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convallatoxin

convallatoxin

CAS: 508-75-8

Molecular Formula: C29H42O10

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convallatoxin - Names and Identifiers

Name convallatoxin
Synonyms Korglykon
Corglycon
Corglykon
CORGLYKON
HSDB 3475
NSC 407808
Corglycone
Convallaton
CONVALLATOXIN
Convallatoxin
convallatoxin
Convallotoxin
Convallaotoxin
Convallatoxine
Convallatoxoside
STROPHANTHIN 3ALPHA-1-RHAMNOSIDE
Strophanthidin alpha-L-rhamnoside
STROPHANTHIDIN A-L-RHAMNOPYRANOSIDE
Rhamnoside, strophanthidin-3, alpha-L-
STROPHANTHIDIN ALPHA-L-RHAMNOPYRANOSIDE
Strophanthidin, 3-(6-deoxy-alpha-L-mannopyranoside)
Mannopyranoside, strophanthidin-3,6-deoxy-, alpha-L-
3-[(6-deoxyhexopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide
20(22),5BETA-CARDENOLID-19-AL-3BETA,5BETA,14BETA-TRIOL-3BETA-D-[A-1-RHAMNOPYRANOSIDE]
3beta-((6-Deoxy-alpha-L-mannopyranosyl)oxy)-5,14-dihydroxy-19-oxo-5beta-card-20(22)-enolide
(3beta,5beta,17xi)-3-[(6-deoxy-L-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide
(3beta,5beta)-3-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide
Card-20(22)-enolide, 3-((6-deoxy-alpha-L-mannopyranosyl)oxy)-5,14-dihydroxy-19-oxo-, (3beta,5beta)-
(3beta,5beta,8xi,9xi)-3-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-5,14-dihydroxy-19-oxocard-20(22)-enolide
Card-20(22)-enolide, 3-((6-deoxy-alpha-L-mannopyranosyl)oxy)-5,14-dihydroxy-19-oxo-, (3beta,5beta)- (9CI)
Strophanthidin α-L-rhamnopyranoside, 3β,5α,14-Trihydroxy-19-oxo-5β,20(22)-cardenolide 3-(6-deoxy-α-L-mannopyranoside)
CAS 508-75-8
EINECS 208-086-3
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

convallatoxin - Physico-chemical Properties

Molecular FormulaC29H42O10
Molar Mass550.64
Density1.41±0.1 g/cm3 (20 ºC 760 Torr)
Melting Point238-239℃ (water )
Boling Point542°C (rough estimate)
Specific Rotation(α)D22 -1.7 ± 3° (c = 0.65 in methanol); D25 -9.4 ± 3° (c = 0.72 in dioxane)
Flash Point247.1°C
Solubility Soluble in alcohol and acetone, slightly soluble in water and chloroform, almost insoluble in ether and petroleum ether.
Vapor Presure1.8E-26mmHg at 25°C
AppearanceWhite crystalline powder
Merck13,2538
pKa13.04±0.70(Predicted)
Storage Condition2-8℃
Refractive Index1.5376 (estimate)
MDLMFCD00069477
Physical and Chemical PropertiesWhite crystalline powder. Melting point 235-242 ℃. Soluble in alcohol and acetone, slightly soluble in water and chloroform, almost insoluble in ether and petroleum ether.
In vitro study Convallatoxin induces HaCaT cell necroptosis.
In vivo study Convallatoxin exerts antipsoriatic activities in two mouse models of psoriasis.

convallatoxin - Risk and Safety

UN IDs3249
WGK Germany2
RTECSGL4025000
Hazard Class6.1(b)
Packing GroupIII
ToxicityLD50 in mice, rats (mg/kg): 10.0 i.p., 16.0 i.v. (Frster)

convallatoxin - Reference

Reference
Show more
1. Zhang, Zhi Hong, et al. "Convallatoxin promotes apoptosis and inhibits proliferation and angiogenesis through crosstalk between JAK2/STAT3 (T705) and mTOR/STAT3 (S727) signaling pathways in colorectal cancer." Phytomedicine 68 (2020): 153172.https://doi.or
2. [IF=4.268] Zhi Hong Zhang et al."Convallatoxin promotes apoptosis and inhibits proliferation and angiogenesis through crosstalk between JAK2/STAT3 (T705) and mTOR/STAT3 (S727) signaling pathways in colorectal cancer."Phytomedicine. 2020 Mar;68:153172
3. [IF=8.739] Yue Xing et al.Convallatoxin inhibits IL-1β production by suppressing zinc finger protein 91-mediated pro-IL-1β ubiquitination and caspase-8 inflammasome activity.British Journal Of Pharmacology.2021 Nov 26

convallatoxin - Reference Information

biological activity Convallatoxin are cardiac glycosides isolated from Adonis amurensis Regel et Radde. Convallatoxin improved colitis by activating PPARγ and inhibiting NF-κB. Convallatoxin is a P-glycoprotein (P-gp) substrate and recognizes Val982 as an important amino acid involved in its transport. Convallatoxin is an enhancer of ligand-induced MOR endocytosis, with high potency and efficacy. It has anti-inflammatory and anti-proliferative properties.
in vitro study Convallatoxin induces HaCaT cell necroptosis.
in vivo study Convallatoxin exerts antipsoriatic activities in two mouse models of psoriasis.
chemical properties white crystalline powder. Melting point 235-242 ℃. Soluble in alcohol and acetone, slightly soluble in water and chloroform, almost insoluble in ether and petroleum ether.
use cardiotonic drugs. Similar to digitalis preparation. Mainly used for acute and chronic heart failure.
production method the coarse powder of the overground part of lily of the valley (regalia) is extracted with benzene-ethanol mixed solvent. after the extraction solution is concentrated, the chloroform-ethanol solution is used to extract the concentrated solution, and the extracted solution is also concentrated. this time, the concentrated solution is extracted with water. The obtained aqueous solution is concentrated and cooled to crystallize out the crude pantoin of lily of the valley. The crude product is recrystallized with methanol to obtain the finished product. The total yield is 0.01% for the whole plant of lily of the valley.
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov provided (external link)
Last Update:2024-04-09 21:31:58
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