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Tabersonine

Tabersonine structure

Tabersonine 

structure
  • CAS No:

    4429-63-4

  • Formula:

    C21H24N2O2

  • Chemical Name:

    Tabersonine

  • Synonyms:

    Aspidospermidine-3-carboxylic acid,2,3,6,7-tetradehydro-,methyl ester,(5α,12R,19α)-;Tabersonine;Aspidospermidine-3-carboxylic acid,2,3,6,7-tetradehydro-,methyl ester,(5α,12β,19α)-;1H-Indolizino[8,1-cd]carbazole-5-carboxylic acid,3a-ethyl-3a,4,6,11,12,13a-hexahydro-,methyl ester;1H-Indolizino[8,1-cd]carbazole,aspidospermidine-3-carboxylic acid deriv.;(-)-Tabersonine;Tabersonin;6540-94-9;17794-57-9

  • Categories:

    Natural Products  >  Alkaloids

Description

Tabersonine is an indole alkaloid mainly isolated from Catharanthus roseus. Tabersonine disrupts Aβ(1-42) aggregation and ameliorates Aβ aggregate-induced cytotoxicity. Tabersonine has anti-inflammatory activities and acts as a potential therapeutic candidate for the treatment of ALI/ARDS[1].


Tabersonine is a monoterpenoid indole alkaloid with cytotoxic activity. It has a role as an antineoplastic agent and a metabolite. It is an alkaloid ester, a monoterpenoid indole alkaloid, a methyl ester and an organic heteropentacyclic compound. It is a conjugate base of a tabersoninium(1+).

Tabersonine Basic Attributes

336.42700

336.43

224-615-0

MN955K48NB

DTXSID30196102

Characteristics

41.57000

3.29710

Yellow to brownish powder, pungent odour

1.27 g/cm3

196 °C

488.7ºC at 760 mmHg

249.4ºC

1.651

Safety Information

NONH for all modes of transport

P301 + P312 + P330

H302

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

tabersonine

Tabersonine Use and Manufacturing

Alkaloid It has anti-tumor, blood pressure, blood sugar, and diuretic effects. Clinically, it is mainly used for the treatment and prevention of lymphosarcoma, leukemia, rhabdomyosarcoma, melanoma, seminoma, teratoma, and the treatment and prevention of hypertension and hyperglycemia. Glycyrrhizine has the effect of lowering blood pressure.

Computed Properties

Molecular Weight:336.4
XLogP3:3.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:336.183778013
Monoisotopic Mass:336.183778013
Topological Polar Surface Area:41.6
Heavy Atom Count:25
Complexity:669
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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