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Tubotaiwine

$780

  • Brand : BIOFRON

  • Catalogue Number : AV-B02880

  • Specification : 98%

  • CAS number : 6711-69-9

  • Formula : C20H24N2O2

  • Molecular Weight : 324.42

  • PUBCHEM ID : 100004

  • Volume : 5mg

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Catalogue Number

AV-B02880

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

324.42

Appearance

Powder

Botanical Source

Structure Type

Alkaloids

Category

Standards;Natural Pytochemical;API

SMILES

CCC1C2CCN3C1C4(CC3)C5=CC=CC=C5NC4=C2C(=O)OC

Synonyms

3,5-Ethano-3H-pyrrolo[2,3-d]carbazole-6-carboxylic acid, 4-ethyl-1,2,3a,4,5,7-hexahydro-, methyl ester/Methyl 18-ethyl-8,14-diazapentacyclo[9.5.2.0.0.0]octadeca-2,4,6,9-tetraene-10-carboxylate

IUPAC Name

methyl 18-ethyl-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,9-tetraene-10-carboxylate

Applications

Density

1.3±0.1 g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

236.6±28.7 °C

Boiling Point

467.7±45.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C20H24N2O2/c1-3-12-13-8-10-22-11-9-20(18(12)22)14-6-4-5-7-15(14)21-17(20)16(13)19(23)24-2/h4-7,12-13,18,21H,3,8-11H2,1-2H3

InChl Key

RLAKWLFUMAABBE-UHFFFAOYSA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:6711-69-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

21133399

Abstract

The first enantioselective total syntheses of indole alkaloids of the condylocarpine type are reported. (+)-Condylocarpine, (+)-isocondylocarpine, and (+)-tubotaiwine were prepared in high enantiomeric purity (er > 99:1) from (1S,5R)-hexahydro-1,5-methano-1H-azocino[4,3-b]indole-12-one 7b by way of five or six isolated intermediates.

Title

Total synthesis of (+)-condylocarpine, (+)-isocondylocarpine, and (+)-tubotaiwine.

Author

Martin CL1, Nakamura S, Otte R, Overman LE.

Publish date

2011 Jan 7

PMID

19399578

Abstract

Five new alkaloids, including three 19,20-epoxytubotaiwine stereoisomers, viz. kopsiyunnanines F1 (1), F2 (2), and F3 (3), (Z)-isocondylocarpine (4), and (Z)-isocondylocarpine N-oxide (5), along with five known tubotaiwine-type indole alkaloids were isolated from the aerial part of Yunnan Kopsia arborea Blume (Apocynaceae). Their structures including absolute configurations were elucidated by spectroscopic and chemical means.

Title

Kopsiyunnanines F and isocondylocarpines: new tubotaiwine-type alkaloids from Yunnan Kopsia arborea.

Author

Wu Y1, Kitajima M, Kogure N, Wang Y, Zhang R, Takayama H.

Publish date

2009 Jul;

PMID

10678501

Abstract

A procedure for prefractionation of crude plant extracts by centrifugal partition chromatography (CPC) has been developed to enable rapid identification of known-positive compounds or false-positive compounds and to increase the chance of identifying minor unknown-active compounds. The study explored the use of CPC as a tool in the prefractionation step before investigation of bioactivity. Fractions obtained by CPC from an ethanolic extract of Tabernaemontana pachysiphon Stapf (Apocynaceae) were screened by means of an opiate-receptor-binding assay and an adenosine A1-receptor-binding assay. Fractions containing fatty acids, which had false-positive effects on the assay, were identified, as were unknown-positive fractions from which two opioid-active compounds, tubotaiwine and apparicine, were subsequently isolated. The affinities (Ki) of tubotaiwine and apparicine at the opiate receptor were 1.65 +/- 0.81 and 2.65 +/- 1.56 micromol, respectively. Both alkaloids had analgesic activity in the abdominal constriction test in mice. CPC prefractionation led to the rapid isolation of two opioid-active compounds, tubotaiwine and apparicine, from the unknown-positive fraction; false-positive fractions were rapidly identified. Both tubotaiwine and apparicine had affinity for adenosine receptors in the micromolar range and also had in-vivo analgesic activity in mice.

Title

Isolation of opioid-active compounds from Tabernaemontana pachysiphon leaves.

Author

Ingkaninan K1, Ijzerman AP, Taesotikult T, Verpoorte R.

Publish date

1999 Dec