4697-68-1 Usage
Description
One of the alkaloids isolated from the leaves of Mitragyna speciosa, the structure
of the base has been determined from the NMR spectrum which demonstrates
that the alkaloid has a cis DIE ring junction and a conformation such that the
oxindole ring deshields the ester methoxyl group.
Uses
Uncarine D is a compound extracted from Uncaria tomentosa leaves. The compounds extracted from these leaves have exhibited immunomodulating, antiinflammatory and anti-cancer activity, attributed to the presence of tetra/pentacyclic oxindole alkaloids.
References
Beckett et al., Sci. Pharm., Froc., 25th (1965)
Check Digit Verification of cas no
The CAS Registry Mumber 4697-68-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,6,9 and 7 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 4697-68:
(6*4)+(5*6)+(4*9)+(3*7)+(2*6)+(1*8)=131
131 % 10 = 1
So 4697-68-1 is a valid CAS Registry Number.
InChI:InChI=1/C21H24N2O4/c1-12-14-10-23-8-7-21(16-5-3-4-6-17(16)22-20(21)25)18(23)9-13(14)15(11-27-12)19(24)26-2/h3-6,11-14,18H,7-10H2,1-2H3,(H,22,25)/t12-,13-,14-,18+,21-/m0/s1
4697-68-1Relevant articles and documents
Analysis of the kinetics of isomerization of spiro oxindole alkaloids
Laus, Gerhard,Broessner, Dagmar,Senn, Gilbert,Wurst, Klaus
, p. 1931 - 1936 (2007/10/03)
The isomerization of the spiro oxindole alkaloids mitraphylline, isomitraphylline, pteropodine, isopteropodine, speciophylline and uncarine F in water has been studied at several temperatures and the rate coefficients have been determined. The effect of pH on the rate of reaction and the equilibrium composition has been investigated. The rate coefficients in water and in organic solvents correlate satisfactorily with the Dimroth-Reichardt solvent polarity parameter. The present results support the existence of a zwitterionic intermediate stabilized by polar solvents and show that protonation of the alkaloids inhibits the isomerization. The crystal structure of pteropodine has been determined.
Yohimbane derivatives. 3. The oxidative rearrangement of indole alkaloids to their spirooxindole analogs.
Zinnes,Shavel Jr.
, p. 1765 - 1771 (2007/11/06)
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