Angustone ACAS# 90686-13-8 |
Quality Control & MSDS
3D structure
Package In Stock
Number of papers citing our products
| Cas No. | 90686-13-8 | SDF | Download SDF |
| PubChem ID | 15664151 | Appearance | Powder |
| Formula | C25H26O6 | M.Wt | 422.5 |
| Type of Compound | Flavonoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 3-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-6-(3-methylbut-2-enyl)chromen-4-one | ||
| SMILES | CC(=CCC1=C(C=CC(=C1O)C2=COC3=C(C2=O)C(=C(C(=C3)O)CC=C(C)C)O)O)C | ||
| Standard InChIKey | KKFAKKIIFUFASS-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C25H26O6/c1-13(2)5-7-16-19(26)10-9-15(23(16)28)18-12-31-21-11-20(27)17(8-6-14(3)4)24(29)22(21)25(18)30/h5-6,9-12,26-29H,7-8H2,1-4H3 | ||
| 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. | ||
Angustone A Dilution Calculator
Angustone A Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.3669 mL | 11.8343 mL | 23.6686 mL | 47.3373 mL | 59.1716 mL |
| 5 mM | 0.4734 mL | 2.3669 mL | 4.7337 mL | 9.4675 mL | 11.8343 mL |
| 10 mM | 0.2367 mL | 1.1834 mL | 2.3669 mL | 4.7337 mL | 5.9172 mL |
| 50 mM | 0.0473 mL | 0.2367 mL | 0.4734 mL | 0.9467 mL | 1.1834 mL |
| 100 mM | 0.0237 mL | 0.1183 mL | 0.2367 mL | 0.4734 mL | 0.5917 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. | |||||
Calcutta University
University of Minnesota
University of Maryland School of Medicine
University of Illinois at Chicago
The Ohio State University
University of Zurich
Harvard University
Colorado State University
Auburn University
Yale University
Worcester Polytechnic Institute
Washington State University
Stanford University
University of Leipzig
Universidade da Beira Interior
The Institute of Cancer Research
Heidelberg University
University of Amsterdam
University of Auckland
TsingHua University
The University of Michigan
Miami University
DRURY University
Jilin University
Fudan University
Wuhan University
Sun Yat-sen University
Universite de Paris
Deemed University
Auckland University
The University of Tokyo
Korea University
- 3-O-Feruloyl-5-caffeoylquinic acid
Catalog No.:BCX2180
CAS No.:173658-86-1
- 5-Methoxy-[8]-gingerol
Catalog No.:BCX2179
CAS No.:863780-81-8
- Na-p-Hydroxycoumaroyltryptophan
Catalog No.:BCX2178
CAS No.:171741-93-8
- Crenatoside
Catalog No.:BCX2177
CAS No.:Crenatoside
- N-Caffeoyltryptophan
Catalog No.:BCX2176
CAS No.:109163-69-1
- 3alpha-Hydroxytirucalla-7,24-dien-21-oic acid
Catalog No.:BCX2175
CAS No.:82509-40-8
- Acacetin 7-O-glucuronide
Catalog No.:BCX2174
CAS No.:38226-83-4
- 3-O-Acetyl-11-methoxy-alpha-boswellic acid
Catalog No.:BCX2173
CAS No.:1619260-05-7
- Tetrandrine 2' beta-oxide (Tetrandrine-2'-N-beta-oxide)
Catalog No.:BCX2172
CAS No.:62828-25-5
- 1-(4,7-Dimethoxy-1,3-benzodioxol-5-yl)-1-propanone
Catalog No.:BCX2171
CAS No.:107882-48-4
- Peiioside A
Catalog No.:BCX2170
CAS No.:1610618-94-4
- Obtusichromoneside A
Catalog No.:BCX2169
CAS No.:2414481-20-0
- Pulsatiloside B
Catalog No.:BCX2182
CAS No.:178825-03-1
- 7alpha-Hydroxydehydroabietic acid
Catalog No.:BCX2183
CAS No.:76235-98-8
- Verticilla-4(20),7,11-triene
Catalog No.:BCX2184
CAS No.:386223-19-4
- Angelol D
Catalog No.:BCX2185
CAS No.:83199-39-7
- 6-Methyl citrate
Catalog No.:BCX2186
CAS No.:26163-65-5
- Angelol E
Catalog No.:BCX2187
CAS No.:83156-03-0
- Tricin 4'-O-(erythro-beta-guaiacylglyceryl)ether
Catalog No.:BCX2188
CAS No.:1292294-32-6
- Ilexosapogenin A
Catalog No.:BCX2189
CAS No.:148031-70-3
- 6-[2,3-Dihydroxy-1-methoxy-3-methylbutyl]-7-methoxycoumarin)
Catalog No.:BCX2190
CAS No.:425370-70-3
- Trollisin I
Catalog No.:BCX2191
CAS No.:911063-04-2
- Mulberroside E
Catalog No.:BCX2192
CAS No.:193483-94-2
- Gymnoside VI
Catalog No.:BCX2193
CAS No.:899430-06-9
Coumaronochromones, flavanones, and isoflavones from the twigs and leaves of Erythrina subumbrans inhibit PTP1B and nitric oxide production.[Pubmed:36481312]
Phytochemistry. 2023 Feb;206:113550.
A chemical investigation of the twigs and leaves of Erythrina subumbrans led to the isolation and structural elucidation of three coumaronochromones, erythrinasubumbrin A and (+/-)-erythrinasubumbrin B, five prenylated flavanones, (+/-)-erythrinasubumbrin C and erythrinasubumbrins D-F, and two prenylated isoflavones, (+/-)-5,4'-dihydroxy-[4,5-cis-4-ethoxy-5-hydroxy-6,6-dimethyl-4,5-dihydropyrano (2,3:7,6)]-isoflavone, in addition to 18 known analogues. Two extra cinnamylphenols previously only known as commercial synthetic products were also isolated and elucidated from a natural source for the first time, and assigned the trivial names erythrinasubumbrins G and H. Their structures were characterized by detailed analysis of spectroscopic data, including HRESIMS and 2D NMR. The absolute configurations of the previously undescribed isolates and the known coumaronochromone lupinol C were determined by specific rotation and electronic circular dichroism (ECD) data. All the isolates were evaluated for their inhibitory activities on protein tyrosine phosphatase 1 B (PTP1B) and nitric oxide (NO) production in lipopolysaccharide (LPS)-induced BV-2 microglial cells as well as their cytotoxicity against the HCT116 cell line. The pair of enantiomers, (+)-5,4'-dihydroxy-[4,5-cis-4-ethoxy-5-hydroxy-6,6-dimethyl-4,5-dihydropyrano (2,3:7,6)]-isoflavone and (-)-5,4'-dihydroxy-[4,5-cis-4-ethoxy-5-hydroxy-6,6-dimethyl-4,5-dihydropyrano (2,3:7,6)]-isoflavone, and the known compounds lupinol C, 4'-O-methyl-8-prenylnaringenin, glepidotin B, shuterin, parvisoflavones A, luteone, lupiwighteone, 2,3-dehydrokievitone, 6,8-diprenylgenistein, Angustone A, and 2'-O-demethylbidwillol B exhibited different levels of PTP1B inhibitory activities with IC(50) values ranging from 3.21 to 19.17 muM, while erythrinasubumbrin A, (-)-erythrinasubumbrin B, (+)-5,4'-dihydroxy-[4,5-cis-4-ethoxy-5-hydroxy-6,6-dimethyl-4,5-dihydropyrano (2,3:7,6)]-isoflavone, (-)-5,4'-dihydroxy-[4,5-cis-4-ethoxy-5-hydroxy-6,6-dimethyl-4,5-dihydropyrano (2,3:7,6)]-isoflavone, and the known compounds lupinol C, 8-prenylnaringenin, macatrichocarpin A, alpinumisoflavone, and 2'-O-demethylbidwillol B substantially inhibited NO production in BV-2 microglial cells. In addition, 8-prenylnaringenin showed weak cytotoxicity with an IC(50) value of 9.13 muM. This is the first report of PTP1B inhibitory activity for a coumaronochromone.
