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HomeProduct name listGlycitein

Glycitein

Synonym(s):4′,7-Dihydroxy-6-methoxyisoflavone;Glycetein

Glycitein Structural

What is Glycitein?

Description

Glycitein is an O-methylated isoflavone that comprises 5-10% of the total isoflavones in soy food products. This phytoestrogen is reported to have weak estrogenic activity, displacing estradiol binding at the estrogen receptor in vitro with an IC50 value of 3.94 μM. It suppresses the proliferation of osteoblasts and promotes differentiation from its progenitor. It has also been used to attenuate proliferation (10 μM) of aortic smooth muscle cells related to atherosclerotic vascular change in stroke-prone hypertensive rats and to protect against beta amyloid (Aβ)-induced toxicity and oxidative stress (100 μg/ml) in C. elegans expressing human Aβ.

Chemical properties

Pale Orange Solid

The Uses of Glycitein

Glycitein may be used as a reference standard in the determination of glycitein in hydrolyzed dry soya extracts using reversed-phase high-performance liquid chromatography (RP-HPLC).

The Uses of Glycitein

The compund shows an anti-cancer activity, plasma cholesterol reduction, reduction in postmenopausal bone loss

The Uses of Glycitein

Glycitein has been used as standard for the analysis of soy isoflavones and metabolites in urine. It has also been used to bind to recombinant estrogen and progesterone receptors to know the relative binding affinity (RBA) for detection of potential endocrine disruptors.

What are the applications of Application

Glycitein is a soybean isoflavonoid

Definition

ChEBI: A methoxyisoflavone that is isoflavone substituted by a methoxy group at position 6 and hydroxy groups at positions 7 and 4'. It has been isolated from the mycelia of the fungus Cordyceps sinensis.

General Description

Glycitein is an isoflavone found in soy food products.

Biochem/physiol Actions

Glycitein is a soybean (yellow cultivar) isoflavonoid; its natural glycosides are synergistic with genistein in inducing specific gene expression. Glycitein may be used to study anti-oxidation processes at the level of gene transcription where it increases the binding of transcription factors [nuclear factor-E2-related factor 2 (Nrf2) and c-Jun] to the antioxidant response element (ARE) on HO-1 and NQO1 promoters. Glycitein may be used in combination with other isoflavonoids such as genistein and daidzein to study apoptosis.

Properties of Glycitein

Melting point: >300°C
Boiling point: 547.4±50.0 °C(Predicted)
Density  1.420±0.06 g/cm3(Predicted)
storage temp.  -20°C
solubility  Aqueous Base (Slightly), DMSO (Slightly)
form  Solid
pka 7.03±0.20(Predicted)
color  Light Brown
CAS DataBase Reference 40957-83-3(CAS DataBase Reference)

Safety information for Glycitein

Signal word Danger
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H301:Acute toxicity,oral
H311:Acute toxicity,dermal
H314:Skin corrosion/irritation
H331:Acute toxicity,inhalation
Precautionary Statement Codes P260:Do not breathe dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P310:Immediately call a POISON CENTER or doctor/physician.
P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.
P403+P233:Store in a well-ventilated place. Keep container tightly closed.
P501:Dispose of contents/container to..…

Computed Descriptors for Glycitein

InChIKey DXYUAIFZCFRPTH-UHFFFAOYSA-N

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