SCS-C006471
expansol C
Pathway: Polyketides
Superclass: Aromatic polyketides | Diphenyl ethers (DPEs)
Class: Fungal DPEs | Simple aromatic polyketides
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
Aspergillus versicolor
(coral-associated fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus versicolor
South China Sea
· surface water
DOI:
10.3390/md20050322
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
446.6 Da
Threshold ≤ 500
ALogP
7.64
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C29H34O4
Molecular Weight:
446.5870 Da
SMILES:
C/C(=C/CCC(C)C)c1ccc(Cc2c(C)cc(Oc3cc(C)cc(O)c3)cc2O)cc1O
InChIKey:
CAIMRPJZHYUPRG-ZBKNUEDVSA-N
InChI:
InChI=1S/C29H34O4/c1-18(2)7-6-8-20(4)26-10-9-22(15-28(26)31)14-27-21(5)13-25(17-29(27)32)33-24-12-19(3)11-23(30)16-24/h8-13,15-18,30-32H,6-7,14H2,1-5H3/b20-8-
Calculated Properties
ALogP:
7.643 lipophilicity
TPSA:
69.92 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
4
Rotatable Bonds:
8
Ring Count:
3
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.3103 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006471
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Aromatic polyketides
Diphenyl ethers (DPEs)
NPClassifier Class:
Fungal DPEs
Simple aromatic polyketides
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 |
|---|---|---|---|---|
| Neuroprotective / Neuromodulatory | cell viability improvement | sodium nitroprusside (SNP)-induced injury | compounds 1a, 6, and 8–10 exhibited more neuroprotective activities than that of the positive control edaravone | 10.3390/md20050322 Marine Drugs |
| Neuroprotective / Neuromodulatory | concentration-dependent effect | sodium nitroprusside (SNP)-induced injury | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md20050322 Marine Drugs |