SCS-C007591
guignardone A
Pathway: Terpenoids
Superclass: Meroterpenoids
Class: Miscellaneous meroterpenoids
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 sp. NBUF154
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
South China Sea
· 60 m
DOI:
10.1002/cbdv.202200475
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
290.4 Da
Threshold ≤ 500
ALogP
2.12
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:
C17H22O4
Molecular Weight:
290.3590 Da
SMILES:
C=C(C)[C@@H]1CC[C@@]2(C)OC3=C(C[C@@H]12)C(=O)[C@]1(O)CO[C@H]3C1
InChIKey:
PDDUOBCTLLRRFF-AWKHGQQRSA-N
InChI:
InChI=1S/C17H22O4/c1-9(2)10-4-5-16(3)12(10)6-11-14(21-16)13-7-17(19,8-20-13)15(11)18/h10,12-13,19H,1,4-8H2,2-3H3/t10-,12-,13-,16+,17+/m0/s1
Calculated Properties
ALogP:
2.124 lipophilicity
TPSA:
55.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
1
Ring Count:
4
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.7059 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007591
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
Miscellaneous 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 |
|---|---|---|---|---|
| Antiviral | inhibition | human enterovirus 71 (EV71) | while other the compounds were inactive even at the highest concentrations tested (20.0 μM). | 10.1002/cbdv.202200475 Chemistry & Biodiversity |
| Antibacterial | inhibition | ten Vibrio strains (including V. parahaemolyticus NBUV004, P. damselae NBUV007, etc.) | Compounds 1–8 were found to display no inhibition against these pathogens. | 10.1002/cbdv.202200475 Chemistry & Biodiversity |