EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

(-)-eburnamonine
vincamone

Supplier Sponsors

CAS Number: 4880-88-0Picture of molecule3D/inchi
Other(deleted CASRN):13090-13-6
ECHA EINECS - REACH Pre-Reg:225-490-5
FDA UNII: G54D0HMY25
Nikkaji Web:J12.783C
Beilstein Number:4706903
MDL:MFCD00064309
XlogP3-AA:3.00 (est)
Molecular Weight:294.39754000
Formula:C19 H22 N2 O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 441.90 °C. @ 760.00 mm Hg (est)
Flash Point: 430.00 °F. TCC ( 221.00 °C. ) (est)
logP (o/w): 3.790 (est)
Soluble in:
 water, 436.4 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
(-)-Eburnamonine >95%
Odor: characteristic
Use: (-)-Eburnamonine is a vinca alkaloid used as a vasodilator. Shows protective effects on mice from the lethal consequences of hypoxia.
ExtraSynthese
For experimental / research use only.
(-)-Eburnamonine (HPLC) ≥95%
Santa Cruz Biotechnology
For experimental / research use only.
(-)-Eburnamonine ≥99%
Sigma-Aldrich: Aldrich
For experimental / research use only.
(-)-Eburnamonine ≥98%
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD50 265 mg/kg
GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
Medicamentos de Actualidad. Vol. 14, Pg. 160, 1978.

intravenous-mouse LD50 28 mg/kg
GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
Medicamentos de Actualidad. Vol. 14, Pg. 160, 1978.

oral-mouse LD50 3000 mg/kg
United States Patent Document. Vol. #3852453

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for (-)-eburnamonine usage levels up to:
 not for fragrance use.
 
Recommendation for (-)-eburnamonine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :71203
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
Chemidplus:0004880880
RTECS:YY8575570 for cas# 4880-88-0
 
References:
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:4880-88-0
Pubchem (cid):71203
Pubchem (sid):135028215
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C09149
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2939.90.1000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
 eburnal
 eburnal ritardo
(3alpha,16alpha)-eburnamenin-14(15H)-one
(3-alpha,16-alpha)-eburnamin-14(15h)-one
 eburnamin-14(15H)-one, (3-alpha,16-alpha)- (9CI)
(-)-eburnamonina
3-alpha,16-alpha-eburnamonine
3alpha,16alpha-eburnamonine
L-eburnamonine
 eburnamonine (-)-form
 vinburnina
 vinburnine
 vinburnine [INN]
 vinburninum
 vincamona
 vincamone
 

Articles:

PubMed:Synthesis of 15-methylene-eburnamonine from (+)-vincamine, evaluation of anticancer activity, and investigation of mechanism of action by quantitative NMR.
PubMed:Anti-cholinergic alkaloids as potential therapeutic agents for Alzheimer's disease: an in silico approach.
PubMed:The synthesis of melohenine B and a related natural product.
PubMed:Determination of the absolute configuration of 19-OH-(-)-eburnamonine using a combination of residual dipolar couplings, DFT chemical shift predictions, and chiroptics.
PubMed:Exploiting the facile release of trifluoroacetate for the α-methylenation of the sterically hindered carbonyl groups on (+)-sclareolide and (-)-eburnamonine.
PubMed:Cargo recognition failure is responsible for inefficient autophagy in Huntington's disease.
PubMed:Reversal effects of Ca2+ antagonists on multidrug resistance via down-regulation of MDR1 mRNA.
PubMed:Eburnamine derivatives and the brain.
PubMed:Vinburnine decelerates [3H]N-methylscopolamine binding to recombinant human muscarinic M1-M4 acetylcholine receptors.
PubMed:Asymmetric synthesis of (-)-eburnamonine and (+)-epi-eburnamonine from (4S)-4-ethyl-4-[2-(hydroxycarbonyl)ethyl]-2-butyrolactone.
PubMed:A short synthesis of (+/-)-eburnamonine.
PubMed:[Drug-induced enterocolitis. Important differential diagnosis in the investigation of diarrhea and intestinal hemorrhage].
PubMed:Red blood cell metabolism and hemoglobin oxygen affinity. Effect of vinburnine on normobaric hypoxic rats.
PubMed:[Lymphocytic colitis likely attributable to use of vinburnine (Cervoxan)].
PubMed:Positive cooperativity of acetylcholine and other agonists with allosteric ligands on muscarinic acetylcholine receptors.
PubMed:Positive allosteric action of eburnamonine on cardiac muscarinic acetylcholine receptors.
PubMed:Microbial hydroxylation of (-)-eburnamonine by Mucor circinelloides and Streptomyces violens.
PubMed:Bullous fixed drug eruption induced by vinburnine.
PubMed:[The effects of the acute administration of vinburnine on blood rheology, oxygen transport and regional circulation under normal conditions and in hypoxemia. In vivo research].
PubMed:[The effects of vinburnine on the blood rheology parameters and on the oxyhemoglobin dissociation curve and 2,3-diphosphoglycerate. In vitro research].
PubMed:Effects of vinburnine on experimental models of learning and memory impairments.
PubMed:[The effect of modification of excipients for the bioavailability of vinburnine].
PubMed:Comparative evaluation of scavenger properties of exifone, piracetam and vinburnine.
PubMed:[The oral liquid form of vinburnine: biopharmaceutics].
PubMed:Pharmacoclinical study of the action of vinburnin versus placebo: study of the hemodynamic, microcirculatory and rheological effects in angiopathy of the lower limbs in diabetes mellitus.
PubMed:[Simultaneous determination of vinburnine and 6-hydroxyvinburnine in human plasma by high-performance liquid chromatography].
PubMed:Complexation behavior of vinburnine with beta and gamma cyclodextrins in aqueous solution and in the solid state.
PubMed:Protective effects of vinpocetine and structurally related drugs on the lethal consequences of hypoxia in mice.
PubMed:Occupational asthma caused by Voacanga africana seed dust.
PubMed:A comparison of some of the pharmacological properties of the new eburnamenine derivative vindeburnol with those of vincamine, vinburnine, dihydroergotoxine mesilate and nicergoline.
PubMed:Experimental clinical studies on the effect of eburnamonine in cerebrovascular disorders.
PubMed:[Bioavailability of vinburnine in man: importance of combination with ascorbic acid].
PubMed:[A special flicker fusion frequency method for detection of the effects of gerontopharmaceuticals exemplified by the L-eburnamonine study].
PubMed:[Relative bioavailability of vinburnine in man (microgranules/gels)].
PubMed:Influence of aging and exogenous substances on cerebral energy metabolism in posthypoglycemic recovery.
PubMed:Alkaloids from Roots of Strempeliopsis strempelioides - Structures of Strempeliopine and Strempeliopidine1.
PubMed:Role of drugs in recovery of metabolic function of rat brain following severe hypoglycemia.
PubMed:[Proton nuclear magnetic resonance in the pharmacologic study of cerebral edema].
PubMed:[Treatment of cerebrovascular deficiencies. Therapeutic evaluation from 129 cases using the double-blind method against placebo].
PubMed:Cerebral and cerebellar metabolic changes induced by drugs during the recovery period after profound hypoglycemia.
PubMed:[Controlled multicenter clinical studies on the effect of (-)eburnamonine versus placebo in patients with chronic senile cerebral insufficiency of medium significance].
PubMed:'Cerebroactive' drugs. Clinical pharmacology and therapeutic role in cerebrovascular disorders.
PubMed:[Clinical and electrophysiologic changes produced by (--) eburnamonine in acute and post-acute stages of head injuries].
PubMed:Effects of acute and chronic treatment with (-)eburnamonine on the tissue supply of oxygen.
PubMed:Influence of age upon the cerebral metabolic changes induced by acute hypoxia on the synaptosomes from dog brain.
PubMed:[Clinical and experimental evaluation of the use of eburnamonine in acute anc chronic cerebro-vascular insufficiency].
PubMed:Experimental approach of activity and mechanism(s) of action of drugs used in cerebral metabolic insufficiency. Application to 1-eburnamonine.
PubMed:Metabolic changes induced by acute hypoxia on the synaptosomes from dog brain.
PubMed:[Electrophysiological variations induced by (-) eburnamonine in patients with chronic cerebrovascular insufficiency].
PubMed:[Clinical evaluation of (-) eburnamonine in chronic cerebrovascular insufficiency].
PubMed:[Open clinical trial with (-)eburnamonine in patients suffering from cerebral ischemia].
PubMed:Metabolism of vincamine in the rat in vivo and in vitro.
PubMed:Age-dependent modification of drug interference on the enzymatic activities of the rat brain.
PubMed:Cerebral metabolic and hemodynamic activities of l-eburnamonine in the anesthetized dog. A comparison with vincamine.
PubMed:Drug action on cerebral energy state during and after various hypoxic conditions.
PubMed:[Comparative study of 2 drugs used in the treatment of cerebral vascular insufficiency: I-Eburnamonine and Vincamine].
PubMed:Effect of (-)eburnamonine, papaverine and UDP-glucose on cerebral energy state during and after experimental hypoxia and ischaemia in beagle dog.
PubMed:Retinal angiography in the study of cerebral ischemia.
PubMed:CBF changes after (-)eburnamonine infusion in patients with cerebrovascular insufficiency.
PubMed:(-)Eburnamonine in vascular lesions of the fundus of the eye (with 1 color plate).
PubMed:Medical therapy of cerebral ischemia. Vasoactive and eumetabolic therapy.
PubMed:Cerebral metabolic, hemodynamic and antihypoxic properties of l-eburnamonine.
PubMed:Clinical evaluation of (-)eburnamonine in comparison with nicergoline in patients suffering from chronic brain ischemia.
PubMed:Therapy of chronic consequences of brain ischemia. Comparison between two drugs acting on brain circulation and metabolism.
PubMed:[Effect of L-eburnamonine on bronchial respiratory resistance in the anesthetized guinea pig. Comparison with vincamine].
PubMed:[Modifications by 1-eburnamonine and vincamine on 2,3-diphosphoglycerate blood levels in the presence or absence of histotoxic hypoxia produced by potassium cyanide in the awake rat].
PubMed:[Cerebral protecting activity of 1-eburnamonine studied on 3 models of acute hypoxic agression. Comparison with vincamine].
PubMed:[Study of the antihypoxic effect of eburnamonine in acute and recurrent anoxia on the cerebral electric activity in curarized rats. Comparison with vincamine].
PubMed:[To the pharmacology of the alkaloid eburnamonine].
PubMed:Absolute configuration of vincamine and some other alkaloids of the eburnamonine type.
PubMed:GENERAL METHODS OF SYNTHESIS OF INDOLE ALKALOIDS. IV. A SYNTHESIS OF DL-EBURNAMONINE.
 
Notes:
None found
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