26544-34-3

Basic information

• Product Name: APIIN
• Synonyms: APIIN;APIOSIDE;APIGENIN-7-(2-O-APIOSYLGLUCOSIDE);APIGENIN-7-APIOGLUCOSIDE;APIGENIN-7-APIOSYLGLUCOSIDE;4H-1-BENZOPYRAN-4-ONE,7-[(2-O-D-APIO-BETA-D-FURANOSYL-BETA-D-GLUCOPYRANOSYL)OXY]-5-HYDROXY-2-(4-HYDROXYPHENYL)-;7-(2-APIOSYLGLUCOSYL)APIGENIN;7-[(2-O-D-apio-beta-D-furanosyl-beta-D-glucopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
• CAS NO: 26544-34-3
• Molecular Formula: C₂₆H₂₈O₁₄
• Molecular Weight: 564.49
• EINECS: 247-780-0
• Product Categories: Tri-substituted Flavones;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 26544-34-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 230°C (dec.)
• Boiling Point: 942.159 °C at 760 mmHg
• Flash Point: 316.694 °C
• Appearance: white
• Density: 1.748 g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly, Sonicated)
• PKA: 6.11±0.40(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: APIIN(CAS DataBase Reference)
• NIST Chemistry Reference: APIIN(26544-34-3)
• EPA Substance Registry System: APIIN(26544-34-3)

Safety Data

• WGK Germany: 1
• F: 3-10
• Hazardous Substances Data: 26544-34-3(Hazardous Substances Data)

Usage

Uses

Apiin is an extract flavonoid compound from parsley which shows inhibition towards viral neuramindase. It also shows antiproliferative and apoptotic effects towards human cancer cells.

Definition

ChEBI: A beta-D-glucoside having a beta-D-apiosyl residue at the 2-position and a 5,4'-dihydroxyflavon-7-yl moiety at the anomeric position.

Upstream product

• 578-74-5 apigenin 7-O-glucoside 
• 20230-91-5 diphosphoric acid 1-((3R)-α-D-apiofuranosyl) ester 2-uridin-5'-yl ester 

Downstream Products

• 34339-73-6 Octa-O-acetyl-apiin 
• 2280-44-6 D-Glucose 
• 520-36-5 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 
• 139759-42-5 2-O-β-D-apiofuranosyl-D-glucopyranose 
• 578-74-5 apigenin 7-O-glucoside 
• 30738-01-3 D-apiose 

Relevant articles and documents

Practical preparation of UDP-apiose and its applications for studying apiosyltransferase

UDP-apiose, a donor substrate of apiosyltransferases, is labile because of its intramolecular self-cyclization ability, resulting in the formation of apiofuranosyl-1,2-cyclic phosphate. Therefore, stabilization of UDP-apiose is indispensable for its availability and identifying and characterizing the apiosyltransferases involved in the biosynthesis of apiosylated sugar chains and glycosides. Here, we established a method for stabilizing UDP-apiose using bulky cations as counter ions. Bulky cations such as triethylamine effectively suppressed the degradation of UDP-apiose in solution. The half-life of UDP-apiose was increased to 48.1 ± 2.4 h at pH 6.0 and 25 °C using triethylamine as a counter cation. UDP-apiose coordinated with a counter cation enabled long-term storage under freezing conditions. UDP-apiose was utilized as a donor substrate for apigenin 7-O-β-D-glucoside apiosyltransferase to produce the apiosylated glycoside apiin. This apiosyltransferase assay will be useful for identifying genes encoding apiosyltransferases.