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Table 1 Synthetic derivatives of genistein

From: Synthetic genistein derivatives as modulators of glycosaminoglycan storage

Symbol

IUPAC systematic name

Molecular formula

Molecular weight

IFG-001

4-(5,7-dihydroxy-4-oxo-4 H-chromen-3-yl)phenyl 2-aminobenzoate

C22H15NO6

389.367

IFG-018

5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4 H-chromen-7-yl heptadecanoate

C31H40O6

508.65

IFG-021

7-O-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1,4-(6-O-acetyl-hex-2-ene-α-D- erythropyranosyl)]-5-hydroxy-3-(4-hydroxyphenyl)-4-H-chromen-4-one

C37H38O18

770.689

IFG-027

5-hydroxy-3-(4-hydroxyphenyl)-7-(prop-2-en-1- yloxy)-4 H-chromen-4-one

C18H14O5

310.30

IFG-032

4-[5,7-bis(acetyloxy)-4-oxo-4 H-chromen-3-yl]phenyl acetate

C21H16O8

396.35

IFG-034

5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4 H-chromen-7-yl)-2-acetyloxybenzoate

C24H16O8

432.39

IFG-035

5,7-bis(prop-2-en-1-yloxy)-3-[4-(prop-2-en-1- yloxy)phenyl]-4 H-chromen-4-one

C22H22O5

390.43

IFG-036

ethyl 2-((5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4 H-chromen-7-yl)oxy)acetate

C19H16O7

356.33

IFG-037

tert-butyl-2-((5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4 H-chromen-7-yl)oxy)acetate

C21H20O7

384.382

IFG-038

tetrabutylamonium 5-{[5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4 H-chromen-7-yl]oxy}-5-oxopentanoate

C36H51NO8

625.1

IFG-042

tert-butyl 2-[(3-{4-[2-(tert-butoxy)-2- oxoethoxy]phenyl}-5-hydroxy-4-oxo-4 H-chromen-7-yl)oxy]acetate

C27H30O9

498.52

IFG-043

tert-butyl 2-[(3-{4-[2-(tert-butoxy)-2-oxoethoxy]phenyl}-5-hydroxy-4-oxo-4 H-chromen-7-yl)oxy]acetate

C22H16O5

360.36

IFG-046

2(2(2-((4-oxo-4 H-chromen-7-yl)oxy)ethoxy)ethoxy)ethyl)-4-methylbenzenesulfonate

C28H28O10S

556.14

IFG-048

tert-butyl 2-[4-(5,7-dihydroxy-4-oxo-4 H-chromen-3-yl)phenoxy]acetate

C21H20O7

384.382

IFG-050

5-hydroxy-3-(4-hydroxyphenyl)- 7-O-(epoxymethyl)- 4-H-chromen-4-one

C18H14O6

326.30

IFG-051

7-(benzyloxy)-5-hydroxy-3-[4-(prop-2-en-1- yloxy)phenyl]-4 H-chromen-4-one

C25H20O5

400.42

IFG-052

4-[5-hydroxy-4-oxo-7-(prop-2-en-1-yloxy)-4 H- chromen-3-yl]phenyl 2-(acetyloxy)benzoate

C27H20O8

472.44

IFG-053

2-(3-{4-[7-(benzyloxy)-5-hydroxy-4-oxo-4 H-chromen-3-yl]phenoxymethyl}-5-(1-cyano-1-methylethyl)phenyl)-2-methylpropanenitrile

C37H32N2O5

584.66

IFG-054

2-{[5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4 H-chromen-7-yl]oxy}acetic acid

C17H12O7

328.27

IFG-060

5-{4-[7-(benzyloxy)-5-hydroxy-4-oxo-4 H-chromen-3-yl]phenoxy}-5-oxopentanoic acid

C27H22O8

474.47

IFG-061

4-[7-(benzyloxy)-5-hydroxy-4-oxo-4 H-chromen-3-yl]phenyl 1-sodium pentanedioate

C27H21O8Na

480.45

IFG-062

5-hydroxy-3-(4-hydroxyphenyl)-7-[(4- methoxyphenyl)methoxy]-4 H-chromen-4-one

C23H18O6

390.39

IFG-063

[5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4 H-chromen-7-yl] prop-2-en-1-yl carbonate

C19H14O7

354.31

IFG-064

7-(benzyloxy)-5-hydroxy-3-[4-(propan-2- yloxy)phenyl]-4 H-chromen-4-one

C25H22O5

402.44

IFG-065

7-(benzyloxy)-5-(propan-2-yloxy)-3-[4-(propan-2-yloxy)phenyl]-4 H-chromen-4-one

C28H28O5

444.52

IFG-066

5,7-dihydroxy-3-[4-(propan-2-yloxy)phenyl]-4 H- chromen-4-one

C18H16O5

312.32

IFG-067

4-[7-(benzyloxy)-5-hydroxy-4-oxo-4 H-chromen-3-yl]phenyl acetate

C24H18O6

402.4

IFG-070

methyl 2-{[5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4 H-chromen-7-yl]oxy}acetate

C18H14O7

342.16

IFG-071

5-{[5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4 H-chromen-7-yl]oxy}pentyl acetate

C22H22O7

398.40

IFG-072

5-hydroxy-3-(4-hydroxyphenyl)-7-(3-hydroxypropoxy)-4 H-chromen-4-one

C18H16O6

328.31

IFG-073

5-hydroxy-7-(2-hydroxyethoxy)-3-(4-hydroxyphenyl)-4 H-chromen-4-one

C17H14O6

314.22

IFG-074

tetrabutylamonium 2-{[5-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4 H-chromen-7-yl]oxy}acetate

C33H47O7N

569.73