Description
Trifolirhizin exert varying degrees of inhibition on tyrosinase-dependent melanin biosynthesis, and therefore, are candidates as skin-whitening agents.
Synonyms
(-)-maackiain-3-O-glucoside; [(6aR,12aR)-6a,12a-Dihydro-6H-[1,3]dioxolo[5,6]benzofuro[3,2-c][1]benzopyran-3-yl]β-D-glucopyranoside; 3-(β-D-Glucopyranosyloxy)-6aα,12aα-dihydro-6H-[1,3]dioxolo[5,6]benzofuro[3,2-c][1]benzopyran; l-Maackiain monoglucoside; Maackiain 3-glucoside
IUPAC Name
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(1R,12R)-5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13(18),14,16-hexaen-16-yl]oxy]oxane-3,4,5-triol
Molecular Formula
C22H22O10
Canonical SMILES
C1C2C(C3=C(O1)C=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC5=CC6=C(C=C25)OCO6
InChI
InChI=1S/C22H22O10/c23-6-17-18(24)19(25)20(26)22(32-17)30-9-1-2-10-13(3-9)27-7-12-11-4-15-16(29-8-28-15)5-14(11)31-21(10)12/h1-5,12,17-26H,6-8H2/t12-,17+,18+,19-,20+,21-,22+/m0/s1
InChIKey
VGSYCWGXBYZLLE-QEEQPWONSA-N
Boiling Point
658.7±55.0 °C(Predicted)
Appearance
White Crystalline
Application
anti-inflammatory and anti-cancer
Storage
Sealed in dry,Store in freezer, under -20°C
pKa
12.77±0.70(Predicted)
Safety Statements
61-24/25
Uses
Trifolirhizin is a flavonoid isolated from Sophora flavescens that has been shown to exert cytotoxicity on several cancer cell lines.