Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C10H15NO |
| Molecular Weight | 165.2322 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(=O)C1=CCC[C@@H]2CC[C@H]1N2
InChI
InChIKey=SGNXVBOIDPPRJJ-PSASIEDQSA-N
InChI=1S/C10H15NO/c1-7(12)9-4-2-3-8-5-6-10(9)11-8/h4,8,10-11H,2-3,5-6H2,1H3/t8-,10-/m1/s1
| Molecular Formula | C10H15NO |
| Molecular Weight | 165.2322 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL1907596 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9435889 |
48.0 nM [EC50] | ||
Target ID: CHEMBL2094110 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9435889 |
110.0 nM [EC50] | ||
Target ID: CHEMBL1907589 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22793665 |
1.1 nM [Ki] |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Fine-scale spatial variability in anatoxin-a and homoanatoxin-a concentrations in benthic cyanobacterial mats: implication for monitoring and management. | 2010-12 |
|
| First report of anatoxin-a-producing cyanobacterium Aphanizomenon issatschenkoi in northeastern Germany. | 2010-11 |
|
| Neurotoxic cyanobacterial toxins. | 2010-10 |
|
| Vulnerability of Quebec drinking-water treatment plants to cyanotoxins in a climate change context. | 2010-09 |
|
| A review of cyanobacteria and cyanotoxins removal/inactivation in drinking water treatment. | 2010-07 |
|
| Development of a fast and selective method for the sensitive determination of anatoxin-a in lake waters using liquid chromatography-tandem mass spectrometry and phenylalanine-d5 as internal standard. | 2010-07 |
|
| Ligand-binding assays for cyanobacterial neurotoxins targeting cholinergic receptors. | 2010-07 |
|
| Detection of various freshwater cyanobacterial toxins using ultra-performance liquid chromatography tandem mass spectrometry. | 2010-05 |
|
| State of the art on cyanotoxins in water and their behaviour towards chlorine. | 2010-04-01 |
|
| Cylindrospermopsin: a decade of progress on bioaccumulation research. | 2010-03-09 |
|
| Toxicity of cyanobacterial bloom in the eutrophic dam reservoir (Southeast Poland). | 2010-03 |
|
| In vivo modulation of alpha7 nicotinic receptors on striatal glutamate release induced by anatoxin-A. | 2010-02-22 |
|
| The smallest known genomes of multicellular and toxic cyanobacteria: comparison, minimal gene sets for linked traits and the evolutionary implications. | 2010-02-16 |
|
| In vitro reconstitution of the first steps of anatoxin-a biosynthesis in Oscillatoria PCC 6506: from free L-proline to acyl carrier protein bound dehydroproline. | 2010-01-12 |
|
| Anatoxin-a degradation by Advanced Oxidation Processes: vacuum-UV at 172 nm, photolysis using medium pressure UV and UV/H(2)O(2). | 2010-01 |
|
| Occupational and environmental hazard assessments for the isolation, purification and toxicity testing of cyanobacterial toxins. | 2009-11-19 |
|
| Production of anatoxin-a by cyanobacterial strains isolated from Portuguese fresh water systems. | 2009-11 |
|
| First detection of anatoxin-a in human and animal dietary supplements containing cyanobacteria. | 2009-09 |
|
| Evidence that biosynthesis of the neurotoxic alkaloids anatoxin-a and homoanatoxin-a in the cyanobacterium Oscillatoria PCC 6506 occurs on a modular polyketide synthase initiated by L-proline. | 2009-06-10 |
|
| Hindcasting cyanobacterial communities in Lake Okaro with germination experiments and genetic analyses. | 2009-02 |
|
| Effects of cyanobacterial extracts containing anatoxin-a and of pure anatoxin-a on early developmental stages of carp. | 2009-02 |
|
| Evaluation of in vivo and in vitro recovery rate of anatoxin-a through the microdialysis probe. | 2008-12-01 |
|
| New measurements of cyanobacterial toxins in natural waters using high performance liquid chromatography coupled to tandem mass spectrometry. | 2008-08-12 |
|
| A two-directional approach to the anatoxin alkaloids: second synthesis of homoanatoxin and efficient synthesis of anatoxin-a. | 2008-08-07 |
|
| Toxic effects of anatoxin-a on testes and sperm counts of male mice. | 2008-08 |
|
| Uptake and depuration of anatoxin-a by the mussel Mytilus galloprovincialis (Lamarck, 1819) under laboratory conditions. | 2008-07 |
|
| MALDI-TOF-MS detection of the low molecular weight neurotoxins anatoxin-a and homoanatoxin-a on lyophilized and fresh filaments of axenic Oscillatoria strains. | 2008-06-01 |
|
| Mycosporine-like amino acids and marine toxins--the common and the different. | 2008-05-22 |
|
| Cyanobacterial toxins as allelochemicals with potential applications as algaecides, herbicides and insecticides. | 2008-05-15 |
|
| Co-occurrence of beta-N-methylamino-L-alanine, a neurotoxic amino acid with other cyanobacterial toxins in British waterbodies, 1990-2004. | 2008-03 |
|
| Diagnosis of anatoxin-a poisoning in dogs from North America. | 2008-01 |
|
| Effective doses, guidelines & regulations. | 2008 |
|
| Conventional laboratory methods for cyanotoxins. | 2008 |
|
| Cyanobacterial toxin removal in drinking water treatment processes and recreational waters. | 2008 |
|
| Production of the neurotoxin BMAA by a marine cyanobacterium. | 2007-12-06 |
|
| Toxicology and detection methods of the alkaloid neurotoxin produced by cyanobacteria, anatoxin-a. | 2007-11 |
|
| Improved conditions for the application of solid phase microextraction prior to HPLC-FLD analysis of anatoxin-a. | 2007-10 |
|
| Effects of weekly exposure to anatoxin-a and nicotine on operant performance of rats. | 2007-09-11 |
|
| Oxidative elimination of cyanotoxins: comparison of ozone, chlorine, chlorine dioxide and permanganate. | 2007-08 |
|
| First report of homoanatoxin-a and associated dog neurotoxicosis in New Zealand. | 2007-08 |
|
| Analysis of anatoxin-a in biological samples using liquid chromatography with fluorescence detection after solid phase extraction and solid phase microextraction. | 2007-07-13 |
|
| Selective oxidation of key functional groups in cyanotoxins during drinking water ozonation. | 2007-06-15 |
|
| Effects of acute and weekly episodic exposures to anatoxin-a on the motor activity of rats: comparison with nicotine. | 2007-05-05 |
|
| Kinetics of the oxidation of cylindrospermopsin and anatoxin-a with chlorine, monochloramine and permanganate. | 2007-05 |
|
| Acute effects of an anatoxin-a producing cyanobacterium on juvenile fish-Cyprinus carpio L. | 2007-04 |
|
| Anatoxin-a and its metabolites in blue-green algae food supplements from Canada and Portugal. | 2007-03 |
|
| Production of anatoxin-a and a novel biosynthetic precursor by the cyanobacterium Aphanizomenon issatschenkoi. | 2007-01-15 |
|
| [Effect of anatoxin-A on calcium-mediate signal system of brain tissue in mice]. | 2007-01 |
|
| Toxins of cyanobacteria. | 2007-01 |
|
| Contribution of hot spring cyanobacteria to the mysterious deaths of Lesser Flamingos at Lake Bogoria, Kenya. | 2003-03-01 |
Patents
| Substance Class |
Chemical
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by
admin
on
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Mon Mar 31 19:05:24 GMT 2025
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on
Mon Mar 31 19:05:24 GMT 2025
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| Record UNII |
80023A73NK
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| Record Status |
Validated (UNII)
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DTXSID50867064
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80023A73NK
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Anatoxin A
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C509783
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64285-06-9
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7750
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3034748
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m1891
Created by
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PRIMARY | Merck Index |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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DEGRADENT -> PARENT |
Scientific Literature
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| Related Record | Type | Details | ||
|---|---|---|---|---|
|
PARENT -> IMPURITY |
Unit: mcg/g; Anatoxin-a concentration in Spirulina supplements.
ASSAY (HPLC)
Batch Data
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