15662-33-6 Usage
Description
Ryania insecticide is the ground stem wood of the
tropical tree Ryania speciosa Vahl., and it contains over a
dozen of several structurally related alkaloids. Nowadays,
this botanical preparation is of minor importance, but
one of its major ingredients, ryanodine, is a widely used
pharmacological tool in studies of the calcium release
channels in sarcoplasmic reticulum membranes of skeletal
and cardiac muscle of both insects and mammals (11,12).
Chemical Properties
white to off-white solid
Uses
Different sources of media describe the Uses of 15662-33-6 differently. You can refer to the following data:
1. Insecticide.
2. Ryanodine is a potent inhibitor of Ca2+ release from sarcoplasmic reticulum with potential application towards the treatment of huntingtons disease.
Definition
ChEBI: An insecticide alkaloid isolated from South American plant Ryania speciosa.
Biological Activity
Potent inhibitor of Ca 2+ release from sarcoplasmic reticulum (IC 50 values are 10 and 2.8 nM in skeletal and cardiac muscle respectively).
References
Rogers et ai., J. Amer. Chem. Soc., 70, 3086 (1948)
Kelly, Whittingham, Wusner., Chem. Ind., 857 (1952)
Structure:
Wiesner, Valenta, Findlay., Tetrahedron Lett., 221 (1967)
Hollstein, Rapoport.,J. Amer. Chem. Soc., 90,3864 (1968)
Wong, Hollstein, Rapoport., ibid, 90, 3866 (1968)
Wiesner., Collect. Czech. Chem. Commun., 33, 2656 (1968)
Crystal structure:
Srivastava, Przybylska., Can. J. Chem., 46,795 (1968)
Check Digit Verification of cas no
The CAS Registry Mumber 15662-33-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,6,6 and 2 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 15662-33:
(7*1)+(6*5)+(5*6)+(4*6)+(3*2)+(2*3)+(1*3)=106
106 % 10 = 6
So 15662-33-6 is a valid CAS Registry Number.
15662-33-6Relevant articles and documents
Chemical conversion of ryanodol to ryanodine
Masuda, Kengo,Nagatomo, Masanori,Inoue, Masayuki
, p. 874 - 879 (2016/07/14)
Ryanodine (1) is a plant-derived natural product with powerful pharmacological and insecticidal action, and is a potent modulator of intracellular calcium release channels. Compound 1 possesses a 1H-pyrrole-2-carboxylate ester at the C3-position of heptahydroxylated terpenoid ryanodol (2). Whereas 2 was readily obtained from 1 by basic hydrolysis, 1 has never been synthesized from 2, due to the extreme difficulty in selectively introducing the bulky pyrrole moiety at the severely hindered C3-hydroxyl group of heptaol 2. Here we report chemical conversion of 2 to 1 for the first time. The derivatization was realized through the use of a new protective group strategy and the application of on-site construction of the pyrrole-2-carboxylate ester from the glycine ester and 1,3-bis(dimethylamino)allylium tetrafluoroborate.
Investigation of the constituents of Ryania Speciosa
Ruest, Luc,Taylor, David R.,Deslongchamps, Pierre
, p. 2840 - 2843 (2007/10/02)
Six new metabolites (2, 5-9) were isolated from the extracts of Ryania Speciosa Vahl.These compounds are closely related to ryanodine, the known insecticidal toxic alkaloid from this plant.
9,21-Didehydroryanodine: a New Principal Toxic Constituent of the Botanical Insecticide Ryania
Waterhouse, Andrew L.,Holden, Ian,Casida, John E.
, p. 1265 - 1266 (2007/10/02)
A major insecticidal constituent of Ryania speciosa is isolated and characterized by n.m.r. and mass spectroscopy as the new alkaloid 9,21-didehydroryanodine (2); reduction of (2) with hydrogen (or tritium) gas yields both ryanodine (1) and 9-epiryanodine (3) (or their 9,21-3H analogues) in a 1 : 9 ratio.
