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Merck
CN

H5006

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
NACRES:
NA.22
PubChem Substance ID:
24895666
UNSPSC Code:
12352100
EC Number:
246-128-2
MDL number:
MFCD00010438

Key Documents

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InChI key

FDHNLHLOJLLXDH-JIYHLSBYSA-N

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

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

Quality Level

100

mp

120 °C (dec.) (lit.)

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB6504
SDBB5349
SDBB1855
STBL4967
STBJ5859

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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
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
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
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