Coreopsin

CAS# 499-29-6

Coreopsin

2D Structure

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Quality Control of Coreopsin

3D structure

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Coreopsin

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Chemical Properties of Coreopsin

Cas No. 499-29-6 SDF Download SDF
PubChem ID 12303943.0 Appearance Powder
Formula C21H22O10 M.Wt 434.39
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (E)-3-(3,4-dihydroxyphenyl)-1-[2-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
SMILES C1=CC(=C(C=C1C=CC(=O)C2=C(C=C(C=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)O
Standard InChIKey QMVODIKHHIRSGI-RWGOFXMDSA-N
Standard InChI InChI=1S/C21H22O10/c22-9-17-18(27)19(28)20(29)21(31-17)30-11-3-4-12(15(25)8-11)13(23)5-1-10-2-6-14(24)16(26)7-10/h1-8,17-22,24-29H,9H2/b5-1+/t17-,18-,19+,20-,21-/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.
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.

Coreopsin Dilution Calculator

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Preparing Stock Solutions of Coreopsin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3021 mL 11.5104 mL 23.0208 mL 46.0416 mL 57.552 mL
5 mM 0.4604 mL 2.3021 mL 4.6042 mL 9.2083 mL 11.5104 mL
10 mM 0.2302 mL 1.151 mL 2.3021 mL 4.6042 mL 5.7552 mL
50 mM 0.046 mL 0.2302 mL 0.4604 mL 0.9208 mL 1.151 mL
100 mM 0.023 mL 0.1151 mL 0.2302 mL 0.4604 mL 0.5755 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 Coreopsin

Influence of Ultra-High-Pressure Pretreatment Method on Chemical Constituents, Antioxidant and Cytoprotective Activities of Free, Esterified, and Bound Phenolics from Anneslea Fragrans Wall. Leaves.[Pubmed:37266882]

Plant Foods Hum Nutr. 2023 Jun;78(2):407-418.

Anneslea fragrans Wall., an edible and medicinal plant, is traditionally used to treat liver and gastrointestinal diseases. This paper aimed to investigate the influence of ultra-high pressure (UHP) pretreatment on the phenolics profiling, antioxidant, and cytoprotective activities of free (FP), esterified (EP), and bound (BP) phenolics from A. fragrans leaves. A total of 32 compounds were characterized and quantified. The davidigenin (44.46 and 113.37 mg/g extract) was the highest in A. fragrans leaves. The vitexin (9), afzelin (10), Coreopsin (15), and davidigenin (28) were analyzed with MS(2) fragment pathways. Results showed that UHP treated A. fragrans leaves had higher total phenolic (TPC) and total flavonoid (TFC) contents of FP, EP, and BP fractions than those in the raw leaves. Moreover, UHP pretreated A. fragrans leaves had higher scavenging activities on DPPH(+)* and ABTS(+)*, and inhibitory effects on the intracellular ROS generation in H(2)O(2)-induced HepG2 cells. UFP showed the highest inhibition of ROS production among the samples. Therefore, UHP pretreatment method might be used as an effective strategy for elevating the availabilities of A. fragrans leaves to develop functional foods.

Isolation of Food Grade Dye from Flower Petals of Butea monosperma and Determination of Marker Compounds for Its Quantitative Analysis.[Pubmed:37251158]

ACS Omega. 2023 May 15;8(20):17740-17747.

Health concerns associated with synthetic dyes/colorants have fostered the use of natural coloring materials for food applications. This study has been carried out to extract a natural dye from the flower petals of Butea monosperma (family Fabaceae) under an eco-friendly and organic solvent-free approach. Hot aqueous extraction of dry B. monosperma flowers followed by lyophilization of the resulting extract furnished an orange-colored dye in approximately 35% yield. Silica gel column chromatography of dye powder resulted in the isolation of three marker compounds, viz. iso-Coreopsin (1), butrin (2), iso-butrin (3) which were characterized by spectral methods, e.g., ultra violet, Fourier-transform infrared spectroscopy, nuclear magnetic resonance, and high-resolution mass spectrometry. The XRD analysis of isolated compounds established an amorphous nature for compounds 1 and 2 while compound 3 showed good crystallinity. The stability of dye powder and the isolated compounds 1-3 was determined by thermogravimetric analysis which showed excellent stability up to 200 degrees C. In trace metal analysis, the product B. monosperma dye powder exhibited low relative abundance <4% for Hg along with negligible concentrations of Pb, As, Cd, and Na. The detection and quantification of marker compounds 1-3 in the B. monosperma flower extracted dye powder were carried out by a highly selective UPLC/PDA method of analysis.

Knowledge on ethnogynaecology of Indian Tribes- a comprehensive review.[Pubmed:36368564]

J Ethnopharmacol. 2023 Mar 1;303:115880.

ETHNOPHARMACOLOGICAL RELEVANCE: Ethnogynaecology is an emerging branch of science dealing with the treatment of gynaecological ailments by tribals, local healers, and traditional practitioners. The ethnogynaecological importance of medicinal plants in India is a fertile area to conduct more scientific studies to evaluate their potentialities, to isolate bioactive compounds, and thereby to develop drugs for the common gynaecological health-related issues faced by women everywhere. OBJECTIVES: The Indigenous medical knowledge systems of India have not been properly documented with special reference to ethnogynaecology. This review aims to document the knowledge of ethnogynaecology among tribals, villagers, and local people inhabiting different parts of India and the bioactive compounds responsible for the action. This review provides a vast record of medicinal plants and their parts used, types of formulations, dosage, and ethno-gynaecological usage. MATERIALS AND METHODS: The detailed investigation of ethnobotanical and ethnogynaecological-related literature published between 1985 and 2021 by different scientific tools such as journals, books, and current electronic databases like Springer Link, SciFinder, Google Scholar, Web of Science, Wiley, ACS, Science Direct and Pubmed have been considered for the present study. The study included 300 articles published between 1985 and 2021 by scientific search using various standard databases. The tribals, vaidyas, traditional practitioners, indigenous medical healers, and local people of different regions in India have recognized the importance of ethnogynaecological uses of plants. The study on ethnogynaecology is limited to a few common but significant gynaecological issues including abortion, contraception, infertility, menstruation, leucorrhoea, and obstetrics. The phytocompound compounds isolated from various parts of the plants and responsibility for the gynaecological action were documented. RESULTS: The major ethnogynaecological disorders recorded by various studies are leucorrhoea, abortion, contraceptives, infertility and related issues, and obstetrics including the irregular physiological process of menstruation. The ethnogynaecological and ethnobotanical information has been recorded from almost all the states of India; the highest number of records on ethnogynaecology was reported from the state of Madhya Pradesh. The most explored tribal populations to record ethnogynaecological knowledge belong to the following tribes: Bhil, Munda, Irula, Kani, Malayali, Meena, Paliyar, Muthuvar, Oraon, Narikuravar, Mannan, Malayarayan, and Malapandaram. Moreover, limited or no study has been attempted to prove the knowledge of ethnogynaecology of these tribes and the efficiency of their crude drugs against pharmacological actions. The paste prepared from various parts of the plants has been used widely as primary health care materials for abortion, obstetrics, menstruation, female infertility and male infertility. Phenols, glucoside, steroids and fatty acids reported with cytotoxic activities are connected to several gynaecological disorders whereas flavonoid, coumarin, sitosterol disrupt pregnancy. The phenolic compounds induced spontaneous abortion due to the major composition aristolochic acid, ceryl alcohol, beta-sitosterol. Coreopsin, butin, isobutrin, monospermoside, palastrin, butrin. Mucunine, lecithin, prurieninine, gluthione and luteolin, Indicine, kaempferol, apigenin and quercetin effected therapeutic activity against leucorrhoea. Lignin, friedelin and beta-sitosterol are reported with abortifacient properties and therapeutic ability for leucorrhoea and menorrhagia. Tannins, mimusopsic acids, taraxerol and spinaserol effected fertility problems in women and tannins, saponins, flavonoids, steroids, terpenoids and alkaloids which effected infertility. CONCLUSION: This review reported comprehensive data on ethnogynaecological knowledge published from available literature and evident that the indigenous medical system of Indian tribes has also contributed considerably to the healthcare system and drug development of India. The fresh plant parts were identified as effective materials against various gynaecological illnesses including infertility. The root is considered an excellent plant part against obstetrics followed by abortion, menstruation, and leucorrhoea. These studies need experimental proof as well as standardization to confirm their efficiency. Promoting the sustainable use and the equitable sharing of benefits to the knowledge provider is a pathway for harnessing the conservation of this knowledge.

Screening of the active fractions from the Coreopsis tinctoria Nutt. Flower on diabetic endothelial protection and determination of the underlying mechanism.[Pubmed:32045684]

J Ethnopharmacol. 2020 May 10;253:112645.

ETHNOPHARMACOLOGICAL RELEVANCE: The Coreopsis tinctoria Nutt. flower (CTF) has been used traditionally in China for treating hypertension and diabetes as well as reducing body weight and blood fat. However, the vascular protection effect of the CTF has not been studied to date. AIM OF THE STUDY: This study aimed to screen and identify bioactive fractions from the CTF with a diabetic endothelial protection effect and to clarify the underlying mechanism. MATERIALS AND METHODS: The vascular protection effect of Fraction A was studied in high-fat diet and streptozocin-induced diabetic models. The endothelial protection effect of Fraction A-2 was further studied in an in vitro vascular endothelial dysfunction model induced by high glucose. In a high glucose-induced human umbilical vein endothelial cell (HUVEC) model, Fractions A-2-2 and A-2-3 were screened, and their detailed mechanisms of endothelial protection were studied. Liquid chromatography mass spectrometry (LC-MS) was used to identify the main components in Fractions A-2-2 and A-2-3. RESULTS: Fraction A treatment significantly improved the endothelium-dependent vasodilation of the mesenteric artery induced by acetylcholine in diabetic rats. The maximum relaxation was 79.82 +/- 2.45% in the control group, 64.36 +/- 9.81% in the model group, and 91.87 +/- 7.38% in the Fraction A treatment group (P < 0.01). Fraction A treatment also decreased rat tail pressure compared with the model group at the 12th week. The systolic blood pressure was 152.7 5 +/- 16.99 mmHg in the control group, 188.50 +/- 5.94 mmHg in the model group, and 172.60 +/- 14.31 mmHg in the Fraction A treatment group (P < 0.05). The mean blood pressure was 128.50 +/- 13.79 mmHg in the control group, 157.00 +/- 6.06 mmHg in the model group, and 144.80 +/- 11.97 mmHg in the Fraction A treatment group (P < 0.05). In an in vitro vascular endothelium-dependent vasodilation dysfunction model induced by high glucose, Fraction A-2 improved the vasodilation of the mesenteric artery. The maximum relaxation was 82.15 +/- 16.24% in the control group, 73.29 +/- 14.25% in the model group, and 79.62 +/- 13.89% in the Fraction A-2 treatment group (P < 0.05). In a high glucose-induced HUVEC model, Fraction A-2-2 and Fraction A-2-3 upregulated the expression of IRS-1, Akt, and eNOS and increased the levels of p-IRS-1(Ser307), p-Akt (Ser473), and p-eNOS(Ser1177) and also decreased the expression of NOX4, TNF-alpha, IL-6, sVCAM, sICAM, and NF-kappaB (P < 0.01). With the intervention of AG490 and LY294002, the above effects of Fraction A-2-2 and Fraction A-2-3 were inhibited (P < 0.01). LC-MS data showed that in Fraction A-2-2 and Fraction A-2-3, there were 10 main components: flavanocorepsin; polyphenolic; flavanomarein; isochlorogenic acid A; dicaffeoylquinic acid; Coreopsin; marein; Coreopsin; luteolin-7-O-glucoside; and 3',5,5',7-tetrahydroxyflavanone-O-hexoside. CONCLUSION: The protective effect of the CTF on diabetic endothelial dysfunction may be due to its effect on the JAK2/IRS-1/PI3K/Akt/eNOS pathway and the related oxidative stress and inflammation. The results strongly suggested that Fraction A-2-2 and Fraction A-2-3 were the active fractions from the CTF, and the CTF might be a potential option for the prevention of vascular complications in diabetes.

Chemical characteristics of different parts of Coreopsis tinctoria in China using microwave-assisted extraction and high-performance liquid chromatography followed by chemometric analysis.[Pubmed:27291468]

J Sep Sci. 2016 Aug;39(15):2919-27.

Coreopsis tinctoria, also called "snow chrysanthemum" in China, is a flower tea material that has been reported to possess excellent pharmacological properties such as antioxidant and antidiabetic activities. The chemical characteristics of different parts (flowers, buds, seeds, stems, and leaves) of C. tinctoria were investigated based on microwave-assisted extraction and the simultaneous determination of 13 major active compounds by high-performance liquid chromatography, including taxifolin-7-O-glucoside, chlorogenic acid, (R/S)-flavanomarein, isoCoreopsin, quercetagetin-7-O-glucoside, isookanin, 5,7,3',5'-tetrahydroxyflavanone-7-O-glucoside, marein, 3,5-dicaffeoylquinic acid, Coreopsin, okanin, 5,7,3',5'-tetrahydroxyflavanone, and N(1) ,N(5) ,N(10) ,N(14) -tetra-p-coumaroylspermine. Chemometric analysis based on the contents of investigated compounds from 13 samples showed that C. tinctoria and the related flower tea materials, Chrysanthemum morifolium cv "Hangju" and "Gongju," were in different clusters, and different parts (flowers, buds, seeds, stems, and leaves) of C. tinctoria were obviously different. This study is helpful for the quality control and pharmacological evaluation of different parts from C. tinctoria and its related products.

Comparison of antioxidant activities of different parts from snow chrysanthemum (Coreopsis tinctoria Nutt.) and identification of their natural antioxidants using high performance liquid chromatography coupled with diode array detection and mass spectrometry and 2,2'-azinobis(3-ethylbenzthiazoline-sulfonic acid)diammonium salt-based assay.[Pubmed:26521095]

J Chromatogr A. 2016 Jan 8;1428:134-42.

Snow chrysanthemum (Coreopsis tinctoria Nutt.), a world-widely well-known flower tea material, has attracted more and more attention because of its beneficial health effects such as antioxidant activity and special flavor. In this study, a high performance liquid chromatography coupled with diode array detection and mass spectrometry (HPLC-DAD-MS) and 2,2'-azinobis(3-ethylbenzthiazoline-sulfonic acid)diammonium salt (ABTS) based assay was employed for comparison and identification of antioxidants in different samples of snow chrysanthemum. The results showed that snow chrysanthemum flowers possessed the highest while stems presented the lowest antioxidant capacities. Fourteen detected peaks with antioxidant activity were temporarily identified as 3,4',5,6,7-pentahydroxyflavanone-O-hexoside, chlorogenic acid, 2R-3',4',8-trihydroxyflavanone-7-O-glucoside, flavanomarein, flavanocorepsin, flavanokanin, quercetagitin-7-O-glucoside, 3',5,5',7-tetrahydroxyflavanone-O-hexoside, marein, maritimein, 1,3-dicaffeoylquinic acid, Coreopsin, okanin and acetyl-marein by comparing their UV spectra, retention times and MS data with standards or literature data. Antioxidants existed in snow chrysanthemum are quite different from those reported in Chrysanthemum morifolium, a well-known traditional beverage in China, which indicated that snow chrysanthemum may be a promising herbal tea material with obvious antioxidant activity.

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