Catalog Number
ACMA00016665
IUPAC Name
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Molecular Weight
464.4g/mol
Molecular Formula
C21H20O12
Canonical SMILES
C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O)O)O
InChI
InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15-,17+,18-,21+/m1/s1
InChI Key
OVSQVDMCBVZWGM-QSOFNFLRSA-N
Melting Point
Mp 238-242 °;238-242°C
Density
1.35-1.49 (samples dried @ 100 °C are heavier)
Solubility
READILY SOL IN WATER;Insol in alc. Sol in glycerol and in propylene glycol, but prolonged heating (several days) may be necessary for complete soln (about 5%);Almost completely sol in twice its weight of water.;INSOL IN MOST ORGANIC SOLVENTS;Completely soluble in hot and cold water; yielding a viscous solution of mucilage; insoluble in alcohol.
Application
ACACIA, also known as gum Arabic, is a versatile natural product derived from the dried sap of the Acacia senegal tree and related species. This water-soluble gum exudate is valued for its unique properties, which make it highly soluble in water while being non-toxic and non-hazardous. ACACIA serves a wide array of uses across different industries. In the food sector, it is primarily employed as an emulsifier, thickener, and stabilizing agent, enhancing the texture and shelf-life of products such as beverages, confectionery, and ice cream. Beyond its culinary applications, ACACIA is utilized in pharmaceuticals as a soothing agent for inflammatory conditions, and acts as a suspending and emulsifying agent in oral and topical formulations. Its binding properties have also led to its use in the manufacture of adhesives and inks, and as a marbling medium in textiles and lithography. Additionally, ACACIA has found use in folk medicine and recent studies suggest it may provide benefits such as antioxidant and nephroprotective effects. It reduces the surface tension of liquids, lending itself to applications in fizzy drinks, and is traditionally used in remedies for intestinal and respiratory issues.
Color/Form
Spheroidal tears up to 32 mm in diameter; also flakes and powder;COLORLESS OR HAS A YELLOWISH-BROWNISH HUE;WHEN GROUND, IT IS WHITE POWDER;Thin flakes, powder, granules, or angular fragments; color white to yellowish white; mucilaginous consistency
Covalently-Bonded Unit Count
1
Exact Mass
464.095476g/mol
MeSH Entry Terms
2-(3,4-dihydroxyphenyl)-3-(beta-D-glucofuranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one;4H-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3-(beta-D-glucofuranosyloxy)-5,7-dihydroxy;flavone, 3,3',4',5,7-pentahydroxy-, 3-beta-D-glucofuranoside;isoquercetin;isoquercitin;isoquercitrin;isoquercitroside;isotrifoliin;quercetin 3-(beta-D-glucofuranoside);quercetin 3-O-beta-D-glucofuranoside;quercetin-3-glucoside;quercetin-3-O-beta-glucoside;quercetin-3-O-glucoside;trifoliin;trifoliin A
Monoisotopic Mass
464.095476g/mol
Odor
SOLN OF GOOD GRADES ARE PRACTICALLY ODORLESS;Almost odorless
Other Experimental
MIXED WITH TWICE ITS WT IN WATER IT DISSOLVES SLOWLY FORMING A VISCOUS LIQ WHICH IS VERY STICKY;Material containing less than 12% moisture chips easily and produces dust during transportation.;THE EQUIVALENT OF 0.002 TO 0.011 G POTASSIUM HYDROXIDE MAY BE NECESSARY TO NEUTRALIZE 1 G OF GUM;BEST DESCRIBED AS "HETEROPOLYMOLECULAR" IS NOT VERY VISCOUS;THE MOST RECENT, CAREFUL STUDY OF THE EXUDATE FROM ACACIA SENEGAL HAS SHOWN AVG MOL WT OF ABOUT 600,000;PARTIAL HYDROLYSIS MAY OCCUR @ LOW PH;QUALITATIVE BREAKDOWN OF SUGARS BY %: 30.3 L-ARABINOSE, 11.4 L-RHAMNOSE, 36.8 D-GALACTOSE, 13.8 D-GLUCURONIC ACID;Combustible...when heated to decomposition it emits acrid smoke;A carbohydrate polymer, complex and highly branched. The central core or nucleus is D-galactose and D-glucuronic acid (actually the calcium, magnesium, and potassium salts), to which are attached sugars such as L-arabinose and L-rhamnose
Stability
EMULSIONS PREPD WITH ACACIA ARE STABLE OVER WIDE PH RANGE
Viscosity
VISCOSITIES OF GUM ARABIC SOLN ARE RELATIVELY LOW WITH A VISCOSITY OF 200 CPS HAVING BEEN REPORTED FOR 30% SOLN; MAX VISCOSITY IS ATTAINED @ PH 6-7 WITH ONLY GRADUAL CHANGE OVER PH RANGE 5-10; VISCOSITY INCR GRADUALLY AS CONCN IS INCR UP TO 20-25%, @ WHICH POINT MORE MARKED INCR TAKES PLACE; VISCOSITY OF GUM ARABIC SOLN DECR WITH TEMP
