Detail of "970-74-1"

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CAS Number:
970-74-1
Name:
2H-1-Benzopyran-3,5,7-triol,3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-, (2R,3R)-
Superlist Name:
(-)-Epigallocatechin
Molecular Structure:
Formula:
C₁₅H₁₄O₇
Molecular Weight:
306.27
Deleted CAS:
98032-84-9|2545-09-7
Synonyms:
2H-1-Benzopyran-3,5,7-triol,3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-, (2R-cis)-;Epigallocatechol (8CI);Gallocatechol, l- (6CI);(-)-3,3',4',5,5',7-Flavanhexol;(-)-Epigallocatechol;1-epi-3',4',5',5,7-Pentahydroxy-3-flavanol;3,3',4',5,5',7-Flavanhexol;Antiscurvy factor C2;EGC;Epigallocatechin;Factor C2 (antiscurvy);L-Epigallocatechin;NSC 674039;Sunphenon EGC;epi-Gallocatechin;
Density:
1.695 g/cm³
Melting Point:
208-210 °C
Boiling Point:
685.6 °C at 760 mmHg
Flash Point:
368.5 °C
Appearance:
white powder

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Reference

Effects of physical and chemical conditions on the in vitro oxidation of tea leaf catechins: Effects of physical and chemical conditions on the in vitro oxidation of tea leaf catechins. Robertson, Alaistair (Dep. Biochem., Univ. Cambridge, Cambridge, UK). Phytochemistry, 22(4), 889-96 (English) 1983. CODEN: PYTCAS. ISSN: 0031-9422. 989-51-5 and 490-46-0 are also occured in this study. DOCUMENT TYPE: Journal CA Section: 17 (Food and Feed Chemistry) The use of a model fermn. system contg. purified green tea shoot catechins and partially purified polyphenol oxidase (EC 1.14.18.1) provided important data on theaflavin (I) [4670-05-7] and thearubigin (II) [12698-96-3] formation. Low O concn. during fermn., as a result of inadequate aeration or high enzyme concn., and enhanced by high temps., inhibited I and promoted II prodn. Anal. of catechin oxidn. under low O tension suggests that the quinones of epicatechin [490-46-0] and epicatechin gallate [863-03-6], by virtue of their low redox potentials, are acting as electron carriers in the preferential oxidn. of epigallocatechin [970-74-1], epigallocatechin gallate [989-51-5], and I intermediates. Temp. changes between 20° and 30° had little effect on I values, whereas II prodn. increased dramatically. II/I ratios over this temp. range increased in O from 1.5:1 to 2.5:1. The pH optima for I and II formation were 5 and 6, resp. The optimization of this factor, together with O concn., temp., and enzyme concn., for I formation, resulted in I levels 115% higher than those obtained from similar model fermns. occurring under the conditions assocd. with black tea manuf. in Malawi (pH 5.6; 30 ′ 10-8 kat of polyphenol oxidase; 27°, 20% O). .

Production and HPLC analysis of black tea theaflavins and thearubigins during in vitro oxidation: Production and HPLC analysis of black tea theaflavins and thearubigins during in vitro oxidation. Robertson, Alastair; Bendall, Derek S. (Dep. Biochem., Univ. Cambridge, Cambridge, UK). Phytochemistry, 22(4), 883-7 (English) 1983. CODEN: PYTCAS.Chemicals with cas numbers 12698-96-3 and 4670-05-7 also play role. ISSN: 0031-9422. DOCUMENT TYPE: Journal CA Section: 17 (Food and Feed Chemistry) A model fermn. system was designed which utilized pure catechins and partially purified polyphenol oxidase (EC 1.14.18.1) from green tea shoots. High-performance liq. chromatog. (HPLC) anal. of the products formed during in vitro oxidn. demonstrated a close similarity between this system and in vivo oxidn. occurring during factory fermn. Changes in theaflavin [4670-05-7] and thearubigin [12698-96-3] levels, revealed by time courses of fermn., showed in vitro and in vivo systems to be qual. similar, although the former system produced considerably higher levels of both components. The model fermn. system, therefore, appears to be a suitable exptl. system for studying the formation of theaflavin and thearubigin pigments under strictly controlled conditions. In preliminary expts. the theaflavins were identified on HPlC profiles by enzymic oxidn. of the relevant catechin pairs. Similarly, major colored components other than theaflavins, which are considered to be thearubigins, were formed by the oxidn. and reaction of two gallocatechins (epigallocatechin [970-74-1] and epigallocatechin gallate) [989-51-5]. The model fermn. system, in conjunction with HPLC as described in this paper, provides a means whereby precise data on theaflavin and thearubigin formation can be obtained and, in the case of the thearubigins, one could yield addnl. structural information. .

Detail of "970-74-1"

2H-1-Benzopyran-3,5,7-triol,3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-, (2R,3R)-

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Reference