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(-)-Epicatechin gallate

SKU: E0181

Category: Phytochemicals

Synonyms: ECG , (-)-cis-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-gallate; 1257-08-5
CAS-Number: C₂₂H₁₈O₁₀
Molecular Formula: 442.37
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Appearance: Light-yellow powder
Identity: 1H-NMR

Properties

Solvents: acetone, DMSO (10 mg/ml), methanol, ethanol (1 mg/ml), DMF (10 mg/ml)
Melting Point: 255°C
Boiling Point: 861.7°C (Predicted)
Optical Activity: -191.6°, (c=1 in acetone)
Refractive Index: 1.83 (Predicted)

Shipping: AMBIENT
Short Term Storage: RT
Long Term Storage: +4°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.

Transportation: Not dangerous goods

Description: The catechins (?)-epicatechin (EC) and (?)-epigallocatechin gallate (EGCG) are abundant in green and black teas. (?)-Epicatechin gallate (ECG) is a natural catechin with a single galloyl group. Like EGCG, it inhibits the growth of cancer cells and has anti-inflammatory effects. The hydroxyl groups of ECG contribute to its potent antioxidant activity and facilitate the killing of methicillin-resistant strains of S. aureus.
Smiles: OC1=C(C[C@@H](OC(C2=CC(O)=C(O)C(O)=C2)=O)[C@@H](C3=CC=C(O)C(O)=C3)O4)C4=CC(O)=C1
InChi Key: LSHVYAFMTMFKBA-TZIWHRDSSA-N
References: (1) J.Z. Xu, et al., Br. J. Nutr. 91, 873 (2004) , (2) M.H. Ravindranath, et al., Evidence-Based Compl. Altern. Med. 6, 523 (2009) , (3) C. Kuerbitz, et al., Cancer Sci. 102, 728 (2011) , (4) J.C. Anderson, et al., Bioorg. Med. Chem. Lett. 21, 6996 (2011) , (5) G.J. Du, et al., Nutrients 4, 1679 (2012)

The catechins (?)-epicatechin (EC) and (?)-epigallocatechin gallate (EGCG) are abundant in green and black teas. (?)-Epicatechin gallate (ECG) is a natural catechin with a single galloyl group. Like EGCG, it inhibits the growth of cancer cells and has anti-inflammatory effects. The hydroxyl groups of ECG contribute to its potent antioxidant activity and facilitate the killing of methicillin-resistant strains of S. aureus.

SKU: E0181 Category: Phytochemicals

Additional information

Additional information

Synonyms	ECG, (-)-cis-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-gallate
Purity	≥98% (HPLC)
Appearance	Light-yellow powder
CAS-Number	1257-08-5
Molecular Formula	C22H18O10
Molecular Weight	442.37
Identity	1H-NMR
Solvents	acetone, DMSO (10 mg/ml), methanol, ethanol (1 mg/ml), DMF (10 mg/ml)
Melting Point	255°C
Boiling Point	861.7°C (Predicted)
Optical Activity	-191.6°, (c=1 in acetone)
Refractive Index	1.83 (Predicted)
Smiles	OC1=C(C[C@@H](OC(C2=CC(O)=C(O)C(O)=C2)=O)[C@@H](C3=CC=C(O)C(O)=C3)O4)C4=CC(O)=C1
InChi Key	LSHVYAFMTMFKBA-TZIWHRDSSA-N
Shipping	AMBIENT
Short Term Storage	RT
Long Term Storage	+4°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Transportation	Not dangerous goods
References	(1) J.Z. Xu, et al., Br. J. Nutr. 91, 873 (2004), (2) M.H. Ravindranath, et al., Evidence-Based Compl. Altern. Med. 6, 523 (2009), (3) C. Kuerbitz, et al., Cancer Sci. 102, 728 (2011), (4) J.C. Anderson, et al., Bioorg. Med. Chem. Lett. 21, 6996 (2011), (5) G.J. Du, et al., Nutrients 4, 1679 (2012)
Quantity	10 mg, Bulk