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Eupatoriochromene
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Product Name Eupatoriochromene
Price:
CAS No.: 19013-03-7
Catalog No.: CFN99879
Molecular Formula: C13H14O3
Molecular Weight: 218.3 g/mol
Purity: >=98%
Type of Compound: Phenols
Physical Desc.: Cryst.
Source: The herbs of Centaurea solstitialis L.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
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Similar structural: Comparison (Web)  (SDF)
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Biological Activity
Description: Eupatoriochromene retard seed germination , reduced radicle and hypocotyl growth of weed and crop plant seedlings and increased adventitious root formation of mung bean cuttings. Eupatoriochromene has insecticidal activity, it exhibits toxicity againstCulex pipiens (house mosquito) larvae andOncopeltus fasciatus (large milkweed bug) nymphs.
Targets: Antifection
In vitro:
J Chem Ecol. 1989 Jul;15(7):2073-87.
Eupatoriochromene and encecalin, plant growth regulators from yellow starthistle (Centaurea solstitialis L.).[Pubmed: 24272297]

METHODS AND RESULTS:
Two chromenes, Eupatoriochromene (1) and encecalin (2), have been isolated from yellow starthistle (Centaurea solstitialis L.). Both chromenes retard seed germination and reduce radicle and hypocotyl growth of weed and crop plant seedlings. In addition,1 increases adventitious root formation of mung bean cuttings.
Eupatoriochromene Description
Source: The herbs of Centaurea solstitialis L.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

Cell. 2018 Jan 11;172(1-2):249-261.e12.
doi: 10.1016/j.cell.2017.12.019.
IF=36.216(2019)

PMID: 29328914

Cell Metab. 2020 Mar 3;31(3):534-548.e5.
doi: 10.1016/j.cmet.2020.01.002.
IF=22.415(2019)

PMID: 32004475

Mol Cell. 2017 Nov 16;68(4):673-685.e6.
doi: 10.1016/j.molcel.2017.10.022.
IF=14.548(2019)

PMID: 29149595

ACS Nano. 2018 Apr 24;12(4): 3385-3396.
doi: 10.1021/acsnano.7b08969.
IF=13.903(2019)

PMID: 29553709

Nature Plants. 2016 Dec 22;3: 16206.
doi: 10.1038/nplants.2016.205.
IF=13.297(2019)

PMID: 28005066

Sci Adv. 2018 Oct 24;4(10): eaat6994.
doi: 10.1126/sciadv.aat6994.
IF=12.804(2019)

PMID: 30417089
Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.5809 mL 22.9043 mL 45.8085 mL 91.617 mL 114.5213 mL
5 mM 0.9162 mL 4.5809 mL 9.1617 mL 18.3234 mL 22.9043 mL
10 mM 0.4581 mL 2.2904 mL 4.5809 mL 9.1617 mL 11.4521 mL
50 mM 0.0916 mL 0.4581 mL 0.9162 mL 1.8323 mL 2.2904 mL
100 mM 0.0458 mL 0.229 mL 0.4581 mL 0.9162 mL 1.1452 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Structure Identification:
J Chem Ecol. 1985 Jun;11(6):701-12.
Insecticidal chromenes from the volatile oil ofHemizonia fitchii.[Pubmed: 24310216]
Based on field observations of the effects of the resinous tarweedHemizonia fitchii A. Gray (Asteraceae) on mosquito populations in California, the volatile oil of this plant was investigated for insecticidal activity.
METHODS AND RESULTS:
Analysis of thé oil by TLC and capillary GC-MS showed the presence of five major constituentś which were identified as the monoterpenoid 1,8-cineole, and the chromenes encecalin, Eupatoriochromene (desmethylencecalin), 6-vinyl-7-methoxy-2,2-dimethylchromene, and desmethoxyencecalin. Trace amounts of several volatile fatty acids, alkanes,p-coumarate derivatives, additional chromene derivatives, and numerous mono- and sesquiterpenoids were also detected and identified by GC-MS. Fractionation of the oil by preparative TLC and column chromatography afforded the major chromenes, the identities of which were confirmed by NMR and IR spectral data.
CONCLUSIONS:
The chromenes exhibited weak to moderate toxicity againstCulex pipiens (house mosquito) larvae andOncopeltus fasciatus (large milkweed bug) nymphs. However, no antijuvenile hormone activity was observed for any of the compounds tested against these insect species.
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