(2β,5α,12β,19α)-4β-(Acetyloxy)-6,7-didehydro-3β-hydroxy-1-methylaspidospermidine-3-carboxylic acid methyl ester

Inquiry

For Research Use Only.

Category

Alkaloids

Cat.No.

NP0439

CAS

5231-60-7

Product Name

(2β,5α,12β,19α)-4β-(Acetyloxy)-6,7-didehydro-3β-hydroxy-1-methylaspidospermidine-3-carboxylic acid methyl ester

Structure

Product Details

Description

Vindorosine usually comes from the herbs of Catharanthus roseus (L.) G. Don. Vindorosine treated with different pharmacological blockers and inhibitors for the measurement of vascular reactivity on a Multi Myograph System. Blood vessel relaxation by Vindorosine and the possible underlying mechanisms involved the inhibition of Ca(2+) entry via L-type Ca(2+) channels in vascular smooth muscles.

Synonyms

(2β,5α,12β,19α)-4β-(Acetyloxy)-6,7-didehydro-3β-hydroxy-1-methylaspidospermidine-3-carboxylic acid methyl ester; Demethoxyvindoline; Vindolidin; Vindolidine; Vindorosin

IUPAC Name

methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-10-hydroxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

Molecular Weight

426.5

Molecular Formula

C24H30N2O5

Canonical SMILES

CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=CC=CC=C45)C

InChI

InChI=1S/C24H30N2O5/c1-5-22-11-8-13-26-14-12-23(18(22)26)16-9-6-7-10-17(16)25(3)19(23)24(29,21(28)30-4)20(22)31-15(2)27/h6-11,18-20,29H,5,12-14H2,1-4H3/t18-,19+,20+,22+,23+,24-/m0/s1

InChIKey

SASWULSUPROHRT-MCIGMTSASA-N

Melting Point

167°C

Purity

>98%

Appearance

Powder

Alpha

D16 -31° (chloroform)

Form

Powder

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