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Merck
CN

H5254

Hesperidin

≥80% (HPLC)

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:
12352201
NACRES:
NA.25
PubChem Substance ID:
24895680
EC Number:
208-288-1
Beilstein/REAXYS Number:
75140
MDL number:
MFCD00075663

Key Documents

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Product Name

Hesperidin, ≥80% (HPLC)

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

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

biological source

Citrus sinensis (L.) Osbeck

assay

≥80% (HPLC)

form

powder

color

yellow to faint beige

mp

250-255 °C (dec.) (lit.)

solubility

soluble, yellow to brown

storage temp.

2-8°C

Quality Level

200

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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.

Biochem/physiol Actions

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

Other Notes

To gain a comprehensive understanding of our extensive range of Disaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000486209
0000486209
0000484385
0000484385
0000473959

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Yomna S Mo'men et al.
Journal of biochemical and molecular toxicology, e22305-e22305 (2019-02-20)
Hesperidin is a flavanone glycoside that is found in the Citrus species and showed antioxidant, hepatoprotective as well as anticancer activity. This study investigated the effect of hesperidin on the PI3K/Akt pathway as a possible mechanism for its protective effect
Leandro C Souza et al.
Progress in neuro-psychopharmacology & biological psychiatry, 40, 103-109 (2012-09-22)
The present study investigated a possible antidepressant-like activity of hesperidin using two predictive tests for antidepressant effect in mice: the forced swimming test (FST) and the tail suspension test (TST). Results demonstrated that hesperidin (0.1, 0.3 and 1 mg/kg, intraperitoneal
Binit Kumar et al.
Vascular pharmacology, 57(5-6), 201-207 (2012-09-13)
The purpose of the study was to evaluate vasculoprotective effects of Hesperetin (Hsp) in Streptozotocin induced diabetic rats. The study was carried out for a period of 24weeks and evaluated for angiogenic parameters (VEGF and PKC-β), retinal vascular leakage by
Julia M Assini et al.
Current opinion in lipidology, 24(1), 34-40 (2012-12-21)
Citrus flavonoids are polyphenolic compounds with powerful biological properties. This review aims to summarize recent advances towards understanding the ability of citrus flavonoids to regulate lipid metabolism and other metabolic parameters relevant to the metabolic syndrome, type 2 diabetes and
Yong Yang et al.
European journal of medicinal chemistry, 58, 390-395 (2012-11-17)
We have identified a previously unknown function of the natural compound, hesperetin. Here, we demonstrate that this small molecular agent is able to inhibit the transforming growth factor-β (TGF-β) signaling pathway. Single-molecule force measurements and single-molecule fluorescence imaging show that
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