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Merck

H5254

Hesperidin

≥80% (HPLC)

Sinónimos:

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

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Fórmula empírica (notación de Hill):
C28H34O15
Número CAS:
Peso molecular:
610.56
EC Number:
208-288-1
Beilstein/REAXYS Number:
75140
MDL number:
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
Servicio técnico
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biological source

Citrus sinensis (L.) Osbeck

Quality Level

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

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.


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Clase de almacenamiento

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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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
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