SCS-C002059
5R,6S,16R,3E-5,6-dihydroxy-16methyloxacyclohexadec-3-en-2-one
Pathway: Fatty acids | Polyketides
Superclass: Macrolides | Fatty esters
Class: Lactones | Macrolide lactones
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 unguis 158SC-067
(fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus unguis
South China Sea
DOI:
10.3390/md19080415
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
284.4 Da
Threshold ≤ 500
ALogP
2.72
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:
C16H28O4
Molecular Weight:
284.3960 Da
SMILES:
C[C@@H]1CCCCCCCCC[C@H](O)[C@H](O)/C=C/C(=O)O1
InChIKey:
QYHZVIDSYPZOAI-DLQXUNIPSA-N
InChI:
InChI=1S/C16H28O4/c1-13-9-7-5-3-2-4-6-8-10-14(17)15(18)11-12-16(19)20-13/h11-15,17-18H,2-10H2,1H3/b12-11+/t13-,14+,15-/m1/s1
Calculated Properties
ALogP:
2.721 lipophilicity
TPSA:
66.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
1
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.8125 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002059
NPClassifier Pathway:
Fatty acids
Polyketides
NPClassifier Superclass:
Macrolides
Fatty esters
NPClassifier Class:
Lactones
Macrolide lactones
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 | GI50 | PC-3 cells | 2.7μM GI50 | 10.3390/md19080415 Marine Drugs |