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Lychnopholide

CAT: 0804-HY-129228Size: 1 EachDry Ice: NoHazardous: No
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Description
Lychnopholide is a sesquiterpene lactone derived from the Asteraceae, Lychnopholide exhibits anti-trypanosomal activity against Trypanosoma cruzi. lychnopholide encapsulated in nanocapsules reduces its toxicity to mammalian cells. Lychnopholide ameliorates Chagas disease in mouse models[1].
CAS Number
77448-64-7
UNSPSC
12352005
Target
Parasite
Type
Natural Products
Related Pathways
Anti-infection
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/lychnopholide.html
Smiles
C/C=C(C(O[C@@H](C[C@@]1(C)OC(/C(C)=C\2)=CC1=O)[C@]([H])([C@@]2(OC3=O)[H])C3=C)=O)\C
Molecular Formula
C20H22O6
Molecular Weight
358.39
References & Citations
[1]Milagre MM, et al., Lychnopholide loaded in surface modified polylactide nanocapsules (LYC-PLA-PEG-NC) cure mice infected by Trypanosoma cruzi strain a prototype of resistance to benznidazole and nifurtimox: First insights of its mechanism of action. Exp Parasitol. 2023 Dec;255:108647.
Shipping Conditions
Room temperature
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Lychnopholide

Lychnopholide has been reported in Crateva nurvala, Lychnophora ericoides, and other organisms with data available.

CAS Number77448-64-7
PubChem CID49767028
IUPAC Name[(2Z,4R,8R,9S,11R)-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.04,8]tetradeca-1(13),2-dien-9-yl] (Z)-2-methylbut-2-enoate
Molecular FormulaC20H22O6
Molecular Weight358.4
XLogP2.4
Topological Polar Surface Area78.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Heavy Atom Count26
Formal Charge0
Complexity799
SMILES
C/C=C(/C)\C(=O)O[C@H]1C[C@@]2(C(=O)C=C(O2)/C(=C\[C@@H]3[C@@H]1C(=C)C(=O)O3)/C)C
InChI
InChI=1S/C20H22O6/c1-6-10(2)18(22)25-15-9-20(5)16(21)8-13(26-20)11(3)7-14-17(15)12(4)19(23)24-14/h6-8,14-15,17H,4,9H2,1-3,5H3/b10-6-,11-7-/t14-,15+,17+,20-/m1/s1
InChIKey
QATUWZPYBIHFFR-UVXIKMMUSA-N
Chemical Structure
2D Structure
2D structure of Lychnopholide
CAS: 77448-64-7
CID: 49767028
Formula: C20H22O6
MW: 358.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight358.4
XLogP32.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Exact Mass358.14163842
Monoisotopic Mass358.14163842
Topological Polar Surface Area78.9 Ų
Heavy Atom Count26
Formal Charge0
Complexity799
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
MBS5782586Lychnopholide

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