(2S,3R,4S,5S,6R)-2-(4-((E)-3,5-Dimethoxystyryl)phenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
[CAS 38967-99-6]

Identification

• Classification: Organic raw materials >> Alcohols, phenols, phenolic compounds and derivatives
• Name: (2S,3R,4S,5S,6R)-2-(4-((E)-3,5-Dimethoxystyryl)phenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
• Synonyms: 4-[(E)-2-(3,5-Dimethoxyphenyl)vinyl]phenyl β-D-glucopyranoside
• Molecular Formula: C₂₂H₂₆O₈
• Molecular Weight: 418.44
• CAS Registry Number: 38967-99-6
• SMILES: COC1=CC(=CC(=C1)/C=C/C2=CC=C(C=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC

Properties

• Density: 1.4±0.1 g/cm³ Calc.^*
• Boiling point: 665.3±55.0 °C 760 mmHg (Calc.)^*
• Flash point: 356.1±31.5 °C (Calc.)^*
• Index of refraction: 1.653 (Calc.)^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

chemBlink Chemical Story

The systematic name of this substance describes an E-stilbene carrying two methoxy groups and a glucose residue linked through a phenolic oxygen. A reference material supplier lists the compound as pterostilbene glucoside and associates it with CAS 38967-99-6. The name describes the intact glycoside, not pterostilbene alone. The sugar is attached by a covalent bond rather than merely present as another ingredient in a mixture.

The aglycone, meaning the part that remains if the sugar linkage is cleaved, has the pterostilbene substitution pattern. The two methoxy groups are on the same aromatic ring. The oxygen connecting the sugar is on the other ring. This arrangement distinguishes the glucoside from polydatin, whose aglycone is resveratrol and carries hydroxyls instead of those two methoxy groups. Calling both compounds stilbene glucosides is useful for describing a family, but it does not specify which aromatic groups are present.

The supplied name provides two separate kinds of spatial information. The E descriptor identifies the geometry of the central double bond. The sequence of R and S descriptors concerns the stereocenters in the sugar ring. Changing one of these features would not necessarily change the molecular formula. An exact mass is therefore compatible with more than one structure, and identification may require comparison with a reference of the appropriate geometry and configuration.

The scientific use supported here is as a defined identity for reference and comparison in chemical analysis. A report that measures the aglycone after cleavage should not be presented as a direct measurement of intact glucoside. Nor can results for pterostilbene or resveratrol be assigned to this glycoside without separate evidence. The available CAS-specific documentation supports the structure and reference identity; it does not establish a priority date for isolation, a particular clinical use, or a demonstrated health effect.

References:
1. BioCrick. Pterostilbene glucoside identity sheet, BCX1049. https://www.biocrick.com/download/document/BCX1049/datasheet.pdf

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