CAS 20824-29-7
:Strictosidine
Description:
Strictosidine is a naturally occurring alkaloid primarily found in certain plant species, particularly within the Apocynaceae family. It is a key intermediate in the biosynthesis of various indole alkaloids, which are known for their pharmacological properties. Structurally, strictosidine is characterized by its complex molecular framework, which includes an indole moiety linked to a sugar component, typically a glucose unit. This compound is notable for its role in the production of bioactive compounds, such as the anti-cancer agent vincristine. Strictosidine exhibits a range of biological activities, including antimicrobial and anti-inflammatory effects, making it of interest in medicinal chemistry and pharmacology. Its synthesis and metabolic pathways have been extensively studied, revealing insights into plant defense mechanisms and the evolution of alkaloid biosynthesis. The compound's CAS number, 20824-29-7, is a unique identifier that facilitates its identification in chemical databases and literature. Overall, strictosidine serves as a significant example of the intricate relationships between plant chemistry and potential therapeutic applications.
Formula:C27H34N2O9
InChI:InChI=1/C27H34N2O9/c1-3-13-16(10-19-21-15(8-9-28-19)14-6-4-5-7-18(14)29-21)17(25(34)35-2)12-36-26(13)38-27-24(33)23(32)22(31)20(11-30)37-27/h3-7,12-13,16,19-20,22-24,26-33H,1,8-11H2,2H3/t13-,16+,19+,20-,22-,23+,24-,26+,27+/m1/s1
InChI key:InChIKey=XBAMJZTXGWPTRM-NTXHKPOFSA-N
SMILES:C([C@H]1C2=C(C=3C(N2)=CC=CC3)CCN1)[C@H]4[C@@H](C=C)[C@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)OC=C4C(OC)=O
Synonyms:- 1H-Pyrido[3,4-b]indole, 2H-pyran-5-carboxylic acid deriv.
- 2H-Pyran-5-carboxylic acid, 3-ethenyl-2-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-3,4-dihydro-4-[(2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)methyl]-, methyl ester, [2S-[2α,3β,4β(R*)]]-
- 2H-Pyran-5-carboxylic acid, 3-ethenyl-2-(β-<span class="text-smallcaps">D</span>-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)-
- 2H-pyran-5-carboxylic acid, 3-ethenyl-2-(beta-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)-
- 3-Isovincoside
- 3α(S)-Strictosidine
- Isovincoside
- Methyl (2S,3R,4S)-2-(beta-D-glucopyranosyloxy)-4-[(1S)-2,3,4,9-tetrahydro-1H-beta-carbolin-1-ylmethyl]-3-vinyl-3,4-dihydro-2H-pyran-5-carboxylate
- Methyl (2S,3R,4S)-4-[(1S)-2,3,4,9-tetrahydro-1H-beta-carbolin-1-ylmethyl]-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-3-vinyl-3,4-dihydro-2H-pyran-5-carboxylate
- Strictosidin
- Strictosidine
- 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)-
- 2H-Pyran-5-carboxylic acid, 3-ethenyl-2-(β-D-glucopyranosyloxy)-3,4-dihydro-4-[(2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)methyl]-, methyl ester, [2S-[2α,3β,4β(R*)]]-
- (5S)-5-carboxystrictosidine
- (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
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Found 2 products.
Strictosidine
CAS:<p>Strictosidine has DNA damaging activity in yeast RS 188N mutant, assessed as drug level required to produce 12 mm zone of inhibition.</p>Formula:C27H34N2O9Purity:98%Color and Shape:SolidMolecular weight:530.57Strictosidine
CAS:<p>Strictosidine is a key biochemical precursor, which is derived from the plant periwinkle (Catharanthus roseus) through the combination of tryptamine and secologanin. This compound serves as a central intermediate in the biosynthesis of over 2,000 monoterpenoid indole alkaloids. Its mode of action involves the enzymatic transformation into various complex alkaloids, facilitated by specific enzymes within plant cells.</p>Formula:C27H34N2O9Purity:Min. 95%Color and Shape:PowderMolecular weight:530.57 g/mol

