SCS-C000427
averufanin
Pathway: Polyketides
Superclass: Polycyclic aromatic polyketides
Class: Anthraquinones and anthrones
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Aspergillus sp.
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
South China Sea
DOI:
10.1007/s10600-014-1037-2
· Chemistry of Natural Compounds
Drug-likeness (Lipinski Ro5)
Molecular Weight
370.4 Da
Threshold ≤ 500
ALogP
2.91
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H18O7
Molecular Weight:
370.4000 Da
SMILES:
C[C@H]1CCC[C@@H](c2c(O)cc3c(c2O)C(=O)c2c(O)cc(O)cc2C3=O)O1
InChIKey:
RMAWHAJLOCVQTG-RTHLEPHNSA-N
InChI:
InChI=1S/C20H18O7/c1-8-3-2-4-14(27-8)17-13(23)7-11-16(20(17)26)19(25)15-10(18(11)24)5-9(21)6-12(15)22/h5-8,14,21-23,26H,2-4H2,1H3/t8-,14-/m0/s1
Calculated Properties
ALogP:
2.914 lipophilicity
TPSA:
124.29 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
7
Rotatable Bonds:
1
Ring Count:
4
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.3000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000427
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Polycyclic aromatic polyketides
NPClassifier Class:
Anthraquinones and anthrones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
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 |
|---|---|---|---|---|
| Enzyme inhibition | IC50 | ACAT1, ACAT2 | 28.0 μM | 10.1007/s10600-014-1037-2 Chemistry of Natural Compounds |
| Enzyme inhibition | IC50 | ACAT1, ACAT2 | 12.1 μM | 10.1007/s10600-014-1037-2 Chemistry of Natural Compounds |