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1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide

CAS# 55604-88-1

1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide

Catalog No. BCN1417----Order now to get a substantial discount!

Product Name & Size Price Stock
1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide: 5mg $748 In Stock
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Chemical structure

1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide

3D structure

Chemical Properties of 1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide

Cas No. 55604-88-1 SDF Download SDF
PubChem ID 85844078 Appearance Powder
Formula C8H8O4 M.Wt 168.2
Type of Compound Miscellaneous Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 3a-hydroxy-7,7a-dihydro-3H-1-benzofuran-2,6-dione
SMILES C1C2C(CC(=O)O2)(C=CC1=O)O
Standard InChIKey USTIRZSUTZHBAK-UHFFFAOYSA-N
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 1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide

The herbs of Clerodendrum indicum

1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide Dilution Calculator

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1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide Molarity Calculator

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Preparing Stock Solutions of 1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.9453 mL 29.7265 mL 59.453 mL 118.9061 mL 148.6326 mL
5 mM 1.1891 mL 5.9453 mL 11.8906 mL 23.7812 mL 29.7265 mL
10 mM 0.5945 mL 2.9727 mL 5.9453 mL 11.8906 mL 14.8633 mL
50 mM 0.1189 mL 0.5945 mL 1.1891 mL 2.3781 mL 2.9727 mL
100 mM 0.0595 mL 0.2973 mL 0.5945 mL 1.1891 mL 1.4863 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 1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide

Two new sesquiterpenes from Chloranthus japonicus Sieb.[Pubmed:27399937]

Nat Prod Res. 2016 Nov;30(21):2476-82.

Two new sesquiterpenes, namely, 1beta,10beta-dihydroxy-eremophil-7(11), 8-dien-12,8-olide (1) and 8,12-epoxy-1beta-hydroxyeudesm-3,7,11-trien-9-one (2), together with three known sesquiterpenoids, shizukolidol (3), 4alpha-hydroxy-5alpha(H)-8beta-methoxy-eudesm-7(11)-en-12,8-olide (4), and neolitacumone B (5), and two known monoterpenes, (3R,4S,6R)-p-menth-1-en-3,6-diol (6) and (R)-p-menth-1-en-4,7-diol (7), were isolated from the whole plant of Chloranthus japonicus Sieb. Their structures were elucidated on the basis of spectroscopic data analysis and comparison with those of related known compounds. Compounds 4-7 were isolated from this plant for the first time.

Sesquiterpenoids from Chloranthus henryi and their anti-neuroinflammatory activities.[Pubmed:24934677]

Chem Biodivers. 2014 Jun;11(6):919-28.

Five new and seven known mono-sesquiterpenoids (1-5 and 6-12, resp.) together with five known lindenane-type disesquiterpenoids, 13-17, were isolated from the whole plant of Chloranthus henryi. Based on spectroscopic methods, the new structures were established to be (5S,6R,8S,10R)-6-hydroxyeudesma-4(15),7(11)-diene-12,8-olide (1), 6alpha-hydroxyeudesma-4(15),7(11),8(9)-triene-12,8-olide (2), 8,12-epoxy-1beta-hydroxyeudesma-4(15),7,11-trien-6-one (3), 12-oxochloraniolide A (4), and (4alpha)-8-hydroxy-12-norcardina-6,8,10-trien-11-one (5), respectively. Among the isolates, compound 2, zederone epoxide (8), spicachlorantin G (13), chloramultilide A (14), shizukaol B (15), and spicachlorantin B (17) showed significant anti-neuroinflammatory effects by inhibiting nitric-oxide (NO) production in lipopolysaccharide (LPS)-stimulated murine BV-2 microglial cells with relatively low cytotoxicity.

DNA Topoisomerase Inhibitory Activity of Constituents from the Flowers of Inula japonica.[Pubmed:26936053]

Chem Pharm Bull (Tokyo). 2016;64(3):276-81.

Fourteen compounds were isolated from the flowers of Inula japonica THUNB. (Asteraceae), including two new compounds, (1S,2S,4S,5S,8S,10R)-2-acetoxy-4,3-dihydroxy-pseudoguai-7(11)-en-12,8-olide (1) and (1S,2S,4S,5S,8S,10R)-2,4,13-trihydroxy-pseudoguai-7(11)-en-12,8-olide (2), and twelve known compounds, budlein B (3), 6beta-hydroxytomentosin (4), 6-deacetoxybritanin (5), 4-epipulchellin (6), britanin (7), tomentosin (8), (+)-dihydroquercetin (9), (-)-syringaresinol (10), quercetagetin 3,4'-dimethyl ether (11), luteolin (12), britanin G (13) and inuchinenolide C (14). Structures of 1 and 2 were determined based on one and two dimensional (1D)- and (2D)-NMR data and Mosher's esterification method. Compounds 9 and 12 showed inhibitory activities toward DNA topoisomerase I with IC50 values of 55.7 and 37.0 microM, respectively, compared to camptothecin (CPT) with an IC50 of 24.5 microM. Compounds 7-9 and 11-14 exhibited more potent inhibitory activity against topoisomerases II with IC50 values of 6.9, 3.8, 3.0, 6.9, 10.0, 14.7 and 13.8 microM, respectively, than that of etoposide (VP-16) with an IC50 of 26.9 microM. Compounds 4-7 and 10-14 exhibited weak cytotoxicities to the selected cancer cell lines.

[Chemical constituents from roots of Ligularia intermedia].[Pubmed:26087552]

Zhongguo Zhong Yao Za Zhi. 2015 Mar;40(5):894-6.

A new sesquiterpenoid, 8alpha-hydroxy-6beta-methoxy-1-oxoeremophila-7 (11), 9 (10) -diene-12, 8-olide (1) and five known compounds, petasin (2), caffeic acid (3), hepta-cosanol (4), beta-sitosterol (5) and beta-daucosterol (6) have been isolated from the roots of Ligularia intermedia. The compounds were isolated by column chromatography on silica gel and Sephadex LH-20, and identified based on spectral analyses (MS, 1H-NMR, 13C-NMR).

New 12,8-Eudesmanolides from Eutypella sp. 1-15.[Pubmed:28951605]

J Antibiot (Tokyo). 2017 Oct;70(10):1029-1032.

Four new 12,8-Eudesmanolides (1-4) and one known compound 5 named 13-Hydroxy-3,7(11)-eudesmadien-12,8-olide, were isolated from a mangrove rhizosphere-derived fungus Eutypella sp. 1-15. Their structures with absolute stereochemistry were determined by the comprehensive spectroscopic data, experimental and calculated ECD analysis. Compound 1 exhibited potent anticancer activity against JEKO-1 and HepG2 with IC50 values of 8.4 and 28.5 muM, respectively. Additionally, compound 1 also showed moderate antimicrobial activity.

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