SCS-C001688
4-Methoxyacyl-diorcinol
Pathway: Shikimates and Phenylpropanoids | Terpenoids
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
Aspergillus sp. XS-2009-0066
(coral-derived fungus)
Original source name: Aspergillus sp. XS-20090066
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
Xisha Islands
DOI:
10.1186/s13568-016-0272-2
· AMB Express
Drug-likeness (Lipinski Ro5)
Molecular Weight
286.3 Da
Threshold ≤ 500
ALogP
3.48
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C17H18O4
Molecular Weight:
286.3270 Da
SMILES:
COC(=O)c1c(C)cc(-c2cc(C)c(O)cc2C)cc1O
InChIKey:
UTDDUHRZADXKAU-UHFFFAOYSA-N
InChI:
InChI=1S/C17H18O4/c1-9-7-14(18)10(2)6-13(9)12-5-11(3)16(15(19)8-12)17(20)21-4/h5-8,18-19H,1-4H3
Calculated Properties
ALogP:
3.477 lipophilicity
TPSA:
66.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
2
Ring Count:
2
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.2353 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001688
NPClassifier Pathway:
Shikimates and Phenylpropanoids
Terpenoids
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
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 |
|---|---|---|---|---|
| Antifouling | EC50 | Balanus amphitrite cyprids | 7.43 μM | 10.1186/s13568-016-0272-2 AMB Express |
| Antifouling | LC50 | Balanus amphitrite cyprids | > 174.0 μM | 10.1186/s13568-016-0272-2 AMB Express |