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04650590

Hesperidin

primary reference standard

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Synonym(s):
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:
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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Feng-Quan Tan et al.
BMC plant biology, 15, 89-89 (2015-04-08)
Polyploidy has often been considered to confer plants a better adaptation to environmental stresses. Tetraploid citrus rootstocks are expected to have stronger stress tolerance than diploid. Plenty of doubled diploid citrus plants were exploited from diploid species for citrus rootstock
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