487-03-6,MFCD00834164
Catalog No.:AA00D8FR

487-03-6 | Harmol

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1mg
≥98%
in stock  
$105.00   $73.00
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200mg
>98.0%(T)
in stock  
$143.00   $100.00
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1g
>98.0%(T)
in stock  
$566.00   $396.00
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  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00D8FR
Chemical Name:
Harmol
CAS Number:
487-03-6
Molecular Formula:
C12H10N2O
Molecular Weight:
198.2206
MDL Number:
MFCD00834164
SMILES:
Oc1ccc2c(c1)[nH]c1c2ccnc1C
NSC Number:
72292
Properties
Computed Properties
 
Complexity:
516  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0  
Rotatable Bond Count:
0  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
0.7  

Literature

Title: Simultaneous determination of alkaloids and flavonoids from aerial parts of Passiflora species and dietary supplements using UPLC-UV-MS and HPTLC.

Journal: Natural product communications 20120901

Title: Structure-activity relationship study of beta-carboline derivatives as haspin kinase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20120301

Title: 'True' antiandrogens-selective non-ligand-binding pocket disruptors of androgen receptor-coactivator interactions: novel tools for prostate cancer.

Journal: Journal of medicinal chemistry 20120223

Title: Harmaline and harmalol inhibit the carcinogen-activating enzyme CYP1A1 via transcriptional and posttranslational mechanisms.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20120201

Title: Novel indoleamine 2,3-dioxygenase-1 inhibitors from a multistep in silico screen.

Journal: Bioorganic & medicinal chemistry 20120201

Title: Transcriptional and posttranslational inhibition of dioxin-mediated induction of CYP1A1 by harmine and harmol.

Journal: Toxicology letters 20120105

Title: Administration of harmine and imipramine alters creatine kinase and mitochondrial respiratory chain activities in the rat brain.

Journal: Depression research and treatment 20120101

Title: Metabolism and disposition of N,N-dimethyltryptamine and harmala alkaloids after oral administration of ayahuasca.

Journal: Drug testing and analysis 20120101

Title: Expression of ABC Efflux transporters in placenta from women with insulin-managed diabetes.

Journal: PloS one 20120101

Title: Combined fluorescence spectroscopy and molecular modeling studies on the interaction between harmalol and human serum albumin.

Journal: Journal of pharmaceutical and biomedical analysis 20120101

Title: Inhibition of human cytochrome P450 enzymes 3A4 and 2D6 by β-carboline alkaloids, harmine derivatives.

Journal: Phytotherapy research : PTR 20111101

Title: In vitro and in vivo activities of Peganum harmala extract against Leishmania major.

Journal: Journal of research in medical sciences : the official journal of Isfahan University of Medical Sciences 20110801

Title: The inhibition activity of selected beta-carboline alkaloids on enzymes of acetylcholinesterase and butyrylcholinesterase.

Journal: Ceska a Slovenska farmacie : casopis Ceske farmaceuticke spolecnosti a Slovenske farmaceuticke spolecnosti 20110601

Title: β-carboline compounds, including harmine, inhibit DYRK1A and tau phosphorylation at multiple Alzheimer's disease-related sites.

Journal: PloS one 20110101

Title: The β-carboline alkaloid harmol induces cell death via autophagy but not apoptosis in human non-small cell lung cancer A549 cells.

Journal: Biological & pharmaceutical bulletin 20110101

Title: Comparative Effects of α-, β-, and γ-Carbolines on Platelet Aggregation and Lipid Membranes.

Journal: Journal of toxicology 20110101

Title: Role of natural herbs in the treatment of hypertension.

Journal: Pharmacognosy reviews 20110101

Title: Mitochondrial dysfunction and biotransformation of β-carboline alkaloids, harmine and harmaline, on isolated rat hepatocytes.

Journal: Chemico-biological interactions 20101205

Title: Interaction of β-carboline alkaloids with RNA.

Journal: DNA and cell biology 20101201

Title: Beta-carboline alkaloids harmaline and harmalol induce melanogenesis through p38 mitogen-activated protein kinase in B16F10 mouse melanoma cells.

Journal: BMB reports 20101201

Title: Beta-carboline alkaloids bind DNA.

Journal: Journal of photochemistry and photobiology. B, Biology 20100802

Title: beta-Carboline alkaloids in Peganum harmala and inhibition of human monoamine oxidase (MAO).

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20100301

Title: Inhibitory effect of hydroxyindoles and their analogues on human melanoma tyrosinase.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20100101

Title: Gene expression signature-based screening identifies new broadly effective influenza a antivirals.

Journal: PloS one 20100101

Title: Harmine and imipramine promote antioxidant activities in prefrontal cortex and hippocampus.

Journal: Oxidative medicine and cellular longevity 20100101

Title: Acetylcholinesterase inhibitive activity-guided isolation of two new alkaloids from seeds of Peganum nigellastrum Bunge by an in vitro TLC- bioautographic assay.

Journal: Archives of pharmacal research 20090901

Title: Harmol induces apoptosis by caspase-8 activation independently of Fas/Fas ligand interaction in human lung carcinoma H596 cells.

Journal: Anti-cancer drugs 20090601

Title: 3-Hydr-oxy-1,2,3,9-tetra-hydro-pyrrolo[2,1-b]quinazolin-4-ium chloride dihydrate: (+)-vasicinol hydro-chloride dihydrate from Peganum harmala L.

Journal: Acta crystallographica. Section E, Structure reports online 20090301

Title: Antiplatelet activity of beta-carboline alkaloids from Perganum harmala: a possible mechanism through inhibiting PLCgamma2 phosphorylation.

Journal: Vascular pharmacology 20090101

Title: Floral nectar composition of Peganum harmala L.

Journal: Natural product research 20090101

Title: Apparent differences in mechanisms of harmol sulfate biliary excretion in mice and rats.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20081101

Title: Effect of Peganum harmala or its beta-carboline alkaloids on certain antibiotic resistant strains of bacteria and protozoa from poultry.

Journal: Phytotherapy research : PTR 20081101

Title: Indolealkylamines: biotransformations and potential drug-drug interactions.

Journal: The AAPS journal 20080601

Title: MPP(+)-induced cytotoxicity in neuroblastoma cells: Antagonism and reversal by guanosine.

Journal: Purinergic signalling 20070901

Title: Effects of ayahuasca on psychometric measures of anxiety, panic-like and hopelessness in Santo Daime members.

Journal: Journal of ethnopharmacology 20070725

Title: Antioxidant properties of beta-carboline alkaloids are related to their antimutagenic and antigenotoxic activities.

Journal: Mutagenesis 20070701

Title: Determination of beta-carboline alkaloids in foods and beverages by high-performance liquid chromatography with electrochemical detection at a glassy carbon electrode modified with carbon nanotubes.

Journal: Analytica chimica acta 20070307

Title: The important role of Bcrp (Abcg2) in the biliary excretion of sulfate and glucuronide metabolites of acetaminophen, 4-methylumbelliferone, and harmol in mice.

Journal: Molecular pharmacology 20061201

Title: Evaluation of the role of multidrug resistance-associated protein (Mrp) 3 and Mrp4 in hepatic basolateral excretion of sulfate and glucuronide metabolites of acetaminophen, 4-methylumbelliferone, and harmol in Abcc3-/- and Abcc4-/- mice.

Journal: The Journal of pharmacology and experimental therapeutics 20061201

Title: Effects of beta-carboline alkaloids on the object recognition task in mice.

Journal: Life sciences 20061026

Title: Partial least squares-based multivariate spectral calibration method for simultaneous determination of beta-carboline derivatives in Peganum harmala seed extracts.

Journal: Analytica chimica acta 20060811

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Preparation, structure and spasmolytic activities of some derivatives of harmine series of alkaloids.

Journal: Natural product research 20060301

Title: Effect of chlorine as substituent on the photochemistry and acid-base properties of beta-carboline alkaloids.

Journal: Journal of photochemistry and photobiology. B, Biology 20060201

Title: Comparison of the Protective Effect of Indole beta-carbolines and R-(-)-deprenyl Against Nitrogen Species-Induced Cell Death in Experimental Culture Model of Parkinson's Disease.

Journal: Journal of clinical neurology (Seoul, Korea) 20050401

Title: Protective effect of 1-methylated beta-carbolines against 3-morpholinosydnonimine-induced mitochondrial damage and cell viability loss in PC12 cells.

Journal: Neurochemical research 20041001

Title: Synthesis and antimycobacterial activity of some beta-carboline alkaloids.

Journal: Natural product research 20040801

Title: N-methylated beta-carbolines protect PC12 cells from cytotoxic effect of MPP+ by attenuation of mitochondrial membrane permeability change.

Journal: Neuroscience research 20030701

Title: Microbial metabolites of harman alkaloids.

Journal: Chemical & pharmaceutical bulletin 20030601

Title: Sulfate conjugating and transport functions of MDCK distal tubular cells.

Journal: Kidney international 20030301

Title: HPLC method for the analysis of harmol, harmalol, harmine and harmaline in the seeds of Peganum harmala L.

Journal: Journal of pharmaceutical and biomedical analysis 20030226

Title: Determination of N,N-dimethyltryptamine and beta-carboline alkaloids in human plasma following oral administration of Ayahuasca.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20021105

Title: Transport of the sulfated, amidated bile acid, sulfolithocholyltaurine, into rat hepatocytes is mediated by Oatp1 and Oatp2.

Journal: Hepatology (Baltimore, Md.) 20020501

Title: Beta-carbolines as specific inhibitors of cyclin-dependent kinases.

Journal: Bioorganic & medicinal chemistry letters 20020408

Title: Anti-AIDS agents. 46. Anti-HIV activity of harman, an anti-HIV principle from Symplocos setchuensis, and its derivatives.

Journal: Journal of natural products 20010701

Title: Protective effect of harmaline and harmalol against dopamine- and 6-hydroxydopamine-induced oxidative damage of brain mitochondria and synaptosomes, and viability loss of PC12 cells.

Journal: The European journal of neuroscience 20010501

Title: Enzymatic characterization and interspecies difference of phenol sulfotransferases, ST1A forms.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20010301

Title: Comparative study on the vasorelaxant effects of three harmala alkaloids in vitro.

Journal: Japanese journal of pharmacology 20010301

Title: Development of a pharmacophore for inhibition of human liver cytochrome P-450 2D6: molecular modeling and inhibition studies.

Journal: Journal of medicinal chemistry 19930430

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SDS
Tags:487-03-6 Molecular Formula|487-03-6 MDL|487-03-6 SMILES|487-03-6 Harmol
Catalog No.: AA00D8FR
487-03-6,MFCD00834164
487-03-6 | Harmol
Pack Size: 1mg
Purity: ≥98%
in stock
$105.00 $73.00
Pack Size: 200mg
Purity: >98.0%(T)
in stock
$143.00 $100.00
Pack Size: 1g
Purity: >98.0%(T)
in stock
$566.00 $396.00
Quantity
- +
Add to Card
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bulk Quotation Request
Technical Information
Catalog Number: AA00D8FR
Chemical Name: Harmol
CAS Number: 487-03-6
Molecular Formula: C12H10N2O
Molecular Weight: 198.2206
MDL Number: MFCD00834164
SMILES: Oc1ccc2c(c1)[nH]c1c2ccnc1C
NSC Number: 72292
Properties
Complexity: 516  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 15  
Hydrogen Bond Acceptor Count: 3  
Hydrogen Bond Donor Count: 2  
Isotope Atom Count: 0  
Rotatable Bond Count: 0  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 0.7  
Literature fold

Title: Simultaneous determination of alkaloids and flavonoids from aerial parts of Passiflora species and dietary supplements using UPLC-UV-MS and HPTLC.

Journal: Natural product communications20120901

Title: Structure-activity relationship study of beta-carboline derivatives as haspin kinase inhibitors.

Journal: Bioorganic & medicinal chemistry letters20120301

Title: 'True' antiandrogens-selective non-ligand-binding pocket disruptors of androgen receptor-coactivator interactions: novel tools for prostate cancer.

Journal: Journal of medicinal chemistry20120223

Title: Harmaline and harmalol inhibit the carcinogen-activating enzyme CYP1A1 via transcriptional and posttranslational mechanisms.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20120201

Title: Novel indoleamine 2,3-dioxygenase-1 inhibitors from a multistep in silico screen.

Journal: Bioorganic & medicinal chemistry20120201

Title: Transcriptional and posttranslational inhibition of dioxin-mediated induction of CYP1A1 by harmine and harmol.

Journal: Toxicology letters20120105

Title: Administration of harmine and imipramine alters creatine kinase and mitochondrial respiratory chain activities in the rat brain.

Journal: Depression research and treatment20120101

Title: Metabolism and disposition of N,N-dimethyltryptamine and harmala alkaloids after oral administration of ayahuasca.

Journal: Drug testing and analysis20120101

Title: Expression of ABC Efflux transporters in placenta from women with insulin-managed diabetes.

Journal: PloS one20120101

Title: Combined fluorescence spectroscopy and molecular modeling studies on the interaction between harmalol and human serum albumin.

Journal: Journal of pharmaceutical and biomedical analysis20120101

Title: Inhibition of human cytochrome P450 enzymes 3A4 and 2D6 by β-carboline alkaloids, harmine derivatives.

Journal: Phytotherapy research : PTR20111101

Title: In vitro and in vivo activities of Peganum harmala extract against Leishmania major.

Journal: Journal of research in medical sciences : the official journal of Isfahan University of Medical Sciences20110801

Title: The inhibition activity of selected beta-carboline alkaloids on enzymes of acetylcholinesterase and butyrylcholinesterase.

Journal: Ceska a Slovenska farmacie : casopis Ceske farmaceuticke spolecnosti a Slovenske farmaceuticke spolecnosti20110601

Title: β-carboline compounds, including harmine, inhibit DYRK1A and tau phosphorylation at multiple Alzheimer's disease-related sites.

Journal: PloS one20110101

Title: The β-carboline alkaloid harmol induces cell death via autophagy but not apoptosis in human non-small cell lung cancer A549 cells.

Journal: Biological & pharmaceutical bulletin20110101

Title: Comparative Effects of α-, β-, and γ-Carbolines on Platelet Aggregation and Lipid Membranes.

Journal: Journal of toxicology20110101

Title: Role of natural herbs in the treatment of hypertension.

Journal: Pharmacognosy reviews20110101

Title: Mitochondrial dysfunction and biotransformation of β-carboline alkaloids, harmine and harmaline, on isolated rat hepatocytes.

Journal: Chemico-biological interactions20101205

Title: Interaction of β-carboline alkaloids with RNA.

Journal: DNA and cell biology20101201

Title: Beta-carboline alkaloids harmaline and harmalol induce melanogenesis through p38 mitogen-activated protein kinase in B16F10 mouse melanoma cells.

Journal: BMB reports20101201

Title: Beta-carboline alkaloids bind DNA.

Journal: Journal of photochemistry and photobiology. B, Biology20100802

Title: beta-Carboline alkaloids in Peganum harmala and inhibition of human monoamine oxidase (MAO).

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association20100301

Title: Inhibitory effect of hydroxyindoles and their analogues on human melanoma tyrosinase.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences20100101

Title: Gene expression signature-based screening identifies new broadly effective influenza a antivirals.

Journal: PloS one20100101

Title: Harmine and imipramine promote antioxidant activities in prefrontal cortex and hippocampus.

Journal: Oxidative medicine and cellular longevity20100101

Title: Acetylcholinesterase inhibitive activity-guided isolation of two new alkaloids from seeds of Peganum nigellastrum Bunge by an in vitro TLC- bioautographic assay.

Journal: Archives of pharmacal research20090901

Title: Harmol induces apoptosis by caspase-8 activation independently of Fas/Fas ligand interaction in human lung carcinoma H596 cells.

Journal: Anti-cancer drugs20090601

Title: 3-Hydr-oxy-1,2,3,9-tetra-hydro-pyrrolo[2,1-b]quinazolin-4-ium chloride dihydrate: (+)-vasicinol hydro-chloride dihydrate from Peganum harmala L.

Journal: Acta crystallographica. Section E, Structure reports online20090301

Title: Antiplatelet activity of beta-carboline alkaloids from Perganum harmala: a possible mechanism through inhibiting PLCgamma2 phosphorylation.

Journal: Vascular pharmacology20090101

Title: Floral nectar composition of Peganum harmala L.

Journal: Natural product research20090101

Title: Apparent differences in mechanisms of harmol sulfate biliary excretion in mice and rats.

Journal: Drug metabolism and disposition: the biological fate of chemicals20081101

Title: Effect of Peganum harmala or its beta-carboline alkaloids on certain antibiotic resistant strains of bacteria and protozoa from poultry.

Journal: Phytotherapy research : PTR20081101

Title: Indolealkylamines: biotransformations and potential drug-drug interactions.

Journal: The AAPS journal20080601

Title: MPP(+)-induced cytotoxicity in neuroblastoma cells: Antagonism and reversal by guanosine.

Journal: Purinergic signalling20070901

Title: Effects of ayahuasca on psychometric measures of anxiety, panic-like and hopelessness in Santo Daime members.

Journal: Journal of ethnopharmacology20070725

Title: Antioxidant properties of beta-carboline alkaloids are related to their antimutagenic and antigenotoxic activities.

Journal: Mutagenesis20070701

Title: Determination of beta-carboline alkaloids in foods and beverages by high-performance liquid chromatography with electrochemical detection at a glassy carbon electrode modified with carbon nanotubes.

Journal: Analytica chimica acta20070307

Title: The important role of Bcrp (Abcg2) in the biliary excretion of sulfate and glucuronide metabolites of acetaminophen, 4-methylumbelliferone, and harmol in mice.

Journal: Molecular pharmacology20061201

Title: Evaluation of the role of multidrug resistance-associated protein (Mrp) 3 and Mrp4 in hepatic basolateral excretion of sulfate and glucuronide metabolites of acetaminophen, 4-methylumbelliferone, and harmol in Abcc3-/- and Abcc4-/- mice.

Journal: The Journal of pharmacology and experimental therapeutics20061201

Title: Effects of beta-carboline alkaloids on the object recognition task in mice.

Journal: Life sciences20061026

Title: Partial least squares-based multivariate spectral calibration method for simultaneous determination of beta-carboline derivatives in Peganum harmala seed extracts.

Journal: Analytica chimica acta20060811

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology20060501

Title: Preparation, structure and spasmolytic activities of some derivatives of harmine series of alkaloids.

Journal: Natural product research20060301

Title: Effect of chlorine as substituent on the photochemistry and acid-base properties of beta-carboline alkaloids.

Journal: Journal of photochemistry and photobiology. B, Biology20060201

Title: Comparison of the Protective Effect of Indole beta-carbolines and R-(-)-deprenyl Against Nitrogen Species-Induced Cell Death in Experimental Culture Model of Parkinson's Disease.

Journal: Journal of clinical neurology (Seoul, Korea)20050401

Title: Protective effect of 1-methylated beta-carbolines against 3-morpholinosydnonimine-induced mitochondrial damage and cell viability loss in PC12 cells.

Journal: Neurochemical research20041001

Title: Synthesis and antimycobacterial activity of some beta-carboline alkaloids.

Journal: Natural product research20040801

Title: N-methylated beta-carbolines protect PC12 cells from cytotoxic effect of MPP+ by attenuation of mitochondrial membrane permeability change.

Journal: Neuroscience research20030701

Title: Microbial metabolites of harman alkaloids.

Journal: Chemical & pharmaceutical bulletin20030601

Title: Sulfate conjugating and transport functions of MDCK distal tubular cells.

Journal: Kidney international20030301

Title: HPLC method for the analysis of harmol, harmalol, harmine and harmaline in the seeds of Peganum harmala L.

Journal: Journal of pharmaceutical and biomedical analysis20030226

Title: Determination of N,N-dimethyltryptamine and beta-carboline alkaloids in human plasma following oral administration of Ayahuasca.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences20021105

Title: Transport of the sulfated, amidated bile acid, sulfolithocholyltaurine, into rat hepatocytes is mediated by Oatp1 and Oatp2.

Journal: Hepatology (Baltimore, Md.)20020501

Title: Beta-carbolines as specific inhibitors of cyclin-dependent kinases.

Journal: Bioorganic & medicinal chemistry letters20020408

Title: Anti-AIDS agents. 46. Anti-HIV activity of harman, an anti-HIV principle from Symplocos setchuensis, and its derivatives.

Journal: Journal of natural products20010701

Title: Protective effect of harmaline and harmalol against dopamine- and 6-hydroxydopamine-induced oxidative damage of brain mitochondria and synaptosomes, and viability loss of PC12 cells.

Journal: The European journal of neuroscience20010501

Title: Enzymatic characterization and interspecies difference of phenol sulfotransferases, ST1A forms.

Journal: Drug metabolism and disposition: the biological fate of chemicals20010301

Title: Comparative study on the vasorelaxant effects of three harmala alkaloids in vitro.

Journal: Japanese journal of pharmacology20010301

Title: Development of a pharmacophore for inhibition of human liver cytochrome P-450 2D6: molecular modeling and inhibition studies.

Journal: Journal of medicinal chemistry19930430

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