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H5006

Sigma-Aldrich

Hesperidin methyl chalcone

Synonym(s):

(E)-1-[4-[[6-O-(6-Deoxy-α-L-mannopyranosyl)-ß-D-glucopyranosyl]oxy]-2-hydroxy-6-methoxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)-2-propen-1-one

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About This Item

Empirical Formula (Hill Notation):
C29H36O15
CAS Number:
24292-52-2
Molecular Weight:
624.59
EC Number:
246-128-2
MDL number:
MFCD00010438
UNSPSC Code:
12352100
PubChem Substance ID:
24895666
NACRES:
NA.22

optical activity

[α]20/D −71°, c = 1 in ethanol

Quality Level

100

mp

120 °C (dec.) (lit.)

SMILES string

COc1ccc(\C=C\C(=O)c2c(O)cc(O[C@@H]3O[C@H](CO[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)cc2OC)cc1O

InChI

1S/C29H36O15/c1-12-22(33)24(35)26(37)28(42-12)41-11-20-23(34)25(36)27(38)29(44-20)43-14-9-17(32)21(19(10-14)40-3)15(30)6-4-13-5-7-18(39-2)16(31)8-13/h4-10,12,20,22-29,31-38H,11H2,1-3H3/b6-4+/t12-,20+,22-,23+,24+,25-,26+,27+,28+,29+/m0/s1

InChI key

FDHNLHLOJLLXDH-JIYHLSBYSA-N

Related Categories

Application

Involved in pharmacological studies of:
  • The effects on adhesion molecules in vascular endothelium
  • Thymidine monophosphate kinase inhibitors as antitubercular agents

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)

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E Bouskela et al.
Journal of cardiovascular pharmacology, 22(2), 225-230 (1993-08-01)
The Ruscus extract and the flavonoid hesperidine methylchalcone (HMC) are used in treatment of venous insufficiency. In the present study, we used the hamster cheek pouch preparation and investigated the effects of these substances on increased microvascular permeability induced by
B I Roman et al.
Current medicinal chemistry, 20(2), 186-221 (2012-12-19)
One part of chemical space that is endowed with interesting biological properties is the area of the chalcones. With this review, we provide a comprehensive overview of the numerous in vivo animal studies on the antineoplastic potential of both natural
F A Allaert et al.
International angiology : a journal of the International Union of Angiology, 30(3), 272-277 (2011-05-28)
The aim of this study was to compare the change in functional signs of venous insufficiency and venous refilling time measured by mercury strain-gauge plethysmography under the effects of the combination of Ruscus aculeatus, hesperidin methylchalcone and ascorbic acid (Cyclo
G R Aguilar Peralta et al.
International angiology : a journal of the International Union of Angiology, 26(4), 378-384 (2007-12-20)
Clinical and capillaroscopic evaluation of an association of Ruscus aculeatus, hesperidin methylchalcone (HMC) and ascorbic acid in chronic venous insufficiency A prospective, multicenter and open clinical study. Chronic venous insufficiency patients were studied using clinical, etiological, anatomical, physiological classification (CEAP)
J L Chanal et al.
European journal of drug metabolism and pharmacokinetics, 6(3), 171-177 (1981-01-01)
Hesperidin methylchalcone resorption and excretion were studied in rats, using 14C-labelling. The level of radioactivity in the blood showed a peak 1-2 hours after oral administration of the labelled compound, at a dose of 10 mg/kg body weight. The blood
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