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Theasinensin A

From Wikipedia, the free encyclopedia
Theasinensin A
Names
Other names
(1M)-6,6′-Bis{(2R,3R)-5,7-dihydroxy-3-[(3,4,5-trihydroxybenzoyl)oxy]-3,4-dihydro-2H-1-benzopyran-2-yl}-[1,1′-biphenyl]-2,2′,3,3′,4,4′-hexol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
  • InChI=1S/C44H34O22/c45-15-5-21(47)17-11-31(65-43(61)13-1-23(49)35(55)24(50)2-13)41(63-29(17)7-15)19-9-27(53)37(57)39(59)33(19)34-20(10-28(54)38(58)40(34)60)42-32(12-18-22(48)6-16(46)8-30(18)64-42)66-44(62)14-3-25(51)36(56)26(52)4-14/h1-10,31-32,41-42,45-60H,11-12H2/t31-,32-,41-,42-/m1/s1
    Key: YUULFXAQUWEYNP-GXAWFILRSA-N
  • C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3C4=C(C(=C(C=C4C5C(CC6=C(C=C(C=C6O5)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O)O)O)O)O)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O
Properties
C44H34O22
Molar mass 914.734 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Theasinensin A is polyphenol flavonoid from black tea (Camellia sinensis) created during fermentation, by oxidation of epigallocatechin gallate.

Its atropisomer is theasinensin D.

See also

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References

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  • Nonaka, Genichiro; Kawahara, Osamu; Nishioka, Itsuo (1983-11-25). "Tannins and Related Compounds. XV. A New Class of Dimeric Flavan-3-ol Gallates, Theasinensins A and B, and Proanthocyanidin Gallates from Green Tea Leaf. (1)". Chemical and Pharmaceutical Bulletin. 31 (11): 3906–3914. doi:10.1248/cpb.31.3906. Retrieved 2018-11-26.
  • Hashimoto, Fumio; Nonaka, Gen-Ichiro; Nishioka, Itsuo (1988-05-25). "Tannins and Related Compounds. LXIX. : Isolation and Structure Elucidation of B, B'-Linked Bisflavanoids, Theasinensins D-G and Oolongtheanin from Oolong Tea. (2)". Chemical and Pharmaceutical Bulletin. 36 (5): 1676–1684. doi:10.1248/cpb.36.1676. Retrieved 2018-11-26.
  • John Buckingham; V. Ranjit N. Munasinghe (26 November 2018). Dictionary of Flavonoids with CD-ROM. CRC Press. p. 892. ISBN 978-1-4822-8250-4.