SCS-C001695
3-O-benzoyl-diorcinol
Pathway: Polyketides
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
334.1 Da
Threshold ≤ 500
ALogP
5.02
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C21H18O4
Molecular Weight:
334.1205 Da
SMILES:
Cc1cc(OC(=O)c2ccccc2)cc(Oc2cc(C)ccc2O)c1
InChIKey:
CCUKIEXYRIFPMQ-UHFFFAOYSA-N
InChI:
InChI=1S/C21H18O4/c1-14-8-9-19(22)20(12-14)24-17-10-15(2)11-18(13-17)25-21(23)16-6-4-3-5-7-16/h3-13,22H,1-2H3
Calculated Properties
ALogP:
5.021 lipophilicity
TPSA:
55.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
4
Ring Count:
3
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.0952 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001695
NPClassifier Pathway:
Polyketides
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 | 12.6 μM | 10.1186/s13568-016-0272-2 AMB Express |
| Antifouling | LC50 | Balanus amphitrite cyprids | > 150.0 μM | 10.1186/s13568-016-0272-2 AMB Express |