi
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.

Product Name

ERIODICTYOL

Synthetic route

Eriodictyol Chemical Properties

Eriodictyol Safety Profile

Eriodictyol Specification

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