| Identification | Back Directory | [Name]
Strictosidine | [CAS]
20824-29-7 | [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)- | [Molecular Formula]
C27H34N2O9 | [MDL Number]
MFCD00238689 | [MOL File]
20824-29-7.mol | [Molecular Weight]
530.571 |
| Hazard Information | Back Directory | [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. | [Definition]
ChEBI: 3alpha(S)-strictosidine is a methyl ester, an indole alkaloid, an alkaloid ester and a beta-D-glucoside. It is a conjugate acid of a 3alpha(S)-strictosidinium(1+). | [References]
Battersby, Burnett, Parsons., Chem. Commun., 1282 (1968) |
|
|