(2R,3R)-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate

Basic Information

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CAS Number

989-51-5

Molecular Formula

C22H18O11

Molecular Weight

458.38 g/mol

Basic Physical Properties

Physical State

Powder

Melting Point

212°C

Boiling Point

909.1°C at 760 mmHg

Density

1.9000

Water Solubility

Soluble in ethanol, dimethyl formamide, water.

Solubility

H2O: ≥5mg/mL, clear

Refractive Index

-175.5 ° (C=1, EtOH)

Specific Rotation

-168.7° (c=1, EtOH)

SMILES

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c1c(cc(c(c1O)O)O)[C@@H]2[C@@H](Cc3c(cc(cc3O2)O)O)OC(=O)c4cc(c(c(c4)O)O)O

InChI

InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m1/s1

InChIKey

WMBWREPUVVBILR-WIYYLYMNSA-N

LogP

2.2332000000000014

Topological Polar Surface Area

197.36999999999998 Å²

Hydrogen Bond Donor/Acceptor

8 / 11

Complexity

667

Safety Information

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GHS Hazard Pictograms

H303

Hazard Statement

H303 May be harmful if swallowed
Acute toxicity, oral

Storage Conditions

2-8℃

Stability

Stable, but may be light sensitive. Incompatible with strong oxidizing agents.

Synonyms & References

English

(-)-Epigallocatechin gallate
TEA CATECHIN
(2R,3R)-2-(3,4,5-TRIHYDROXYPHENYL)-3,4-DIHYDRO-1(2H)-BENZOPYRAN-3,5,7-TRIOL 3-(3,4,5-TRIHYDROXYBENZOATE)
3,4-DIHYDRO-5,7-DIHYDROXY-2R-(3,4,5-TRIHYDROXYPHENYL)-2H-1-BENZOPYRAN-3R-YL-3,4,5-TRIHYDROXY-BENZOATE
(-)-CIS-3,3',4',5,5',7-HEXAHYDROXY-FLAVANE-3-GALLATE
(-)-CIS-2-(3,4,5-TRIHYDROXYPHENYL)-3,4-DIHYDRO-1(2H)-BENZOPYRAN-3,5,7-TRIOL 3-GALLATE
(-)-CIS-3,4-DIHYDRO-5,7-DIHYDROXY-2-(3,4,5-TRIHYDROXYPHENYL)-1(2H)-BENZOPYRAN-3-YL GALLATE HYDRATE
EPIGALLOCATECHIN GALLATE
(-)-Epigallocatechin Gallate Hydrate
(-)-Epigallocatechin gallate (EGCG, epigallocatechin-3-gallate)
(-)-Epigallocatechin gallate,EGCG
(−)-Epigallocatechin gallate
EGCG
Epigallocatechin gallate（egcg）
EPIGALLOCATECHIN GALLATE, (-)-(P)
EPIGALLOCATECHIN GALLATE, (-)-(P) PrintBack
(?)-cis-3,3',4',5,5',7-Hexahydroxy-flavane-3-gallate
E-5187
ECGC
EGC
EGCG-d6
epigallocatechin 3-gallate
Epigallocatechol Gallate
Teavigo
Teavigo TG
EGCG Hydrate
[ "EGCG" ]
(-)-Epigallocatechin gallate;EGCG
Epigallocatechin gallate/EGCG
Epigallocatechin-3-gallate
(-)-Epigallocatechin-3-o-gallate

MDL Number

MFCD00075940

FAQ

What is (2R,3R)-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate (CAS: 989-51-5)?

This compound is a polyphenolic derivative with a chromone core functionalized with multiple hydroxyl groups. It exhibits antioxidant properties due to its phenolic moieties and is structurally related to flavonoids. The CAS number 989-51-5 identifies its unique chemical configuration, which includes a 3,4,5-trihydroxyphenyl group and a 3,4,5-trihydroxybenzoate ester functional group.

What are the main uses of (2R,3R)-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate (CAS: 989-51-5)?

This compound is primarily used in pharmaceutical research for its potential antioxidant and anti-inflammatory activities. It may also find applications in nutraceuticals, cosmetic formulations, and as a model compound for studying polyphenol interactions. Its unique structure makes it relevant in chemical and biological studies involving reactive oxygen species scavenging.

Is (2R,3R)-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate (CAS: 989-51-5) safe?

The safety of this compound depends on exposure levels and application context. It is generally considered safe in controlled environments, but standard safety precautions should be followed, such as avoiding skin contact and inhalation. Protective measures like gloves and ventilation are recommended, and adherence to OSHA or REACH guidelines is advised for industrial handling.

How should (2R,3R)-5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate (CAS: 989-51-5) be stored?

Store this compound in a cool, dry place (ideally 2-8°C), away from light and moisture. Use airtight containers to maintain stability, and ensure it is protected from air and humidity. Proper storage conditions are essential to preserve its chemical integrity and prevent degradation over time.