HaplopineCAS# 5876-17-5 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 5876-17-5 | SDF | Download SDF |
| PubChem ID | 165368 | Appearance | Powder |
| Formula | C13H11NO4 | M.Wt | 245.2 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 4,8-dimethoxy-9H-furo[2,3-b]quinolin-7-one | ||
| SMILES | COC1=C2C=CC(=O)C(=C2NC3=C1C=CO3)OC | ||
| Standard InChIKey | WXPKAFIGBNLGNT-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C13H11NO4/c1-16-11-7-3-4-9(15)12(17-2)10(7)14-13-8(11)5-6-18-13/h3-6,14H,1-2H3 | ||
| 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. | ||
| Description | 1. Haplopine shows photo-activated antimicrobial activity against S. aureus. 2. Haplopine exhibits potent melanogenesis-inhibitory activities with almost no toxicity to the cells. |
| Targets | Tyrosinase | Antifection |
Haplopine Dilution Calculator
Haplopine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 4.0783 mL | 20.3915 mL | 40.783 mL | 81.5661 mL | 101.9576 mL |
| 5 mM | 0.8157 mL | 4.0783 mL | 8.1566 mL | 16.3132 mL | 20.3915 mL |
| 10 mM | 0.4078 mL | 2.0392 mL | 4.0783 mL | 8.1566 mL | 10.1958 mL |
| 50 mM | 0.0816 mL | 0.4078 mL | 0.8157 mL | 1.6313 mL | 2.0392 mL |
| 100 mM | 0.0408 mL | 0.2039 mL | 0.4078 mL | 0.8157 mL | 1.0196 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
- Meranzin hydrate
Catalog No.:BCN5798
CAS No.:5875-49-0
- Proparacaine HCl
Catalog No.:BCC5073
CAS No.:5875-06-9
- Licochalcone B
Catalog No.:BCN6333
CAS No.:58749-23-8
- Licochalcone A
Catalog No.:BCN6332
CAS No.:58749-22-7
- H-D-Ser-OMe.HCl
Catalog No.:BCC3098
CAS No.:5874-57-7
- 16-Oxoprometaphanine
Catalog No.:BCN5797
CAS No.:58738-31-1
- H-D-Cha-OH
Catalog No.:BCC2662
CAS No.:58717-02-5
- Dihydrokavain
Catalog No.:BCN2677
CAS No.:587-63-3
- 3,4-Dichloro-Phe-OH
Catalog No.:BCC2636
CAS No.:587-56-4
- 2-C-Methyl-D-erythritol
Catalog No.:BCC8570
CAS No.:58698-37-6
- Boc-Cys(Acm)-ONp
Catalog No.:BCC3375
CAS No.:58651-76-6
- PH-797804
Catalog No.:BCC3672
CAS No.:586379-66-0
- Pinostilbenoside
Catalog No.:BCN5799
CAS No.:58762-96-2
- Alpha-Belladonnine
Catalog No.:BCN1894
CAS No.:5878-33-1
- ZCL278
Catalog No.:BCC3665
CAS No.:587841-73-4
- C7280948
Catalog No.:BCC6443
CAS No.:587850-67-7
- ABT 724 trihydrochloride
Catalog No.:BCC7293
CAS No.:587870-77-7
- KU 55933
Catalog No.:BCC2475
CAS No.:587871-26-9
- Benzalazine
Catalog No.:BCC8843
CAS No.:588-68-1
- Toosendanin
Catalog No.:BCN1007
CAS No.:58812-37-6
- SB 297006
Catalog No.:BCC6129
CAS No.:58816-69-6
- [Leu5]-Enkephalin
Catalog No.:BCC5831
CAS No.:58822-25-6
- Secoxyloganin
Catalog No.:BCN5800
CAS No.:58822-47-2
- 9-Oxonerolidol
Catalog No.:BCN5801
CAS No.:58865-88-6
Photo-activated DNA binding and antimicrobial activities of furoquinoline and pyranoquinolone alkaloids from rutaceae.[Pubmed:15229804]
Planta Med. 2004 Jun;70(6):531-5.
To find novel photo-active compounds of potential use in photochemotherapy from higher plants, photo-activated antimicrobial and DNA binding activities of the furoquinolines, skimmianine, kokusaginine, and Haplopine, and a pyranoquinolone, flindersine, from two species of Rutaceae plants were investigated. TLC overlay assays against a methichillin-resistant strain of Staphylococcus aureus and Candida albicans were employed to test antimicrobial properties. All of the tested compounds showed photo-activated antimicrobial activity against S. aureus in the order of kokusaginine > Haplopine, flindersine > skimmianine. Weaker activity was found for C. albicans. Photo-activated DNA binding activity of these compounds was investigated by a method using restriction enzymes and a specially designed 1.5 kb DNA fragment. Kokusaginine showed inhibition against all of the 16 restriction enzymes. Haplopine showed a similar inhibition pattern but the binding activity against Asc I and Sma I with restriction sequences consisting only of G and C was very weak. Skimmianine showed binding activity against Xba I, BciV I, Sal I, Pst I, Sph I and Hind III, but very weak or no activity was found for the other restriction enzymes. A pyranoquinolone, flindersine, showed no activity against any of the restriction enzymes. Photo-activated DNA binding activity of furoquinolines was therefore in the order of kokusaginine > Haplopine > skimmianine, which was the same order as their photo-activated antimicrobial activity against S. aureus. Therefore, it was concluded that DNA is one of the cellular targets for the furoquinolines to exert their biological activities, similar to psoralens. However, because flindersine showed photo-activated antimicrobial activity against S. aureus but did not show photo-activated DNA binding activity, it is clear that there are other cellular target components for this compound to exert photo-toxic activity.
In vivo and in vitro production of alkaloids by Haplophyllum patavinum.[Pubmed:11990434]
Nat Prod Lett. 2002 Apr;16(2):95-100.
A protocol for shoot induction from callus of Haplophyllum patavinum was established. Two known furoquinoline (skimmianine and Haplopine), and three quinolone (edulinine, ribalinine and isoplatydesmine) alkaloids were isolated for the first time from plant material, callus and shoot cultures of this species. The structures of these compounds have been characterised on the basis of spectroscopic evidence.
Melanogenesis-Inhibitory and Cytotoxic Activities of Limonoids, Alkaloids, and Phenolic Compounds from Phellodendron amurense Bark.[Pubmed:28425165]
Chem Biodivers. 2017 Jul;14(7).
Four limonoids, 1 - 4, five alkaloids, 5 - 9, and four phenolic compounds, 10 - 13, were isolated from a MeOH extract of the bark of Phellodendron amurense (Rutaceae). Among these, compound 13 was new, and its structure was established as rel-(1R,2R,3R)-5-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-6-methoxy-1-(methoxycarbon ylmethyl)indane-2-carboxylic acid methyl ester (gamma-di(methyl ferulate)) based on the spectrometric analysis. Upon evaluation of compounds 1 - 13 against the melanogenesis in the B16 melanoma cells induced with alpha-melanocyte-stimulating hormone (alpha-MSH), four compounds, limonin (1), noroxyhydrastinine (6), Haplopine (7), and 4-methoxy-1-methylquinolin-2(1H)-one (8), exhibited potent melanogenesis-inhibitory activities with almost no toxicity to the cells. Western blot analysis revealed that compound 6 inhibited melanogenesis, at least in part, by inhibiting the expression of protein levels of tyrosinase, TRP-1, and TRP-2 in alpha-MSH-stimulated B16 melanoma cells. In addition, when compounds 1 - 13 were evaluated for their cytotoxic activities against leukemia (HL60), lung (A549), duodenum (AZ521), and breast (SK-BR-3) cancer cell lines, five compounds, berberine (5), 8, canthin-6-one (9), alpha-di-(methyl ferulate) (12), and 13, exhibited cytotoxicities against one or more cancer cell lines with IC50 values in the range of 2.6 - 90.0 mum. In particular, compound 5 exhibited strong cytotoxicity against AZ521 (IC50 2.6 mum) which was superior to that of the reference cisplatin (IC50 9.5 mum).
