SCS-C002081
pallidopenilline G
Pathway: Polyketides
Superclass: Cyclic polyketides
Class: Monacolins and Monacolin derivatives
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
Penicillium thomii Maire KMM 4675
(brown alga)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium thomii
South China Sea
DOI:
10.1021/acs.jnatprod.6b00624
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
294.4 Da
Threshold ≤ 500
ALogP
2.50
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C17H26O4
Molecular Weight:
294.4000 Da
SMILES:
CC(=O)OCCC(=O)[C@H]1C(C)=C[C@@H](O)[C@H]2C[C@@H](C)CC[C@H]12
InChIKey:
QFIGERUCAGJGAS-MSKFBYFHSA-N
InChI:
InChI=1S/C17H26O4/c1-10-4-5-13-14(8-10)16(20)9-11(2)17(13)15(19)6-7-21-12(3)18/h9-10,13-14,16-17,20H,4-8H2,1-3H3/t10-,13-,14-,16+,17-/m0/s1
Calculated Properties
ALogP:
2.498 lipophilicity
TPSA:
63.60 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
4
Ring Count:
2
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.7647 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002081
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
Monacolins and Monacolin derivatives
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 | — | 22Rv1 cells | 9.8 μM | 10.1021/acs.jnatprod.6b00624 Journal of Natural Products |