PHR1794

Hesperidin

Pharmaceutical Secondary Standard; Certified Reference Material

• Synonym(s): Hesperidin, 3′,5,7-Trihydroxy 4′-methoxyflavanone 7-rutinoside, Hesperetin 7-rhamnoglucoside, Hesperitin-7-rutinoside
• Empirical Formula (Hill Notation): C₂₈H₃₄O₁₅
• CAS Number: 520-26-3
• Molecular Weight: 610.56
• Beilstein/REAXYS Number: 75140
• EC Number: 208-288-1
• MDL number: MFCD00075663
• UNSPSC Code: 41116107
• PubChem Substance ID: 329823618
• NACRES: NA.24

Properties

• grade: certified reference material; pharmaceutical secondary standard
• Quality Level: 300
• agency: traceable to Ph. Eur. Y0001203; traceable to USP 1304377
• API family: hesperidin
• CofA: current certificate can be downloaded
• packaging: pkg of 500 mg
• technique(s): HPLC: suitable; gas chromatography (GC): suitable
• mp: 250-255 °C (dec.) (lit.)
• application(s): pharmaceutical (small molecule)
• format: neat
• storage temp.: 2-8°C
• SMILES string: COc1ccc(cc1O)[C@@H]2CC(=O)c3c(O)cc(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)cc3O2
• InChI: 1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1
• InChI key: QUQPHWDTPGMPEX-QJBIFVCTSA-N

Description

General description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Hesperidin is a flavanone analog of diosmin, present as flavonoids in Rutaceae plants. It finds extensive use because of its phlebotonic and antioxidant properties as well as vascular protection.

Application

Hesperidin may be used as a pharmaceutical reference standard for the determination of the analyte in plant extracts, fruit juices and pharmaceutical formulations by various chromatography techniques.

Studies of the behavior of hesperidin and hesperetin (the aglycone) with DMPC liposomes find the aglycone penetrates more deeply and binds more strongly to the "membrane." This may explain the better bioavailability of bioflavonoid aglycones in general.

These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Biochem/physiol Actions

Flavonoid phytochemical extracted from citrus species. It is the rhamnoglucoside (rutinoside) of hesperetin.

Analysis Note

These secondary standards offer multi-traceability to the USP, EP and BP primary standards, where they are available.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAC0260 in the Documents slot below. This is an example certificate only and may not be the lot that you receive.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable