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  3. methyl 5-(acetyloxy)?2-[2-(acetyloxy)?6-hydroxy-4-methylbenzoyl]?3-methoxybenzoate

SCS-C006738

methyl 5-(acetyloxy)?2-[2-(acetyloxy)?6-hydroxy-4-methylbenzoyl]?3-methoxybenzoate

Pathway: Polyketides Superclass: Aromatic polyketides Class: Benzophenones
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Chemical Structure

Structure of methyl 5-(acetyloxy)?2-[2-(acetyloxy)?6-hydroxy-4-methylbenzoyl]?3-methoxybenzoate
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Download: SDF SMILES

Source Information

Penicillium sp. (soft coral-derived fungus)
Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species NA
South China Sea
DOI: 10.1038/s41429-021-00464-9  · The Journal of Antibiotics

Drug-likeness (Lipinski Ro5)

Molecular Weight
416.4 Da
Threshold ≤ 500
ALogP
2.58
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C21H20O9
Molecular Weight:
416.3820 Da
SMILES:
COC(=O)c1cc(OC(C)=O)cc(OC)c1C(=O)c1c(O)cc(C)cc1OC(C)=O
InChIKey:
OGGYEOJGJDEPDZ-UHFFFAOYSA-N
InChI:
InChI=1S/C21H20O9/c1-10-6-15(24)19(17(7-10)30-12(3)23)20(25)18-14(21(26)28-5)8-13(29-11(2)22)9-16(18)27-4/h6-9,24H,1-5H3
Calculated Properties
ALogP:
2.577 lipophilicity
TPSA:
125.43 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
9
Rotatable Bonds:
6
Ring Count:
2 (2 aromatic)
Chiral Centers:
0
Fsp³:
0.2381 fraction sp³ carbon

Database Information

Compound ID:
SCS-C006738
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Aromatic polyketides
NPClassifier Class:
Benzophenones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.
Activity Assay Target / model Result Reference
Antibacterial MIC methicillin-resistant Staphylococcus aureus 6.25 μg/ml 10.1038/s41429-021-00464-9 The Journal of Antibiotics
Other specified activity IC50 newly hatched larvae of H. armigera Hubner 100.0 μg/ml 10.1038/s41429-021-00464-9 The Journal of Antibiotics
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Structure enlarged