Hesperidin methylchalcone

Names

[ Name ]:
Hesperidin methylchalcone

[Synonym ]:
2-Propen-1-one, 1-[4-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2-hydroxy-6-methoxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)-
3-Hydroxy-4-[3-(3-hydroxy-4-methoxyphenyl)acryloyl]-5-methoxyphenyl 6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
HESPERIDIN METHYL CHALCONE
HESPERIDIN METHYL CHALCONE*PRACTICAL GRA DE
EINECS 246-128-2
MFCD00010438
Hesperidine Methyl Chalcone
(e)-osyl]oxy]-2-hydroxy-6-methoxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)

Biological Activity

[Description]:

Hesperidin methylchalcone (Hesperidin methyl chalcone) inhibits oxidative stress, cytokine production and NF-κB activation. Hesperidin methylchalcone inhibits inflammation and pain. Hesperidin methylchalcone exhibits vasoprotective activity[1].

[Related Catalog]:

Research Areas >> Inflammation/Immunology

[Target]

NF-κB

[References]

[1]. Pinho-Ribeiro FA, et al. Protective effects of the flavonoid hesperidin methyl chalcone in inflammation and pain in mice: role of TRPV1, oxidative stress, cytokines and NF-κB. Chem Biol Interact. 2015 Feb 25;228:88-99.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
953.0±65.0 °C at 760 mmHg

[ Melting Point ]:
120 °C (dec.)(lit.)

[ Molecular Formula ]:
C₂₉H₃₆O₁₅

[ Molecular Weight ]:
624.587

[ Flash Point ]:
309.5±27.8 °C

[ Exact Mass ]:
624.205444

[ PSA ]:
234.29000

[ LogP ]:
1.86

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.672

[ Storage condition ]:
2-8℃

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: FL7085000

CHEMICAL NAME :: Chalcone, 2',3,4'-trihydroxy-4,6'-dimethoxy-, 4'-(6-O-(6-deoxy-alpha-L-mannopyranosyl)- beta-D-glucopyranoside)

CAS REGISTRY NUMBER :: 24292-52-2

LAST UPDATED :: 199701

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C29-H36-O15

MOLECULAR WEIGHT :: 624.65

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 3 gm/kg

SEX/DURATION :: male 10 day(s) pre-mating female 10 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - parturition

REFERENCE :: SCIEAS Science. (American Assoc. for the Advancement of Science, 1333 H St., NW, Washington, DC 20005) V.1- 1895- Volume(issue)/page/year: 118,657,1953

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
FL7085000

Articles

Assessment of the antineoplastic potential of chalcones in animal models.

Curr. Med. Chem. 20(2) , 186-221, (2013)

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 stu...

Absorption and elimination of (14C) hesperidin methylchalcone in the rat.

Eur. J. Drug Metab. Pharmacokinet. 6(3) , 171-7, (1981)

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 ...

Inhibitory effect of the Ruscus extract and of the flavonoid hesperidine methylchalcone on increased microvascular permeability induced by various agents in the hamster cheek pouch.

J. Cardiovasc. Pharmacol. 22(2) , 225-30, (1993)

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 ...