SCS-C001699
2,6,2',4',6'-Pentabromo-4-methoxycarbonyl-diorcinol
Pathway: Polyketides
Superclass: Aromatic polyketides
Class: Depsides
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
682.8 Da
Threshold ≤ 500
ALogP
7.11
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C16H11Br5O5
Molecular Weight:
682.7790 Da
SMILES:
COC(=O)c1c(C)c(Br)c(Oc2c(Br)c(C)c(Br)c(O)c2Br)c(Br)c1O
InChIKey:
PEXFIMIKFFUEMF-UHFFFAOYSA-N
InChI:
InChI=1S/C16H11Br5O5/c1-4-6(16(24)25-3)12(22)10(20)14(8(4)18)26-15-9(19)5(2)7(17)13(23)11(15)21/h22-23H,1-3H3
Calculated Properties
ALogP:
7.106 lipophilicity
TPSA:
75.99 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
3
Ring Count:
2
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.1875 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001699
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Aromatic polyketides
NPClassifier Class:
Depsides
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 | 1.17 μM | 10.1186/s13568-016-0272-2 AMB Express |
| Antifouling | LC50 | Balanus amphitrite cyprids | 29.3 μM | 10.1186/s13568-016-0272-2 AMB Express |