Odoratisol A

CAS# 891182-93-7

Odoratisol A

2D Structure

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Odoratisol A

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Chemical Properties of Odoratisol A

Cas No. 891182-93-7 SDF Download SDF
PubChem ID 11703153 Appearance Powder
Formula C21H24O5 M.Wt 356.41
Type of Compound Lignans Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 2,6-dimethoxy-4-[(2S,3S)-7-methoxy-3-methyl-5-[(E)-prop-1-enyl]-2,3-dihydro-1-benzofuran-2-yl]phenol
SMILES CC=CC1=CC2=C(C(=C1)OC)OC(C2C)C3=CC(=C(C(=C3)OC)O)OC
Standard InChIKey LYZVPGMCGPXCQO-QWTYKDCCSA-N
Standard InChI InChI=1S/C21H24O5/c1-6-7-13-8-15-12(2)20(26-21(15)18(9-13)25-5)14-10-16(23-3)19(22)17(11-14)24-4/h6-12,20,22H,1-5H3/b7-6+/t12-,20-/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.

Source of Odoratisol A

The aril of Myristica fragrans Houtt.

Biological Activity of Odoratisol A

DescriptionOdoratisol A is a natural product from Myristica fragrans Houtt.

Protocol of Odoratisol A

Kinase Assay

New acyclic bis phenylpropanoid and neolignans, from Myristica fragrans Houtt., exhibiting PARP-1 and NF-κB inhibitory effects.[Pubmed: 26920294 ]

Food Chem. 2016 Jul 1;202:269-75.

The bioassay-guided fractionation of the aril of Myristica fragrans (mace spice) yielded five phenolic compounds, one new acyclic bis phenylpropanoid (1) and four previously known phenolic compounds: compounds (1) (S) 1-(3,4,5-trimethoxyphenyl)-2-(3-methoxy-5-(prop-1-yl) phenyl)-propan-1-ol, (2) benzenemethanol; α-[1-[2,6-dimethoxy-4-(2-propen-1-yl)phenoxy]ethyl]-3,4-dimethoxy-1-acetate, (3) Odoratisol A, phenol, 4-[(2S,3S)-2,3-dihydro-7-methoxy-3-methyl-5-(1E)-1-propenyl-2-benzofuranyl]-2,6-dimethoxy, (4) 1,3-benzodioxate-5-methanol,α-[1-[2,6-dimethoxy-4-(2-propenyl)phenoxy]ethyl]-acetate, (5) licarin C; benzofuran,2,3-dihydro-7-methoxy-3-methyl-5-(1E)-1-yl-2-(3,4,5-trimethoxyphenyl).
METHODS AND RESULTS:
An NMR tube Mosher ester reaction was used in an approach to characterize and determine the assignment of the absolute configuration of the new isolated chiral alcohol (1). The PARP-1 inhibitory activity was evaluated for compound (1) (IC50=3.04μM), compound (2) (IC50=0.001μM), compound (4) (IC50=22.07μM) and compound (5) (IC50=3.11μM). Furthermore, the isolated secondary metabolites were tested for NF-κB and K-Ras inhibitory activities. When tested in the p65 assay, compounds (2) and (4) displayed potent NF-κB inhibition (IC50=1.5 nM and 3.4nM, respectively).

Odoratisol A Dilution Calculator

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Odoratisol A Molarity Calculator

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Preparing Stock Solutions of Odoratisol A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8058 mL 14.0288 mL 28.0576 mL 56.1151 mL 70.1439 mL
5 mM 0.5612 mL 2.8058 mL 5.6115 mL 11.223 mL 14.0288 mL
10 mM 0.2806 mL 1.4029 mL 2.8058 mL 5.6115 mL 7.0144 mL
50 mM 0.0561 mL 0.2806 mL 0.5612 mL 1.1223 mL 1.4029 mL
100 mM 0.0281 mL 0.1403 mL 0.2806 mL 0.5612 mL 0.7014 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 Odoratisol A

New acyclic bis phenylpropanoid and neolignans, from Myristica fragrans Houtt., exhibiting PARP-1 and NF-kappaB inhibitory effects.[Pubmed:26920294]

Food Chem. 2016 Jul 1;202:269-75.

The bioassay-guided fractionation of the aril of Myristica fragrans (mace spice) yielded five phenolic compounds, one new acyclic bis phenylpropanoid (1) and four previously known phenolic compounds: compounds (1) (S) 1-(3,4,5-trimethoxyphenyl)-2-(3-methoxy-5-(prop-1-yl) phenyl)-propan-1-ol, (2) benzenemethanol; alpha-[1-[2,6-dimethoxy-4-(2-propen-1-yl)phenoxy]ethyl]-3,4-dimethoxy-1-acetate, (3) Odoratisol A, phenol, 4-[(2S,3S)-2,3-dihydro-7-methoxy-3-methyl-5-(1E)-1-propenyl-2-benzofuranyl]-2,6-d imethoxy, (4) 1,3-benzodioxate-5-methanol,alpha-[1-[2,6-dimethoxy-4-(2-propenyl)phenoxy]ethyl]- acetate, (5) licarin C; benzofuran,2,3-dihydro-7-methoxy-3-methyl-5-(1E)-1-yl-2-(3,4,5-trimethoxyphenyl). An NMR tube Mosher ester reaction was used in an approach to characterize and determine the assignment of the absolute configuration of the new isolated chiral alcohol (1). The PARP-1 inhibitory activity was evaluated for compound (1) (IC50=3.04muM), compound (2) (IC50=0.001muM), compound (4) (IC50=22.07muM) and compound (5) (IC50=3.11muM). Furthermore, the isolated secondary metabolites were tested for NF-kappaB and K-Ras inhibitory activities. When tested in the p65 assay, compounds (2) and (4) displayed potent NF-kappaB inhibition (IC50=1.5 nM and 3.4nM, respectively).

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