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Chemical structure of Epoxyazadiradione

GC69076

Epoxyazadiradione

Also known as [(1S,2R,4S,10R,11R,16R)-6-(furan-3-yl)-1,7,11,15,15-pentamethyl-5,14-dioxo-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadec-12-en-18-yl] acetate

Epoxyazadiradione is a purified limonoid from the fruit of Azadirachta indica· It reversibly and non-competitively inhibits the tautomerase activity of human (huMIF) and malaria parasites (Plasmodium falciparum MIF (PfMIF) and Plasmodium yoelii MIF (PyMIF)) with Ki values ranging from 2·11 to 5·23 μM· Epoxyazadiradione has potential as an anti-malarial agent and for reducing pro-inflammatory responses induced by human MIF

ChemicalCAS18385-59-6MW466.57FormulaC28H34O6
CAS number
18385-59-6
Molecular weight
466.57
Formula
C28H34O6
InChIKey
NEYCGDYQBQONFC-AMVLTCCSSA-N
Catalogue number
GC69076
Brand
GLPBIO
Computed properties PubChem CID 122801 · XLogP 4.2 · TPSA 86.1 Ų · H-bond donors 0
XLogP
4.2
TPSA
86.1 Ų
H-bond donors
0
H-bond acceptors
6
Rotatable bonds
3
Heavy atoms
34

SMILES CC(=O)OC1C[C@@H]2[C@](C=CC(=O)C2(C)C)([C@@H]3[C@@]1([C@]45[C@H](O4)C(=O)C(C5(CC3)C)C6=COC=C6)C)C

Computed descriptors from PubChem (CID 122801), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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