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Methyl p-hydroxyphenyllactate

CAS# 51095-47-7

Methyl p-hydroxyphenyllactate

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Quality Control of Methyl p-hydroxyphenyllactate

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Chemical structure

Methyl p-hydroxyphenyllactate

3D structure

Chemical Properties of Methyl p-hydroxyphenyllactate

Cas No. 51095-47-7 SDF Download SDF
PubChem ID 170975 Appearance Solid
Formula C10H12O4 M.Wt 196.2
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name methyl 2-hydroxy-3-(4-hydroxyphenyl)propanoate
SMILES COC(=O)C(CC1=CC=C(C=C1)O)O
Standard InChIKey PDFUCDWETSQSSU-UHFFFAOYSA-N
Standard InChI InChI=1S/C10H12O4/c1-14-10(13)9(12)6-7-2-4-8(11)5-3-7/h2-5,9,11-12H,6H2,1H3
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 Methyl p-hydroxyphenyllactate

The herbs of Crepis crocea.

Biological Activity of Methyl p-hydroxyphenyllactate

Description1. Methyl para-hydroxyphenyllactate(MeHPLA) can suppress the cellular proliferation of estrogen-sensitive MCF-7 breast cancer cells in vitro and to suppress the growth of rat uteri in vivo, high affinity of MeHPLA for the type II estrogen binding site (EBS) suggests that this interaction is responsible for the observed suppression of cell growth.

Methyl p-hydroxyphenyllactate Dilution Calculator

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Preparing Stock Solutions of Methyl p-hydroxyphenyllactate

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.0968 mL 25.4842 mL 50.9684 mL 101.9368 mL 127.421 mL
5 mM 1.0194 mL 5.0968 mL 10.1937 mL 20.3874 mL 25.4842 mL
10 mM 0.5097 mL 2.5484 mL 5.0968 mL 10.1937 mL 12.7421 mL
50 mM 0.1019 mL 0.5097 mL 1.0194 mL 2.0387 mL 2.5484 mL
100 mM 0.051 mL 0.2548 mL 0.5097 mL 1.0194 mL 1.2742 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 Methyl p-hydroxyphenyllactate

[Chemical constituents from Crepis crocea].[Pubmed:26975105]

Zhongguo Zhong Yao Za Zhi. 2015 Oct;40(19):3800-4.

Thirteen compounds were isolated from the ethyl acetate fraction of Crepis crocea by column chromatographies on silica gel, Sephadex LH-20 and semi-preparative HPLC. The structures were elucidated on the basis of spectral analysis as tectorone I (1), 8beta- (2-methyl- 2-hydroxy-3-oxobutanoyloxy) -glucozaluzanin C (2), tectoroside (3), luteolin-7-O-glucoside (4), cosmosiin (5), esculetin (6), 3,4-dihydroxybenzaldehyde (7), trans-4-hydroxycinnamic acid (8), Caffeic acid (9), Methyl p-hydroxyphenyllactate (10), ethylp- hydroxyphenyllactate (11), cis-3,4-dihydroxy-beta-ionion (12). All the compounds, except for compounds 4 and 9, were isolated from this plant for the first time, and tectorone I (1) is a new natural product.

Type II estrogen binding site agonist: synthesis and biological evaluation of the enantiomers of methyl-para-hydroxyphenyllactate (MeHPLA).[Pubmed:12923805]

Chirality. 2003 Oct;15(8):674-9.

A high-affinity ligand for the type II estrogen binding site (EBS) was identified. Methyl para-hydroxyphenyllactate (MeHPLA) was observed to suppress the cellular proliferation of estrogen-sensitive MCF-7 breast cancer cells in vitro and to suppress the growth of rat uteri in vivo. The high affinity of MeHPLA for the type II EBS suggests that this interaction is responsible for the observed suppression of cell growth. In this study, the enantiomers of MeHPLA were synthesized and separated by three methods and evaluated for biological activity. When the methods were compared, it was found that the method using an optically pure amine to form the diastereomers of the enantiomers gave the superior yield. Binding studies for the enantiomers to the type II EBS showed that the S-MeHPLA had a higher affinity for the binding site. However, higher binding affinity did not translate into superior cell growth suppression. Both enantiomers suppressed cell growth equally.

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