Isovanillic acidCAS# 645-08-9 |
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| Cas No. | 645-08-9 | SDF | Download SDF |
| PubChem ID | 54706655 | Appearance | Powder |
| Formula | C8H8O5 | M.Wt | 184.1 |
| Type of Compound | Phenols | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 5-carboxy-2-methoxyphenolate | ||
| SMILES | COC1=C(C=C(C=C1)C(=O)O)[O-] | ||
| Standard InChIKey | LBKFGYZQBSGRHY-UHFFFAOYSA-M | ||
| Standard InChI | InChI=1S/C8H8O4/c1-12-7-3-2-5(8(10)11)4-6(7)9/h2-4,9H,1H3,(H,10,11)/p-1 | ||
| 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 | Isovanillic acid shows distinct anti -inflammatory activities with no toxicity on RAW 264.7 macrophage cells. |
| Targets | Immunology & Inflammation related |
| In vitro | New Isorhamnetin Derivatives from Salsola imbricata Forssk. Leaves with Distinct Anti-inflammatory Activity.[Pubmed: 27041858]Pharmacogn Mag. 2016 Jan;12(Suppl 1):S47-51.
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| Structure Identification | Zhong Yao Cai. 2012 Oct;35(10):1610-4.Study on chemical composition of ethylacetate fraction from Polygonum amplexicaule var. sinense.[Pubmed: 23627126]To study chemical composition of ethylacetate fraction from Polygonoum amplexicaule D. Don var. sinense Forb. Zhong Yao Cai. 2013 Nov;36(11):1774-8.Chemical constituents from the roots of Ilex pubescens.[Pubmed: 24956816]
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Isovanillic acid Dilution Calculator
Isovanillic acid Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 5.4318 mL | 27.1592 mL | 54.3183 mL | 108.6366 mL | 135.7958 mL |
| 5 mM | 1.0864 mL | 5.4318 mL | 10.8637 mL | 21.7273 mL | 27.1592 mL |
| 10 mM | 0.5432 mL | 2.7159 mL | 5.4318 mL | 10.8637 mL | 13.5796 mL |
| 50 mM | 0.1086 mL | 0.5432 mL | 1.0864 mL | 2.1727 mL | 2.7159 mL |
| 100 mM | 0.0543 mL | 0.2716 mL | 0.5432 mL | 1.0864 mL | 1.358 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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[Study on chemical composition of ethylacetate fraction from Polygonum amplexicaule var. sinense].[Pubmed:23627126]
Zhong Yao Cai. 2012 Oct;35(10):1610-4.
OBJECTIVE: To study chemical composition of ethylacetate fraction from Polygonoum amplexicaule D. Don var. sinense Forb. METHODS: TLC, Normal-phase silica gel column, reveres-phase silica gel column, Sephadex-LH, semi-preparative HPLC column were used to isolate chemical compositions of ethylacetate fraction from Polygonoum var. sinense. RESULTS: Eight compounds were identified as: 1. P-Hydroxybenzoic acid, 2. P-Hydroxybenzoic ethanol, 3. Diisobutyl phthalate, 4. Vanillin, 5. Isovanillic acid, 6.3,4,5-trihydroxy-benzoic acid-butyl ester, 7. 4-hydroxy-3-methoxycinnamic acid, 8. 7-hydroxy-6-methoxycoumarin. CONCLUSION: Except of Diisobutyl phthalate, the others are isolated for the first from this plant, moreover, Vanillin, Isovanillic acid and P-hydro -xyphenethyl alcohol are gained from genus for the first time.
[Chemical constituents from the roots of Ilex pubescens].[Pubmed:24956816]
Zhong Yao Cai. 2013 Nov;36(11):1774-8.
OBJECTIVE: To study the chemical constituents from the roots of Ilex pubescens. METHODS: The 95% ethanol extract of the plant was separated by silica gel, Sephadex LH-20 and preparative HPLC chromatography. The structures were elucidated based on the physiochemical properties and spectroscopic analysis. RESULTS: Fifteen compounds were isolated and identified as oleuropein(1), oleoside dimethyl ester(2),8 (Z)-nuezhenide(3),3,4-dicaffeoylquinic acid methyl ester(4),3,4,5-tricaffeoylquinic acid methyl ester (5), Isovanillic acid(6), syringic acid(7), 3beta-acetyloleanolic acid (8), 3beta-acetylursolic acid(9), uvaol(10), asiatic acid(11), 2alpha-hydroxyursolic acid(12), oleanolic acid (13), ursolic acid (14), stigmasterol-3-O-beta-D-glucopyranoside (15). CONCLUSION: Compounds 2,3,8,9 are obtained from this genus for the first time,compounds 5-7,10-12 are isolated from this plant for the first time.
New Isorhamnetin Derivatives from Salsola imbricata Forssk. Leaves with Distinct Anti-inflammatory Activity.[Pubmed:27041858]
Pharmacogn Mag. 2016 Jan;12(Suppl 1):S47-51.
BACKGROUND: Salsola imbricata Forssk. is a shrub widely growing in Egypt, used as a camel food, traditionally, used as anti-inflammatory agent. Literature survey showed no report about the anti-inflammatory activity of S. imbricata. AIM OF THE STUDY: This work was designed to study the phenolic constituents and to provide evidence for the traditional use of S. imbricata as an anti-inflammatory agent. MATERIALS AND METHODS: The in vitro anti-inflammatory activity of the total aqueous methanol extract and some isolated compounds were investigated in RAW 264.7 macrophage cells using nitric oxide assay. All chemical structures were identified on the basis of electrospray ionization-mass spectrometry, one- and two-dimension nuclear magnetic resonance. RESULTS: Nine phenolic compounds, among them two new natural products; isorhamnetin-3-O-beta-D-glucuronyl (1'''-->4'') glucuronide (1) and its dimethyl ester; isorhamnetin-3-O-beta-D-di glucuronate dimethyl ester (2), two isorhamnetin glycosides: Isorhamnetin-3-O-beta-D-galactopyranoside (3), isorhamnetin-3-O-beta-D-glucopyranoside (4), and isorhamnetin (5). In addition, an alkaloidal phenolic; trans N-feruloyl tyramine (6), three phenolic acids: Isovanillic acid (7), ferulic acid (8), and p-hydroxy benzoic acid (9) were isolated from salsola imbricata leaves. All compounds were isolated and identified for the first time from this plant except compound (6). The extract and the tested compounds showed distintict anti-inflammatory activities with no toxicity on RAW 264.7 macrophage cells. CONCLUSION: The extract and the tested compounds showed distintict anti-inflammatory activities with no toxicity on RAW 264.7 macrophage cells. SUMMARY: Investigation of the chemical constituents of the leaves of Salsola imbricata led to isolation of two new isorhamnetin derivatives: isorhamnetin.3-O-beta-D.glucuronyl (1'"-->") glucuronide (1) and its dimethyl ester (2), together with seven known phenolic compounds. The extract and the tested compounds showed distintict anti-inflammatory activities with no toxicity on RAW 264.7 macrophage cells. Abbreviations used: PC: Paper chromatography, MPLC : Medium Pressure Liquid Chromatography, HMBC: Heteronuclear multiple bond correlation, HMQC: Heteronuclear single quantum correlation, NMR: Nuclear magnetic resonance.
