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Nervogenic acid

CAS# 17622-86-5

Nervogenic acid

2D Structure

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Quality Control of Nervogenic acid

3D structure

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Nervogenic acid

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Chemical Properties of Nervogenic acid

Cas No. 17622-86-5 SDF Download SDF
PubChem ID 5320129 Appearance Powder
Formula C17H22O3 M.Wt 274.4
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 4-hydroxy-3,5-bis(3-methylbut-2-enyl)benzoic acid
SMILES CC(=CCC1=CC(=CC(=C1O)CC=C(C)C)C(=O)O)C
Standard InChIKey LSVOBJIOONAGLU-UHFFFAOYSA-N
Standard InChI InChI=1S/C17H22O3/c1-11(2)5-7-13-9-15(17(19)20)10-14(16(13)18)8-6-12(3)4/h5-6,9-10,18H,7-8H2,1-4H3,(H,19,20)
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 Nervogenic acid

The herbs of Piper aduncum.

Biological Activity of Nervogenic acid

Description1. Nervogenic acid shows good pro-coagulant activity in vitro. 2. Nervogenic acid displays significant antibacterial activities. 3. Nervogenic acid has antioxidative activity, it exhibits higher activity than that of t-butyl-4- hydroxyanisole (BHA) using the ferric thiocyanate method.
TargetsAntifection

Nervogenic acid Dilution Calculator

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Nervogenic acid Molarity Calculator

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Preparing Stock Solutions of Nervogenic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.6443 mL 18.2216 mL 36.4431 mL 72.8863 mL 91.1079 mL
5 mM 0.7289 mL 3.6443 mL 7.2886 mL 14.5773 mL 18.2216 mL
10 mM 0.3644 mL 1.8222 mL 3.6443 mL 7.2886 mL 9.1108 mL
50 mM 0.0729 mL 0.3644 mL 0.7289 mL 1.4577 mL 1.8222 mL
100 mM 0.0364 mL 0.1822 mL 0.3644 mL 0.7289 mL 0.9111 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 Nervogenic acid

New nervogenic acid derivatives from Liparis nervosa.[Pubmed:23322560]

Planta Med. 2013 Mar;79(3-4):281-7.

Ten new Nervogenic acid derivatives (1-4, 6-11) and one known compound (5) have been isolated from Liparis nervosa. Their structures were determined using extensive spectroscopic analysis, including 1D and 2D NMR experiments. Compounds 3, 4, 9, 10, and 11 were evaluated for their cytotoxicity against A549, H460, Hela, MCF-7, Caco2, and HepG2 human cancer cell lines.

Five new prenylated p-hydroxybenzoic acid derivatives with antimicrobial and molluscicidal activity from Piper aduncum leaves.[Pubmed:8302955]

Planta Med. 1993 Dec;59(6):546-51.

Five new prenylated benzoic acid derivatives, methyl 3-(3,7-dimethyl-2,6-octadienyl)-4-methoxybenzoate (1), 1-(1-methylethyl)-4-methyl-3-cyclohexenyl 3,5-bis(3-methyl-2-butenyl)-4-hydroxybenzoate (2), 1-(1-methylethyl)-4-methyl-3-cyclohexenyl 3,5-bis(3-methyl-2-butenyl)-4-methoxybenzoate (3), methyl 3,5-bis(3-methyl-2-butenyl)-4-methoxybenzoate (4), and 4-hydroxy-3-(3-methyl-2-butenyl)-5-(3-methyl-2-butenyl)-benzoic acid (5) were isolated from the dried leaves of Piper aduncum L. (Piperaceae). Together with the new metabolites, four known prenylated benzoic acid derivatives, 3,5-bis(3-methyl-2-butenyl)-4-methoxybenzoic acid (6), 4-hydroxy-3,5-bis(3-methyl-2-butenyl)-benzoic acid (Nervogenic acid, 7), methyl 4-hydroxy-3,5-bis(3-methyl-2-butenyl)-benzoate (8), and methyl 4-hydroxy-3-(3-methyl-2-butenyl)-benzoate (9) as well as, dillapiol (10), myristicin, and the three sesquiterpenes humulene, caryophyllene epoxide, and humulene epoxide were isolated. Compounds 7, 8, and 9 are reported as natural products for the first time. The structures of the isolates were elucidated by spectroscopic methods, mainly 1D-and 2D-NMR spectroscopy. Isolates 4-7, 9, and 10 were molluscicidal while 2, 5-7, and 9 displayed significant antibacterial activities.

A new nervogenic acid glycoside with pro-coagulant activity from Liparis nervosa.[Pubmed:24079181]

Nat Prod Commun. 2013 Aug;8(8):1115-6.

In an effort to identify hemostatic components from Liparis nervosa (Thunb.) Lindl. using a bioactivity-guided fractionation approach, the n-BuOH extract was found to promote ADP-induced platelet aggregation and two compounds were isolated from the active extract. Compound 1 was a new Nervogenic acid glycoside and the structure was elucidated as 3,5-bis(3-methyl-but-2-enyl)-4-O-[beta-D-xylopyranosyl-(1 -->2)-beta-D-glucopyranosyl]-benzoic acid by extensive spectroscopic measurements. Adenosine (2) was isolated from this plant for the first time. Compound 1 also showed good pro-coagulant activity in vitro.

Glycosylated nervogenic acid derivatives from Liparis condylobulbon (Reichb.f.) leaves.[Pubmed:19664759]

Carbohydr Res. 2009 Sep 8;344(13):1770-4.

Three new Nervogenic acid glycosides, 1-O-alpha-L-rhamnopyranosyl 3,5-bis(3-methyl-but-2-enyl)-4-O-[alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyr anosyl]-benzoate, 3,5-bis(3-methyl-but-2-enyl)-4-O-[alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyr anosyl]-benzoic acid, and bis{3,5-bis(3-methyl-but-2-enyl)-4-O-[alpha-L-rhamnopyranosyl-(1-->2)-beta-D-gluc opyranosyl]-benzoyl} 1,2-O-beta-d-glucopyranose, which we named condobulbosides A-C, were isolated from a methanol extract of the leaves of Liparis condylobulbon together with an apigenin C-glycoside, schaftoside. Their structures were established on the basis of spectral techniques, namely, UV, IR, HR-MS spectroscopy, both 1D and 2D NMR experiments, and chemical reactions.

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