GuajadialCAS# 959860-49-2 |
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Quality Control & MSDS
3D structure
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| Cas No. | 959860-49-2 | SDF | Download SDF |
| PubChem ID | 46197930 | Appearance | Powder |
| Formula | C30H34O5 | M.Wt | 474.6 |
| Type of Compound | Triterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| SMILES | CC1(CC2C1CCC3(C(CCC2=C)C(C4=C(C(=C(C(=C4O3)C=O)O)C=O)O)C5=CC=CC=C5)C)C | ||
| Standard InChIKey | NSFVENNIBGTQJE-XRXODSDBSA-N | ||
| Standard InChI | InChI=1S/C30H34O5/c1-17-10-11-23-24(18-8-6-5-7-9-18)25-27(34)20(15-31)26(33)21(16-32)28(25)35-30(23,4)13-12-22-19(17)14-29(22,2)3/h5-9,15-16,19,22-24,33-34H,1,10-14H2,2-4H3/t19-,22-,23+,24+,30-/m1/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. |
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| 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. |
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| 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. | ||
| Description | 1. Guajadial, psidial A and psiguadials A and B can reduce tumor growth and stimulate uterus proliferation, suggest that they may act as Selective Estrogen Receptors Modulators (SERMs), therefore holding significant potential for anticancer therapy. 2. Guajadial shows α-glucosidase inhibitory activities significantly and its activity was better than that of Acarbose. 3. Guajadial exhibits potent inhibitory effects on the growth of human hepatoma cells. |
| Targets | Estrogen receptor | Progestogen receptor |
Guajadial Dilution Calculator
Guajadial Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.107 mL | 10.5352 mL | 21.0704 mL | 42.1408 mL | 52.6759 mL |
| 5 mM | 0.4214 mL | 2.107 mL | 4.2141 mL | 8.4282 mL | 10.5352 mL |
| 10 mM | 0.2107 mL | 1.0535 mL | 2.107 mL | 4.2141 mL | 5.2676 mL |
| 50 mM | 0.0421 mL | 0.2107 mL | 0.4214 mL | 0.8428 mL | 1.0535 mL |
| 100 mM | 0.0211 mL | 0.1054 mL | 0.2107 mL | 0.4214 mL | 0.5268 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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A short biomimetic synthesis of the meroterpenoids guajadial and psidial A.[Pubmed:20235528]
Org Lett. 2010 Apr 16;12(8):1676-9.
The biosynthesis of the meroterpenoid Guajadial was previously hypothesized to occur via a hetero-Diels-Alder reaction between caryophyllene and an o-quinone methide. This hypothesis has been verified via the biomimetic synthesis of Guajadial and psidial A in an aqueous three-component coupling reaction, between caryophyllene, benzaldehyde, and diformylphloroglucinol.
Guajadial: an unusual meroterpenoid from guava leaves Psidium guajava.[Pubmed:17985919]
Org Lett. 2007 Nov 22;9(24):5135-8.
Guajadial (1), a novel caryophyllene-based meroterpenoid, was isolated from the Leaves of Psidium guajava (guava). The structure and relative stereochemistry of Guajadial (1) were elucidated by extensive spectroscopic analysis. A possible biosynthetic pathway for 1 was proposed.
Psiguadials A and B, two novel meroterpenoids with unusual skeletons from the leaves of Psidium guajava.[Pubmed:20929258]
Org Lett. 2010 Nov 5;12(21):5040-3.
Psiguadials A (1) and B (2), two novel sesquiterpenoid-diphenylmethane meroterpenoids with unusual skeletons, along with a pair of known epimers, psidial A (3) and Guajadial (4), were isolated from the leaves of Psidium guajava. Their structures with absolute configurations were elucidated by means of NMR, X-ray diffraction, and quantum chemical CD calculation. Compounds 1, 2, and 4 exhibited potent inhibitory effects on the growth of human hepatoma cells.
In vitro, in vivo and in silico analysis of the anticancer and estrogen-like activity of guava leaf extracts.[Pubmed:24438525]
Curr Med Chem. 2014;21(20):2322-30.
Anticancer drug research based on natural compounds enabled the discovery of many drugs currently used in cancer therapy. Here, we report the in vitro, in vivo and in silico anticancer and estrogen-like activity of Psidium guajava L. (guava) extracts and enriched mixture containing the meroterpenes Guajadial, psidial A and psiguadial A and B. All samples were evaluated in vitro for anticancer activity against nine human cancer lines: K562 (leukemia), MCF7 (breast), NCI/ADR-RES (resistant ovarian cancer), NCI-H460 (lung), UACC-62 (melanoma), PC-3 (prostate), HT-29 (colon), OVCAR-3 (ovarian) and 786-0 (kidney). Psidium guajava's active compounds displayed similar physicochemical properties to estradiol and tamoxifen, as in silico molecular docking studies demonstrated that they fit into the estrogen receptors (ERs). The meroterpene-enriched fraction was also evaluated in vivo in a Solid Ehrlich murine breast adenocarcinoma model, and showed to be highly effective in inhibiting tumor growth, also demonstrating uterus increase in comparison to negative controls. The ability of Guajadial, psidial A and psiguadials A and B to reduce tumor growth and stimulate uterus proliferation, as well as their in silico docking similarity to tamoxifen, suggest that these compounds may act as Selective Estrogen Receptors Modulators (SERMs), therefore holding significant potential for anticancer therapy.
