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Isocrenatoside

CAS# 221895-09-6

Isocrenatoside

2D Structure

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3D structure

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Isocrenatoside

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Chemical Properties of Isocrenatoside

Cas No. 221895-09-6 SDF Download SDF
PubChem ID 44559534 Appearance Powder
Formula C29H34O15 M.Wt 622.6
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(2S,4aR,6R,7R,8S,8aR)-2-(3,4-dihydroxyphenyl)-7-hydroxy-8-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,4a,6,7,8,8a-hexahydro-2H-pyrano[2,3-b][1,4]dioxin-6-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES CC1C(C(C(C(O1)OC2C(C(OC3C2OC(CO3)C4=CC(=C(C=C4)O)O)COC(=O)C=CC5=CC(=C(C=C5)O)O)O)O)O)O
Standard InChIKey FYNJOHBQQZWZTB-WLLRULDYSA-N
Standard InChI InChI=1S/C29H34O15/c1-12-22(35)24(37)25(38)28(41-12)44-26-23(36)20(11-39-21(34)7-3-13-2-5-15(30)17(32)8-13)43-29-27(26)42-19(10-40-29)14-4-6-16(31)18(33)9-14/h2-9,12,19-20,22-33,35-38H,10-11H2,1H3/b7-3+/t12-,19+,20+,22-,23+,24+,25+,26-,27+,28-,29+/m0/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.

Isocrenatoside Dilution Calculator

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Isocrenatoside Molarity Calculator

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Preparing Stock Solutions of Isocrenatoside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.6062 mL 8.0308 mL 16.0617 mL 32.1234 mL 40.1542 mL
5 mM 0.3212 mL 1.6062 mL 3.2123 mL 6.4247 mL 8.0308 mL
10 mM 0.1606 mL 0.8031 mL 1.6062 mL 3.2123 mL 4.0154 mL
50 mM 0.0321 mL 0.1606 mL 0.3212 mL 0.6425 mL 0.8031 mL
100 mM 0.0161 mL 0.0803 mL 0.1606 mL 0.3212 mL 0.4015 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 Isocrenatoside

A new phenylethanoid glycoside from Orobanche cernua Loefling.[Pubmed:26358786]

Nat Prod Res. 2016;30(8):948-53.

A novel phenylethanoid glycoside, 3'-O-methyl Isocrenatoside (1), along with two known compounds, methyl caffeate (2) and protocatechuic aldehyde (3), were isolated from the fresh whole plant of Orobanche cernua Loefling. All the isolated compounds (1-3) were elucidated on the basis of spectroscopic analysis including IR, MS and NMR data. The cytotoxic activities of these compounds were evaluated. Results showed that 3'-O-methyl Isocrenatoside (1) and methyl caffeate (2) exhibited significant cytotoxicity, with IC50 values of 71.89, 36.97 mug/mL and 32.32, 34.58 mug/mL against the B16F10 murine melanoma and Lewis lung carcinoma cell lines, respectively.

[Nonvolatile chemical constituents from Pogostemon cablin].[Pubmed:21246823]

Zhongguo Zhong Yao Za Zhi. 2010 Oct;35(20):2704-7.

OBJECTIVE: To investigate the nonvolatile chemical constituents from the ethanol extract of the stems of Pogostemon cablin. METHOD: The constituents were isolated and purified by repeated column chromatography on silica gel and Sephadex LH-20. Their structures were identified by physicochemical properties and spectroscopic analysis. RESULT: Twelve compounds were isolated and identified as tilianin (1), diosmetin-7-O-beta-D-glucopyranoside (2), 3"-O-methylcrenatoside (3), uracil (4), soya-cerebroside I and II (5), agastachoside (6), apigenin-7-O-(3", 6"-di-(E) -p-coumaroyl) -beta-D-galactopyranoside (7), 5-hydroxy-3, 3', 4', 7- tetramethoxy flavone (8), 4', 5-dihydroxy-3, 3', 7-trimethoxyflavone (9), acacetin (10), crenatoside (11), Isocrenatoside (12). CONCLUSION: Compounds 1, 2, 4-7, 10 were isolated from the genus Pogostemon for the first time.

[Chemical constituents from involatile moiety of Pogostemon cablin].[Pubmed:19459301]

Zhongguo Zhong Yao Za Zhi. 2009 Feb;34(4):410-3.

OBJECTIVE: To study the chemical constituents of involatile moiety of Pogostemon cablin. METHOD: Compounds were isolated and purified by repeated column chromatography, and their structures were elucidated by spectroscopic analysis. RESULT: Nine compounds have been isolated and identified: epifriedelinol (1), 5-hydroxymethol-2-furfural (2), succinic acid (3), beta-sitosterol (4), daucosterol (5), crenatoside (6), 3'''-O-methylcrenatoside (7), Isocrenatoside (8), and apigenin-7-O-beta-D-(6"-p-coumaryl)-glucoside (9). CONCLUSION: Compounds 2, 3, 6-8 were isolated from Pogostemon genus for the first time.

Three cyclooctapeptides and one glycoside from Microtoena prainiana.[Pubmed:15217277]

J Nat Prod. 2004 Jun;67(6):978-82.

Three new cyclic octapeptides, microtoenins A-C (1-3), and a new glycoside, 3'''-O-methylcrenatoside (4), along with several known compounds, were isolated from the ethanolic extract of the stems of Microtoena prainiana. Their structures were determined by spectral and chemical evidence. At a concentration of 0.01 mg/mL, 3'''-O-methylcrenatoside (4), crenatoside (5), and Isocrenatoside (6) inhibited angiotensin converting enzyme (ACE) activity by more than 30%.

Iridoid glycosides from Globularia trichosantha.[Pubmed:11170667]

J Nat Prod. 2001 Jan;64(1):60-4.

A new iridoid glycoside, deacetylalpinoside (2), was isolated from the aerial parts of Globularia trichosantha together with nine known iridoid glycosides: catalpol, 10-O-benzoyl-catalpol, aucubin, asperuloside, deacetylasperuloside, asperulosidic acid, scandoside, geniposidic acid, and alpinoside (1). From the underground parts of the same plant, two new bisiridoid glycosides, globulosides A (3) and B (4); a known iridoid glycoside, globularidin; a lignan glycoside, liriodendrin; and seven phenylethanoid glycosides, arenarioside, verbascoside (= acteoside), isoacteoside, crenatoside, Isocrenatoside, and trichosanthosides A and B, were isolated. Compounds 2-4 are new iridoids containing an 8,9 double bond representing a rare carbon skeleton. Their structures were established by spectroscopic methods.

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