N-acetylanonaineCAS# 5894-74-6 |
Quality Control & MSDS
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| Cas No. | 5894-74-6 | SDF | Download SDF |
| PubChem ID | 6453733 | Appearance | Powder |
| Formula | C19H17NO3 | M.Wt | 307.35 |
| Type of Compound | Monoterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 1-[(12R)-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaen-11-yl]ethanone | ||
| SMILES | CC(=O)N1CCC2=CC3=C(C4=C2C1CC5=CC=CC=C54)OCO3 | ||
| Standard InChIKey | XVIHBNVDAPQBRH-OAHLLOKOSA-N | ||
| Standard InChI | InChI=1S/C19H17NO3/c1-11(21)20-7-6-13-9-16-19(23-10-22-16)18-14-5-3-2-4-12(14)8-15(20)17(13)18/h2-5,9,15H,6-8,10H2,1H3/t15-/m1/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. |
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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 | 1. Anemonin, a naturally occurring selective iNOS inhibitor, it has potential anti-inflammatory effect. 2. Anemonin is a potent protective molecule for osteoarthritis, it delays osteoarthritis progression by suppressing ECM loss and chondrocyte hypertrophy partially by suppressing IL-1β/NF-κB pathway activation. 3. Anemonin can alleviate nerve injury after cerebral ischemia and reperfusion (i/r) in rats by improving antioxidant activities and inhibiting apoptosis pathway. 4. Anemonin inhibits melanin synthesis by inhibiting the transcription of the genes encoding MITF, TYR, TRP1, and TRP2. |
| Targets | NOS | IL Receptor | NF-kB | MMP(e.g.TIMP) |
N-acetylanonaine Dilution Calculator
N-acetylanonaine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.2536 mL | 16.2681 mL | 32.5362 mL | 65.0724 mL | 81.3405 mL |
| 5 mM | 0.6507 mL | 3.2536 mL | 6.5072 mL | 13.0145 mL | 16.2681 mL |
| 10 mM | 0.3254 mL | 1.6268 mL | 3.2536 mL | 6.5072 mL | 8.134 mL |
| 50 mM | 0.0651 mL | 0.3254 mL | 0.6507 mL | 1.3014 mL | 1.6268 mL |
| 100 mM | 0.0325 mL | 0.1627 mL | 0.3254 mL | 0.6507 mL | 0.8134 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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Isolation and antimicrobial activities of a novel discolornolide and other compounds from Monanthotaxis discolor.[Pubmed:30663347]
Nat Prod Res. 2019 Jan 19:1-6.
Characterisation of a novel discolornolide (1) isolated from a first time investigation of Monanthotaxis discolor is described. Other 6 known compounds, karatavin (2), N-acetylanonaine (3), quercetin-3-O-arabinose (4), stigmasterol (5), a mixture of stigmasterol and beta-sitosterol (6) and octahydro-5-isopropyl-3-methyl-2-methyleneazulene-8,8-diol (7) isolated are also reported. The structures were established by spectroscopic methods. Citotoxicities and antimicrobial activities of the compounds and crude extracts are also reported whereby compound 1 showed in vitro antifungal activity against Candida albicans and Aspergilus niger at concentrations of 0.13 and 0.17 mg/ml with zones of inhibitions of 7.0 and 5.5 mm respectively. The compound also showed cyitotoxic activity in the brine shrimp test with LC50 of 5.88 mug/ml. - Compound 4 exhibited antibacterial activity against E. coli and S. aureus. The compound also exhibited cytotoxic activities in the brine shrimp test with LC50 of 24.73 mug/mL. The crude extracts exhibited varying citotoxic and in vitro antimicrobial activities.
Biofunctional Constituents from Michelia compressa var. lanyuensis with Anti-Melanogenic Properties.[Pubmed:26151114]
Molecules. 2015 Jul 3;20(7):12166-74.
Seven compounds were extracted and purified from the roots of Michelia compressa var. lanyuensis. These compounds are liriodenine, (-)-N-acetylanonaine, pressalanine A, p-dihydroxybenzaldehyde, 3,4-dihydroxybenzoic acid, (-)-bornesitol and beta-sitostenone. These compounds were screened for anti-proliferation and anti-tyrosinase activities in B16F10 cells. Liriodenine, pressalanine A, (-)-bornesitol and beta-sitostenone displayed cytotoxicity at high concentration (100 muM), but liriodenine (5 muM), (-)-N-acetylanonaine (10 muM), and beta-sitostenone (5 muM) inhibit tyrosinase activity and reduce the melanin content in B16F10 cells without cytotoxicity, suggesting that liriodenine and beta-sitostenone could be safe and potentially used in cosmetic skin whitening.
Bioactive constituents from Michelia champaca.[Pubmed:21941890]
Nat Prod Commun. 2011 Sep;6(9):1251-2.
(-)-Anonaine (1), (-)-asimilobine (2), (-)-nuciferine (3), (-)-anolobine (4), (-)-romerine (5), (-)-N-acetylanonaine (6), liriodenine (7), (+)-syringaresinol (8), N-trans-feruloyltyramine (9), N-cis-feruloyltyramine (10), scopoletin (11), 4-acetonyl-3,5-dimethoxy-p-quinol (12), vanillin (13), vanillic acid (14), syringic acid (15), beta-sitosterol (16) and stigmasterol (17) were isolated from branches of Michelia champaca L. In addition, a cell proliferation assay of five of the isolated compounds on human breast and lung cancer cells showed that liriodenine (7) was the strongest inhibitor.
Secondary metabolites and cytotoxic activities from the stem bark of Zanthoxylum nitidum.[Pubmed:19551734]
Chem Biodivers. 2009 Jun;6(6):846-57.
A dihydrobenzo[c]phenanthridine alkaloid, epizanthocadinanine A (1), together with 27 known compounds, including eight benzo[c]phenanthridines, i.e., oxynitidine (2), oxyavicine (3), oxychelerythrine (4), dihydrochelerythrine (5), 6-acetonyldihydrochelerythrine (6), norchelerythrine (7), decarine (8), and arnottianamide (9); two 2-quinolones, i.e., flindersine (10) and 4-methoxy-1-methyl-2-quinolone (11); two furoquinolines, i.e., skimmianine (12) and gamma-fagarine (13); three aporphines, i.e., liriodenine (14), N-acetyldehydroanonaine (15), and N-acetylanonaine (16); six lignans, i.e., sesamin (17), episesamin (18), piperitol-3,3-dimethylallyl ether (19), xanthoxylol-3,3-dimethylallyl ether (20), savinin (21), and 2,3-bis(3,4-methylenedioxybenzyl)but-2-en-4-olide (22); three terpenoids, i.e., alpha-cadinol (23), anticopalol (24), and spathulenol (25); one coumarin, i.e., aesculetin dimethyl ether (26); and two steroids, i.e., beta-sitosterol (27) and beta-sitostenone (28) were isolated from the stem bark of Zanthoxylum nitidum. Their structures were elucidated on the basis of extensive 1D- and 2D-NMR as well as MS analyses. Moreover, the recently reported structures 2'-4' of rhoifolines B and A, and '8-methoxynorchelerythrine', resp., isolated as new compounds from Z. rhoifolium and Z. nitidum, resp., could be assigned the revised structures 2-4 by reinvestigation of the spectroscopic data. In addition, the cytotoxicity of the isolates was evaluated on the MCF-7, NCI-H460, and SF-268 cell lines. Among these isolates, liriodenine (14) was the most active compound against the MCF-7, NCI-H460, and SF-268 cell lines with IC(50) values of 2.19, 2.38, and 3.19 microg/ml, resp.
Antiplatelet activity of aporphine and phenanthrenoid alkaloids from Aromadendron elegans Blume.[Pubmed:16619347]
Phytother Res. 2006 Jun;20(6):493-6.
Six aporphine and one phenanthrenoid alkaloids isolated from Aromadendron elegans Blume were investigated for their ability to inhibit arachidonic acid (AA), collagen and ADP induced platelet aggregation in human whole blood. The antiplatelet activity of the compounds was measured in vitro by the Chrono Log whole blood aggregometer using an electrical impedance method. Of the compounds tested, (-)-N-acetylnornuciferine, (-)-N-acetylanonaine and 1-(N-acetyl-N-methylamino)ethyl-3,4,6-trimethoxy-7-hydroxyphenanthrene showed strong inhibition on platelet aggregation caused by all three inducers. (-)-N-acetylanonaine was the most effective antiplatelet compound as it inhibited both arachidonic acid, collagen and ADP-induced platelet aggregation with IC(50) values of 66.1, 95.1 and 80.6 microm, respectively.
Antiplatelet activities of aporphine alkaloids isolated from leaves of Magnolia obovata.[Pubmed:12677533]
Planta Med. 2003 Mar;69(3):267-9.
Five aporphine alkaloids, N-acetylanonaine ( 1), N-acetylxylopine ( 2), N-formylanonaine ( 3), liriodenine ( 4), and lanuginosine ( 5) as the antiplatelet constituents, were isolated from the methanol extract of leaves of Magnolia obovata. This is the first reported occurrence of 2 and 3 from genus Magnolia and 5 was isolated from this plant for the first time. Compounds 1, 2 and 3 showed 60 approximately 264-fold stronger inhibitory effects than acetylsalicylic acid (ASA) to rat platelet aggregation induced by collagen, epinephrine, arachidonic acid (AA), or U46619.
Inhibition of platelet-activating factor receptor binding by aporphine and phenanthrenoid alkaloids from Aromadendron elegans.[Pubmed:11488464]
Planta Med. 2001 Jul;67(5):466-7.
Six aporphine and one phenanthrenoid alkaloids isolated from Aromadendron elegans Blume were investigated for their inhibitory effect on platelet-activating factor (PAF) binding to rabbit platelets using 3H-PAF as a ligand. Of the compounds tested, (-)-N-acetylanonaine, 1-(N-acetyl-N-methylamino)ethyl-3,4,6-trimethoxy-7-hydroxy-phenanthrene, and predicentrine showed strong inhibition of
