SCS-C001338
arohynapene A
Pathway: Polyketides
Superclass: Cyclic polyketides
Class: Decalins with side chains
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
Penicillium steckii SCSIO 41025
(Penicillium)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium steckii
South China Sea
DOI:
10.1021/acs.jmedchem.3c01748
· Journal of Medicinal Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
286.4 Da
Threshold ≤ 500
ALogP
3.83
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C18H22O3
Molecular Weight:
286.4000 Da
SMILES:
Cc1ccc2c(c1/C=C/C=C/C(=O)O)C(C)CC(C)C2O
InChIKey:
LPDVNGOVYMGORG-YDFGWWAZSA-N
InChI:
InChI=1S/C18H22O3/c1-11-8-9-15-17(12(2)10-13(3)18(15)21)14(11)6-4-5-7-16(19)20/h4-9,12-13,18,21H,10H2,1-3H3,(H,19,20)/b6-4+,7-5+
Calculated Properties
ALogP:
3.826 lipophilicity
TPSA:
57.53 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
2
Rotatable Bonds:
3
Ring Count:
2
(1 aromatic)
Chiral Centers:
3
Fsp³:
0.3889 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001338
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
Decalins with side chains
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 | IC50 | RAW264.7 cells | 12.37–26.29 μM | 10.1021/acs.jmedchem.3c01748 Journal of Medicinal Chemistry |