Vacciniin is a natural product found in Vaccinium vitis-idaea and Vaccinium macrocarpon with data available.
Title:Â Vacciniin
CAS Registry Number:Â 90-75-5
CAS Name:Â b-D-Glucopyranose 6-benzoate
Additional Names:Â 6-benzoyl-D-glucose
Molecular Formula:Â C13H16O7
Molecular Weight:Â 284.26
Percent Composition:Â C 54.93%, H 5.67%, O 39.40%
Literature References:Â From the berries of Vaccinium vitisidaea L., V. macrocarpum Ait., and V. oxycoccus L., Ericaceae: Griebel, Z. Untersuch. Nahr. Genussm. 19, 241 (1910); Brigl, Zerrweck, Z. Physiol. Chem. 229, 117 (1934). Prepn and chromatography: Bock et al., Nahrung 3, 1036 (1960).
Properties:Â Crystalline powder from water, mp 120-123?. Bitter taste. [a]D20 +47.4? (c = 3.13 in methanol). Sol in water, alcohol, acetone, methanol; sparingly sol in chloroform, benzene. Practically insol in ether, petr ether.
Melting point:Â mp 120-123?
Optical Rotation:Â [a]D20 +47.4? (c = 3.13 in methanol)
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Derivative Type:Â Phenylhydrazone
Properties:Â Yellow cryst powder from ethanol + water, mp 134-135?.
Melting point:Â mp 134-135?
 Status: This monograph has been retired and is no longer subject to revision or update.
| CAS Number | 90-75-5 |
| Product Name | Vacciniin |
| IUPAC Name | [(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl benzoate |
| Molecular Formula | C13H16O7 |
| Molecular Weight | 284.26 g/mol |
| InChI | InChI=1S/C13H16O7/c14-9-8(20-13(18)11(16)10(9)15)6-19-12(17)7-4-2-1-3-5-7/h1-5,8-11,13-16,18H,6H2/t8-,9-,10+,11-,13-/m1/s1 |
| InChI Key | MRDRXKCKIMVUHN-BZNQNGANSA-N |
| SMILES | C1=CC=C(C=C1)C(=O)OCC2C(C(C(C(O2)O)O)O)O |
| Synonyms | 6-O-benzoyl-D-glucopyranoside, vacciniin |
| Canonical SMILES | C1=CC=C(C=C1)C(=O)OCC2C(C(C(C(O2)O)O)O)O |
| Isomeric SMILES | C1=CC=C(C=C1)C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O)O)O)O |
| Size | 1 G, 100 MG, 5 G, Other |
|---|
Gal-a1,3-(Fuc-a1,2)-Gal-b1,4-Glc, CAS:59957-92-5, G06873PC
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