SCS-C007158
eupenicisirenin I
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Cyclobisabolane sesquiterpenoids
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. SCSIO 41410
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
South China Sea
DOI:
10.1016/j.ejmech.2023.116068
· European Journal of Medicinal Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
284.4 Da
Threshold ≤ 500
ALogP
0.93
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H24O5
Molecular Weight:
284.3520 Da
SMILES:
CC(C)(O)C(O)CCC1(C)C2C=C(C(=O)O)CC(O)C21
InChIKey:
PXZAGPHGFGXDMA-UHFFFAOYSA-N
InChI:
InChI=1S/C15H24O5/c1-14(2,20)11(17)4-5-15(3)9-6-8(13(18)19)7-10(16)12(9)15/h6,9-12,16-17,20H,4-5,7H2,1-3H3,(H,18,19)
Calculated Properties
ALogP:
0.926 lipophilicity
TPSA:
97.99 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
4
Rotatable Bonds:
5
Ring Count:
2
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.8000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007158
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Cyclobisabolane sesquiterpenoids
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 |
|---|---|---|---|---|
| Anti-inflammatory | inhibitory activity screening | LPS-induced NF-κB activation | 20.0 μM | 10.1016/j.ejmech.2023.116068 European Journal of Medicinal Chemistry |