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Merck
CN

04650590

Hesperidin

primary reference standard

Synonym(s):

3′,5,7-Trihydroxy 4′-methoxyflavanone 7-rutinoside, Hesperetin 7-rhamnoglucoside, Hesperitin-7-rutinoside

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About This Item

Empirical Formula (Hill Notation):
C28H34O15
CAS Number:
520-26-3
Molecular Weight:
610.56
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329747968
EC Number:
208-288-1
Beilstein/REAXYS Number:
75140
MDL number:
MFCD00075663

Key Documents

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Product Name

Hesperidin, primary reference standard

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 key

QUQPHWDTPGMPEX-QJBIFVCTSA-N

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

grade

primary reference standard

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

HWI

mp

250-255 °C (dec.) (lit.)

application(s)

food and beverages

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Related Categories

Application

Reference Standard in the analysis of herbal medicinal products
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.

Biochem/physiol Actions

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

General description

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Other Notes

This compound is commonly found in plants of the genus: angelica mentha valeriana

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
HWI02808
HWI01330-2
HWI01330-1

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Gowrikumar Saiprasad et al.
European journal of cancer (Oxford, England : 1990), 50(14), 2489-2507 (2014-07-23)
Abnormalities in the homeostasis mechanisms involved in cell survival and apoptosis are contributing factors for colon carcinogenesis. Interventions of these mechanisms by pharmacologically safer agents gain predominance in colon cancer prevention. We previously reported the chemopreventive efficacy of hesperidin against
Asjad Visnagri et al.
Pharmaceutical biology, 52(7), 814-828 (2014-02-25)
Diabetic neuropathy (DN) is one of the most common long-term complications of diabetes mellitus and clinically can be characterized by an elevated nociceptive response with electrophysiological conduction abnormalities. The present investigation was designed to evaluate the neuroprotective effect of hesperidin
Silvia Yumnam et al.
PloS one, 9(6), e101321-e101321 (2014-07-01)
Hesperidin, a natural flavonoid abundantly present in Citrus is known for its anti-cancer, anti-oxidant and anti-inflammatory properties. In this study we examined the effect of hesperidin on HepG2 cells. HepG2 cells treated with various concentration of hesperidin undergo a distinct
G Allam et al.
Journal of helminthology, 88(3), 362-370 (2013-05-10)
Hesperidin has been reported to exert a wide range of pharmacological effects, including antifungal, antiviral, antioxidant, anti-inflammatory and anticarcinogenic activities. Herein, the schistosomicidal activity of this compound was evaluated in vitro and in vivo. Using an in vitro assay, a
Su-Chen Ho et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 71, 176-182 (2014-06-24)
Inhibiting microglial activation-mediated neuroinflammation has become a convincing target for the development of functional foods to treat neurodegenerative diseases. Tangerine peel (Citri reticulatae pericarpium) has potent anti-inflammatory capacity; however, its anti-neuroinflammatory capacity and the corresponding active compounds remain unclear. To
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