SCS-C006245
penicisteck acid R
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
(Penicillium)
Original source name: Penicillium steckii | Penicillium stecki
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium steckii
South China Sea
DOI:
10.3390/md24050147
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
324.4 Da
Threshold ≤ 500
ALogP
1.58
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:
C18H28O5
Molecular Weight:
324.4170 Da
SMILES:
C[C@H]1[C@H](O)[C@@H](O)[C@H]2C[C@](C)(O)C[C@@H](C)[C@@H]2[C@H]1/C=C/C=C/C(=O)O
InChIKey:
QQERWTNYMYZADK-GKRHHQKTSA-N
InChI:
InChI=1S/C18H28O5/c1-10-8-18(3,23)9-13-15(10)12(6-4-5-7-14(19)20)11(2)16(21)17(13)22/h4-7,10-13,15-17,21-23H,8-9H2,1-3H3,(H,19,20)/b6-4+,7-5+/t10-,11-,12+,13+,15-,16+,17+,18-/m1/s1
Calculated Properties
ALogP:
1.584 lipophilicity
TPSA:
97.99 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
4
Rotatable Bonds:
3
Ring Count:
2
(0 aromatic)
Chiral Centers:
8
Fsp³:
0.7222 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006245
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 |
|---|---|---|---|---|
| Antitumor | cell viability | Caco-2 cells at 10 μM | > 90.0 % | 10.3390/md24050147 Marine Drugs |