Strictosidine

Strictosidine Structure
CAS No.
20824-29-7
Chemical Name:
Strictosidine
Synonyms
Isovincoside;Strictosidin;3-Isovincoside;(5S)-5-carboxystrictosidine;3-Isovincoside CAS NO.20824-29-7;(4S)-4β-[[(1S)-1,2,3,4-Tetrahydro-β-carboline-1α-yl]methyl]-5β-ethenyl-6α-(β-D-glucopyranosyloxy)-5,6-dihydro-4H-pyran-3-carboxylic acid methyl ester;(2S)-3α-Vinyl-2β-(β-D-glucopyranosyloxy)-3,4-dihydro-4α-[[(1S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-2H-pyran-5-carboxylic acid methyl ester;2H-Pyran-5-carboxylic acid, 3-ethenyl-2-(β-D-glucopyranosyloxy)-3,4-dihydro-4-[[(1S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-, methyl ester, (2S,3R,4S)-
CBNumber:
CB91075387
Molecular Formula:
C27H34N2O9
Molecular Weight:
530.571
MOL File:
20824-29-7.mol
Modify Date:
2023/5/4 17:34:35

Strictosidine Properties

Melting point 161-165 °C
Boiling point 763.0±60.0 °C(Predicted)
Density 1.44±0.1 g/cm3(Predicted)
pka 12.81±0.70(Predicted)

Strictosidine Chemical Properties,Uses,Production

Description

A glycoalkaloid occurring in Vinca rosea, this base is probably stereoisomeric with Vincoside and Strictosidine (q.v.), the latter two alkaloids almost certainly being identical. It is a pale yellow amorphous solid, yielding the N:N' -diacetyl derivative, m.p. 171°C and an amorphous pentaacetyl compound which is laevorotatory with [α] D - 75° (CHCI3).

Uses

Strictosidine is studied as a potential antimalarial compound.

References

Battersby, Burnett, Parsons., Chem. Commun., 1282 (1968)

Strictosidine Preparation Products And Raw materials

Raw materials

Preparation Products

Strictosidine Suppliers

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(2S)-3α-Vinyl-2β-(β-D-glucopyranosyloxy)-3,4-dihydro-4α-[[(1S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-2H-pyran-5-carboxylic acid methyl ester (4S)-4β-[[(1S)-1,2,3,4-Tetrahydro-β-carboline-1α-yl]methyl]-5β-ethenyl-6α-(β-D-glucopyranosyloxy)-5,6-dihydro-4H-pyran-3-carboxylic acid methyl ester 3-Isovincoside Strictosidin 2H-Pyran-5-carboxylic acid, 3-ethenyl-2-(β-D-glucopyranosyloxy)-3,4-dihydro-4-[[(1S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-, methyl ester, (2S,3R,4S)- (5S)-5-carboxystrictosidine Isovincoside 3-Isovincoside CAS NO.20824-29-7 20824-29-7