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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:
Molecular Weight:
624.59
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

optical activity

[α]20/D −71°, c = 1 in ethanol

Quality Level

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

Application

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
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
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 J Guex et al.
International angiology : a journal of the International Union of Angiology, 29(6), 525-532 (2010-12-22)
The present study assessed the effect of Ruscus aculeatus, hesperidin methyl-chalcone and ascorbic acid (HMC-AA), in the treatment of chronic venous disorders (CVD) in Latin American patients. This study is an observational, single arm, multicentric and prospective trial. Patients suffering

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