Sambubiose

Sambubiose
Names
IUPAC name
(2R,3R,4S,5S,6R)-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2,4,5-triol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C11H20O10/c12-1-4-6(15)7(16)9(10(18)20-4)21-11-8(17)5(14)3(13)2-19-11/h3-18H,1-2H2/t3-,4-,5+,6-,7+,8-,9-,10-,11+/m1/s1 ☒N
    Key: BUEBVQCTEJTADB-IGQSMMPPSA-N ☒N
  • InChI=1/C11H20O10/c12-1-4-6(15)7(16)9(10(18)20-4)21-11-8(17)5(14)3(13)2-19-11/h3-18H,1-2H2/t3-,4-,5+,6-,7+,8-,9-,10-,11+/m1/s1
    Key: BUEBVQCTEJTADB-IGQSMMPPBU
  • C1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O)CO)O)O)O)O)O
Properties
C11H20O10
Molar mass 312.271 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Sambubiose is a disaccharide. It is the β-D-xylosyl-(1→2)-β-D-glucose.

Sambubiose is a component of some glycoside pigments. The fruits of Viburnum dentatum appear blue. One of the major pigments is cyanidin 3-sambubioside, but the total mixture is very complex.[1] Sambubiosides with anthocyanidins can also be found in Matthiola incana.[2]

  1. ^ Francis, F.J.; Markakis, Pericles C. (1989). "Food colorants: Anthocyanins". Critical Reviews in Food Science and Nutrition. 28 (4): 273–314. doi:10.1080/10408398909527503. PMID 2690857.
  2. ^ Saito, N; Tatsuzawa, F; Nishiyama, A; Yokoi, M; Shigihara, A; Honda, T (1995). "Acylated cyanidin 3-sambubioside-5-glucosides in Matthiola incana". Phytochemistry. 38 (4): 1027–32. Bibcode:1995PChem..38.1027S. doi:10.1016/0031-9422(94)00659-h. PMID 7766384.