SCS-C002047
rubrofusarine B
Pathway: Polyketides
Superclass: Naphthalenes
Class: Naphthalenes and derivatives
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 foetidus KMM 4694
(marine sediment)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus foetidus
South China Sea
DOI:
10.1080/14786419.2019.1610954
· Natural Product Research
Aspergillus niger SCSIO Jcsw6F30
(alga)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus niger
South China Sea
DOI:
10.1016/j.bmcl.2015.12.005
· Bioorganic & Medicinal Chemistry Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
286.3 Da
Threshold ≤ 500
ALogP
2.98
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H14O5
Molecular Weight:
286.2830 Da
SMILES:
COc1cc(OC)c2c(O)c3c(=O)cc(C)oc3cc2c1
InChIKey:
HFPQKJMLIONCGP-UHFFFAOYSA-N
InChI:
InChI=1S/C16H14O5/c1-8-4-11(17)15-13(21-8)6-9-5-10(19-2)7-12(20-3)14(9)16(15)18/h4-7,18H,1-3H3
Calculated Properties
ALogP:
2.977 lipophilicity
TPSA:
68.90 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
2
Ring Count:
3
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.1875 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002047
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Naphthalenes
NPClassifier Class:
Naphthalenes and derivatives
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 |
|---|---|---|---|---|
| Antitumor | inhibition_percent | 22Rv1 cells | 68.55 % | 10.1080/14786419.2019.1610954 Natural Product Research |
| Antiviral | inhibition | CCR5-tropic HIV-1 SF162 infection | Other compounds showed no antiviral activities at the concentration of 50 μM (data not shown). | 10.1016/j.bmcl.2015.12.005 Bioorganic & Medicinal Chemistry Letters |