Chondrosine , 2-Amino-2-deoxy-3-O-(b-D-glucopyranuronosyl)-D-galactopyranose

Chondrosine , ?2-Amino-2-deoxy-3-O-(b-D-glucopyranuronosyl)-D-galactopyranose2-Amino-2-deoxy-3-O-(b-D-glucopyranuronosyl)-D-galactopyranose monohydrate is a glycoside that is found in the testes. It has inhibitory properties on oligosaccharides and can be used to study the structure of glycoconjugates. 2-Amino-2-deoxy-3-O-(b-D-glucopyranuronosyl)-D-galactopyranose monohydrate has been shown to inhibit the enzyme hydrolase, which is involved in glycoprotein synthesis. 2ADOGP has also been shown to bind to human serum albumin, an abundant protein in human blood plasma that transports lipids, hormones, and other molecules throughout the body. This binding results in a decrease in the serum concentration of 2ADOGP after administration.Title:?Chondrosine CAS Registry Number:?499-14-9CAS Name:?2-Amino-2-deoxy-3-O-b-D-glucopyranurosyl-D-galactoseAdditional Names:?b-D-glucopyranosyluronic acid 2-deoxy-2-amino-D-galactoseMolecular Formula:?C12H21NO11Molecular Weight:?355.30Percent Composition:?C 40.57%, H 5.96%, N 3.94%, O 49.53%Literature References:?Disaccharide unit of chondroitins 4-sulfate and 6-sulfate. Isoln: Hebting, Biochem. Z. 63, 353 (1914); Levene, J. Biol. Chem. 140, 267 (1941); Wolfrom et al., J. Am. Chem. Soc. 74, 1491 (1952); Davidson, Meyer, ibid. 76, 5686 (1954). Structure: eidem, ibid. 77, 4796 (1955). Synthesis: Takanashi et al., ibid. 84, 3029 (1962). Chondrosine yields on acid hydrolysis chondrosamine (D-galactosamine, q.v.). Prepn and derivatives: Stacey, J. Chem. Soc. 1944, 272; Wolfrom, Onodera, J. Am. Chem. Soc. 79, 4737 (1957).Properties: Crystals from aq ethanol. [a]D24 +40? (0.05 HCl). [a]D20 +39? (water). Dec on heating.Optical Rotation:?[a]D24 +40? (0.05 HCl); [a]D20 +39? (water)?Derivative Type: Methyl ester hydrochlorideMolecular Formula:?C13H24ClNO11Molecular Weight:?405.78Percent Composition:?C 38.48%, H 5.96%, Cl 8.74%, N 3.45%, O 43.37%Properties:?Crystals from hot ethanol, mp 159-161?. [a]D23 +42? (c = 2 in water).Melting point:?mp 159-161?Optical Rotation:?[a]D23 +42? (c = 2 in water)Chemical Name2-Amino-2-deoxy-3-O-b-D-glucopyranurosyl-D-galactoseSynonymsChondrosine monohydrate;UNII-660O7JHZ39;2-AMINO-2-DEOXY-3-O-(B-D-GLUCOPYRANURONOSYL)-D-GALACTOSE; CAS No499-14-9MDL NoMFCD00056084Chemical FormulaC12H21NO11?H2OMolecular Weight373.31 g/molSmilesC([C@H]([C@@H]([C@@H]([C@H](C=O)N)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C(=O)O)O)O)O)O)O)OPSA212.39000LogP-4.63820