Tabersonine hydrochloride - 10mM in DMSO , CAS No.29479-00-3

CAS: 29479-00-3 Cat. No.: T423045 Fórmula: C₂₁H₂₄N₂O₂.HCl Peso molecular: 372.89 Número CE: 608-363-2 PubChem CID: 12443187

GRADE & PURITY 10mM in DMSO

Synonyms

Tabersonine monohydrochloride | E74579 | HY-N1431A | UNII-DGR7D6J5TR | Aspidospermidine-3-carboxylic acid, 2,3,6,7-tetradehydro-, methyl ester, monohydrochloride, (5.alpha.,12.beta.,19.alpha.)- | TabersonineHydrochloride | Aspidospermidine-3-carboxylic ac

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Visão geral

Information

Tabersonine hydrochloride Tabersonine, an ingredient extracted from the bean of Voacanga africana, is a potent inhibitor against Aβ(1−42) aggregation and toxicity.

Targets

Aβ(1−42) aggregation

In vitro

Tabersonine disrupts Aβ(1−42) aggregation and ameliorates Aβ aggregate-induced cytotoxicity. It binds to Aβ(1−42) oligomers more strongly than to Aβ(1−42) monomers with Kd values of 69 μM and 535 μM, respectively.

In vivo

The biocompatibility and small size essential for permeating the blood−brain barrier make tabersonine a potential therapeutic drug candidate for treating Alzheimer\'s disease (AD).

Cell Research(from reference)

Cell lines：SH-SY5Y cell 

Concentrations：10 μM 

Incubation Time：24 h 

Specifications

Sinónimos

Tabersonine monohydrochloride | E74579 | HY-N1431A | UNII-DGR7D6J5TR | Aspidospermidine-3-carboxylic acid, 2,3,6,7-tetradehydro-, methyl ester, monohydrochloride, (5.alpha.,12.beta.,19.alpha.)- | TabersonineHydrochloride | Aspidospermidine-3-carboxylic ac

Especificações e pureza

10mM in DMSO

Mecanismos bioquímicos e fisiológicos

Tabersonine, an ingredient extracted from the bean of Voacanga africana, is a potent inhibitor against Aβ(1−42) aggregation and toxicity.

Condições de armazenamento de armazenamento

Store at -80°C

Enviado em

Dry ice packs + Cold packs

Este produto requer transporte de cadeia fria. Serviços terrestres e outros serviços econômicos não estão disponíveis.

Nomes e identificadores

Pubchem Sid

528773870

Sorrisos canónicos

CCC12CC(=C3C4(C1N(CC4)CC=C2)C5=CC=CC=C5N3)C(=O)OC.Cl

IUPAC Name

methyl (1R,12R,19S)-12-ethyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,9,13-pentaene-10-carboxylate;hydrochloride

InChIKey

BBASQSWPQOKOQI-OCIDDWSYSA-N

INCHI

1S/C21H24N2O2.ClH/c1-3-20-9-6-11-23-12-10-21(19(20)23)15-7-4-5-8-16(15)22-17(21)14(13-20)18(24)25-2;/h4-9,19,22H,3,10-13H2,1-2H3;1H/t19-,20-,21-;/m0./s1

SMILES isoméricas

CC[C@]12CC(=C3[C@@]4([C@H]1N(CC4)CC=C2)C5=CC=CC=C5N3)C(=O)OC.Cl

PubChem CID

12443187

Peso molecular

372.89

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Alkaloids and derivatives
    • Classe Plumeran-type alkaloids

• Kingdom: Organic compounds
• Superclass: Alkaloids and derivatives
• Classe: Plumeran-type alkaloids
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Plumeran-type alkaloids
• Alternative Parents: Carbazoles Indolines Aralkylamines Secondary alkylarylamines Benzenoids N-alkylpyrrolidines Methyl esters Enoate esters Vinylogous amides Trialkylamines Amino acids and derivatives Enamines Azacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrochlorides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Plumeran-type alkaloid - Carbazole - Indole or derivatives - Dihydroindole - Secondary aliphatic/aromatic amine - Aralkylamine - N-alkylpyrrolidine - Benzenoid - Pyrrolidine - Methyl ester - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Vinylogous amide - Amino acid or derivatives - Tertiary aliphatic amine - Tertiary amine - Carboxylic acid ester - Organoheterocyclic compound - Carboxylic acid derivative - Secondary amine - Enamine - Monocarboxylic acid or derivatives - Azacycle - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Hydrochloride - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Amine - Carbonyl group - Aromatic heteropolycyclic compound
• Descrição: This compound belongs to the class of organic compounds known as plumeran-type alkaloids. These are alkaloids with a structure based on the plumeran skeleton. Plumeran is a pentacyclic compound that consists of a pyrrolidine ring shed to the quinoline moiety of pyrido[3,2-c]carbazole ring system.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propriedades químicas e físicas

• DMSO (mg/mL) Solubilidade máxima: 40
• DMSO (mM) Solubilidade máxima: 107.2702406
• Peso molecular: 372.900 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 372.16 Da
• Monoisotopic Mass: 372.16 Da
• Topological Polar Surface Area: 41.600 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 669.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3