Epigallocatechin
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Epigallocatechin
structure -
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CAS No:
970-74-1
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Formula:
C15H14O7
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Chemical Name:
Epigallocatechin
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Synonyms:
2H-1-Benzopyran-3,5,7-triol,3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-,(2R,3R)-;2H-1-Benzopyran-3,5,7-triol,3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-,(2R-cis)-;Epigallocatechol;Gallocatechol,l-;(2R,3R)-3,4-Dihydro-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3,5,7-triol;(-)-Epigallocatechin;(-)-Epigallocatechol;(-)-3,3′,4′,5,5′,7-Flavanhexol;l-Epigallocatechin;l-Epigallocatechol;Epigallocatechin;3,3′,4′,5,5′,7-Flavanhexol;Factor C2 (antiscurvy);Antiscurvy factor C2;1-epi-3′,4′,5′,5,7-Pentahydroxy-3-flavanol;(-)-epi-Gallocatechin;L-Epigallocatechin;epi-Gallocatechin;NSC 674039;EGC;Sunphenon EGC;Galloepicatechin;(2R,3R)-2-(3,4,5-Trihydroxyphenyl)-3,5,7-trihydroxychroman;98032-84-9;2545-09-7
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CAS No:
Description
(-)-Epigallocatechin is the most abundant flavonoid in green tea, can bind to unfolded native polypeptides and prevent conversion to amyloid fibrils.IC50 value:Target: in vitro: EGCG is a potent inhibitor of amyloidogenic cystatin I66Q amyloid fibril formation in vitro. Computational analysis suggests that EGCG prevents amyloidogenic cystatin fibril formation by stabilizing the molecule in its native-like state as opposed to redirecting aggregation to disordered, amorphous aggregates [1]
Solid
(-)-epigallocatechin is a flavan-3,3',4',5,5',7-hexol having (2R,3R)-configuration. It has a role as an antioxidant, a plant metabolite and a food component. It is a flavan-3,3',4',5,5',7-hexol and a catechin. It is an enantiomer of a (+)-epigallocatechin.
Characteristics
131
0
Solid
1.7±0.1 g/cm3
218 °C
685.6ºC at 760 mmHg
368.5±31.5 °C
1.776
1.545e+004 mg/L @ 25 °C (est)
2-8°C
-50 º (c=0.04, EtOH)
165.5 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
Safety Information
NONH for all modes of transport
3
24/25
KB5100000
Stable. Incompatible with strong oxidizing agents.
Drug Information
(-)-Epigallocatechin has known human metabolites that include (-)-Epigallocatechin, 3p-hydroxy-glucuronide.
epigallocatechin
Epigallocatechin Use and Manufacturing
A natural constituent of green tea. It is an antioxidant and a potential cancer chemopreventive agent. An epimer of (-)-Gallocatechin (G188990). Green tea polyphenols. Anticancer agent. Antioxidant activity is lower than EGCG.
Polyketides [PK] -> Flavonoids [PK12] -> Flavans, Flavanols and Leucoanthocyanidins [PK1202]
Computed Properties
Molecular Weight:306.27
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:1
Exact Mass:306.07395278
Monoisotopic Mass:306.07395278
Topological Polar Surface Area:131
Heavy Atom Count:22
Complexity:380
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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