SCS-C001593
(±)-Ocellatuperoxide B
Pathway: Polyketides
Superclass: Cyclic polyketides
Class: 4-pyrone 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
Placobranchus ocellatus
(NA)
Kingdom
Metazoa
Phylum
Mollusca
Class
Gastropoda
Order
Sacoglossa
Family
Plakobranchidae
Genus
Plakobranchus
Species
Plakobranchus ocellatus
Ximao Island
DOI:
10.3390/md20100590
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
362.5 Da
Threshold ≤ 500
ALogP
4.75
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H30O5
Molecular Weight:
362.4660 Da
SMILES:
COc1oc(/C(C)=C\[C@@]2(C)C=C(C)[C@@H](CC(C)C)OO2)c(C)c(=O)c1C
InChIKey:
HKBZCQUOSFCVQU-HAWPGTPQSA-N
InChI:
InChI=1S/C21H30O5/c1-12(2)9-17-13(3)10-21(7,26-25-17)11-14(4)19-15(5)18(22)16(6)20(23-8)24-19/h10-12,17H,9H2,1-8H3/b14-11-/t17-,21-/m1/s1
Calculated Properties
ALogP:
4.750 lipophilicity
TPSA:
57.90 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
5
Rotatable Bonds:
5
Ring Count:
2
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.5714 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001593
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
4-pyrone 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 | — | NB4, A549, HepG2 human cancer cell lines | > 100.0 μM | 10.3390/md20100590 Marine Drugs |