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Belamcandol B

CAS# 137786-94-8

Belamcandol B

2D Structure

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Belamcandol B

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Chemical Properties of Belamcandol B

Cas No. 137786-94-8 SDF Download SDF
PubChem ID 10969651 Appearance Powder
Formula C22H36O2 M.Wt 332.5
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 3-methoxy-5-[(Z)-pentadec-10-enyl]phenol
SMILES CCCCC=CCCCCCCCCCC1=CC(=CC(=C1)OC)O
Standard InChIKey NKOPRUNFJQCUCF-SREVYHEPSA-N
Standard InChI InChI=1S/C22H36O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20-17-21(23)19-22(18-20)24-2/h6-7,17-19,23H,3-5,8-16H2,1-2H3/b7-6-
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.

Belamcandol B Dilution Calculator

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Belamcandol B Molarity Calculator

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Preparing Stock Solutions of Belamcandol B

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.0075 mL 15.0376 mL 30.0752 mL 60.1504 mL 75.188 mL
5 mM 0.6015 mL 3.0075 mL 6.015 mL 12.0301 mL 15.0376 mL
10 mM 0.3008 mL 1.5038 mL 3.0075 mL 6.015 mL 7.5188 mL
50 mM 0.0602 mL 0.3008 mL 0.6015 mL 1.203 mL 1.5038 mL
100 mM 0.0301 mL 0.1504 mL 0.3008 mL 0.6015 mL 0.7519 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 Belamcandol B

Estrogenic phytochemical from Labisia pumila (Myrsinaceae) with selectivity towards estrogen receptor alpha and beta subtypes.[Pubmed:31295513]

Fitoterapia. 2019 Sep;137:104256.

Labisia pumila var. alata (Myrsinaceae) or "Kacip fatimah" is a famous Malay traditional herb used for the maintenance of women's health. The extracts of L.pumila displayed estrogenic activity in rats. Nonetheless, the estrogenic bioactives were not identified. The aim of the study is to identify estrogenic compounds contributing to the established estrogenic activity. Bioactivity-guided-isolation method guided the isolation of pure bioactives. The hexane extract was subjected to a series of silica gel flash and open column chromatography with increasing amount of ethyl acetate in hexane or methanol in chloroform. Each fraction or pure compounds were evaluated on it's estrogen receptor (ER) binding activity with the fluorescence polarization competitive ERalpha and ERbeta binding assay kit. Cytotoxic assay using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay method was used to establish the cytotoxic activity of the compounds. Four alkyl resorcinols and a dimeric 1,4-benzoquinone, namely Belamcandol B (1), 5-pentadec-10'-(Z)-enyl resorcinol (2), 1,3-dihydroxy-5-pentadecylbenzene (3), 5-(heptadec-12'-(Z)-enyl) resorcinol (4) and demethylbelamcandaquinone B (5) were identified with selective binding affinities towards either ERalpha or ERbeta exhibiting selectivity ratio from 0.15-11.9. Alkyl resorcinols (2)-(4) exhibited cytotoxic activity towards HL60 cells with IC50 values from 19.5-22.0muM. Structural differences between compounds influence the binding affinities to ER subtypes. Further study is needed to establish the agonist or antagonist effect of these compounds on various tissues and to identify if these compounds exert cytotoxic activity through the ERs. When consuming L.pumila as a complementary medicine, careful consideration regarding it's estrogenic compound content should be given due consideration.

Quantitative determination of triperpene saponins and alkenated-phenolics from Labisia pumila using an LC-UV/ELSD method and confirmation by LC-ESI-TOF.[Pubmed:21590653]

Planta Med. 2011 Oct;77(15):1742-8.

This study describes the first analytical method for the determination of four triterpene saponins (ardisicrenoside B, ardisiacrispin A, 3- O- alpha- L-rhamnopyranosyl-(1 --> 2)-beta-D-glucopyranosyl-(1 --> 4)-alpha-L-arabinopynanosyl cyclamiretin A and ardisimamilloside H) and three alkenated-phenolics (irisresorcinol, Belamcandol B, and demethylbelamcandaquinone B) from the leaves, leaves/stems, and roots of LABISIA PUMILA using an HPLC-UV-ELSD method. The separation was achieved using a reversed-phase (C-18) column, PDA and ELS detection, and a water/acetonitrile gradient as the mobile phase. The major triterpenoid (ardisiacrispin A) and irisresorcinol compounds were detected at a concentration as low as 10.0 and 0.2 microg/mL, respectively. Analysis of various samples showed considerable variation of 0.11-2.46 % for the major triterpenoid compound, ardisiacrispin A. LC-mass spectrometry method coupled with electrospray ionization (ESI) is described for the identification of compounds in plant samples. This method involved the use of the [M + Na]+ and [M + NH(4)]+ ions for compounds 1-4 in the positive ion mode with extractive ion chromatogram (EIC).

Naturally occurring 5-lipoxygenase inhibitor. II. Structures and syntheses of ardisianones A and B, and maesanin, alkenyl-1,4-benzoquinones from the rhizome of Ardisia japonica.[Pubmed:8477510]

Chem Pharm Bull (Tokyo). 1993 Mar;41(3):561-5.

New alkenyl-1,4-benzoquinones, ardisianones A (1) and B (2), and the known maesanin (3) as 5-lipoxygenase inhibitors have been isolated from the rhizome of Ardisia japonica. Their structures have been elucidated as 2-methoxy-6-[(Z)-10'-pentadecenyl]-1,4-benzoquinone and 5-hydroxy-2-methoxy-6-[(Z)-8'-tridecenyl]-1,4-benzoquinone, respectively, on the basis of spectroscopic data and chemical degradation. Ardisianone A (1), maesanin (3) and belamcandol A (7) have been synthesized starting from Belamcandol B (6), readily prepared by Wittig reaction between 9-(2-tetrahydropyranyloxy)nonanal and 3,5-dimethoxybenzyltriphenylphsophonium bromide followed by selective demethylation with sodium thioethoxide.

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