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(-)-Haplomyrfolin

CAS# 85404-48-4

(-)-Haplomyrfolin

2D Structure

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Quality Control of (-)-Haplomyrfolin

3D structure

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(-)-Haplomyrfolin

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Chemical Properties of (-)-Haplomyrfolin

Cas No. 85404-48-4 SDF Download SDF
PubChem ID 101995247 Appearance Powder
Formula C20H20O6 M.Wt 356.4
Type of Compound Lignans Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3R,4R)-3-(1,3-benzodioxol-5-ylmethyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
SMILES COC1=C(C=CC(=C1)CC2COC(=O)C2CC3=CC4=C(C=C3)OCO4)O
Standard InChIKey NFAAULYTGYCSKM-LSDHHAIUSA-N
Standard InChI InChI=1S/C20H20O6/c1-23-18-8-12(2-4-16(18)21)6-14-10-24-20(22)15(14)7-13-3-5-17-19(9-13)26-11-25-17/h2-5,8-9,14-15,21H,6-7,10-11H2,1H3/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 (-)-Haplomyrfolin

The branch of Platycladus orientalis

Biological Activity of (-)-Haplomyrfolin

Description(-)-Haplomyrfolin is a natural product from Platycladus orientalis.

Protocol of (-)-Haplomyrfolin

Structure Identification
Phytochemistry, 1996 , 42 (3) :695-699.

Lignans, alkaloids and coumarins from Haplophyllum vulcanicum ☆[Reference: WebLink]


METHODS AND RESULTS:
Six lignans, (-)-haplomyrfolol, (-)-Haplomyrfolin, (-)-kusunokinin, (-)-syringaresinol, diphyllin and (-)-tuberculatin, five furoquinoline alkaloids, dictamnine, gamma-fagarine, haplopine, robustine and skimmianine, and two coumarins, scopoletin and umbelliferone, have been isolated from Haplophyllum vulcanicum. (-)-Haplomyrfolol, a novel dibenzylbutyrolactol, exists as an epimeric mixture in solution. Complete assignments of the proton and carbon chemical shifts for the individual epimers were accomplished on the basis of high resolution 1D and 2D NMR data.
CONCLUSIONS:
This is the first report of (-)-syringaresinol from the genus Haplophyllum and of (-)-Haplomyrfolin, (-)-tuberculatin, dictamnine, haplopine and umbelliferone from the title species.

(-)-Haplomyrfolin Dilution Calculator

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Preparing Stock Solutions of (-)-Haplomyrfolin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8058 mL 14.0292 mL 28.0584 mL 56.1167 mL 70.1459 mL
5 mM 0.5612 mL 2.8058 mL 5.6117 mL 11.2233 mL 14.0292 mL
10 mM 0.2806 mL 1.4029 mL 2.8058 mL 5.6117 mL 7.0146 mL
50 mM 0.0561 mL 0.2806 mL 0.5612 mL 1.1223 mL 1.4029 mL
100 mM 0.0281 mL 0.1403 mL 0.2806 mL 0.5612 mL 0.7015 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 (-)-Haplomyrfolin

Development of a validated HPLC method and optimization of the extraction of lignans from Piper cubeba.[Pubmed:30583698]

J Agric Food Chem. 2018 Dec 25.

Piper cubeba L. f. is a food seasoning, which contains secondary metabolites displaying several biological properties, such as cytotoxic, anti-inflammatory and antiparasitic activities. The lignans (+)-dihydroclusin, (-)-clusin, (-)-cubebin, (-)-yatein and (-)-Haplomyrfolin were isolated, with (-)-Haplomyrfolin reported for the first time in P. cubeba seeds. Chromatographic standards were used to develop a reliable reverse phase high performance liquid chromatography (RP-HPLC) analytical method according to ANVISA and ICH guidelines to quantitate these lignans in both P. cubeba seeds and their extracts. The extraction of the lignans was also optimized, with the best conditions being ultrasound-assisted extraction (USAE) with 84% aqueous ethanol for 38 min. in a single extraction. This procedure allows the extraction of more than 80% of the total lignans, which is better in comparison with other techniques, such as maceration and Soxhlet extraction.

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