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H5254

Sigma-Aldrich

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

biological source

Citrus sinensis (L.) Osbeck

Quality Level

200

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

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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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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Narirutin ≥98% (HPLC)

Sigma-Aldrich

SMB00321

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Naringin ≥90% (HPLC), from citrus fruit

Sigma-Aldrich

N1376

Naringin

Neohesperidin ≥90% (HPLC)

Sigma-Aldrich

N1887

Neohesperidin

(±)-Naringenin ≥95%

Sigma-Aldrich

N5893

(±)-Naringenin

Diosmin European Pharmacopoeia (EP) Reference Standard

Y0000094

Diosmin

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
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
Carlos B Filho et al.
European journal of pharmacology, 698(1-3), 286-291 (2012-11-28)
The opioid system has been implicated as a contributing factor for major depression and is thought to play a role in the mechanism of action of antidepressants. This study investigated the involvement of the opioid system in the antidepressant-like effect
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
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
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