CAS 773899-29-9

(2S)-Pinocembrin 7-O-[5-O-(E)-cinnamoyl-β-D-apiosyl-(1→2)-β-D-glucoside]

Description:

(2S)-Pinocembrin 7-O-[5-O-(E)-cinnamoyl-β-D-apiosyl-(1→2)-β-D-glucoside] is a flavonoid glycoside characterized by its complex structure, which includes a flavanone backbone and multiple sugar moieties. This compound features a pinocembrin core, which is known for its antioxidant properties, and is modified with a cinnamoyl group and glycosyl units, enhancing its solubility and bioactivity. The presence of the β-D-apiosyl and β-D-glucoside units suggests potential interactions with biological systems, possibly influencing its pharmacological effects. The (2S) configuration indicates the stereochemistry at the chiral center, which can affect the compound's reactivity and interaction with biological targets. This substance is of interest in natural product chemistry and pharmacognosy, as it may exhibit various biological activities, including anti-inflammatory and antimicrobial effects. Its unique structure and functional groups contribute to its potential applications in medicine and nutraceuticals. Further studies are necessary to fully elucidate its mechanisms of action and therapeutic potential.

Formula: C₃₅H₃₆O₁₄

InChI: InChI=1S/C35H36O14/c36-16-26-29(40)30(41)31(49-34-32(42)35(43,18-45-34)17-44-27(39)12-11-19-7-3-1-4-8-19)33(48-26)46-21-13-22(37)28-23(38)15-24(47-25(28)14-21)20-9-5-2-6-10-20/h1-14,24,26,29-34,36-37,40-43H,15-18H2/b12-11+/t24-,26+,29+,30-,31+,32-,33+,34-,35+/m0/s1

InChI key: InChIKey=UKYYHWOZSNNNIL-HCCBDPSZSA-N

SMILES: O=C1C=2C(O[C@@H](C1)C3=CC=CC=C3)=CC(O[C@H]4[C@H](O[C@H]5[C@H](O)[C@](COC(/C=C/C6=CC=CC=C6)=O)(O)CO5)[C@@H](O)[C@H](O)[C@@H](CO)O4)=CC2O

Synonyms:

• 4H-1-Benzopyran-4-one, 2,3-dihydro-5-hydroxy-7-[[2-O-[5-O-[(2E)-1-oxo-3-phenyl-2-propen-1-yl]-D-apio-β-D-furanosyl]-β-D-glucopyranosyl]oxy]-2-phenyl-
• 4H-1-Benzopyran-4-one, 2,3-dihydro-5-hydroxy-7-[[2-O-[5-O-[(2E)-1-oxo-3-phenyl-2-propenyl]-D-apio-β-D-furanosyl]-β-D-glucopyranosyl]oxy]-2-phenyl-, (2S)-
• 2,3-Dihydro-5-hydroxy-7-[[2-O-[5-O-[(2E)-1-oxo-3-phenyl-2-propen-1-yl]-D-apio-β-D-furanosyl]-β-D-glucopyranosyl]oxy]-2-phenyl-4H-1-benzopyran-4-one
• (2S)-Pinocembrin 7-O-[5-O-(E)-cinnamoyl-β-D-apiosyl-(1→2)-β-D-glucoside]

4H-1-Benzopyran-4-one, 2,3-dihydro-5-hydroxy-7-[[2-O-[5-O-[(2E)-1-oxo-3-phenyl-2-propen-1-yl]-D-apio-β-D-furanosyl]-β-D-glucopyranosyl]oxy]-2-phenyl-

CAS: 773899-29-9

Formula: C₃₅H₃₆O₁₄

Molecular weight: 680.6519

Ref: IN-DA01OYMH