FComEx: Raffinose (PC000836)

Record Information

Version

1.0

Creation date

2015-10-09 22:33:01 UTC

Update date

2017-01-19 02:36:38 UTC

FoodComEx ID

PC000836

FoodDB Record

FDB000661

Chemical Information

Name

Raffinose

Description

Occurs in cotton seeds, sugar beet and manna. Widely distributed in plants, especies in the seeds. Sweet taste. Sweetness 0.48 x sucrose Raffinose is a complex carbohydrate, a trisaccharide composed of galactose, fructose, and glucose. It can be found in beans, cabbage, brussels sprouts, broccoli, asparagus, other vegetables, and whole grains. Raffinose is hydrolysed to D-galactose and sucrose by D-galactosidase (D-GAL) (1). D-GAL also hydrolyses other D-galactosides such as stachyose, verbascose, and galactinol [1-O-(D-galactosyl)-myoinositol], if present. The enzyme does not cleave linked galactose, as in lactose. -- Wikipedia; Raffinose is a trisaccharide composed of galactose, fructose, and glucose. It can be found in beans, cabbage, brussels sprouts, broccoli, asparagus, other vegetables, and whole grains. Raffinose can be hydrolyzed to D-galactose and sucrose by the enzyme ?-galactosidase (?-GAL), an enzyme not found in the human digestive tract. ?-GAL also hydrolyzes other ?-galactosides such as stachyose, verbascose, and galactinol, if present. The enzyme does not cleave ?-linked galactose, as in lactose.; Raffinose is also known as melitose and may be thought of as galactose + sucrose connected via an alpha(1-6) glycosidic linkage and so raffinose can be broken apart into galactose and sucrose via the enzyme alpha-galactosidase. Human intestines do not contain this enzyme. -- Wikipedia; Trisaccharide; A trisaccharide occurring in Australian manna (from Eucalyptus spp, Myrtaceae) and in cottonseed meal. -- Pubchem.

CAS Number

512-69-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
6G-alpha-D-galactosylsucrose	biospider
6G-alpha-delta-galactosylsucrose	biospider
b-D-Fructofuranosyl a-D-galactopyranosyl-(1->6)-a-D-glucopyranoside, 9CI	db_source
D-(+)-raffinose	biospider
D-raffinose	biospider
Delta-(+)-raffinose	biospider
Delta-raffinose	biospider
Gossypose	db_source
Melitose	db_source
Melitriose	db_source
Raffinose (8CI)	biospider
Raffinose hydrate	biospider
Raffinose, pure	biospider

Chemical Formula

C18H32O16

IUPAC name

2-[(6-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

InChI Identifier

InChI=1S/C18H32O16/c19-1-5-8(22)11(25)13(27)16(31-5)30-3-7-9(23)12(26)14(28)17(32-7)34-18(4-21)15(29)10(24)6(2-20)33-18/h5-17,19-29H,1-4H2

InChI Key

MUPFEKGTMRGPLJ-UHFFFAOYSA-N

Isomeric SMILES

OCC1OC(CO)(OC2OC(COC3OC(CO)C(O)C(O)C3O)C(O)C(O)C2O)C(O)C1O

Average Molecular Weight

504.4371

Monoisotopic Molecular Weight

504.169034976

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Oligosaccharides

Alternative Parents