Convallatoxin - CAS 508-75-8

Name: Convallatoxin
Brand: BOC Sciences
Rating: 5 (1 reviews)

Catalog:	BB027241
Product Name:	Convallatoxin
CAS:	508-75-8
Synonyms:	Corglycone; Convallotoxin; Korglykon; Strophanthidin 3-O-alpha-L-rhamnoside

Technical Data

IUPAC Name:	(3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
Description:	Convallatoxin is a cardenolide used in the treatment of congestive heart failure. It may also be used in the treatment of tumor cells at nanomolar concentrations due to its anti-proliferative effects, in particular, human lung cancer. Convallatoxin ameliorates colitic inflammation via activation of PPARγ and suppression of NF-κB.
Molecular Weight:	550.64
Molecular Formula:	C29H42O10
Canonical SMILES:	CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)C=O)O)O)O
InChI:	InChI=1S/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
InChI Key:	HULMNSIAKWANQO-JQKSAQOKSA-N
Boiling Point:	757.3 °C at 760 mmHg
Melting Point:	235-242 °C
Purity:	95 %
Density:	1.41 g/cm³
Solubility:	Slightly soluble in water
Appearance:	Prisms from methanol + ether
Decomposition:	Hazardous decomposition products formed under fire conditions. - carbon oxides
LogP:	0.75000
Stability:	Stable under recommended storage conditions

GHS Hazard Statement:	H301: Toxic if swallowed [Danger Acute toxicity, oral]
Precautionary Statement:	P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P311, P312, P321, P322, P330, P361, P363, P403+P233, P405, and P501
Signal Word:	Danger

Publication Number	Title	Priority Date
US-10980756-B1	Methods of treatment	20200316
WO-2021188564-A1	Methods of treating covid-19 with a niclosamide compound	20200316
WO-2021168239-A1	Suprachoroidal delivery of drug particles to reduce toxicity	20200221
US-2021114973-A1	Pharmaceutical formulations	20191018
WO-2021076922-A1	Pharmaceutical formulations	20191018

PMID	Publication Date	Title	Journal
28503972	20170501	Molecular mechanisms of anti-oxidant and anti-aging effects induced by convallatoxin in Caenorhabditis elegans	Free radical research
26708294	20160401	Heterogeneous transport of digitalis-like compounds by P-glycoprotein in vesicular and cellular assays	Toxicology in vitro : an international journal published in association with BIBRA
25446405	20150101	Development of a high-content screen for the identification of inhibitors directed against the early steps of the cytomegalovirus infectious cycle	Antiviral research
23571415	20130601	Structure-based identification of OATP1B1/3 inhibitors	Molecular pharmacology
22348979	20120601	Toxicarioside M, a new cytotoxic 10β-hydroxy-19-nor-cardenolide from Antiaris toxicaria	Fitoterapia

Complexity:	1050
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	13
Defined Bond Stereocenter Count:	0
Exact Mass:	550.27779753
Formal Charge:	0
Heavy Atom Count:	39
Hydrogen Bond Acceptor Count:	10
Hydrogen Bond Donor Count:	5
Isotope Atom Count:	0
Monoisotopic Mass:	550.27779753
Rotatable Bond Count:	4
Topological Polar Surface Area:	163 Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	-0.7