Name: | [(1S,2R,3R,4R,5R,6S,7S,8R,9R,13R,14R,16S,17S,18R)-8-acetyloxy-11-ethyl-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate |
CAS Number: | 302-27-2 | 3D/inchi
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ECHA EINECS - REACH Pre-Reg: | 206-121-7 |
FDA UNII: | X8YN71D5WC |
MDL: | MFCD00082375 |
XlogP3-AA: | 0.30 (est) |
Molecular Weight: | 645.74679000 |
Formula: | C34 H47 N O11 |
NMR Predictor: | Predict (works with chrome, Edge or firefox) |
Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
Food Chemicals Codex Listed: | No |
Soluble in: |
| water, 629 mg/L @ 25 °C (est) |
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
Preferred SDS: View |
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Hazards identification |
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Classification of the substance or mixture |
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
None found. |
GHS Label elements, including precautionary statements |
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Pictogram | |
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Hazard statement(s) |
None found. |
Precautionary statement(s) |
None found. |
Oral/Parenteral Toxicity: |
Not determined
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Dermal Toxicity: |
Not determined
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Inhalation Toxicity: |
Not determined
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Safety in Use Information:
Category: | natural substances and extractives |
Recommendation for aconitine usage levels up to: | | not for fragrance use.
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Recommendation for aconitine flavor usage levels up to: |
| not for flavor use.
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Safety References:
EPI System: View |
Daily Med:search |
AIDS Citations:Search |
Cancer Citations:Search |
Toxicology Citations:Search |
EPA ACToR:Toxicology Data |
EPA Substance Registry Services (SRS):Registry |
Laboratory Chemical Safety Summary :245005 |
National Institute of Allergy and Infectious Diseases:Data |
[(1S,2R,3R,4R,5R,6S,7S,8R,9R,13R,14R,16S,17S,18R)-8-acetyloxy-11-ethyl-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate |
Chemidplus:0000302272 |
RTECS:AR5960000 for cas# 302-27-2 |
References:
| [(1S,2R,3R,4R,5R,6S,7S,8R,9R,13R,14R,16S,17S,18R)-8-acetyloxy-11-ethyl-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate |
NIST Chemistry WebBook: | Search Inchi |
Pubchem (cid): | 245005 |
Pubchem (cas): | 302-27-2 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| aconitane-3,8,13,14,15-pentol, 20-ethyl-1,6,16-trimethoxy-4-(methoxymethyl)-, 8-acetate 14-benzoate, (1alpha,3alpha,6alpha,14alpha,15alpha,16beta)- | | aconitinum | [(1S,2R,3R,4R,5R,6S,7S,8R,9R,13R,14R,16S,17S,18R)-8- | acetyloxy-11-ethyl-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate |
Articles:
PubMed:Aconitine induces cardiomyocyte damage by mitigating BNIP3-dependent mitophagy and the TNFà-NLRP3 signalling axis |
PubMed:Aconitine disrupts serotonin neurotransmission via 5-hydroxytryptamine receptor in zebrafish embryo |
PubMed:Quantitative analysis of aconitine in body fluids in a case of aconitine poisoning |
PubMed:Cytotoxic Effects of Diterpenoid Alkaloids Against Human Cancer Cells |
PubMed:The chemistry and pharmacology of alkaloids and allied nitrogen compounds from Artemisia species: A review |
PubMed:Pharmacokinetic effects of ginsenoside Rg1 on aconitine, benzoylaconine and aconine by UHPLC-MS/MS |
PubMed:2-((1-Phenyl-1H-1,2,3-triazol-4-yl)methyl)-2-azabicyclo[3.2.1]octan-3-one derivatives: Simplification and modification of aconitine scaffold for the discovery of novel anticancer agents |
PubMed:A Comprehensive In Silico Method to Study the QSTR of the Aconitine Alkaloids for Designing Novel Drugs |
PubMed:The Combination of Three Natural Compounds Effectively Prevented Lung Carcinogenesis by Optimal Wound Healing |
PubMed:Electrophysiological effects of aconitine in rat hippocampal slices |
PubMed:A facile one step solvothermal controllable synthesis of FeS(2) quantum dots with multiple color emission for the visual detection of aconitine |
PubMed:Biomimetic conversion of aconitine-type C19-diterpenoid alkaloids to lactone-type alkaloids |
PubMed:Clinical Aspects of Aconitum Preparations |
PubMed:Synthesis of Three-Dimensionally Fascinating Diterpenoid Alkaloids and Related Diterpenes |
PubMed:A new enzyme immunoassay for aconitine and its application to quantitative determination of aconitine levels in plasma |
PubMed:Cardiac efficacy and toxicity of aconitine: A new frontier for the ancient poison |
PubMed:Syntheses of Denudatine Diterpenoid Alkaloids: Cochlearenine, N-Ethyl-1à-hydroxy-17-veratroyldictyzine, and Paniculamine |
PubMed:[Natural toxins in inter- and intraspecies interaction of human being (elements of ethnotoxinology)] |
PubMed:Antagonism of the aconitine-induced inexcitability by the structurally related Aconitum alkaloids, lappaconitine and ajacine |
PubMed:Diterpenoid Alkaloids and One Lignan from the Roots of Aconitum pendulum Busch |
PubMed:Aconitine inhibits epileptiform activity in rat hippocampal slices |
PubMed:Studies on the relative reactivity of three hydroxyl groups in aconitine |
PubMed:Interaction of the structurally related aconitum alkaloids, aconitine and 6-benzyolheteratisine, in the rat hippocampus |
PubMed:Therapeutic potential of songorine, a diterpenoid alkaloid of the genus Aconitum |
PubMed:Selective dual cholinesterase inhibitors from Aconitum laeve |
PubMed:Combination Formulation of Tetrodotoxin and Lidocaine as a Potential Therapy for Severe Arrhythmias |
PubMed:Acoapetaludines A-K, C(20) and C(19)-diterpenoid alkaloids from the whole plants of Aconitum apetalum (Huth) B.Fedtsch |
PubMed:Rapid identification of herbal toxins using electrospray laser desorption ionization mass spectrometry for emergency care |
PubMed:Lappaconitine trifluoroacetate contained polyvinyl alcohol nanofibrous membranes: Characterization, biological activities and transdermal application |
PubMed:Real-time toxicity prediction of Aconitum stewing system using extractive electrospray ionization mass spectrometry |
PubMed:Ginsenoside Rb1 ameliorates cardiotoxicity triggered by aconitine via inhibiting calcium overload and pyroptosis |
PubMed:Determination of aconitine, hypaconitine and mesaconitine in urine using hollow fiber liquid-phase microextraction combined with high-performance liquid chromatography |
PubMed:Corrigendum to "A facile one step solvothermal controllable synthesis of FeS(2) quantum dots with multiple color emission for the visual detection of aconitine" [Spectrochim. Acta A Mol. Biomo |
PubMed:Microbial community succession and toxic alkaloids change during fermentation of Huafeng Dan Yaomu |
PubMed:Total Synthesis of (-)-Cardiopetaline |
PubMed:Isotalatizidine, a C(19)-diterpenoid alkaloid, attenuates chronic neuropathic pain through stimulating ERK/CREB signaling pathway-mediated microglial dynorphin A expression |
PubMed:Limitation standard of toxic aconitines in Aconitum proprietary Chinese medicines using on-line extraction electrospray ionization mass spectrometry |
PubMed:Resveratrol, a natural ingredient of grape skin: antiarrhythmic efficacy and ionic mechanisms |
PubMed:pH-Zone-refining counter-current chromatography for two new lipo-alkaloids separated from refined alkaline extraction of Kusnezoff monkshood root |
PubMed:Selective demethylation of some aconitine-type norditerpenoid alkaloids |
PubMed:Discrimination of the Geographical Origin of the Lateral Roots of Aconitum carmichaelii Using the Fingerprint, Multicomponent Quantification, and Chemometric Methods |
PubMed:Therapeutic efficacy of catalpol against apoptosis in cardiomyocytes derived from human induced pluripotent stem cells |
PubMed:Hydroxylation Metabolisms of Crassicauline A in Rats Under Toxic Dose |
PubMed:Simultaneous high-performance liquid chromatography with tandem mass spectrometry quantification of six bioactive components in rat plasma after oral administration of Yougui pill |
PubMed:Network-analysis-guided synthesis of weisaconitine D and liljestrandinine |
PubMed:Different effects on [3H]noradrenaline uptake of the Aconitum alkaloids aconitine, 3-acetylaconitine, lappaconitine, and N-desacetyllappaconitine in rat hippocampus |
PubMed:X-ray structure study of ranaconitine hydrobromide |
PubMed:Diterpene Lipo-Alkaloids with Selective Activities on Cardiac K+ Channels |
PubMed:Bulleyaconitine A prevents Ti particle-induced osteolysis via suppressing NF-?B signal pathway during osteoclastogenesis and osteoblastogenesis |
PubMed:Activation of à7 Nicotinic Acetylcholine Receptor Ameliorates Zymosan-Induced Acute Kidney Injury in BALB/c Mice |
PubMed:Lappaconitine, a C18-diterpenoid alkaloid, exhibits antihypersensitivity in chronic pain through stimulation of spinal dynorphin A expression |
PubMed:[Study on metabolites on aconitine in rabbit urine] |
PubMed:New C19-diterpenoid alkaloids from Aconitum piepunense |
PubMed:Pharmacokinetics of monoester-diterpenoid alkaloids in myocardial infarction and normal rats after oral administration of Sini decoction by microdialysis combined with liquid chromatography-ta |
PubMed:Age-dependent differences in sensitivity to aconitine of rat hippocampal slices |
PubMed:Sulfated polysaccharide heparin used as carrier to load hydrophobic lappaconitine |
PubMed:New aconitine-type C19-diterpenoid alkaloids from Aconitum hemsleyanium var. circinacum |
PubMed:The effects of Aconitum alkaloids on the central nervous system |
PubMed:Conversional synthesis of heteratisine |
PubMed:Targeted profiling and relative quantification of benzoyl diterpene alkaloids in Aconitum roots by using LC-MS/MS with precursor ion scan |
PubMed:Isolation, crystal structure determination and cholinesterase inhibitory potential of isotalatizidine hydrate from Delphinium denudatum |
PubMed:C19-diterpenoid alkaloids from Aconitum hemsleyanum var. circinatum |
PubMed:[Case of fatal aconite poisoning, and its background] |
PubMed:Phytosynthesis of gold and silver nanoparticles enhance in vitro antioxidant and mitostimulatory activity of Aconitum toxicum Reichenb. rhizomes alcoholic extracts |
PubMed:Separation and purification of five alkaloids from Aconitum duclouxii by counter-current chromatography |
PubMed:Alkaloids from the roots of Aconitum pseudo-laeve var. erectum |
PubMed:X-ray crystallographic study of ranaconitine |
PubMed:Conversional studies towards taxoids from C(19)-diterpenoid alkaloids by the BAC sequence |
PubMed:Nicotinic acetylcholine receptor-based blockade: applications of molecular targets for cancer therapy |
PubMed:Alpha-7 nicotinic acetylcholine receptor (nAChR) agonist inhibits the development of endometriosis by regulating inflammation |
PubMed:Biomolecular recognition of antagonists by à7 nicotinic acetylcholine receptor: Antagonistic mechanism and structure-activity relationships studies |
PubMed:CIDNP and EPR study of phototransformation of lappaconitine derivatives in solution |
PubMed:LC-MS analysis for the components captured by ECV304 cell from extract of Aconitum szechenyianum Gay |
PubMed:C-H amination in synthesis: an approach to the assembly of the B/C/D ring system of aconitine |
PubMed:Methyllycaconitine analogues have mixed antagonist effects at nicotinic acetylcholine receptors |
PubMed:Serum lipid feature and potential biomarkers of lethal ventricular tachyarrhythmia (LVTA) induced by myocardial ion channel diseases: a rat model study |
PubMed:Anti-inflammation of spirocyclopiperazinium salt compound LXM-10 targeting à7 nAChR and M4 mAChR and inhibiting JAK2/STAT3 pathway in rats |
PubMed:Nicotinic acetylcholine receptors are required for the conditioned reinforcing properties of sucrose-associated cues |
PubMed:Processed aconite root prevents cold-stress-induced hypothermia and immuno-suppression in mice |
PubMed:Simultaneous determination of three Aconitum alkaloids in six herbal medicines by high-performance liquid chromatography |
PubMed:Structure-cardiac activity relationship of C19-diterpenoid alkaloids |
PubMed:Pyrethroids and Nectar Toxins Have Subtle Effects on the Motor Function, Grooming and Wing Fanning Behaviour of Honeybees (Apis mellifera) |
PubMed:The relationship between growth of the aerial part and alkaloid content variation in cultivated Aconitum carmichaeli Debeaux |
PubMed:An effective O-demethylation of some C19-diterpenoid alkaloids with HBr-glacial acetic acid |
PubMed:Complete clinical course of envenomation by Protobothrops mangshanensis: delayed coagulopathy and response to Trimeresurus albolabris antivenom |
PubMed:Calcium-dependent, sustained enhancement of excitability during washout of aconitine in rat hippocampal slices |
PubMed:An online coupled cell membrane chromatography with LC/MS method for screening compounds from Aconitum carmichaeli Debx. acting on VEGFR-2 |
PubMed:Regulation of neuronal function by choline and 4OH-GTS-21 through alpha 7 nicotinic receptors |
PubMed:Inhibition of rat hippocampal excitability by the Aconitum alkaloid, 1-benzoylnapelline, but not by napelline |
PubMed:New access to 7,17-seco norditerpenoid alkaloids via reduction of the corresponding 8-chloro derivatives |
PubMed:Role of nicotinic acetylcholine receptors in the regulation of kainic acid-induced hippocampal cell death in mice |
PubMed:Inhibition of neuronal activity in rat hippocampal slices by Aconitum alkaloids |
PubMed:Electrophysiological actions of the plant alkaloid 6-benzoylheteratisine in rat hippocampal slices |
PubMed:Bicuculline-induced epileptiform activity in rat hippocampal slices: suppression by Aconitum alkaloids |
PubMed:Brevetoxins, unique activators of voltage-sensitive sodium channels, bind to specific sites in rat brain synaptosomes |
PubMed:[Diterpenoid alkaloids from Aconitum gymnandrum] |
PubMed:N-oxides of some norditerpenoid alkaloids |
PubMed:Frequency-dependent inhibition of neuronal activity by lappaconitine in normal and epileptic hippocampal slices |
PubMed:Inhibition of rat hippocampal excitability by the plant alkaloid 3-acetylaconitine mediated by interaction with voltage-dependent sodium channels |
PubMed:Effects of the alkaloids 6-benzoylheteratisine and heteratisine on neuronal activity in rat hippocampal slices |
PubMed:Structure-dependent differences in the effects of the Aconitum alkaloids lappaconitine, N-desacetyllappaconitine and lappaconidine in rat hippocampal slices |
PubMed:Regulation of phosphatidylinositol turnover in brain synaptoneurosomes: stimulatory effects of agents that enhance influx of sodium ions |
PubMed:Frequency- and structure-dependent inhibition of normal and epileptiform activity by 6-benzoyldeltamine in rat hippocampal slices |
PubMed:Effects of the Aconitum alkaloid mesaconitine in rat hippocampal slices and the involvement of alpha- and beta-adrenoceptors |
PubMed:mCPBA oxidation of acetyllycoctonine and its new products |
PubMed:Expedient construction of the ABEF azatetracyclic ring systems of lycoctonine-type and 7,17-seco-type C??-diterpenoid alkaloids |
PubMed:Five new norditerpenoid alkaloids from Aconitum sinomontanum |
PubMed:Nicotine and food induced dopamine release in the nucleus accumbens of the rat: putative role of alpha7 nicotinic receptors in the ventral tegmental area |
PubMed:[Psychotropic effects of alkaloid lappaconitine and its various derivatives] |
PubMed:C(19)-diterpenoid alkaloids from the rhizomes of Aconitum pendulum |
PubMed:Crystal structure of tuguaconitine, a diterpene alkaloid from Aconitum sibiricum |
PubMed:Synthesis and structure-activity relationship of lipo-diterpenoid alkaloids with potential target of topoisomerase IIà for breast cancer treatment |
PubMed:Structure-dependent inhibitory action of the Aconitum alkaloids 14-benzoyltalitasamine and talitasamine in rat hippocampal slices |
PubMed:Diterpenoid alkaloids from Aconitum longzhoushanense |
PubMed:Simulation-Based Algorithm for Two-Dimensional Chemical Structure Diagram Generation of Complex Molecules and Ligand-Protein Interactions |
PubMed:Alkaloidal constituents from Aconitum jaluense |
PubMed:Inhibition of stimulus-triggered and spontaneous epileptiform activity in rat hippocampal slices by the Aconitum alkaloid mesaconitine |
PubMed:Long-chain fatty acid esters of some norditerpenoid alkaloids |
PubMed:Synthesis of taxane ABC tricyclic skeleton from lycoctonine |
PubMed:Propranolol analog with the natural monoterpene structure as a potent antiarrhythmic drug |
PubMed:New products from the reaction of acetyllycoctonine with N-bromosuccinimide (NBS) |
PubMed:Effects of mesaconitine on [3H]noradrenaline uptake and neuronal excitability in rat hippocampus |
PubMed:[Antiarrhythmic activity of ajmaline obtained from Rauwolfia serpentina biomass grown in tissue culture] |
PubMed:[Alteration of endothelin-1 receptor in the choroid plexus of rats with kaolin-induced experimental hydrocephalus] |
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