SCS-C000450
alterperylenol
Pathway: Polyketides
Superclass: Naphthalenes
Class: Bisnaphthalenes
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Alternaria alternata
(marine-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Pleosporaceae
Genus
Alternaria
Species
Alternaria alternata
South China Sea
DOI:
10.1021/acs.jnatprod.9b00905
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
350.3 Da
Threshold ≤ 500
ALogP
1.75
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H14O6
Molecular Weight:
350.3000 Da
SMILES:
O=C1C[C@H](O)[C@@H]2c3c(ccc(O)c31)-c1ccc(O)c3c1[C@@]2(O)C=CC3=O
InChIKey:
MTOHOIPTYJIUCH-KPOBHBOGSA-N
InChI:
InChI=1S/C20H14O6/c21-10-3-1-8-9-2-4-11(22)17-12(23)5-6-20(26,18(9)17)19-14(25)7-13(24)16(10)15(8)19/h1-6,14,19,21-22,25-26H,7H2/t14-,19+,20-/m0/s1
Calculated Properties
ALogP:
1.749 lipophilicity
TPSA:
115.06 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
6
Rotatable Bonds:
0
Ring Count:
5
(2 aromatic)
Chiral Centers:
3
Fsp³:
0.2000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000450
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Naphthalenes
NPClassifier Class:
Bisnaphthalenes
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 |
|---|---|---|---|---|
| Antitumor | IC50 | A-549,HCT-116,HeLa | 2.6 μM | 10.1021/acs.jnatprod.9b00905 Journal of Natural Products |