dimethyl 4,4',5,5',6,6'-hexahydroxy-[1,1'-biphenyl]-2,2'-dicarboxylate
ellagic acid
Conditions | Yield |
---|---|
In methanol; water for 24h; Reflux; | 100% |
In water at 100℃; for 0.25h; | 0.03 g |
In methanol; water at 85℃; for 4h; |
4,5,6,4',5',6'-hexamethoxydiphenic acid
ellagic acid
Conditions | Yield |
---|---|
With boron tribromide In dichloromethane at -40 - 20℃; Inert atmosphere; | 100% |
ellagic acid
Conditions | Yield |
---|---|
With sulfuric acid In water at 100℃; under 3750.38 Torr; | 89% |
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane at 80℃; for 1h; | A n/a B 86% |
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid for 10h; Reagent/catalyst; | 84% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate; bis-[(trifluoroacetoxy)iodo]benzene In dichloromethane at 20℃; for 24h; Inert atmosphere; | 83% |
With dipotassium peroxodisulfate In acetic acid at 80℃; for 12h; | 78% |
With iron(III) chloride; acetic acid |
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid In sulfuric acid at 80℃; for 12h; Solvent; Reagent/catalyst; | 82% |
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane at 80℃; for 1h; | A n/a B n/a C 77% |
Conditions | Yield |
---|---|
With sodium persulfate In acetic acid at 80℃; for 12h; | 74% |
With sodium carbonate | |
With ammonia; water durch Einleiten von Luft; | |
With Marshall's acid | |
Multi-step reaction with 2 steps 1: ammonium hydroxide / 12 h / 50 °C 2: 3-chloro-benzenecarboperoxoic acid / 10 h View Scheme |
1,2,3,4,6-Penta-O-galloyl-alpha-D-glucopyranose
ellagic acid
Conditions | Yield |
---|---|
With sodium carbonate at 20 - 70℃; for 6h; | 50% |
methyl galloate
A
dimethyl 4,4',5,5',6,6'-hexahydroxy-[1,1'-biphenyl]-2,2'-dicarboxylate
B
ellagic acid
C
Purpurogallin-4-carbonsaeure-methylester
Conditions | Yield |
---|---|
With dihydrogen peroxide In water for 24h; horseradish peroxidase; | A 24% B 32% C 17% |
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate; sulfuric acid In water at -50 - 4℃; | 30% |
With orthoarsenic acid | |
With water; iodine bei laengerem Digerieren; |
methyl galloate
A
ellagic acid
B
5-(2,3,4-Trihydroxy-6-methoxycarbonylphenyl)-4-methoxycarbonyl-2-furancarbonsaeure
Conditions | Yield |
---|---|
With iron(III) chloride In water; acetone for 120h; Ambient temperature; | A 16% B 5% |
methyl galloate
A
ellagic acid
B
3-Carboxy-2,3-dihydro-6,7-dihydroxy-2,4-bis(methoxycarbonyl)-1-benzofuran-2-essigsaeure
Conditions | Yield |
---|---|
With oxygen; sodium hydrogencarbonate In methanol; water for 40h; | A n/a B 7% |
3,4,5-trihydroxybenzoic acid
A
1,2,3,7,8-pentahydroxy-4,9-dioxa-pyren-5,10-dione
B
ellagic acid
Conditions | Yield |
---|---|
With potassium peroxomonosulphate; sulfuric acid at 50℃; |
ellagic acid
N-galloglycine
ellagic acid
Conditions | Yield |
---|---|
With penicillium |
2-(3,4,5-trihydroxybenzoyloxy)ethyl 3,4,5-trihydroxybenzoate
ellagic acid
Conditions | Yield |
---|---|
With dihydrogen peroxide In water; acetone horseradish peroxidase; |
3,6-di-O-galloyl-(α/β)-4C1-glucopyranose
ellagic acid
Conditions | Yield |
---|---|
With dihydrogen peroxide In water; acetone horseradish peroxidase; |
propane-1,3-diol digallate
ellagic acid
Conditions | Yield |
---|---|
With dihydrogen peroxide In water; acetone horseradish peroxidase; |
Conditions | Yield |
---|---|
With hydrogenchloride Heating; |
Conditions | Yield |
---|---|
With sulfuric acid at 100℃; for 2h; | A n/a B 3 mg C 2 mg |
With sulfuric acid at 100℃; for 2h; Product distribution; var. reagent and time; | A n/a B 3 mg C 2 mg |
Conditions | Yield |
---|---|
In sulfuric acid; water at 100℃; for 4.5h; |
Conditions | Yield |
---|---|
With sulfuric acid at 90℃; for 7h; Product distribution; |
tetramethylene-1,4-diyl-bis-(3,4,5-trihydroxybenzoate)
A
ellagic acid
B
3,4,5-Trihydroxy-benzoic acid 4-hydroxy-butyl ester
Conditions | Yield |
---|---|
With dihydrogen peroxide In water; acetone horseradish peroxidase; |
trans-1,2-bis[(3,4,5-trihydroxybenzoyl)oxy]cyclohexane
ellagic acid
Conditions | Yield |
---|---|
With dihydrogen peroxide In water; acetone horseradish peroxidase; |
A
β-D-glucose
B
3,4,5-trihydroxybenzoic acid
C
valoneaic acid dilactone
D
ellagic acid
Conditions | Yield |
---|---|
With sulfuric acid for 6h; Heating; Title compound not separated from byproducts; |
A
β-D-glucose
B
3,4,5-trihydroxybenzoic acid
C
valoneaic acid dilactone
D
ellagic acid
Conditions | Yield |
---|---|
With sulfuric acid for 6h; Heating; Title compound not separated from byproducts; |
A
β-D-glucose
B
3,4,5-trihydroxybenzoic acid
C
valoneaic acid dilactone
D
ellagic acid
Conditions | Yield |
---|---|
With sulfuric acid for 6h; Heating; Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
With tannase In water for 2h; Ambient temperature; | A 10 mg B 11 mg |
triisopropylsilyl chloride
ellagic acid
2,3,7,8-tetrakis((triisopropylsilyl)oxy)chromeno[5,4,3-cde]chromene-5,10-dione
Conditions | Yield |
---|---|
With 1H-imidazole; dmap In dichloromethane; N,N-dimethyl-formamide at 50℃; for 12h; regioselective reaction; | 99% |
With 1H-imidazole; dmap In N,N-dimethyl-formamide at 80℃; for 18h; | 3.91 g |
ellagic acid
Conditions | Yield |
---|---|
Stage #1: ellagic acid With Dichlorodiphenylmethane at 180℃; for 3h; Stage #2: With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 5h; | 95% |
Conditions | Yield |
---|---|
With sodium acetate at 100 - 110℃; for 2h; | 90% |
In pyridine at 20℃; for 12h; | 85% |
With pyridine for 12h; | 70% |
Product Name: Ellagic acid
Synonyms of Ellagic acid (CAS NO.476-66-4): 2,3,7,8-Tetrahydroxy(1)benzopyrano(5,4,3-cde)(1)benzopyran-5,10-dione ; 5-19-07-00108 (Beilstein Handbook Reference) ; Acide ellagique ; Acide ellagique [INN-French] ; Acido elagico ; Acido elagico [INN-Spanish] ; Acidum ellagicum ; Acidum ellagicum [INN-Latin] ; Alizarine Yellow ; BRN 0047549 ; Benzoaric acid ; C.I. 55005 ; C.I. 75270 ; CCRIS 774 Diphenic acid, 4,4',5,5',6,6'-hexahydroxy-, di-delta-lactone ; EINECS 207-508-3 ; Elagostasine ; Eleagic acid ; Ellagic acid ; Ellagic acid dihydrate ; Gallogen (VAN) ; Gallogen (astringent) ; HSDB 7574 ; Lagistase ; Llagic acid ; NSC 407286 ; NSC 656272 ; UNII-19YRN3ZS9P ; (1)Benzopyrano(5,4,3-cde)(1)benzopyran-5,10-dione, 2,3,7,8-tetrahydroxy-
CAS NO: 476-66-4
Classification Code: Reproductive Effect
Molecular Formula of Ellagic acid (CAS NO.476-66-4): C14H6O8
Molecular Weight: 302.1926
Molecular Structure:
Melting Point: ≥350 °C
Polar Surface Area: 89.52 Å2
Index of Refraction: 1.894
Molar Refractivity: 67.74 cm3
Molar Volume: 146.2 cm3
Surface Tension: 140.3 dyne/cm
Density of Ellagic acid (CAS NO.476-66-4): 2.066 g/cm3
Flash Point: 310.1 °C
Enthalpy of Vaporization: 119.86 kJ/mol
Boiling Point: 796.5 °C at 760 mmHg
Vapour Pressure: 2.32E-26 mmHg at 25°C
Ellagic acid (CAS NO.476-66-4) can be used for medicine and cosmetics, and antioxidant with anti-cancer and inhibition virus role.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LD | oral | > 20gm/kg (20000mg/kg) | Farmatsevtichnii Zhurnal Vol. 54(6), Pg. 90, 1999. | |
rat | LDLo | intraperitoneal | 630mg/kg (630mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: FOOD INTAKE (ANIMAL) BEHAVIORAL: ATAXIA | Farmatsevtichnii Zhurnal Vol. 54(6), Pg. 90, 1999. |
Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating vapors.
Safety Information for Ellagic acid (CAS NO.476-66-4)
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37: Wear suitable protective clothing and gloves.
WGK Germany: 3
RTECS: DJ2620000
F: 8-10-23
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