SCS-C001482
Penicilliumin B
Pathway: Terpenoids
Superclass: Meroterpenoids
Class: Tetraketide meroterpenoids
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 sp. F00120
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
South China Sea
· -1300 m
DOI:
10.1038/s41598-017-11007-4
· Scientific Reports
Drug-likeness (Lipinski Ro5)
Molecular Weight
330.5 Da
Threshold ≤ 500
ALogP
4.00
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H30O3
Molecular Weight:
330.5000 Da
SMILES:
C=C1CC[C@H]2C(C)(C)CCC[C@]2(C)[C@H]1C[C@]1(O)C(=O)C=C(C)C1=O
InChIKey:
IIOSVAZNNYCZFM-AFMUBRCDSA-N
InChI:
InChI=1S/C21H30O3/c1-13-7-8-16-19(3,4)9-6-10-20(16,5)15(13)12-21(24)17(22)11-14(2)18(21)23/h11,15-16,24H,1,6-10,12H2,2-5H3/t15-,16-,20+,21-/m0/s1
Calculated Properties
ALogP:
4.005 lipophilicity
TPSA:
54.37 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
2
Ring Count:
3
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.7143 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001482
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
Tetraketide meroterpenoids
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 |
|---|---|---|---|---|
| Toxicity | IC50 | HK-2 cells | 112.6 μM | 10.1038/s41598-017-11007-4 Scientific Reports |
| Toxicity | IC50 | RMC cells (rat glomerular mesangial cells) | 0.5 μM | 10.1038/s41598-017-11007-4 Scientific Reports |