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04650590

Hesperidin

primary reference standard

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C28H34O15
Número de CAS:
520-26-3
Peso molecular:
610.56
Beilstein/REAXYS Number:
75140
EC Number:
208-288-1
MDL number:
MFCD00075663
UNSPSC Code:
85151701
PubChem Substance ID:
329747968
NACRES:
NA.24

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

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

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General description

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

Application

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.
Reference Standard in the analysis of herbal medicinal products

Biochem/physiol Actions

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

Other Notes

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificados de análisis (COA)

Lot/Batch Number
HWI02808
HWI01330-2
HWI01330-1
HWI01330

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Sigma-Aldrich

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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
Hye Yon Yu et al.
PloS one, 10(1), e110596-e110596 (2015-01-07)
Left ventricular (LV) remodeling, which includes ventricular dilatation and increased interstitial fibrosis after myocardial infarction (MI), is the critical process underlying the progression to heart failure. Therefore, a novel approach for preventing LV remodeling after MI is highly desirable. Yuzu
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