508-75-8 Usage
Originator
Convallatoxin,C-Strong Co., Ltd.
Definition
ChEBI: A cardenolide glycoside that consists of strophanthidin having a 6-deoxy-alpha-L-mannopyranosyl (L-rhamnosyl) group attached at position 3.
Manufacturing Process
1 part of grinded flowers Convallaria majalis and 12 parts of water was stirred
for 15 hours at ambient temperature. After a filtration and washing with
water, a clear brown filtrate was mixed with a concentrate solution of lead
acetate. A lead consisted precipitate was filtered off and sodium phosphate
was added to filtrate for removing the remaining lead. The solution was
filtered again and 0.5 - 0.6 parts of a coal was added and the mixture was
stirred for 3 hours at ambient temperature. The coal was filtered off, washed
with a little water and dried at 30°-40°C. A hot CHCl3 was added to dry coal
adsorbent. CHCl3 was distilled off to dryness in vacuum. The residue was
dissolved in a little methanol and the obtained solution was shook 3 times
with 2 volumes of petrol ether and then distilled to dryness in vacuum. This
product was dissolved in minimum absolute ethanol and added to 10 volumes
of dry ether. The formed precipitate was filtered and washed with ether togive the glycoside as a gray powder. It was crystallized from diluted ethanol
as colorless needles.
Therapeutic Function
Cardiotonic
Purification Methods
Crystallise convallatoxin from EtOAc, CHCl3/EtOH (9:1) or MeOH/Et2O. The tetraacetate has m 238-242o (from MeOH/Et2O), [] D 25 -5o (CHCl3). [Reyle et al. Helv Chim Acta 33 1541 1950, Fieser & Jacobson J Am Chem Soc 59 2335 1937 Beilstein 1 8 III/IV 3142.]
Check Digit Verification of cas no
The CAS Registry Mumber 508-75-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,0 and 8 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 508-75:
(5*5)+(4*0)+(3*8)+(2*7)+(1*5)=68
68 % 10 = 8
So 508-75-8 is a valid CAS Registry Number.
InChI:InChI=1/C29H42O10/c1-15-22(32)23(33)24(34)25(38-15)39-17-3-8-27(14-30)19-4-7-26(2)18(16-11-21(31)37-13-16)6-10-29(26,36)20(19)5-9-28(27,35)12-17/h11,14-15,17-20,22-25,32-36H,3-10,12-13H2,1-2H3/t15-,17-,18+,19?,20?,22-,23+,24+,25-,26+,27-,28-,29-/m0/s1
508-75-8Relevant articles and documents
Antiarol cinnamate and africanoside, a cinnamoyl triterpene and a hydroperoxy-cardenolide from the stem bark of antiaris africana
Vouffo, Bertin,Dongo, Etienne,Facey, Petrea,Thorn, Andrea,Sheldrick, George,Maier, Armin,Fiebig, Heinz Herbert,Laatsch, Hartmut
body text, p. 1717 - 1723 (2011/12/04)
From the methanol extract of the stem bark of the African tree Antiaris africana Engler, two new bioactive metabolites were isolated, namely, the α-amyrin derivative 1β,11α-dihydroxy-3β-cinnamoyl-α- amyrin (antiarol cinnamate, 1) and a cardiac glycoside, 3β-O-(α-L- rhamnopyranosyl)-14β-hydroperoxy-5β-hydroxy-19-oxo-17β-card- 20(22)-enolide (africanoside, 2a), together with the known compounds-α- amyrin and its acetate, β-sitosterol and its 3-O-β-D-glucopyranoside, friedelin, ursolic and oleanolic acid, 19-norperiplogenin, strophanthidol, strophanthidinic acid, periplogenin (3a), 3-epiperiplogenin, strophanthidin (3b) and 3,3-dimethoxy-4-O-β-D-xylopyronosyl-ellagic acid. Their structures were established on the basis of their spectroscopic data and by chemical methods, while 3a was additionally confirmed by Xray crystal structure analysis. The aglycone moiety possessing a hydroperoxy group was found for the first time in cardenolides. Compounds 1 and 2a showed no activity against bacteria, fungi, and microalgae; however, the crude extract exhibited a high toxicity against Artemia salina and a selective antitumor activity against human tumor cell lines. Africanoside (2a) effected a concentration-dependent inhibition of tumor cell growth with a mean IC50 value of 5.3nM. Georg Thieme Verlag KG Stuttgart - New York.
