Home Other Building Blocks 476-32-4
476-32-4,MFCD00069660
Catalog No.:AA00I8LG

476-32-4 | [1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridin-6-ol,5b,6,7,12b,13,14-hexahydro-13-methyl-, (5bR,6S,12bS)-

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
≥98%
in stock  
$48.00   $33.00
- +
5mg
≥98%
in stock  
$205.00   $143.00
- +
10mg
≥98%
in stock  
$340.00   $238.00
- +
25mg
≥98%
in stock  
$679.00   $475.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00I8LG
Chemical Name:
[1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridin-6-ol,5b,6,7,12b,13,14-hexahydro-13-methyl-, (5bR,6S,12bS)-
CAS Number:
476-32-4
Molecular Formula:
C20H19NO5
Molecular Weight:
353.3686
MDL Number:
MFCD00069660
SMILES:
CN1CC2=C(C=CC3=C2OCO3)C4C1C5=CC6=C(C=C5CC4O)OCO6
Properties
Computed Properties
 
Complexity:
560  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
1  
XLogP3:
2.2  

Literature

Title: Multiple mechanisms of cell death induced by chelidonine in MCF-7 breast cancer cell line.

Journal: Chemico-biological interactions 20141105

Title: Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.

Journal: Bioorganic & medicinal chemistry 20121115

Title: Chelidonine isolated from ethanolic extract of Chelidonium majus promotes apoptosis in HeLa cells through p38-p53 and PI3K/AKT signalling pathways.

Journal: Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine 20120901

Title: The in vivo effect of chelidonine on the stem cell system of planarians.

Journal: European journal of pharmacology 20120705

Title: Total syntheses of chelidonine and norchelidonine via an enamide-benzyne-[2 + 2] cycloaddition cascade.

Journal: Organic letters 20120601

Title: Alkaloids from Chelidonium majus and their inhibitory effects on LPS-induced NO production in RAW264.7 cells.

Journal: Bioorganic & medicinal chemistry letters 20111201

Title: In vivo anthelmintic activity of chelidonine from Chelidonium majus L. against Dactylogyrus intermedius in Carassius auratus.

Journal: Parasitology research 20111101

Title: Capillary electrophoresis with LED-induced native fluorescence detection for determination of isoquinoline alkaloids and their cytotoxicity in extracts of Chelidonium majus L.

Journal: Journal of chromatography. A 20110805

Title: Benzo[c]phenanthridine alkaloids exhibit strong anti-proliferative activity in malignant melanoma cells regardless of their p53 status.

Journal: Journal of dermatological science 20110401

Title: Medicinal plants used as antitumor agents in Brazil: an ethnobotanical approach.

Journal: Evidence-based complementary and alternative medicine : eCAM 20110101

Title: Acetylcholinesterase and butyrylcholinesterase inhibitory compounds from Chelidonium majus (Papaveraceae).

Journal: Natural product communications 20101101

Title: Simultaneous determination of seven main alkaloids of Chelidonium majus L. by ultra-performance LC with photodiode-array detection.

Journal: Journal of separation science 20100401

Title: Polymorphic nucleic Acid binding of bioactive isoquinoline alkaloids and their role in cancer.

Journal: Journal of nucleic acids 20100101

Title: [Comparative substrate-inhibitor analysis of liver monoamine oxidases of minks].

Journal: Zhurnal evoliutsionnoi biokhimii i fiziologii 20100101

Title: Cytotoxic activity of proteins isolated from extracts of Corydalis cava tubers in human cervical carcinoma HeLa cells.

Journal: BMC complementary and alternative medicine 20100101

Title: Transcriptional down regulation of hTERT and senescence induction in HepG2 cells by chelidonine.

Journal: World journal of gastroenterology 20090807

Title: A decisive role of mitochondria in defining rate and intensity of apoptosis induction by different alkaloids.

Journal: Toxicology letters 20080401

Title: Apoptogenic activity of two benzophenanthridine alkaloids from Chelidonium majus L. does not correlate with their DNA damaging effects.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20080301

Title: Differential effect of sanguinarine, chelerythrine and chelidonine on DNA damage and cell viability in primary mouse spleen cells and mouse leukemic cells.

Journal: Cell biology international 20080201

Title: Concise enantioselective total syntheses of (+)-homochelidonine, (+)-chelamidine, (+)-chelidonine, (+)-chelamine and (+)-norchelidonine by a Pd II-catalyzed ring-opening strategy.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20080101

Title: Ukrain modulates glial fibrillary acidic protein, but not connexin 43 expression, and induces apoptosis in human cultured glioblastoma cells.

Journal: Anti-cancer drugs 20070701

Title: Apoptotic response of uveal melanoma cells upon treatment with chelidonine, sanguinarine and chelerythrine.

Journal: Cancer letters 20060608

Title: [Experimental study of the inhibitory effects of Chelidonium majus L. extractive on Streptococcus mutans in vitro].

Journal: Shanghai kou qiang yi xue = Shanghai journal of stomatology 20060601

Title: Effect of Ukrain on matrix metalloproteinase-2 and Secreted Protein Acidic and Rich in Cysteine (SPARC) expression in human glioblastoma cells.

Journal: Anti-cancer drugs 20060201

Title: Proapoptotic activity of Ukrain is based on Chelidonium majus L. alkaloids and mediated via a mitochondrial death pathway.

Journal: BMC cancer 20060101

Title: Intestinal spasmolytic effects of STW 5 (Iberogast) and its components.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20060101

Title: Pharmacologic reductions of total tau levels; implications for the role of microtubule dynamics in regulating tau expression.

Journal: Molecular neurodegeneration 20060101

Title: [Effect of alkaloids from celandine on calcium accumulation and oxidative phosphorylation in mitochondria depending on their DNA intercalating properties].

Journal: Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20060101

Title: Ukrain - a new cancer cure? A systematic review of randomised clinical trials.

Journal: BMC cancer 20050101

Title: Identification and quantification of isoquinoline alkaloids in the genus Sarcocapnos by GC-MS.

Journal: Phytochemical analysis : PCA 20050101

Title: [Effect of some isoquinoline alkaloids on enzymatic activity of acetylcholinesterase and monoamine oxidase].

Journal: Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20050101

Title: Cytotoxic activity and quality control determinations on Chelidonium majus.

Journal: Fitoterapia 20030201

Title: Preliminary evaluation of CNS effects of 6-O-substituted chelidonine derivatives.

Journal: Acta poloniae pharmaceutica 20030101

Title: [Inhibition of liver mitochondrial monoamine oxidase activity by alkaloids isolated from Chelidonium and Macleaya and by their derivative drugs].

Journal: Tsitologiia 20030101

Title: Inhibitory activity on binding of specific ligands to the human angiotensin II AT(1) and endothelin 1 ET(A) receptors: bioactive benzo[c]phenanthridine alkaloids from the root of Bocconia frutescens.

Journal: Planta medica 20020901

Title: NSC-631570 (Ukrain) in the palliative treatment of pancreatic cancer. Results of a phase II trial.

Journal: Langenbeck's archives of surgery 20020301

Title: Effect of a homeopathic drug, Chelidonium, in amelioration of p-DAB induced hepatocarcinogenesis in mice.

Journal: BMC complementary and alternative medicine 20020101

Title: [Inhibition by various alkaloids of acetylcholinesterase and butyrylcholinesterase from human blood].

Journal: Zhurnal evoliutsionnoi biokhimii i fiziologii 20020101

Title: Synthesis of a [18F]labeled chelidonine derivative as a possible antitumor agent.

Journal: Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 20010301

Title: Inhibitory effects of sanguinarine on monoamine oxidase activity in mouse brain.

Journal: Phytotherapy research : PTR 20010301

Title: The effects of chelidonine on tubulin polymerisation, cell cycle progression and selected signal transmission pathways.

Journal: European journal of cell biology 20010101

Title: Synthesis and biological activity of O-acyl and O-alkyl chelidonine derivatives.

Journal: European journal of medicinal chemistry 20010101

Title: [The inhibition enzymatic hydrolysis of acetylthiocholine by acetylcholinesterase using principal alkaloids isolated from celandine and macleya and their derivatives].

Journal: Tsitologiia 20010101

Title: HIV-1 and HIV-2 reverse transcriptases: a comparative study of sensitivity to inhibition by selected natural products.

Journal: Biochemical and biophysical research communications 19920529

Title: Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase.

Journal: Journal of natural products 19910101

Title: Studies on the participation of the dopaminergic system in the central effects of chelidonine.

Journal: Polish journal of pharmacology and pharmacy 19900101

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:476-32-4 Molecular Formula|476-32-4 MDL|476-32-4 SMILES|476-32-4 [1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridin-6-ol,5b,6,7,12b,13,14-hexahydro-13-methyl-, (5bR,6S,12bS)-