Glycinol

CAS# 69393-95-9

Glycinol

Catalog No. BCN8714----Order now to get a substantial discount!

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Quality Control of Glycinol

Number of papers citing our products

Chemical structure

Glycinol

3D structure

Chemical Properties of Glycinol

Cas No. 69393-95-9 SDF Download SDF
PubChem ID 129648 Appearance Powder
Formula C15H12O5 M.Wt 272.3
Type of Compound Flavonoids Storage Desiccate at -20°C
Synonyms (-)-Glycinol;3,6,9-Trihydroxypterocarpan
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (6aS,11aS)-6,11a-dihydro-[1]benzofuro[3,2-c]chromene-3,6a,9-triol
SMILES C1C2(C(C3=C(O1)C=C(C=C3)O)OC4=C2C=CC(=C4)O)O
Standard InChIKey QMXOFBXZEKTJIK-LSDHHAIUSA-N
Standard InChI InChI=1S/C15H12O5/c16-8-1-3-10-12(5-8)19-7-15(18)11-4-2-9(17)6-13(11)20-14(10)15/h1-6,14,16-18H,7H2/t14-,15+/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Glycinol

The herbs of Derris robusta

Biological Activity of Glycinol

DescriptionGlycinol enhances osteogenic differentiation and attenuates the effects of age on mesenchymal stem cells, it could as a potential preventive or treatment for osteoporosis. Glycinol also has antidiuretic activity.
In vitro

Glycinol enhances osteogenic differentiation and attenuates the effects of age on mesenchymal stem cells.[Pubmed: 28718749 ]

Regen Med. 2017 Jul;12(5):513-524.

Phytoestrogens, such as Glycinol, have recently gained significant attention as an alternative therapy for osteoporosis due to their structural similarity to estradiol and their bone-generating potential.
METHODS AND RESULTS:
The osteogenic effects of Glycinol were investigated in human bone marrow mesenchymal stem cells (BMSCs) derived from older (>50 years old) and younger subjects (<25 years old). BMSCs isolated from older donors demonstrated reduced osteogenesis. 17β-estradiol and Glycinol exposure rescued the age-related reduction in osteogenic differentiation of BMSCs. These results correlated with the induction of osteogenic genes and estrogen receptor-α (ER-α) following Glycinol treatment. ER antagonist studies further support that Glycinol promotes osteogenesis through ER signaling.
CONCLUSIONS:
The results from these studies support investigating Glycinol as a potential preventive or treatment for osteoporosis.

In vivo

[Influence of new neurohypophyseal hormone analogs on sodium and water reabsorption in rat kidney].[Pubmed: 21254509]

Eksp Klin Farmakol. 2010 Oct;73(10):21-4.

New analogs of some neurohypophyseal hormones (oxypressin, hydrin, glumitocin, vasotocin) have been synthesized.
METHODS AND RESULTS:
Experiments with injection of these peptides to rats showed that substitution of C-terminal glycinamide on beta-ethanolamine (Glycinol) or ethylamine in 1-deamino-arginine vasotocin resulted in loss of natriuretic but not antidiuretic activity.
CONCLUSIONS:
Analogs of oxypressin and hydrin exhibited neither natriuretic activity nor ability to affect water reabsorption. Glumitocin analog induced renal sodium ion excretion and did not influence potassium ion excretion.

Glycinol Dilution Calculator

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Glycinol Molarity Calculator

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Preparing Stock Solutions of Glycinol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.6724 mL 18.3621 mL 36.7242 mL 73.4484 mL 91.8105 mL
5 mM 0.7345 mL 3.6724 mL 7.3448 mL 14.6897 mL 18.3621 mL
10 mM 0.3672 mL 1.8362 mL 3.6724 mL 7.3448 mL 9.1811 mL
50 mM 0.0734 mL 0.3672 mL 0.7345 mL 1.469 mL 1.8362 mL
100 mM 0.0367 mL 0.1836 mL 0.3672 mL 0.7345 mL 0.9181 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Glycinol

Glycinol enhances osteogenic differentiation and attenuates the effects of age on mesenchymal stem cells.[Pubmed:28718749]

Regen Med. 2017 Jul;12(5):513-524.

AIM: Phytoestrogens, such as Glycinol, have recently gained significant attention as an alternative therapy for osteoporosis due to their structural similarity to estradiol and their bone-generating potential. METHODS: The osteogenic effects of Glycinol were investigated in human bone marrow mesenchymal stem cells (BMSCs) derived from older (>50 years old) and younger subjects (<25 years old). RESULTS: BMSCs isolated from older donors demonstrated reduced osteogenesis. 17beta-estradiol and Glycinol exposure rescued the age-related reduction in osteogenic differentiation of BMSCs. These results correlated with the induction of osteogenic genes and estrogen receptor-alpha (ER-alpha) following Glycinol treatment. ER antagonist studies further support that Glycinol promotes osteogenesis through ER signaling. CONCLUSION: The results from these studies support investigating Glycinol as a potential preventive or treatment for osteoporosis.

Identification of the potent phytoestrogen glycinol in elicited soybean (Glycine max).[Pubmed:19116342]

Endocrinology. 2009 May;150(5):2446-53.

The primary induced isoflavones in soybean, the glyceollins, have been shown to be potent estrogen antagonists in vitro and in vivo. The discovery of the glyceollins' ability to inhibit cancer cell proliferation has led to the analysis of estrogenic activities of other induced isoflavones. In this study, we investigated a novel isoflavone, Glycinol, a precursor to glyceollin that is produced in elicited soy. Sensitive and specific in vitro bioassays were used to determine that Glycinol exhibits potent estrogenic activity. Estrogen-based reporter assays were performed, and Glycinol displayed a marked estrogenic effect on estrogen receptor (ER) signaling between 1 and 10 microM, which correlated with comparable colony formation of MCF-7 cells at 10 microM. Glycinol also induced the expression of estrogen-responsive genes (progesterone receptor and stromal-cell-derived factor-1). Competitive binding assays revealed a high affinity of Glycinol for both ER alpha (IC(50) = 13.8 nM) and ER beta (IC(50) = 9.1 nM). In addition, ligand receptor modeling (docking) studies were performed and Glycinol was shown to bind similarly to both ER alpha and ER beta. Taken together, these results suggest for the first time that Glycinol is estrogenic and may represent an important component of the health effects of soy-based foods.

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