Phylloflavan
Phylloflavan
Names
IUPAC name
(2R ,3S )-3′,4′,5,7-Tetrahydroxyflavan-3-yl (3S )-5-(3,4-dihydroxyphenyl)-3-hydroxypentanoate
Systematic IUPAC name
(2R ,3S )-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H -1-benzopyran-3-yl (3S )-5-(3,4-dihydroxyphenyl)-3-hydroxypentanoate
Other names
ent-epicatechin-3-δ-(3,4-dihydroxyphenyl)-β-hydroxypentanoate
Identifiers
InChI=1S/C26H26O10/c27-15(4-1-13-2-5-18(29)21(32)7-13)11-25(34)35-24-12-17-20(31)9-16(28)10-23(17)36-26(24)14-3-6-19(30)22(33)8-14/h2-3,5-10,15,24,26-33H,1,4,11-12H2/t15-,24-,26+/m0/s1
Key: FKDRTLFRRHQTGU-TYFWRAIDSA-N
C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC(=O)CC(CCC4=CC(=C(C=C4)O)O)O
Properties
C26 H26 O10
Molar mass
498.47 g/mol
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Phylloflavan is a phenolic compound found in the New Zealand Podocarpaceae Phyllocladus alpinus .[ 1]
References
^ Phylloflavan, a characteristic constituent of Phyllocladus species. Lai Yeap Foo, Liana Hrstich and Christian Vilain, Phytochemistry, Volume 24, Issue 7, 1985, Pages 1495–1498, doi :10.1016/S0031-9422(00)81052-3
Flavan-3-ols O-methylated flavan-3ols
Meciadanol (3-O-methylcatechin)
Ourateacatechin (4′-O-methyl-(−)-epigallocatechin)
Glycosides
Arthromerin A (Afzelechin-3-O-β-D-xylopyranoside)
Arthromerin B (Afzelechin-3-O-β-D-glucopyranoside)
Catechin-3-O-glucoside
Catechin-3'-O-glucoside
Catechin-4'-O-glucoside
Catechin-5-O-glucoside
Catechin-7-O-glucoside
(+)-Catechin 7-O-β-D-xylopyranoside
Epicatechin-3′-O-glucoside
Glochiflavanoside A, B, C D
Polydine ((+)-catechin 7-O-α-L-arabinoside)
Symplocoside (3'-O-methyl-(-)-epicatechin 7-O-β-D-glucopyranoside)
Acetylated Gallate esters Misc.
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