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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 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

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Certificates of Analysis (COA)

Lot/Batch Number
STBL4967
STBJ5859
STBJ0699
STBH5288
STBG6337

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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
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
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
N Bouaziz et al.
International angiology : a journal of the International Union of Angiology, 18(4), 306-312 (2000-05-16)
Ruscus aculeatus extract and the flavonoid hesperidin methylchalcone (HMC) are drugs used in the treatment of chronic venous insufficiency. In the present study, we investigated their effects on the activation of endothelial cells by hypoxia, a condition which mimics venous
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