SCS-C005945
(1R*,7S*,14S*,3E,11E)-18-acetoxy-7-hydroperoxycembra-3,8(19),11,15(17)-tetraen-16,14-olide
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids
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
Lobophytum sp.
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Lobophytum
Species
NA
South China Sea
· 8 m
DOI:
10.3390/md11041162
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
390.5 Da
Threshold ≤ 500
ALogP
4.29
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H30O6
Molecular Weight:
390.4760 Da
SMILES:
C=C1CC/C=C(\C)C[C@@H]2OC(=O)C(=C)[C@H]2C/C=C(\COC(C)=O)CC[C@@H]1OO
InChIKey:
LCYYYCIAJNWGOB-WPXLHAHZSA-N
InChI:
InChI=1S/C22H30O6/c1-14-6-5-7-15(2)20(28-25)11-9-18(13-26-17(4)23)8-10-19-16(3)22(24)27-21(19)12-14/h6,8,19-21,25H,2-3,5,7,9-13H2,1,4H3/b14-6+,18-8-/t19-,20+,21+/m1/s1
Calculated Properties
ALogP:
4.289 lipophilicity
TPSA:
82.06 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
6
Rotatable Bonds:
3
Ring Count:
2
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.5455 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005945
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Cembrane diterpenoids
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 | IC50 | SGC7901, A549, MCF7, HCT116, B16 tumor cell lines | 1.2–8.6 μg/mL | 10.3390/md11041162 Marine Drugs |
| Antibacterial | inhibition rate | Staphylococcus aureus, S. pneumoniae | ≈ 90.0 % | 10.3390/md11041162 Marine Drugs |