(-)-aspidospermine
 
Notes:
None found
  • BOC Sciences
    • BOC Sciences
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      Product(s):
      466-49-9 Aspidospermine
       
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CAS Number: 466-49-9Picture of molecule3D/inchi
FDA UNII: U1475W62Q5
Nikkaji Web: J11.323I
Beilstein Number: 0048882
XlogP3-AA: 3.40 (est)
Molecular Weight: 354.49350000
Formula: C22 H30 N2 O2
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 4.207 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
Aspidospermine
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Safety Information:
 
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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for (-)-aspidospermine usage levels up to:
 not for fragrance use.
 
Recommendation for (-)-aspidospermine flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 227613
National Institute of Allergy and Infectious Diseases: Data
Chemidplus: 0000466499
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References:
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 227613
Pubchem (cas): 466-49-9
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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): C09042
HMDB (The Human Metabolome Database): HMDB30361
FooDB: FDB002207
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 aspidosperma quebracho-blanco
Search Trop  Picture
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Synonyms:
 aspidospermidine, 1-acetyl-17-methoxy- (8CI,9CI)
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Articles:
PubMed: Divergent Asymmetric Total Synthesis of (+)-Vincadifformine, (-)-Quebrachamine, (+)-Aspidospermidine, (-)-Aspidospermine, (-)-Pyrifolidine, and Related Natural Products.
PubMed: Identification of an aspidospermine derivative from borage extract as an anti-amyloid compound: A possible link between protein aggregation and antimalarial drugs.
PubMed: Tandem Intramolecular Diels-Alder/1,3-Dipolar Cycloaddition Cascade of 1,3,4-Oxadiazoles: Initial Scope and Applications.
PubMed: Cytotoxicity, genotoxicity and mechanism of action (via gene expression analysis) of the indole alkaloid aspidospermine (antiparasitic) extracted from Aspidosperma polyneuron in HepG2 cells.
PubMed: Cytotoxic eburnamine-aspidospermine type bisindole alkaloids from Bousigonia mekongensis.
PubMed: Catalytic enantioselective and divergent total synthesis of (+)-10-oxocylindrocarpidine, (+)-cylindrocarpidine, (-)-N-acetylcylindrocarpinol, and (+)-aspidospermine.
PubMed: Angustifonines A and B, cytotoxic bisindole alkaloids from Bousigonia angustifolia.
PubMed: Divergent total syntheses of (-)-aspidospermine and (+)-spegazzinine.
PubMed: Stereoselective formation of fused tricyclic amines from acyclic aldehydes by a cascade process involving condensation, cyclization, and dipolar cycloaddition.
PubMed: The use of natural product scaffolds as leads in the search for trypanothione reductase inhibitors.
PubMed: Efficient synthetic approaches to the common scaffold of indole alkaloids.
PubMed: Highly efficient synthesis of tricyclic amines by a cyclization/cycloaddition cascade: total syntheses of aspidospermine, aspidospermidine, and quebrachamine.
PubMed: Formal synthesis of aspidosperma alkaloids via the intramolecular [3 + 2] cycloaddition of 2-azapentdienyllithiums.
PubMed: Revisiting a classic approach to the Aspidosperma alkaloids: an intramolecular Schmidt reaction mediated synthesis of (+)-aspidospermidine.
PubMed: Total synthesis of (-)-aspidospermine via diastereoselective ring-closing olefin metathesis.
PubMed: Synthesis of vinca alkaloids and related compounds. 100. Stereoselective oxidation reactions of compounds with the aspidospermane and quebrachamine ring system. First synthesis of some alkaloids containing the epoxy ring.
PubMed: Antiplasmodial activity of aspidosperma indole alkaloids.
PubMed: Alkaloids from Aspidosperma species from Bolivia.
PubMed: Alkaloids from leaves and stems of Vallesia glabra.
PubMed: Isolation and biological activity of aspidospermine and quebrachamine from an Aspidosperma tree source.
PubMed: New compounds with cytotoxic and antitumor effects. Part 6: Monomeric indole alkaloids of vinca minor L. and their effect on P388 cells.
PubMed: Alkaloids from Roots of Strempeliopsis strempelioides - Structures of Strempeliopine and Strempeliopidine1.
PubMed: Microbial transformation of aspidospermine.
PubMed: Biological and phytochemical evaluation of plants. XI. Isolation of aspidospermine, quebrachidine, rhazinilam, (-)-pyrifolidine, and akuammidine from Aspidosperma quebracho-blanco (Apocynaceae).
PubMed: The synthesis of a racemic stereoisomer of aspidospermine.
PubMed: The stereochemistry of intermediates in the total synthesis of dl-aspidospermine.
PubMed: The absolute configuration of (-)-aspidospermine.
PubMed: Total synthesis of aspidospermine.
PubMed: [Determination of the absolute configuration of alkaloids of the aspidospermine group by means of optical comparison with alkaloids of the strychnine group].
PubMed: A note on the pharmacology of aspidospermine.
PubMed: The constitution of aspidospermine.
PubMed: Aspidospermine.
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