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475-75-2 | Liriodenine
CAS No: 475-75-2 Catalog No: AG003617 MDL No:
Product Description
Catalog Number:
AG003617
Chemical Name:
Liriodenine
CAS Number:
475-75-2
Molecular Formula:
C17H9NO3
Molecular Weight:
275.2583
IUPAC Name:
3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,11,14,16,18-octaen-13-one
InChI:
InChI=1S/C17H9NO3/c19-16-11-4-2-1-3-10(11)14-13-9(5-6-18-15(13)16)7-12-17(14)21-8-20-12/h1-7H,8H2
InChI Key:
MUMCCPUVOAUBAN-UHFFFAOYSA-N
SMILES:
O=C1c2ccccc2c2c3c1nccc3cc1c2OCO1
UNII:
E134R7X4O9
Properties
Complexity:
453
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
275.058g/mol
Formal Charge:
0
Heavy Atom Count:
21
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
275.263g/mol
Monoisotopic Mass:
275.058g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
48.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.4
Literature
| Title | Journal |
|---|---|
| New naphthoquinones and an alkaloid with in vitro activity against Toxoplasma gondii RH and EGS strains. | Experimental parasitology 20121201 |
| Synthesis, characterization, and in vitro antitumor properties of gold(III) compounds with the traditional Chinese medicine (TCM) active ingredient liriodenine. | Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20120201 |
| The first bis-retrochalcone from Fissistigma latifolium. | Planta medica 20111201 |
| Trypanocidal activity of oxoaporphine and pyrimidine-β-carboline alkaloids from the branches of Annona foetida Mart. (Annonaceae). | Molecules (Basel, Switzerland) 20111123 |
| [Alkaloids and anthraquinones from branches and leaves of uvaria kurzii]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20110501 |
| Liriodenine, early antimicrobial defence in Annona diversifolia. | Zeitschrift fur Naturforschung. C, Journal of biosciences 20110101 |
| Inhibitory effects of phylligenin and quebrachitol isolated from Mitrephora vulpina on platelet activating factor receptor binding and platelet aggregation. | Molecules (Basel, Switzerland) 20101103 |
| Bioactive constituents of the stem bark of Mitrephora glabra. | Journal of natural products 20091101 |
| 7,7-Dimethylaporphine alkaloids from the stem of Guatteriopsis friesiana. | Journal of natural products 20090801 |
| Secondary metabolites and cytotoxic activities from the stem bark of Zanthoxylum nitidum. | Chemistry & biodiversity 20090601 |
| Effects of anonaine on dopamine biosynthesis and L-DOPA-induced cytotoxicity in PC12 cells. | Molecules (Basel, Switzerland) 20080227 |
| Liriodenine inhibits dopamine biosynthesis and L-DOPA-induced dopamine content in PC12 cells. | Archives of pharmacal research 20070801 |
| Advances in development of dopaminergic aporphinoids. | Journal of medicinal chemistry 20070125 |
| Antibacterial and cytotoxic compounds from the bark of Cananga odorata. | Fitoterapia 20051201 |
| Liriodenine inhibits the proliferation of human hepatoma cell lines by blocking cell cycle progression and nitric oxide-mediated activation of p53 expression. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20050701 |
| The vascular and cardioprotective effects of liriodenine in ischemia-reperfusion injury via NO-dependent pathway. | Nitric oxide : biology and chemistry 20041201 |
| Anti-cancer effect of liriodenine on human lung cancer cells. | The Kaohsiung journal of medical sciences 20040801 |
| Roraimine: a bisbenzylisoquinoline alkaloid from Cissampelos sympodialis roots. | Fitoterapia 20020701 |
| New sesquiterpenoids from the root of Guatteria multivenia. | Journal of natural products 20020601 |
| Mechanical effects of liriodenine on the left ventricular-arterial coupling in Wistar rats: pressure-stroke volume analysis. | British journal of pharmacology 20010501 |
| Quantitative determination of liriodenine and moupinamide in five species of Mollinedia by high performance liquid chromatography. | Phytochemical analysis : PCA 20010101 |
| Antipoliovirus structure-activity relationships of some aporphine alkaloids. | Journal of natural products 19980401 |
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