Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C13H18O2 |
Molecular Weight | 206.2808 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 3 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C\C=C\C=C\[C@H]1CO[C@@H](\C=C\C=C)[C@@H]1O
InChI
InChIKey=DTLKTHCXEMHTIQ-DBCNHVMASA-N
InChI=1S/C13H18O2/c1-3-5-7-8-11-10-15-12(13(11)14)9-6-4-2/h3-9,11-14H,2,10H2,1H3/b5-3+,8-7+,9-6+/t11-,12-,13+/m0/s1
Molecular Formula | C13H18O2 |
Molecular Weight | 206.2808 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 3 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/26462111
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26462111
Aureonitol is a fungi-derived natural product, which is inhibited influenza A and B virus replication. This compound was more effective against influenza A(H3N2), with an EC50 of 100 nM. Aureonitol inhibited influenza hemagglutination and, consequently, significantly impaired virus adsorption. Molecular modeling studies revealed that aureonitol docked in the sialic acid binding site of hemagglutinin, forming hydrogen bonds with highly conserved residues
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL3559640 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26462111 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26462111
Aureonitol inhibited influenza replication 24 h after infection with the A(H3N2) subtype in a dose-dependent fashion, with EC50 values of 30, 100 and 183 nM at MOIs of 0.01, 0.05 and 0.01, respectively . At 48 h after infection, aureonitol's potency was slightly reduced, as the obtained EC50 values were 48, 121 and 201 nM for MOIs of 0.01, 0.05 and 0.1, respectively. For comparison, at 24 post-infection OST presented EC50 values of 12, 30 and 49 nM for MOIs of 0.01, 0.05 and 0.1, respectively. At 48 h after infection, the EC50 concentration for OST also increased slightly to 28, 38 and 56 nM for MOIs of 0.01, 0.05 and 0.1, respectively.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 11:19:13 GMT 2023
by
admin
on
Sat Dec 16 11:19:13 GMT 2023
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Record UNII |
23F04FI61S
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Record Status |
Validated (UNII)
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Record Version |
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