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Lanatoside C (Standard)

CAT: 0804-HY-B1030R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B1030R-01Size:5 mg
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Description
Lanatoside C (Standard) is the analytical standard of Lanatoside C. This product is intended for research and analytical applications. Lanatoside C is a cardiac glycoside, can be used in the treatment of congestive heart failure and cardiac arrhythmia.Lanatoside C has an IC50 of 0.19 μM for dengue virus infection in HuH-7 cells. Lanatoside C can effectively inhibit all four serotypes of dengue virus, flavivirus Kunjin, alphavirus Chikungunya, Sindbis virus and the human enterovirus 71[1][2].
CAS Number
17575-22-3
UNSPSC
12352005
Target
Autophagy; CHIKV; Dengue Virus; Enterovirus; Flavivirus; Reference Standards
Type
Reference Standards
Related Pathways
Anti-infection; Autophagy; Others
Field of Research
Cardiovascular Disease; Cancer
Assay Protocol
https://www.medchemexpress.com/lanatoside-c-standard.html
Smiles
O[C@]([C@@](CC[C@@]1([H])[C@@]2(CC[C@H](O[C@@](O[C@H](C)[C@H]3O[C@@](O[C@H](C)[C@H]4O[C@@](O[C@H](C)[C@H]5O[C@]([C@@H]([C@@H](O)[C@@H]6O)O)([H])O[C@@H]6CO)([H])C[C@@H]5OC(C)=O)([H])C[C@@H]4O)([H])C[C@@H]3O)C1)C)([H])[C@]2([H])C[C@H]7O)(CC[C@@H]8C(CO9)=CC9=O)[C@]78C
Molecular Formula
C49H76O20
Molecular Weight
985.12
References & Citations
[1]Crommentuijn MH, et al. Intracranial AAV-sTRAIL combined with lanatoside C prolongs survival in an orthotopic xenograft mouse model of invasive glioblastoma. Mol Oncol. 2015 Dec 11. pii: S1574-7891 (15) 00226-4.|[2]Cheung YY, et al. Antiviral activity of lanatoside C against dengue virus infection. Antiviral Res. 2014 Nov;111:93-99.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Lanatoside C

lanatoside C has been reported in Digitalis lamarckii, Digitalis grandiflora, and other organisms with data available.

CAS Number17575-22-3
PubChem CID656630
IUPAC Name[(2R,3R,4S,6S)-6-[(2R,3S,4S,6S)-6-[(2R,3S,4S,6R)-6-[[(3S,5R,8R,9S,10S,12R,13S,14S,17R)-12,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2-methyloxan-3-yl]oxy-2-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl] acetate
Molecular FormulaC49H76O20
Molecular Weight985.1
XLogP0.2
Topological Polar Surface Area288
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count20
Rotatable Bond Count12
Heavy Atom Count69
Formal Charge0
Complexity1870
SMILES
C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3C[C@H]([C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)O)C)O)O[C@H]7C[C@@H]([C@@H]([C@H](O7)C)O[C@H]8C[C@@H]([C@@H]([C@H](O8)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)OC(=O)C)O
InChI
InChI=1S/C49H76O20/c1-21-43(67-38-17-32(53)44(22(2)62-38)68-39-18-33(64-24(4)51)45(23(3)63-39)69-46-42(58)41(57)40(56)34(19-50)66-46)31(52)16-37(61-21)65-27-9-11-47(5)26(14-27)7-8-29-30(47)15-35(54)48(6)28(10-12-49(29,48)59)25-13-36(55)60-20-25/h13,21-23,26-35,37-46,50,52-54,56-59H,7-12,14-20H2,1-6H3/t21-,22-,23-,26-,27+,28-,29-,30+,31+,32+,33+,34-,35-,37+,38+,39+,40-,41+,42-,43-,44-,45-,46+,47+,48+,49+/m1/s1
InChIKey
JAYAGJDXJIDEKI-PTGWOZRBSA-N
Chemical Structure
2D Structure
2D structure of Lanatoside C
CAS: 17575-22-3
CID: 656630
Formula: C49H76O20
MW: 985.1
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight985.1
XLogP30.2
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count20
Rotatable Bond Count12
Exact Mass984.49299481
Monoisotopic Mass984.49299481
Topological Polar Surface Area288 Ų
Heavy Atom Count69
Formal Charge0
Complexity1870
Isotope Atom Count0
Defined Atom Stereocenter Count26
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes