3606-45-9,MFCD00872066
Catalog No.:AA00BZ9L

3606-45-9 | Dihydrosanguinarine

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1mg
≥98%
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$56.00   $39.00
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5mg
≥98%
in stock  
$246.00   $172.00
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10mg
≥98%
in stock  
$432.00   $302.00
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25mg
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$742.00   $519.00
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  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00BZ9L
Chemical Name:
Dihydrosanguinarine
CAS Number:
3606-45-9
Molecular Formula:
C20H15NO4
Molecular Weight:
333.3374
MDL Number:
MFCD00872066
SMILES:
CN1Cc2c3OCOc3ccc2c2c1c1cc3OCOc3cc1cc2
Properties
Computed Properties
 
Complexity:
530  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
0  
Isotope Atom Count:
0  
Rotatable Bond Count:
0  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
4.1  

Literature

Title: NQO1 involves in the imine bond reduction of sanguinarine and recombinant adeno-associated virus mediated NQO1 overexpression decreases sanguinarine-induced cytotoxicity in rat BRL cells.

Journal: Toxicology letters 20140210

Title: A new protoberberine alkaloid from Meconopsis simplicifolia (D. Don) Walpers with potent antimalarial activity against a multidrug resistant Plasmodium falciparum strain.

Journal: Journal of ethnopharmacology 20131212

Title: Anti-inflammatory effects of Hylomecon hylomeconoides in RAW 264.7 cells.

Journal: European review for medical and pharmacological sciences 20120701

Title: Antiparasitic efficacy of dihydrosanguinarine and dihydrochelerythrine from Macleaya microcarpa against Ichthyophthirius multifiliis in richadsin (Squaliobarbus curriculus).

Journal: Veterinary parasitology 20111229

Title: Alkaloids from Papaver coreanum.

Journal: Natural product communications 20111101

Title: Potent family-18 chitinase inhibitors: x-ray structures, affinities, and binding mechanisms.

Journal: The Journal of biological chemistry 20110708

Title: Inhibitory activity of dihydrosanguinarine and dihydrochelerythrine against phytopathogenic fungi.

Journal: Natural product research 20110701

Title: Phytochemical and antimicrobial characterization of Macleaya cordata herb.

Journal: Fitoterapia 20101201

Title: Fluorescence of sanguinarine: spectral changes on interaction with amino acids.

Journal: Physical chemistry chemical physics : PCCP 20101007

Title: In vitro leishmanicidal activity of benzophenanthridine alkaloids from Bocconia pearcei and related compounds.

Journal: Chemical & pharmaceutical bulletin 20100801

Title: Interaction of sanguinarine and its dihydroderivative with the Na+/K+-ATPase. Complex view on the old problem.

Journal: Toxicology letters 20100616

Title: Antibacterial activity of Hylomecon hylomeconoides against methicillin-resistant Staphylococcus aureus.

Journal: Applied biochemistry and biotechnology 20100401

Title: Integration of deep transcriptome and proteome analyses reveals the components of alkaloid metabolism in opium poppy cell cultures.

Journal: BMC plant biology 20100101

Title: Antifungal activity of the benzo[c]phenanthridine alkaloids from Chelidonium majus Linn against resistant clinical yeast isolates.

Journal: Journal of ethnopharmacology 20090925

Title: Fluorescence of sanguinarine: fundamental characteristics and analysis of interconversion between various forms.

Journal: Analytical and bioanalytical chemistry 20090901

Title: [Alkaloids from Macleaya cordata].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090701

Title: Cytotoxic activity of sanguinarine and dihydrosanguinarine in human promyelocytic leukemia HL-60 cells.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20090601

Title: Analysis of alkaloids in Macleaya cordata (Willd.) R. Br. using high-performance liquid chromatography with diode array detection and electrospray ionization mass spectrometry.

Journal: Journal of chromatography. A 20090313

Title: The toxicity and pharmacokinetics of dihydrosanguinarine in rat: a pilot study.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20080701

Title: Synergistic effects of sequential treatment with methyl jasmonate, salicylic acid and yeast extract on benzophenanthridine alkaloid accumulation and protein expression in Eschscholtzia californica suspension cultures.

Journal: Journal of biotechnology 20080520

Title: Differential induction of protein expression and benzophenanthridine alkaloid accumulation in Eschscholtzia californica suspension cultures by methyl jasmonate and yeast extract.

Journal: Journal of microbiology and biotechnology 20080201

Title: Quantitative 1H NMR metabolomics reveals extensive metabolic reprogramming of primary and secondary metabolism in elicitor-treated opium poppy cell cultures.

Journal: BMC plant biology 20080101

Title: [Alkaloid constituents of Corydalis adunca].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20071101

Title: Disposition of sanguinarine in the rat.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20070501

Title: Gene transcript and metabolite profiling of elicitor-induced opium poppy cell cultures reveals the coordinate regulation of primary and secondary metabolism.

Journal: Planta 20070401

Title: Metabolism of sanguinarine: the facts and the myths.

Journal: Current drug metabolism 20070201

Title: Sanguinarine reductase, a key enzyme of benzophenanthridine detoxification.

Journal: Plant, cell & environment 20060201

Title: A liquid chromatographic-mass spectrometric evidence of dihydrosanguinarine as a first metabolite of sanguinarine transformation in rat.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20060102

Title: [Studies on the alkaloids from the herb of Corydalis adunca].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20050201

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

Journal: Phytochemical analysis : PCA 20050101

Title: Achiral and chiral determination of benzophenanthridine alkaloids from methanol extracts of Hylomecon species by high performance liquid chromatography.

Journal: Archives of pharmacal research 20030201

Title: Argemone oil induced cellular damage in the reproductive tissues of transgenic Drosophila melanogaster: protective role of 70 kDa heat shock protein.

Journal: Journal of biochemical and molecular toxicology 20030101

Title: Identification of benzophenanthridine alkaloids from Bocconia arborea by gas chromatography-mass spectrometry.

Journal: Phytochemical analysis : PCA 20020101

Title: Direct determination of alkaloid contents in Fumaria species by GC-MS.

Journal: Phytochemical analysis : PCA 20020101

Title: Two antimicrobial alkaloids from Bocconia arborea.

Journal: Journal of ethnopharmacology 19990801

Title: Vrba J, et al. Cytotoxic activity of sanguinarine and dihydrosanguinarine in human promyelocytic leukemia HL-60 cells. Toxicol In Vitro. 2009 Jun;23(4):580-8.

Title: Feng G, et al. Inhibitory activity of dihydrosanguinarine and dihydrochelerythrine against phytopathogenic fungi. Nat Prod Res. 2011 Jul;25(11):1082-9.

Title: Vrublova E, et al. The toxicity and pharmacokinetics of dihydrosanguinarine in rat: a pilot study. Food Chem Toxicol. 2008 Jul;46(7):2546-53.

Title: Fuchino H, et al. In vitro leishmanicidal activity of benzophenanthridine alkaloids from Bocconia pearcei and related compounds. Chem Pharm Bull (Tokyo). 2010 Aug;58(8):1047-50.

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SDS
Historical Records
Tags:3606-45-9 Molecular Formula|3606-45-9 MDL|3606-45-9 SMILES|3606-45-9 Dihydrosanguinarine
Catalog No.: AA00BZ9L
3606-45-9,MFCD00872066
3606-45-9 | Dihydrosanguinarine
Pack Size: 1mg
Purity: ≥98%
in stock
$56.00 $39.00
Pack Size: 5mg
Purity: ≥98%
in stock
$246.00 $172.00
Pack Size: 10mg
Purity: ≥98%
in stock
$432.00 $302.00
Pack Size: 25mg
Purity: ≥98%
in stock
$742.00 $519.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA00BZ9L
Chemical Name: Dihydrosanguinarine
CAS Number: 3606-45-9
Molecular Formula: C20H15NO4
Molecular Weight: 333.3374
MDL Number: MFCD00872066
SMILES: CN1Cc2c3OCOc3ccc2c2c1c1cc3OCOc3cc1cc2
Properties
Complexity: 530  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 25  
Hydrogen Bond Acceptor Count: 5  
Hydrogen Bond Donor Count: 0  
Isotope Atom Count: 0  
Rotatable Bond Count: 0  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 4.1  
Literature fold

Title: NQO1 involves in the imine bond reduction of sanguinarine and recombinant adeno-associated virus mediated NQO1 overexpression decreases sanguinarine-induced cytotoxicity in rat BRL cells.

Journal: Toxicology letters20140210

Title: A new protoberberine alkaloid from Meconopsis simplicifolia (D. Don) Walpers with potent antimalarial activity against a multidrug resistant Plasmodium falciparum strain.

Journal: Journal of ethnopharmacology20131212

Title: Anti-inflammatory effects of Hylomecon hylomeconoides in RAW 264.7 cells.

Journal: European review for medical and pharmacological sciences20120701

Title: Antiparasitic efficacy of dihydrosanguinarine and dihydrochelerythrine from Macleaya microcarpa against Ichthyophthirius multifiliis in richadsin (Squaliobarbus curriculus).

Journal: Veterinary parasitology20111229

Title: Alkaloids from Papaver coreanum.

Journal: Natural product communications20111101

Title: Potent family-18 chitinase inhibitors: x-ray structures, affinities, and binding mechanisms.

Journal: The Journal of biological chemistry20110708

Title: Inhibitory activity of dihydrosanguinarine and dihydrochelerythrine against phytopathogenic fungi.

Journal: Natural product research20110701

Title: Phytochemical and antimicrobial characterization of Macleaya cordata herb.

Journal: Fitoterapia20101201

Title: Fluorescence of sanguinarine: spectral changes on interaction with amino acids.

Journal: Physical chemistry chemical physics : PCCP20101007

Title: In vitro leishmanicidal activity of benzophenanthridine alkaloids from Bocconia pearcei and related compounds.

Journal: Chemical & pharmaceutical bulletin20100801

Title: Interaction of sanguinarine and its dihydroderivative with the Na+/K+-ATPase. Complex view on the old problem.

Journal: Toxicology letters20100616

Title: Antibacterial activity of Hylomecon hylomeconoides against methicillin-resistant Staphylococcus aureus.

Journal: Applied biochemistry and biotechnology20100401

Title: Integration of deep transcriptome and proteome analyses reveals the components of alkaloid metabolism in opium poppy cell cultures.

Journal: BMC plant biology20100101

Title: Antifungal activity of the benzo[c]phenanthridine alkaloids from Chelidonium majus Linn against resistant clinical yeast isolates.

Journal: Journal of ethnopharmacology20090925

Title: Fluorescence of sanguinarine: fundamental characteristics and analysis of interconversion between various forms.

Journal: Analytical and bioanalytical chemistry20090901

Title: [Alkaloids from Macleaya cordata].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica20090701

Title: Cytotoxic activity of sanguinarine and dihydrosanguinarine in human promyelocytic leukemia HL-60 cells.

Journal: Toxicology in vitro : an international journal published in association with BIBRA20090601

Title: Analysis of alkaloids in Macleaya cordata (Willd.) R. Br. using high-performance liquid chromatography with diode array detection and electrospray ionization mass spectrometry.

Journal: Journal of chromatography. A20090313

Title: The toxicity and pharmacokinetics of dihydrosanguinarine in rat: a pilot study.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20080701

Title: Synergistic effects of sequential treatment with methyl jasmonate, salicylic acid and yeast extract on benzophenanthridine alkaloid accumulation and protein expression in Eschscholtzia californica suspension cultures.

Journal: Journal of biotechnology20080520

Title: Differential induction of protein expression and benzophenanthridine alkaloid accumulation in Eschscholtzia californica suspension cultures by methyl jasmonate and yeast extract.

Journal: Journal of microbiology and biotechnology20080201

Title: Quantitative 1H NMR metabolomics reveals extensive metabolic reprogramming of primary and secondary metabolism in elicitor-treated opium poppy cell cultures.

Journal: BMC plant biology20080101

Title: [Alkaloid constituents of Corydalis adunca].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials20071101

Title: Disposition of sanguinarine in the rat.

Journal: Xenobiotica; the fate of foreign compounds in biological systems20070501

Title: Gene transcript and metabolite profiling of elicitor-induced opium poppy cell cultures reveals the coordinate regulation of primary and secondary metabolism.

Journal: Planta20070401

Title: Metabolism of sanguinarine: the facts and the myths.

Journal: Current drug metabolism20070201

Title: Sanguinarine reductase, a key enzyme of benzophenanthridine detoxification.

Journal: Plant, cell & environment20060201

Title: A liquid chromatographic-mass spectrometric evidence of dihydrosanguinarine as a first metabolite of sanguinarine transformation in rat.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences20060102

Title: [Studies on the alkaloids from the herb of Corydalis adunca].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica20050201

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

Journal: Phytochemical analysis : PCA20050101

Title: Achiral and chiral determination of benzophenanthridine alkaloids from methanol extracts of Hylomecon species by high performance liquid chromatography.

Journal: Archives of pharmacal research20030201

Title: Argemone oil induced cellular damage in the reproductive tissues of transgenic Drosophila melanogaster: protective role of 70 kDa heat shock protein.

Journal: Journal of biochemical and molecular toxicology20030101

Title: Identification of benzophenanthridine alkaloids from Bocconia arborea by gas chromatography-mass spectrometry.

Journal: Phytochemical analysis : PCA20020101

Title: Direct determination of alkaloid contents in Fumaria species by GC-MS.

Journal: Phytochemical analysis : PCA20020101

Title: Two antimicrobial alkaloids from Bocconia arborea.

Journal: Journal of ethnopharmacology19990801

Title: Vrba J, et al. Cytotoxic activity of sanguinarine and dihydrosanguinarine in human promyelocytic leukemia HL-60 cells. Toxicol In Vitro. 2009 Jun;23(4):580-8.

Title: Feng G, et al. Inhibitory activity of dihydrosanguinarine and dihydrochelerythrine against phytopathogenic fungi. Nat Prod Res. 2011 Jul;25(11):1082-9.

Title: Vrublova E, et al. The toxicity and pharmacokinetics of dihydrosanguinarine in rat: a pilot study. Food Chem Toxicol. 2008 Jul;46(7):2546-53.

Title: Fuchino H, et al. In vitro leishmanicidal activity of benzophenanthridine alkaloids from Bocconia pearcei and related compounds. Chem Pharm Bull (Tokyo). 2010 Aug;58(8):1047-50.

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