Home Other Building Blocks 19186-35-7
19186-35-7,MFCD01699018
Catalog No.:AA002FF1

19186-35-7 | Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR)-

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25mg
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50mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002FF1
Chemical Name:
Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR)-
CAS Number:
19186-35-7
Molecular Formula:
C22H22O7
Molecular Weight:
398.4059
MDL Number:
MFCD01699018
SMILES:
COc1cc(cc(c1OC)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2Cc2c1cc1OCOc1c2
NSC Number:
403148
Properties
Computed Properties
 
Complexity:
598  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
7  
Rotatable Bond Count:
4  
XLogP3:
3.1  

Literature

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Journal: Bioorganic & medicinal chemistry letters 20121201

Title: Anti-mycobacterial natural products from the Canadian medicinal plant Juniperus communis.

Journal: Journal of ethnopharmacology 20120928

Title: Synthesis and biological evaluation of conjugates of deoxypodophyllotoxin and 5-FU as inducer of caspase-3 and -7.

Journal: European journal of medicinal chemistry 20120301

Title: Influence of the skeleton on the cytotoxicity of flavonoids.

Journal: Bioorganic & medicinal chemistry 20120201

Title: Carbamates of 4'-demethyl-4-deoxypodophyllotoxin: synthesis, cytotoxicity and cell cycle effects.

Journal: Bioorganic & medicinal chemistry letters 20111215

Title: Absolute configuration of podophyllotoxin related lignans from Bursera fagaroides using vibrational circular dichroism.

Journal: Phytochemistry 20111201

Title: Identification of lignans and related compounds in Anthriscus sylvestris by LC-ESI-MS/MS and LC-SPE-NMR.

Journal: Phytochemistry 20111201

Title: Design, synthesis and antiproliferative activities of biarylolefins based on polyhydroxylated and carbohydrate scaffolds.

Journal: European journal of medicinal chemistry 20110901

Title: Synthesis and biological evaluation of derivatives of 4-deoxypodophyllotoxin as antitumor agents.

Journal: European journal of medicinal chemistry 20110901

Title: Seasonal variations in the deoxypodophyllotoxin content and yield of Anthriscus sylvestris L. (Hoffm.) grown in the field and under controlled conditions.

Journal: Journal of agricultural and food chemistry 20110810

Title: Podophyllotoxin and deoxypodophyllotoxin in Juniperus bermudiana and 12 other Juniperus species: optimization of extraction, method validation, and quantification.

Journal: Journal of agricultural and food chemistry 20110810

Title: Three new cytotoxic aryltetralin lignans from Sinopodophyllum emodi.

Journal: Bioorganic & medicinal chemistry letters 20110615

Title: Determination of picropodophyllin and its isomer podophyllotoxin in human serum samples with electrospray ionization of hexylamine adducts by liquid chromatography-tandem mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20110215

Title: Pharmacological effect of deoxypodophyllotoxin: a medicinal agent of plant origin, on mammalian neurons.

Journal: Neurotoxicology 20101201

Title: [Effect of deoxypodophyllotoxin on membrane potential of dorsal unpaired median neurons and its relationship with sodium channel].

Journal: Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases 20101001

Title: Inhibitory effects of deoxypodophyllotoxin from Anthriscus sylvestris on human CYP2C9 and CYP3A4.

Journal: Planta medica 20100501

Title: Natural products-based insecticidal agents 5. Design, semisynthesis and insecticidal activity of novel 4'-substituted benzenesulfonate derivatives of 4-deoxypodophyllotoxin against Mythimna separata Walker in vivo.

Journal: Bioorganic & medicinal chemistry letters 20100415

Title: First synthesis and biological evaluation of novel spin-labeled derivatives of deoxypodophyllotoxin.

Journal: European journal of medicinal chemistry 20100401

Title: Deoxypodophyllotoxin induces G2/M cell cycle arrest and apoptosis in HeLa cells.

Journal: Cancer letters 20100128

Title: Deoxypodophyllotoxin inhibits the expression of intercellular adhesion molecule-1 induced by tumor necrosis factor-alpha in murine lung epithelial cells.

Journal: Biological & pharmaceutical bulletin 20100101

Title: Aspergillus fumigatus Fresenius, an endophytic fungus from Juniperus communis L. Horstmann as a novel source of the anticancer pro-drug deoxypodophyllotoxin.

Journal: Journal of applied microbiology 20090901

Title: Antitumor activity of deoxypodophyllotoxin isolated from Anthriscus sylvestris: Induction of G2/M cell cycle arrest and caspase-dependent apoptosis.

Journal: Bioorganic & medicinal chemistry letters 20090801

Title: Deoxypodophyllotoxin, flavolignan, from Anthriscus sylvestris Hoffm. inhibits migration and MMP-9 via MAPK pathways in TNF-alpha-induced HASMC.

Journal: Vascular pharmacology 20090701

Title: The naturally occurring flavolignan, deoxypodophyllotoxin, inhibits lipopolysaccharide-induced iNOS expression through the NF-kappaB activation in RAW264.7 macrophage cells.

Journal: Biological & pharmaceutical bulletin 20080701

Title: Metabolic stereoselectivity of cytochrome P450 3A4 towards deoxypodophyllotoxin: In silico predictions and experimental validation.

Journal: European journal of medicinal chemistry 20080601

Title: Antineoplastic agents. 536. New sources of naturally occurring cancer cell growth inhibitors from marine organisms, terrestrial plants, and microorganisms(1a,).

Journal: Journal of natural products 20080301

Title: Characterization of in vitro metabolites of deoxypodophyllotoxin in human and rat liver microsomes using liquid chromatography/tandem mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20080101

Title: Lignans from Dysosma versipellis with inhibitory effects on prostate cancer cell lines.

Journal: Journal of natural products 20070201

Title: Bioconversion of deoxypodophyllotoxin into epipodophyllotoxin in E. coli using human cytochrome P450 3A4.

Journal: Journal of biotechnology 20061110

Title: Deoxypodophyllotoxin (DPT) inhibits eosinophil recruitment into the airway and Th2 cytokine expression in an OVA-induced lung inflammation.

Journal: Planta medica 20060701

Title: Deoxypodophyllotoxin content and antioxidant activity of aerial parts of Anthriscus sylvestris Hoffm.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20060101

Title: Insecticidal activity of deoxypodophyllotoxin, isolated from Juniperus sabina L, and related lignans against larvae of Pieris rapae L.

Journal: Pest management science 20041101

Title: An analysis of cytotoxic botanical formulations used in the traditional medicine of ancient Persia as abortifacients.

Journal: Journal of natural products 20040801

Title: Dual inhibition of cyclooxygenases-2 and 5-lipoxygenase by deoxypodophyllotoxin in mouse bone marrow-derived mast cells.

Journal: Biological & pharmaceutical bulletin 20040601

Title: Deoxypodophyllotoxin, a naturally occurring lignan, inhibits the passive cutaneous anaphylaxis reaction.

Journal: Planta medica 20040501

Title: Deoxypodophyllotoxin reduces skin pigmentation of brown Guinea pigs.

Journal: Planta medica 20040401

Title: Antineoplastic agents. 522. Hernandia peltata (Malaysia) and Hernandia nymphaeifolia (Republic of Maldives).

Journal: Journal of natural products 20040201

Title: Beta-peltatin 6-O-methyltransferase from suspension cultures of Linum nodiflorum.

Journal: Phytochemistry 20030901

Title: Antitumor activity of unsaturated fatty acid esters of 4'-demethyldeoxypodophyllotoxin.

Journal: Bioorganic & medicinal chemistry letters 20030818

Title: The bioconversion process of deoxypodophyllotoxin with Linum flavum cell cultures.

Journal: Planta medica 20030801

Title: Prodrugs of 4'-demethyl-4-deoxypodophyllotoxin: synthesis and evaluation of the antitumor activity.

Journal: Bioorganic & medicinal chemistry letters 20021202

Title: Biosynthesis of podophyllotoxin in Linum album cell cultures.

Journal: Planta 20021001

Title: Flow cytometric estimation on cytotoxic activity of leaf extracts from seashore plants in subtropical Japan: isolation, quantification and cytotoxic action of (-)-deoxypodophyllotoxin.

Journal: Phytotherapy research : PTR 20020601

Title: Deoxypodophyllotoxin; the cytotoxic and antiangiogenic component from Pulsatilla koreana.

Journal: Planta medica 20020301

Title: Synthesis and cytotoxicity of 3,4-diaryl-2(5H)-furanones.

Journal: Bioorganic & medicinal chemistry letters 20020225

Title: A fast and simple GC MS method for lignan profiling in Anthriscus sylvestris and biosynthetically related Plant species.

Journal: Planta medica 20011201

Title: Deoxypodophyllotoxin 6-hydroxylase, a cytochrome P450 monooxygenase from cell cultures of Linum flavum involved in the biosynthesis of cytotoxic lignans.

Journal: Planta 20011201

Title: Design, synthesis and antiproliferative activity of tripentones: a new series of antitubulin agents.

Journal: Bioorganic & medicinal chemistry letters 20010820

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Tags:19186-35-7 Molecular Formula|19186-35-7 MDL|19186-35-7 SMILES|19186-35-7 Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)-, (5R,5aR,8aR)-